diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index a84265926..221bdacb7 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -72,33 +72,23 @@ jobs:
     name: "cargo test | ${{ matrix.os }}"
     steps:
       - uses: actions/checkout@v4
-
-      - if: ${{ matrix.os == 'macos' }}
-        name: "Install bootstrap dependencies"
-        run: brew install coreutils
-
-      - uses: actions/setup-python@v5
-        with:
-          python-version: "3.12"
-
-      - name: "Install required Python versions"
-        run: |
-          python -m pip install "zstandard==0.22.0"
-          python scripts/bootstrap/install.py
-
       - name: "Install Rust toolchain"
         run: rustup show
 
-      - name: "Install cargo nextest"
-        uses: taiki-e/install-action@v2
-        with:
-          tool: cargo-nextest
-
       - if: ${{ matrix.os != 'windows' }}
         uses: rui314/setup-mold@v1
 
       - uses: Swatinem/rust-cache@v2
 
+      - name: "Install required Python versions"
+        run: |
+          cargo run -p uv-dev -- fetch-python
+
+      - name: "Install cargo nextest"
+        uses: taiki-e/install-action@v2
+        with:
+          tool: cargo-nextest
+
       - name: "Cargo test"
         run: |
           cargo nextest run --workspace --status-level skip --failure-output immediate-final --no-fail-fast -j 12 --final-status-level slow
diff --git a/CONTRIBUTING.md b/CONTRIBUTING.md
index d620e22e5..9341a3972 100644
--- a/CONTRIBUTING.md
+++ b/CONTRIBUTING.md
@@ -22,12 +22,6 @@ CMake may be installed with Homebrew:
 brew install cmake
 ```
 
-The Python bootstrapping script requires `coreutils` and `zstd`; we recommend installing them with Homebrew:
-
-```shell
-brew install coreutils zstd
-```
-
 See the [Python](#python) section for instructions on installing the Python versions.
 
 ### Windows
@@ -45,13 +39,13 @@ Testing uv requires multiple specific Python versions. You can install them into
 `<project root>/bin` via our bootstrapping script:
 
 ```shell
-pipx run scripts/bootstrap/install.py
+cargo run -p uv-dev -- fetch-python
 ```
 
-Alternatively, you can install `zstandard` from PyPI, then run:
+You may need to add the versions to your `PATH`:
 
 ```shell
-python3.12 scripts/bootstrap/install.py
+source .env
 ```
 
 You can configure the bootstrapping directory with `UV_BOOTSTRAP_DIR`.
diff --git a/Cargo.lock b/Cargo.lock
index fb858cf41..e87f84ce7 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -4289,6 +4289,7 @@ dependencies = [
  "uv-normalize",
  "uv-requirements",
  "uv-resolver",
+ "uv-toolchain",
  "uv-types",
  "uv-virtualenv",
  "uv-warnings",
@@ -4456,26 +4457,33 @@ dependencies = [
  "pep508_rs",
  "petgraph",
  "poloto",
+ "reqwest",
  "resvg",
  "rustc-hash",
  "serde",
  "serde_json",
  "tagu",
+ "tempfile",
  "tikv-jemallocator",
  "tokio",
+ "tokio-util",
  "tracing",
  "tracing-durations-export",
  "tracing-indicatif",
  "tracing-subscriber",
+ "url",
  "uv-build",
  "uv-cache",
  "uv-client",
  "uv-configuration",
  "uv-dispatch",
+ "uv-extract",
+ "uv-fs",
  "uv-installer",
  "uv-interpreter",
  "uv-normalize",
  "uv-resolver",
+ "uv-toolchain",
  "uv-types",
  "walkdir",
 ]
@@ -4662,6 +4670,7 @@ dependencies = [
  "tracing",
  "uv-cache",
  "uv-fs",
+ "uv-toolchain",
  "which",
  "winapi",
 ]
@@ -4754,6 +4763,29 @@ dependencies = [
  "uv-warnings",
 ]
 
+[[package]]
+name = "uv-toolchain"
+version = "0.1.0"
+dependencies = [
+ "anyhow",
+ "fs-err",
+ "futures",
+ "once_cell",
+ "pep440_rs",
+ "pep508_rs",
+ "reqwest",
+ "reqwest-middleware",
+ "tempfile",
+ "thiserror",
+ "tokio",
+ "tokio-util",
+ "tracing",
+ "url",
+ "uv-client",
+ "uv-extract",
+ "uv-fs",
+]
+
 [[package]]
 name = "uv-types"
 version = "0.0.1"
diff --git a/Cargo.toml b/Cargo.toml
index 2826ddc7a..8da70b7ab 100644
--- a/Cargo.toml
+++ b/Cargo.toml
@@ -49,6 +49,7 @@ uv-trampoline = { path = "crates/uv-trampoline" }
 uv-version = { path = "crates/uv-version" }
 uv-virtualenv = { path = "crates/uv-virtualenv" }
 uv-warnings = { path = "crates/uv-warnings" }
+uv-toolchain = { path = "crates/uv-toolchain" }
 
 anstream = { version = "0.6.13" }
 anyhow = { version = "1.0.80" }
diff --git a/crates/uv-dev/Cargo.toml b/crates/uv-dev/Cargo.toml
index 764bdd3fc..ab56cb0ec 100644
--- a/crates/uv-dev/Cargo.toml
+++ b/crates/uv-dev/Cargo.toml
@@ -23,13 +23,16 @@ pep508_rs = { workspace = true }
 uv-build = { workspace = true }
 uv-cache = { workspace = true, features = ["clap"] }
 uv-client = { workspace = true }
+uv-configuration = { workspace = true }
 uv-dispatch = { workspace = true }
+uv-extract = { workspace = true }
+uv-fs = { workspace = true }
 uv-installer = { workspace = true }
 uv-interpreter = { workspace = true }
 uv-normalize = { workspace = true }
 uv-resolver = { workspace = true }
+uv-toolchain = { workspace = true }
 uv-types = { workspace = true }
-uv-configuration = { workspace = true }
 
 # Any dependencies that are exclusively used in `uv-dev` should be listed as non-workspace
 # dependencies, to ensure that we're forced to think twice before including them in other crates.
@@ -46,14 +49,18 @@ petgraph = { workspace = true }
 poloto = { version = "19.1.2" }
 resvg = { version = "0.29.0" }
 rustc-hash = { workspace = true }
+reqwest = { workspace = true }
+tempfile = { workspace = true }
 serde = { workspace = true }
 serde_json = { workspace = true }
 tagu = { version = "0.1.6" }
 tokio = { workspace = true }
+tokio-util = { workspace = true, features = ["compat"] }
 tracing = { workspace = true }
 tracing-durations-export = { workspace = true, features = ["plot"] }
 tracing-indicatif = { workspace = true }
 tracing-subscriber = { workspace = true }
+url = { workspace = true }
 walkdir = { workspace = true }
 
 [target.'cfg(target_os = "windows")'.dependencies]
diff --git a/crates/uv-dev/src/fetch_python.rs b/crates/uv-dev/src/fetch_python.rs
new file mode 100644
index 000000000..cdbdfcea0
--- /dev/null
+++ b/crates/uv-dev/src/fetch_python.rs
@@ -0,0 +1,142 @@
+use anyhow::Result;
+use clap::Parser;
+use fs_err as fs;
+#[cfg(unix)]
+use fs_err::tokio::symlink;
+use futures::StreamExt;
+#[cfg(unix)]
+use itertools::Itertools;
+use std::str::FromStr;
+#[cfg(unix)]
+use std::{collections::HashMap, path::PathBuf};
+use tokio::time::Instant;
+use tracing::{info, info_span, Instrument};
+
+use uv_fs::Simplified;
+use uv_toolchain::{
+    DownloadResult, Error, PythonDownload, PythonDownloadRequest, TOOLCHAIN_DIRECTORY,
+};
+
+#[derive(Parser, Debug)]
+pub(crate) struct FetchPythonArgs {
+    versions: Vec<String>,
+}
+
+pub(crate) async fn fetch_python(args: FetchPythonArgs) -> Result<()> {
+    let start = Instant::now();
+
+    let bootstrap_dir = &*TOOLCHAIN_DIRECTORY;
+
+    fs_err::create_dir_all(bootstrap_dir)?;
+
+    let versions = if args.versions.is_empty() {
+        info!("Reading versions from file...");
+        read_versions_file().await?
+    } else {
+        args.versions
+    };
+
+    let requests = versions
+        .iter()
+        .map(|version| {
+            PythonDownloadRequest::from_str(version).and_then(PythonDownloadRequest::fill)
+        })
+        .collect::<Result<Vec<_>, Error>>()?;
+
+    let downloads = requests
+        .iter()
+        .map(|request| match PythonDownload::from_request(request) {
+            Some(download) => download,
+            None => panic!("No download found for request {request:?}"),
+        })
+        .collect::<Vec<_>>();
+
+    let client = uv_client::BaseClientBuilder::new().build();
+
+    info!("Fetching requested versions...");
+    let mut tasks = futures::stream::iter(downloads.iter())
+        .map(|download| {
+            async {
+                let result = download.fetch(&client, bootstrap_dir).await;
+                (download.python_version(), result)
+            }
+            .instrument(info_span!("download", key = %download))
+        })
+        .buffered(4);
+
+    let mut results = Vec::new();
+    let mut downloaded = 0;
+    while let Some(task) = tasks.next().await {
+        let (version, result) = task;
+        let path = match result? {
+            DownloadResult::AlreadyAvailable(path) => {
+                info!("Found existing download for v{}", version);
+                path
+            }
+            DownloadResult::Fetched(path) => {
+                info!("Downloaded v{} to {}", version, path.user_display());
+                downloaded += 1;
+                path
+            }
+        };
+        results.push((version, path));
+    }
+
+    if downloaded > 0 {
+        let s = if downloaded == 1 { "" } else { "s" };
+        info!(
+            "Fetched {} in {}s",
+            format!("{} version{}", downloaded, s),
+            start.elapsed().as_secs()
+        );
+    } else {
+        info!("All versions downloaded already.");
+    };
+
+    // Order matters here, as we overwrite previous links
+    info!("Installing to `{}`...", bootstrap_dir.user_display());
+
+    // On Windows, linking the executable generally results in broken installations
+    // and each toolchain path will need to be added to the PATH separately in the
+    // desired order
+    #[cfg(unix)]
+    {
+        let mut links: HashMap<PathBuf, PathBuf> = HashMap::new();
+        for (version, path) in results {
+            // TODO(zanieb): This path should be a part of the download metadata
+            let executable = path.join("install").join("bin").join("python3");
+            for target in [
+                bootstrap_dir.join(format!("python{}", version.python_full_version())),
+                bootstrap_dir.join(format!("python{}.{}", version.major(), version.minor())),
+                bootstrap_dir.join(format!("python{}", version.major())),
+                bootstrap_dir.join("python"),
+            ] {
+                // Attempt to remove it, we'll fail on link if we couldn't remove it for some reason
+                // but if it's missing we don't want to error
+                let _ = fs::remove_file(&target);
+                symlink(&executable, &target).await?;
+                links.insert(target, executable.clone());
+            }
+        }
+        for (target, executable) in links.iter().sorted() {
+            info!(
+                "Linked `{}` to `{}`",
+                target.user_display(),
+                executable.user_display()
+            );
+        }
+    };
+
+    info!("Installed {} versions", requests.len());
+
+    Ok(())
+}
+
+async fn read_versions_file() -> Result<Vec<String>> {
+    let lines: Vec<String> = fs::tokio::read_to_string(".python-versions")
+        .await?
+        .lines()
+        .map(ToString::to_string)
+        .collect();
+    Ok(lines)
+}
diff --git a/crates/uv-dev/src/main.rs b/crates/uv-dev/src/main.rs
index dc5865c9f..ce83a8167 100644
--- a/crates/uv-dev/src/main.rs
+++ b/crates/uv-dev/src/main.rs
@@ -21,6 +21,7 @@ use resolve_many::ResolveManyArgs;
 use crate::build::{build, BuildArgs};
 use crate::clear_compile::ClearCompileArgs;
 use crate::compile::CompileArgs;
+use crate::fetch_python::FetchPythonArgs;
 use crate::render_benchmarks::RenderBenchmarksArgs;
 use crate::resolve_cli::ResolveCliArgs;
 use crate::wheel_metadata::WheelMetadataArgs;
@@ -44,6 +45,7 @@ static GLOBAL: tikv_jemallocator::Jemalloc = tikv_jemallocator::Jemalloc;
 mod build;
 mod clear_compile;
 mod compile;
+mod fetch_python;
 mod render_benchmarks;
 mod resolve_cli;
 mod resolve_many;
@@ -72,6 +74,8 @@ enum Cli {
     Compile(CompileArgs),
     /// Remove all `.pyc` in the tree.
     ClearCompile(ClearCompileArgs),
+    /// Fetch Python versions for testing
+    FetchPython(FetchPythonArgs),
 }
 
 #[instrument] // Anchor span to check for overhead
@@ -92,6 +96,7 @@ async fn run() -> Result<()> {
         Cli::RenderBenchmarks(args) => render_benchmarks::render_benchmarks(&args)?,
         Cli::Compile(args) => compile::compile(args).await?,
         Cli::ClearCompile(args) => clear_compile::clear_compile(&args)?,
+        Cli::FetchPython(args) => fetch_python::fetch_python(args).await?,
     }
     Ok(())
 }
diff --git a/crates/uv-extract/src/stream.rs b/crates/uv-extract/src/stream.rs
index cff2825dc..f9ac12148 100644
--- a/crates/uv-extract/src/stream.rs
+++ b/crates/uv-extract/src/stream.rs
@@ -157,6 +157,7 @@ pub async fn untar_gz<R: tokio::io::AsyncRead + Unpin>(
 ) -> Result<(), Error> {
     let reader = tokio::io::BufReader::new(reader);
     let decompressed_bytes = async_compression::tokio::bufread::GzipDecoder::new(reader);
+
     let mut archive = tokio_tar::ArchiveBuilder::new(decompressed_bytes)
         .set_preserve_mtime(false)
         .build();
diff --git a/crates/uv-interpreter/Cargo.toml b/crates/uv-interpreter/Cargo.toml
index d8ae8fb75..eef17ce3b 100644
--- a/crates/uv-interpreter/Cargo.toml
+++ b/crates/uv-interpreter/Cargo.toml
@@ -21,6 +21,7 @@ platform-tags = { workspace = true }
 pypi-types = { workspace = true }
 uv-cache = { workspace = true }
 uv-fs = { workspace = true }
+uv-toolchain = { workspace = true }
 
 configparser = { workspace = true }
 fs-err = { workspace = true, features = ["tokio"] }
diff --git a/crates/uv-interpreter/src/find_python.rs b/crates/uv-interpreter/src/find_python.rs
index b06472d21..2fc45bdec 100644
--- a/crates/uv-interpreter/src/find_python.rs
+++ b/crates/uv-interpreter/src/find_python.rs
@@ -7,10 +7,11 @@ use tracing::{debug, instrument};
 
 use uv_cache::Cache;
 use uv_fs::normalize_path;
+use uv_toolchain::PythonVersion;
 
 use crate::interpreter::InterpreterInfoError;
 use crate::python_environment::{detect_python_executable, detect_virtual_env};
-use crate::{Error, Interpreter, PythonVersion};
+use crate::{Error, Interpreter};
 
 /// Find a Python of a specific version, a binary with a name or a path to a binary.
 ///
@@ -464,7 +465,7 @@ fn find_version(
     let version_matches = |interpreter: &Interpreter| -> bool {
         if let Some(python_version) = python_version {
             // If a patch version was provided, check for an exact match
-            python_version.is_satisfied_by(interpreter)
+            interpreter.satisfies(python_version)
         } else {
             // The version always matches if one was not provided
             true
diff --git a/crates/uv-interpreter/src/interpreter.rs b/crates/uv-interpreter/src/interpreter.rs
index a5ff8e01a..ce14845f9 100644
--- a/crates/uv-interpreter/src/interpreter.rs
+++ b/crates/uv-interpreter/src/interpreter.rs
@@ -16,6 +16,7 @@ use platform_tags::{Tags, TagsError};
 use pypi_types::Scheme;
 use uv_cache::{Cache, CacheBucket, CachedByTimestamp, Freshness, Timestamp};
 use uv_fs::{write_atomic_sync, PythonExt, Simplified};
+use uv_toolchain::PythonVersion;
 
 use crate::Error;
 use crate::Virtualenv;
@@ -314,6 +315,18 @@ impl Interpreter {
             },
         }
     }
+
+    /// Check if the interpreter matches the given Python version.
+    ///
+    /// If a patch version is present, we will require an exact match.
+    /// Otherwise, just the major and minor version numbers need to match.
+    pub fn satisfies(&self, version: &PythonVersion) -> bool {
+        if version.patch().is_some() {
+            version.version() == self.python_version()
+        } else {
+            (version.major(), version.minor()) == self.python_tuple()
+        }
+    }
 }
 
 /// The `EXTERNALLY-MANAGED` file in a Python installation.
diff --git a/crates/uv-interpreter/src/lib.rs b/crates/uv-interpreter/src/lib.rs
index 535888a78..1286ff436 100644
--- a/crates/uv-interpreter/src/lib.rs
+++ b/crates/uv-interpreter/src/lib.rs
@@ -19,14 +19,12 @@ pub use crate::find_python::{find_best_python, find_default_python, find_request
 pub use crate::interpreter::Interpreter;
 use crate::interpreter::InterpreterInfoError;
 pub use crate::python_environment::PythonEnvironment;
-pub use crate::python_version::PythonVersion;
 pub use crate::virtualenv::Virtualenv;
 
 mod cfg;
 mod find_python;
 mod interpreter;
 mod python_environment;
-mod python_version;
 mod virtualenv;
 
 #[derive(Debug, Error)]
diff --git a/crates/uv-toolchain/Cargo.toml b/crates/uv-toolchain/Cargo.toml
new file mode 100644
index 000000000..59bab562e
--- /dev/null
+++ b/crates/uv-toolchain/Cargo.toml
@@ -0,0 +1,33 @@
+[package]
+name = "uv-toolchain"
+version = "0.1.0"
+edition.workspace = true
+rust-version.workspace = true
+homepage.workspace = true
+documentation.workspace = true
+repository.workspace = true
+authors.workspace = true
+license.workspace = true
+
+[dependencies]
+uv-client = { workspace = true }
+uv-extract = { workspace = true }
+uv-fs = { workspace = true }
+pep440_rs = { workspace = true }
+pep508_rs = { workspace = true }
+
+anyhow = { workspace = true }
+fs-err = { workspace = true }
+futures = { workspace = true }
+once_cell = {workspace = true}
+reqwest = { workspace = true }
+reqwest-middleware = { workspace = true }
+tempfile = { workspace = true }
+thiserror = { workspace = true }
+tokio = { workspace = true }
+tokio-util = { workspace = true, features = ["compat"] }
+tracing = { workspace = true }
+url = { workspace = true }
+
+[lints]
+workspace = true
diff --git a/scripts/bootstrap/fetch-version-metadata.py b/crates/uv-toolchain/fetch-version-metadata.py
similarity index 74%
rename from scripts/bootstrap/fetch-version-metadata.py
rename to crates/uv-toolchain/fetch-version-metadata.py
index 389269f44..2dc4b3d9a 100755
--- a/scripts/bootstrap/fetch-version-metadata.py
+++ b/crates/uv-toolchain/fetch-version-metadata.py
@@ -2,7 +2,7 @@
 """
 Fetch Python version metadata.
 
-Generates the bootstrap `versions.json` file.
+Generates the `python-version-metadata.json` file.
 
 Usage:
 
@@ -30,7 +30,7 @@ RELEASE_URL = "https://api.github.com/repos/indygreg/python-build-standalone/rel
 HEADERS = {
     "X-GitHub-Api-Version": "2022-11-28",
 }
-VERSIONS_FILE = SELF_DIR / "versions.json"
+VERSIONS_FILE = SELF_DIR / "python-version-metadata.json"
 FLAVOR_PREFERENCES = [
     "shared-pgo",
     "shared-noopt",
@@ -53,6 +53,8 @@ SPECIAL_TRIPLES = {
     "linux64": "x86_64-unknown-linux-gnu",
     "windows-amd64": "x86_64-pc-windows",
     "windows-x86": "i686-pc-windows",
+    "windows-amd64-shared": "x86_64-pc-windows",
+    "windows-x86-shared": "i686-pc-windows",
     "linux64-musl": "x86_64-unknown-linux-musl",
 }
 
@@ -78,8 +80,14 @@ _suffix_re = re.compile(
     )
 )
 
-# to match the output of the `arch` command
-ARCH_MAP = {"aarch64": "arm64"}
+# Normalized mappings to match the Rust types
+ARCH_MAP = {
+    "ppc64": "powerpc64",
+    "ppc64le": "powerpc64le",
+    "i686": "x86",
+    "i386": "x86",
+}
+OS_MAP = {"darwin": "macos"}
 
 
 def parse_filename(filename):
@@ -104,10 +112,8 @@ def normalize_triple(triple):
     triple = SPECIAL_TRIPLES.get(triple, triple)
     pieces = triple.split("-")
     try:
-        arch = pieces[0]
-        # Normalize
-        arch = ARCH_MAP.get(arch, arch)
-        platform = pieces[2]
+        arch = normalize_arch(pieces[0])
+        operating_system = normalize_os(pieces[2])
         if pieces[2] == "linux":
             # On linux, the triple has four segments, the last one is the libc
             libc = pieces[3]
@@ -116,7 +122,18 @@ def normalize_triple(triple):
     except IndexError:
         logging.debug("Skipping %r: unknown triple", triple)
         return
-    return "%s-%s-%s" % (arch, platform, libc)
+    return "%s-%s-%s" % (arch, operating_system, libc)
+
+
+def normalize_arch(arch):
+    arch = ARCH_MAP.get(arch, arch)
+    pieces = arch.split("_")
+    # Strip `_vN` from `x86_64`
+    return "_".join(pieces[:2])
+
+
+def normalize_os(os):
+    return OS_MAP.get(os, os)
 
 
 def read_sha256(url):
@@ -125,7 +142,7 @@ def read_sha256(url):
     except urllib.error.HTTPError:
         return None
     assert resp.status == 200
-    return resp.read().strip()
+    return resp.read().decode().strip()
 
 
 def sha256(path):
@@ -142,8 +159,8 @@ def sha256(path):
     return h.hexdigest()
 
 
-def _sort_key(info):
-    triple, flavor, url = info
+def _sort_by_flavor_preference(info):
+    _triple, flavor, _url = info
     try:
         pref = FLAVOR_PREFERENCES.index(flavor)
     except ValueError:
@@ -151,12 +168,18 @@ def _sort_key(info):
     return pref
 
 
+def _sort_by_interpreter_and_version(info):
+    interpreter, version_tuple, _ = info
+    return (interpreter, version_tuple)
+
+
 def find():
     """
     Find available Python versions and write metadata to a file.
     """
     results = {}
 
+    # Collect all available Python downloads
     for page in range(1, 100):
         logging.debug("Reading release page %s...", page)
         resp = urllib.request.urlopen("%s?page=%d" % (RELEASE_URL, page))
@@ -180,34 +203,47 @@ def find():
                     continue
                 results.setdefault(py_ver, []).append((triple, flavor, url))
 
-    cpython_results = {}
+    # Collapse CPython variants to a single URL flavor per triple
+    cpython_results: dict[tuple[int, int, int], dict[tuple[str, str, str], str]] = {}
     for py_ver, choices in results.items():
-        choices.sort(key=_sort_key)
         urls = {}
-        for triple, flavor, url in choices:
+        for triple, flavor, url in sorted(choices, key=_sort_by_flavor_preference):
             triple = tuple(triple.split("-"))
+            # Skip existing triples, preferring the first flavor
             if triple in urls:
                 continue
             urls[triple] = url
         cpython_results[tuple(map(int, py_ver.split(".")))] = urls
 
+    # Collect variants across interpreter kinds
+    # TODO(zanieb): Note we only support CPython downloads at this time
+    #               but this will include PyPy chain in the future.
     final_results = {}
     for interpreter, py_ver, choices in sorted(
         chain(
             (("cpython",) + x for x in cpython_results.items()),
         ),
-        key=lambda x: x[:2],
+        key=_sort_by_interpreter_and_version,
+        # Reverse the ordering so newer versions are first
         reverse=True,
     ):
-        for (arch, platform, libc), url in sorted(choices.items()):
-            key = "%s-%s.%s.%s-%s-%s-%s" % (interpreter, *py_ver, platform, arch, libc)
+        # Sort by the remaining information for determinism
+        # This groups download metadata in triple component order
+        for (arch, operating_system, libc), url in sorted(choices.items()):
+            key = "%s-%s.%s.%s-%s-%s-%s" % (
+                interpreter,
+                *py_ver,
+                operating_system,
+                arch,
+                libc,
+            )
             logging.info("Found %s", key)
             sha256 = read_sha256(url)
 
             final_results[key] = {
                 "name": interpreter,
                 "arch": arch,
-                "os": platform,
+                "os": operating_system,
                 "libc": libc,
                 "major": py_ver[0],
                 "minor": py_ver[1],
diff --git a/scripts/bootstrap/versions.json b/crates/uv-toolchain/python-version-metadata.json
similarity index 63%
rename from scripts/bootstrap/versions.json
rename to crates/uv-toolchain/python-version-metadata.json
index c95201415..3306ca69d 100644
--- a/scripts/bootstrap/versions.json
+++ b/crates/uv-toolchain/python-version-metadata.json
@@ -1,18 +1,106 @@
 {
-  "cpython-3.12.1-darwin-arm64-none": {
+  "cpython-3.12.2-linux-aarch64-gnu": {
     "name": "cpython",
-    "arch": "arm64",
-    "os": "darwin",
+    "arch": "aarch64",
+    "os": "linux",
+    "libc": "gnu",
+    "major": 3,
+    "minor": 12,
+    "patch": 2,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-aarch64-unknown-linux-gnu-debug-full.tar.zst",
+    "sha256": "469a7fd0d0a09936c5db41b5ac83bb29d5bfeb721aa483ac92f3f7ac4d311097"
+  },
+  "cpython-3.12.2-macos-aarch64-none": {
+    "name": "cpython",
+    "arch": "aarch64",
+    "os": "macos",
     "libc": "none",
     "major": 3,
     "minor": 12,
-    "patch": 1,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-aarch64-apple-darwin-pgo%2Blto-full.tar.zst",
-    "sha256": "61e51e3490537b800fcefad718157cf775de41044e95aa538b63ab599f66f3a9"
+    "patch": 2,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-aarch64-apple-darwin-pgo%2Blto-full.tar.zst",
+    "sha256": "2afcc8b25c55793f6ceb0bef2e547e101f53c9e25a0fe0332320e5381a1f0fdb"
   },
-  "cpython-3.12.1-linux-arm64-gnu": {
+  "cpython-3.12.2-linux-powerpc64le-gnu": {
     "name": "cpython",
-    "arch": "arm64",
+    "arch": "powerpc64le",
+    "os": "linux",
+    "libc": "gnu",
+    "major": 3,
+    "minor": 12,
+    "patch": 2,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-ppc64le-unknown-linux-gnu-debug-full.tar.zst",
+    "sha256": "1d70476fb9013cc93e787417680b34629b510e6e2145cf48bb2f0fe887f7a4d8"
+  },
+  "cpython-3.12.2-linux-s390x-gnu": {
+    "name": "cpython",
+    "arch": "s390x",
+    "os": "linux",
+    "libc": "gnu",
+    "major": 3,
+    "minor": 12,
+    "patch": 2,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-s390x-unknown-linux-gnu-debug-full.tar.zst",
+    "sha256": "f40b88607928b5ee34ff87c1d574c8493a1604d7a40474e1b03731184186f419"
+  },
+  "cpython-3.12.2-windows-x86-none": {
+    "name": "cpython",
+    "arch": "x86",
+    "os": "windows",
+    "libc": "none",
+    "major": 3,
+    "minor": 12,
+    "patch": 2,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-i686-pc-windows-msvc-shared-pgo-full.tar.zst",
+    "sha256": "ee985ae6a6a98f4d5bd19fd8c59f45235911d19b64e1dbd026261b8103f15db5"
+  },
+  "cpython-3.12.2-linux-x86_64-gnu": {
+    "name": "cpython",
+    "arch": "x86_64",
+    "os": "linux",
+    "libc": "gnu",
+    "major": 3,
+    "minor": 12,
+    "patch": 2,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-x86_64-unknown-linux-gnu-debug-full.tar.zst",
+    "sha256": "15b61ed9d33b35ad014a13a68a55d8ea5ba7fb70945644747f4e53c659f2fed6"
+  },
+  "cpython-3.12.2-linux-x86_64-musl": {
+    "name": "cpython",
+    "arch": "x86_64",
+    "os": "linux",
+    "libc": "musl",
+    "major": 3,
+    "minor": 12,
+    "patch": 2,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-x86_64-unknown-linux-musl-lto-full.tar.zst",
+    "sha256": "7ec1dc7ad8223ec5839a57d232fd3cf730987f7b0f88b2c4f15ee935bcabbaa9"
+  },
+  "cpython-3.12.2-macos-x86_64-none": {
+    "name": "cpython",
+    "arch": "x86_64",
+    "os": "macos",
+    "libc": "none",
+    "major": 3,
+    "minor": 12,
+    "patch": 2,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-x86_64-apple-darwin-pgo%2Blto-full.tar.zst",
+    "sha256": "b4b4d19c36e86803aa0b4410395f5568bef28d82666efba926e44dbe06345a12"
+  },
+  "cpython-3.12.2-windows-x86_64-none": {
+    "name": "cpython",
+    "arch": "x86_64",
+    "os": "windows",
+    "libc": "none",
+    "major": 3,
+    "minor": 12,
+    "patch": 2,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-x86_64-pc-windows-msvc-shared-pgo-full.tar.zst",
+    "sha256": "a1daf5e8ceb23d34ea29b16b5123b06694810fe7acc5c8384426435c63bf731e"
+  },
+  "cpython-3.12.1-linux-aarch64-gnu": {
+    "name": "cpython",
+    "arch": "aarch64",
     "os": "linux",
     "libc": "gnu",
     "major": 3,
@@ -21,20 +109,20 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-aarch64-unknown-linux-gnu-debug-full.tar.zst",
     "sha256": "9009da24f436611d0bf086b8ea62aaed1c27104af5b770ddcfc92b60db06da8c"
   },
-  "cpython-3.12.1-windows-i686-none": {
+  "cpython-3.12.1-macos-aarch64-none": {
     "name": "cpython",
-    "arch": "i686",
-    "os": "windows",
+    "arch": "aarch64",
+    "os": "macos",
     "libc": "none",
     "major": 3,
     "minor": 12,
     "patch": 1,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-i686-pc-windows-msvc-shared-pgo-full.tar.zst",
-    "sha256": "22866d35fdf58e90e75d6ba9aa78c288b452ea7041fa9bc5549eca9daa431883"
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-aarch64-apple-darwin-pgo%2Blto-full.tar.zst",
+    "sha256": "61e51e3490537b800fcefad718157cf775de41044e95aa538b63ab599f66f3a9"
   },
-  "cpython-3.12.1-linux-ppc64le-gnu": {
+  "cpython-3.12.1-linux-powerpc64le-gnu": {
     "name": "cpython",
-    "arch": "ppc64le",
+    "arch": "powerpc64le",
     "os": "linux",
     "libc": "gnu",
     "major": 3,
@@ -54,16 +142,16 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-s390x-unknown-linux-gnu-debug-full.tar.zst",
     "sha256": "505a4fbace661a43b354a059022eb31efb406859a5f7227109ebf0f278f20503"
   },
-  "cpython-3.12.1-darwin-x86_64-none": {
+  "cpython-3.12.1-windows-x86-none": {
     "name": "cpython",
-    "arch": "x86_64",
-    "os": "darwin",
+    "arch": "x86",
+    "os": "windows",
     "libc": "none",
     "major": 3,
     "minor": 12,
     "patch": 1,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-x86_64-apple-darwin-pgo%2Blto-full.tar.zst",
-    "sha256": "bf2b176b0426d7b4d4909c1b19bbb25b4893f9ebdc61e32df144df2b10dcc800"
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-i686-pc-windows-msvc-shared-pgo-full.tar.zst",
+    "sha256": "22866d35fdf58e90e75d6ba9aa78c288b452ea7041fa9bc5549eca9daa431883"
   },
   "cpython-3.12.1-linux-x86_64-gnu": {
     "name": "cpython",
@@ -87,6 +175,17 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-x86_64-unknown-linux-musl-lto-full.tar.zst",
     "sha256": "c4b07a02d8f0986b56e010a67132e5eeba1def4991c6c06ed184f831a484a06f"
   },
+  "cpython-3.12.1-macos-x86_64-none": {
+    "name": "cpython",
+    "arch": "x86_64",
+    "os": "macos",
+    "libc": "none",
+    "major": 3,
+    "minor": 12,
+    "patch": 1,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-x86_64-apple-darwin-pgo%2Blto-full.tar.zst",
+    "sha256": "bf2b176b0426d7b4d4909c1b19bbb25b4893f9ebdc61e32df144df2b10dcc800"
+  },
   "cpython-3.12.1-windows-x86_64-none": {
     "name": "cpython",
     "arch": "x86_64",
@@ -98,86 +197,9 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-x86_64-pc-windows-msvc-shared-pgo-full.tar.zst",
     "sha256": "d9bc1b566250bf51818976bf98bf50e1f4c59b2503b50d29250cac5ab5ef6b38"
   },
-  "cpython-3.12.1-linux-x86_64_v2-gnu": {
+  "cpython-3.12.0-linux-aarch64-gnu": {
     "name": "cpython",
-    "arch": "x86_64_v2",
-    "os": "linux",
-    "libc": "gnu",
-    "major": 3,
-    "minor": 12,
-    "patch": 1,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-x86_64_v2-unknown-linux-gnu-debug-full.tar.zst",
-    "sha256": "21a5182c499954bde10344c7cc3ba9f69a39f0b485a9420871bdf65f26587bb7"
-  },
-  "cpython-3.12.1-linux-x86_64_v2-musl": {
-    "name": "cpython",
-    "arch": "x86_64_v2",
-    "os": "linux",
-    "libc": "musl",
-    "major": 3,
-    "minor": 12,
-    "patch": 1,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-x86_64_v2-unknown-linux-musl-lto-full.tar.zst",
-    "sha256": "47a85a6f99be6ec1746e25a5002a1b942d26036b78f32f6c26ff1285196b2411"
-  },
-  "cpython-3.12.1-linux-x86_64_v3-gnu": {
-    "name": "cpython",
-    "arch": "x86_64_v3",
-    "os": "linux",
-    "libc": "gnu",
-    "major": 3,
-    "minor": 12,
-    "patch": 1,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-x86_64_v3-unknown-linux-gnu-debug-full.tar.zst",
-    "sha256": "d2088f53a3e160973ec34376c5a8bc4f430626ea154a57a8ae868f37b43320f3"
-  },
-  "cpython-3.12.1-linux-x86_64_v3-musl": {
-    "name": "cpython",
-    "arch": "x86_64_v3",
-    "os": "linux",
-    "libc": "musl",
-    "major": 3,
-    "minor": 12,
-    "patch": 1,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-x86_64_v3-unknown-linux-musl-lto-full.tar.zst",
-    "sha256": "24f76157c615f2cf6a92437290f711b27cd5b29bcea4f17b50ee83920f307e2a"
-  },
-  "cpython-3.12.1-linux-x86_64_v4-gnu": {
-    "name": "cpython",
-    "arch": "x86_64_v4",
-    "os": "linux",
-    "libc": "gnu",
-    "major": 3,
-    "minor": 12,
-    "patch": 1,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-x86_64_v4-unknown-linux-gnu-debug-full.tar.zst",
-    "sha256": "b5c640ffdde33f3d333ed772878694c3be79caf5707de3da23aa8f77cfad4164"
-  },
-  "cpython-3.12.1-linux-x86_64_v4-musl": {
-    "name": "cpython",
-    "arch": "x86_64_v4",
-    "os": "linux",
-    "libc": "musl",
-    "major": 3,
-    "minor": 12,
-    "patch": 1,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-x86_64_v4-unknown-linux-musl-lto-full.tar.zst",
-    "sha256": "6e521b73faee3f44161db17f8cd89599c54fbf28f28de215851f9b9e7ded8b75"
-  },
-  "cpython-3.12.0-darwin-arm64-none": {
-    "name": "cpython",
-    "arch": "arm64",
-    "os": "darwin",
-    "libc": "none",
-    "major": 3,
-    "minor": 12,
-    "patch": 0,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-aarch64-apple-darwin-pgo%2Blto-full.tar.zst",
-    "sha256": "25fc8cd41e975d18d13bcc8f8beffa096ff8a0b86c4a737e1c6617900092c966"
-  },
-  "cpython-3.12.0-linux-arm64-gnu": {
-    "name": "cpython",
-    "arch": "arm64",
+    "arch": "aarch64",
     "os": "linux",
     "libc": "gnu",
     "major": 3,
@@ -186,20 +208,20 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-aarch64-unknown-linux-gnu-debug-full.tar.zst",
     "sha256": "eb05c976374a9a44596ce340ab35e5461014f30202c3cbe10edcbfbe5ac4a6a1"
   },
-  "cpython-3.12.0-windows-i686-none": {
+  "cpython-3.12.0-macos-aarch64-none": {
     "name": "cpython",
-    "arch": "i686",
-    "os": "windows",
+    "arch": "aarch64",
+    "os": "macos",
     "libc": "none",
     "major": 3,
     "minor": 12,
     "patch": 0,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-i686-pc-windows-msvc-shared-pgo-full.tar.zst",
-    "sha256": "465e91b6e6d0d1c40c8a4bce3642c4adcb9b75cf03fbd5fd5a33a36358249289"
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-aarch64-apple-darwin-pgo%2Blto-full.tar.zst",
+    "sha256": "25fc8cd41e975d18d13bcc8f8beffa096ff8a0b86c4a737e1c6617900092c966"
   },
-  "cpython-3.12.0-linux-ppc64le-gnu": {
+  "cpython-3.12.0-linux-powerpc64le-gnu": {
     "name": "cpython",
-    "arch": "ppc64le",
+    "arch": "powerpc64le",
     "os": "linux",
     "libc": "gnu",
     "major": 3,
@@ -219,16 +241,16 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-s390x-unknown-linux-gnu-debug-full.tar.zst",
     "sha256": "5b1a1effbb43df57ad014fcebf4b20089e504d89613e7b8db22d9ccb9fb00a6c"
   },
-  "cpython-3.12.0-darwin-x86_64-none": {
+  "cpython-3.12.0-windows-x86-none": {
     "name": "cpython",
-    "arch": "x86_64",
-    "os": "darwin",
+    "arch": "x86",
+    "os": "windows",
     "libc": "none",
     "major": 3,
     "minor": 12,
     "patch": 0,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-x86_64-apple-darwin-pgo%2Blto-full.tar.zst",
-    "sha256": "3b4781e7fd4efabe574ba0954e54c35c7d5ac4dc5b2990b40796c1c6aec67d79"
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-i686-pc-windows-msvc-shared-pgo-full.tar.zst",
+    "sha256": "465e91b6e6d0d1c40c8a4bce3642c4adcb9b75cf03fbd5fd5a33a36358249289"
   },
   "cpython-3.12.0-linux-x86_64-gnu": {
     "name": "cpython",
@@ -252,6 +274,17 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-x86_64-unknown-linux-musl-lto-full.tar.zst",
     "sha256": "91b42595cb4b69ff396e746dc492caf67b952a3ed1a367a4ace1acc965ed9cdb"
   },
+  "cpython-3.12.0-macos-x86_64-none": {
+    "name": "cpython",
+    "arch": "x86_64",
+    "os": "macos",
+    "libc": "none",
+    "major": 3,
+    "minor": 12,
+    "patch": 0,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-x86_64-apple-darwin-pgo%2Blto-full.tar.zst",
+    "sha256": "3b4781e7fd4efabe574ba0954e54c35c7d5ac4dc5b2990b40796c1c6aec67d79"
+  },
   "cpython-3.12.0-windows-x86_64-none": {
     "name": "cpython",
     "arch": "x86_64",
@@ -263,86 +296,108 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-x86_64-pc-windows-msvc-shared-pgo-full.tar.zst",
     "sha256": "5bdff7ed56550d96f9b26a27a8c25f0cc58a03bff19e5f52bba84366183cab8b"
   },
-  "cpython-3.12.0-linux-x86_64_v2-gnu": {
+  "cpython-3.11.8-linux-aarch64-gnu": {
     "name": "cpython",
-    "arch": "x86_64_v2",
+    "arch": "aarch64",
     "os": "linux",
     "libc": "gnu",
     "major": 3,
-    "minor": 12,
-    "patch": 0,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-x86_64_v2-unknown-linux-gnu-debug-full.tar.zst",
-    "sha256": "572f8559f0e8a086c4380ea4417d44f6f3751afd18d01e14e04099ec33e1b199"
+    "minor": 11,
+    "patch": 8,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.11.8%2B20240224-aarch64-unknown-linux-gnu-debug-full.tar.zst",
+    "sha256": "45bf082aca6b7d5e7261852720a72b92f5305e9fdb07b10f6588cb51d8f83ff2"
   },
-  "cpython-3.12.0-linux-x86_64_v2-musl": {
+  "cpython-3.11.8-macos-aarch64-none": {
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@@ -384,16 +439,16 @@
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@@ -417,6 +472,17 @@
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@@ -428,86 +494,9 @@
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@@ -516,20 +505,20 @@
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+    "arch": "aarch64",
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+    "arch": "powerpc64le",
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@@ -549,16 +538,16 @@
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-    "arch": "x86_64",
-    "os": "darwin",
+    "arch": "x86",
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-    "sha256": "3685156e4139e89484c071ba1a1b85be0b4e302a786de5a170d3b0713863c2e8"
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@@ -582,6 +571,17 @@
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@@ -2342,9 +1616,9 @@
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@@ -2650,9 +1792,9 @@
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@@ -4179,9 +2727,9 @@
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@@ -4234,86 +2782,9 @@
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     "arch": "x86_64",
@@ -6423,6 +4751,17 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20200517/cpython-3.7.7-x86_64-unknown-linux-musl-debug-20200518T0040.tar.zst",
     "sha256": null
   },
+  "cpython-3.7.7-macos-x86_64-none": {
+    "name": "cpython",
+    "arch": "x86_64",
+    "os": "macos",
+    "libc": "none",
+    "major": 3,
+    "minor": 7,
+    "patch": 7,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20200530/cpython-3.7.7-x86_64-apple-darwin-pgo-20200530T1845.tar.zst",
+    "sha256": null
+  },
   "cpython-3.7.7-windows-x86_64-none": {
     "name": "cpython",
     "arch": "x86_64",
@@ -6434,9 +4773,9 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20200517/cpython-3.7.7-x86_64-pc-windows-msvc-shared-pgo-20200517T2128.tar.zst",
     "sha256": null
   },
-  "cpython-3.7.6-windows-i686-none": {
+  "cpython-3.7.6-windows-x86-none": {
     "name": "cpython",
-    "arch": "i686",
+    "arch": "x86",
     "os": "windows",
     "libc": "none",
     "major": 3,
@@ -6445,28 +4784,6 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20200216/cpython-3.7.6-windows-x86-shared-pgo-20200217T0110.tar.zst",
     "sha256": null
   },
-  "cpython-3.7.6-shared-windows-none": {
-    "name": "cpython",
-    "arch": "windows",
-    "os": "shared",
-    "libc": "none",
-    "major": 3,
-    "minor": 7,
-    "patch": 6,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20200216/cpython-3.7.6-windows-amd64-shared-20200216T2324.tar.zst",
-    "sha256": null
-  },
-  "cpython-3.7.6-darwin-x86_64-none": {
-    "name": "cpython",
-    "arch": "x86_64",
-    "os": "darwin",
-    "libc": "none",
-    "major": 3,
-    "minor": 7,
-    "patch": 6,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20200216/cpython-3.7.6-macos-20200216T2344.tar.zst",
-    "sha256": null
-  },
   "cpython-3.7.6-linux-x86_64-gnu": {
     "name": "cpython",
     "arch": "x86_64",
@@ -6489,6 +4806,17 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20200217/cpython-3.7.6-linux64-musl-20200218T0557.tar.zst",
     "sha256": null
   },
+  "cpython-3.7.6-macos-x86_64-none": {
+    "name": "cpython",
+    "arch": "x86_64",
+    "os": "macos",
+    "libc": "none",
+    "major": 3,
+    "minor": 7,
+    "patch": 6,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20200216/cpython-3.7.6-macos-20200216T2344.tar.zst",
+    "sha256": null
+  },
   "cpython-3.7.6-windows-x86_64-none": {
     "name": "cpython",
     "arch": "x86_64",
@@ -6500,9 +4828,9 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20200216/cpython-3.7.6-windows-amd64-shared-pgo-20200217T0022.tar.zst",
     "sha256": null
   },
-  "cpython-3.7.5-windows-i686-none": {
+  "cpython-3.7.5-windows-x86-none": {
     "name": "cpython",
-    "arch": "i686",
+    "arch": "x86",
     "os": "windows",
     "libc": "none",
     "major": 3,
@@ -6511,17 +4839,6 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20191025/cpython-3.7.5-windows-x86-20191025T0549.tar.zst",
     "sha256": null
   },
-  "cpython-3.7.5-darwin-x86_64-none": {
-    "name": "cpython",
-    "arch": "x86_64",
-    "os": "darwin",
-    "libc": "none",
-    "major": 3,
-    "minor": 7,
-    "patch": 5,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20191025/cpython-3.7.5-macos-20191026T0535.tar.zst",
-    "sha256": null
-  },
   "cpython-3.7.5-linux-x86_64-gnu": {
     "name": "cpython",
     "arch": "x86_64",
@@ -6544,6 +4861,17 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20191025/cpython-3.7.5-linux64-musl-20191026T0603.tar.zst",
     "sha256": null
   },
+  "cpython-3.7.5-macos-x86_64-none": {
+    "name": "cpython",
+    "arch": "x86_64",
+    "os": "macos",
+    "libc": "none",
+    "major": 3,
+    "minor": 7,
+    "patch": 5,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20191025/cpython-3.7.5-macos-20191026T0535.tar.zst",
+    "sha256": null
+  },
   "cpython-3.7.5-windows-x86_64-none": {
     "name": "cpython",
     "arch": "x86_64",
@@ -6555,9 +4883,9 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20191025/cpython-3.7.5-windows-amd64-20191025T0540.tar.zst",
     "sha256": null
   },
-  "cpython-3.7.4-windows-i686-none": {
+  "cpython-3.7.4-windows-x86-none": {
     "name": "cpython",
-    "arch": "i686",
+    "arch": "x86",
     "os": "windows",
     "libc": "none",
     "major": 3,
@@ -6566,17 +4894,6 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20190816/cpython-3.7.4-windows-x86-20190817T0235.tar.zst",
     "sha256": null
   },
-  "cpython-3.7.4-darwin-x86_64-none": {
-    "name": "cpython",
-    "arch": "x86_64",
-    "os": "darwin",
-    "libc": "none",
-    "major": 3,
-    "minor": 7,
-    "patch": 4,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20190816/cpython-3.7.4-macos-20190817T0220.tar.zst",
-    "sha256": null
-  },
   "cpython-3.7.4-linux-x86_64-gnu": {
     "name": "cpython",
     "arch": "x86_64",
@@ -6599,6 +4916,17 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20190816/cpython-3.7.4-linux64-musl-20190817T0227.tar.zst",
     "sha256": null
   },
+  "cpython-3.7.4-macos-x86_64-none": {
+    "name": "cpython",
+    "arch": "x86_64",
+    "os": "macos",
+    "libc": "none",
+    "major": 3,
+    "minor": 7,
+    "patch": 4,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20190816/cpython-3.7.4-macos-20190817T0220.tar.zst",
+    "sha256": null
+  },
   "cpython-3.7.4-windows-x86_64-none": {
     "name": "cpython",
     "arch": "x86_64",
@@ -6610,9 +4938,9 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20190816/cpython-3.7.4-windows-amd64-20190817T0227.tar.zst",
     "sha256": null
   },
-  "cpython-3.7.3-windows-i686-none": {
+  "cpython-3.7.3-windows-x86-none": {
     "name": "cpython",
-    "arch": "i686",
+    "arch": "x86",
     "os": "windows",
     "libc": "none",
     "major": 3,
@@ -6621,17 +4949,6 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20190617/cpython-3.7.3-windows-x86-20190709T0348.tar.zst",
     "sha256": null
   },
-  "cpython-3.7.3-darwin-x86_64-none": {
-    "name": "cpython",
-    "arch": "x86_64",
-    "os": "darwin",
-    "libc": "none",
-    "major": 3,
-    "minor": 7,
-    "patch": 3,
-    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20190617/cpython-3.7.3-macos-20190618T0523.tar.zst",
-    "sha256": null
-  },
   "cpython-3.7.3-linux-x86_64-gnu": {
     "name": "cpython",
     "arch": "x86_64",
@@ -6654,6 +4971,17 @@
     "url": "https://github.com/indygreg/python-build-standalone/releases/download/20190617/cpython-3.7.3-linux64-musl-20190618T0400.tar.zst",
     "sha256": null
   },
+  "cpython-3.7.3-macos-x86_64-none": {
+    "name": "cpython",
+    "arch": "x86_64",
+    "os": "macos",
+    "libc": "none",
+    "major": 3,
+    "minor": 7,
+    "patch": 3,
+    "url": "https://github.com/indygreg/python-build-standalone/releases/download/20190617/cpython-3.7.3-macos-20190618T0523.tar.zst",
+    "sha256": null
+  },
   "cpython-3.7.3-windows-x86_64-none": {
     "name": "cpython",
     "arch": "x86_64",
diff --git a/crates/uv-toolchain/src/downloads.rs b/crates/uv-toolchain/src/downloads.rs
new file mode 100644
index 000000000..ae1adfe59
--- /dev/null
+++ b/crates/uv-toolchain/src/downloads.rs
@@ -0,0 +1,438 @@
+use std::fmt::{self, Display};
+use std::io;
+use std::path::{Path, PathBuf};
+use std::str::FromStr;
+
+use crate::PythonVersion;
+use thiserror::Error;
+use uv_client::BetterReqwestError;
+
+use futures::TryStreamExt;
+
+use tokio_util::compat::FuturesAsyncReadCompatExt;
+use tracing::debug;
+use url::Url;
+use uv_fs::Simplified;
+
+#[derive(Error, Debug)]
+pub enum Error {
+    #[error("operating system not supported: {0}")]
+    OsNotSupported(String),
+    #[error("architecture not supported: {0}")]
+    ArchNotSupported(String),
+    #[error("libc type could not be detected")]
+    LibcNotDetected(),
+    #[error("invalid python version: {0}")]
+    InvalidPythonVersion(String),
+    #[error("download failed")]
+    NetworkError(#[from] BetterReqwestError),
+    #[error("download failed")]
+    NetworkMiddlewareError(#[source] anyhow::Error),
+    #[error(transparent)]
+    ExtractError(#[from] uv_extract::Error),
+    #[error("invalid download url")]
+    InvalidUrl(#[from] url::ParseError),
+    #[error("failed to create download directory")]
+    DownloadDirError(#[source] io::Error),
+    #[error("failed to copy to: {0}", to.user_display())]
+    CopyError {
+        to: PathBuf,
+        #[source]
+        err: io::Error,
+    },
+    #[error("failed to read toolchain directory: {0}", dir.user_display())]
+    ReadError {
+        dir: PathBuf,
+        #[source]
+        err: io::Error,
+    },
+}
+
+#[derive(Debug, PartialEq)]
+pub struct PythonDownload {
+    key: &'static str,
+    implementation: ImplementationName,
+    arch: Arch,
+    os: Os,
+    libc: Libc,
+    major: u8,
+    minor: u8,
+    patch: u8,
+    url: &'static str,
+    sha256: Option<&'static str>,
+}
+
+#[derive(Debug)]
+pub struct PythonDownloadRequest {
+    version: Option<PythonVersion>,
+    implementation: Option<ImplementationName>,
+    arch: Option<Arch>,
+    os: Option<Os>,
+    libc: Option<Libc>,
+}
+
+impl PythonDownloadRequest {
+    pub fn new(
+        version: Option<PythonVersion>,
+        implementation: Option<ImplementationName>,
+        arch: Option<Arch>,
+        os: Option<Os>,
+        libc: Option<Libc>,
+    ) -> Self {
+        Self {
+            version,
+            implementation,
+            arch,
+            os,
+            libc,
+        }
+    }
+
+    #[must_use]
+    pub fn with_implementation(mut self, implementation: ImplementationName) -> Self {
+        self.implementation = Some(implementation);
+        self
+    }
+
+    #[must_use]
+    pub fn with_arch(mut self, arch: Arch) -> Self {
+        self.arch = Some(arch);
+        self
+    }
+
+    #[must_use]
+    pub fn with_os(mut self, os: Os) -> Self {
+        self.os = Some(os);
+        self
+    }
+
+    #[must_use]
+    pub fn with_libc(mut self, libc: Libc) -> Self {
+        self.libc = Some(libc);
+        self
+    }
+
+    pub fn fill(mut self) -> Result<Self, Error> {
+        if self.implementation.is_none() {
+            self.implementation = Some(ImplementationName::Cpython);
+        }
+        if self.arch.is_none() {
+            self.arch = Some(Arch::from_env()?);
+        }
+        if self.os.is_none() {
+            self.os = Some(Os::from_env()?);
+        }
+        if self.libc.is_none() {
+            self.libc = Some(Libc::from_env()?);
+        }
+        Ok(self)
+    }
+}
+
+impl FromStr for PythonDownloadRequest {
+    type Err = Error;
+
+    fn from_str(s: &str) -> Result<Self, Self::Err> {
+        // TOOD(zanieb): Implement parsing of additional request parts
+        let version = PythonVersion::from_str(s).map_err(Error::InvalidPythonVersion)?;
+        Ok(Self::new(Some(version), None, None, None, None))
+    }
+}
+
+#[derive(Debug, PartialEq)]
+pub enum Libc {
+    Gnu,
+    Musl,
+    None,
+}
+
+#[derive(Debug, PartialEq)]
+pub enum ImplementationName {
+    Cpython,
+}
+#[derive(Debug, PartialEq)]
+pub struct Platform {
+    os: Os,
+    arch: Arch,
+    libc: Libc,
+}
+
+include!("python_versions.inc");
+
+pub enum DownloadResult {
+    AlreadyAvailable(PathBuf),
+    Fetched(PathBuf),
+}
+
+impl PythonDownload {
+    /// Return the [`PythonDownload`] corresponding to the key, if it exists.
+    pub fn from_key(key: &str) -> Option<&PythonDownload> {
+        PYTHON_DOWNLOADS.iter().find(|&value| value.key == key)
+    }
+
+    pub fn from_request(request: &PythonDownloadRequest) -> Option<&'static PythonDownload> {
+        for download in PYTHON_DOWNLOADS {
+            if let Some(arch) = &request.arch {
+                if download.arch != *arch {
+                    continue;
+                }
+            }
+            if let Some(os) = &request.os {
+                if download.os != *os {
+                    continue;
+                }
+            }
+            if let Some(implementation) = &request.implementation {
+                if download.implementation != *implementation {
+                    continue;
+                }
+            }
+            if let Some(version) = &request.version {
+                if download.major != version.major() {
+                    continue;
+                }
+                if download.minor != version.minor() {
+                    continue;
+                }
+                if let Some(patch) = version.patch() {
+                    if download.patch != patch {
+                        continue;
+                    }
+                }
+            }
+            return Some(download);
+        }
+        None
+    }
+
+    pub fn url(&self) -> &str {
+        self.url
+    }
+
+    pub fn sha256(&self) -> Option<&str> {
+        self.sha256
+    }
+
+    /// Download and extract
+    pub async fn fetch(
+        &self,
+        client: &uv_client::BaseClient,
+        path: &Path,
+    ) -> Result<DownloadResult, Error> {
+        let url = Url::parse(self.url)?;
+        let path = path.join(self.key).clone();
+
+        // If it already exists, return it
+        if path.is_dir() {
+            return Ok(DownloadResult::AlreadyAvailable(path));
+        }
+
+        let filename = url.path_segments().unwrap().last().unwrap();
+        let response = client.get(url.clone()).send().await?;
+
+        // Ensure the request was successful.
+        response.error_for_status_ref()?;
+
+        // Download and extract into a temporary directory.
+        let temp_dir = tempfile::tempdir().map_err(Error::DownloadDirError)?;
+
+        debug!(
+            "Downloading {url} to temporary location {}",
+            temp_dir.path().display()
+        );
+        let reader = response
+            .bytes_stream()
+            .map_err(|err| std::io::Error::new(std::io::ErrorKind::Other, err))
+            .into_async_read();
+
+        debug!("Extracting {filename}");
+        uv_extract::stream::archive(reader.compat(), filename, temp_dir.path()).await?;
+
+        // Extract the top-level directory.
+        let extracted = match uv_extract::strip_component(temp_dir.path()) {
+            Ok(top_level) => top_level,
+            Err(uv_extract::Error::NonSingularArchive(_)) => temp_dir.into_path(),
+            Err(err) => return Err(err.into()),
+        };
+
+        // Persist it to the target
+        debug!("Moving {} to {}", extracted.display(), path.user_display());
+        fs_err::tokio::rename(extracted, &path)
+            .await
+            .map_err(|err| Error::CopyError {
+                to: path.clone(),
+                err,
+            })?;
+
+        Ok(DownloadResult::Fetched(path))
+    }
+
+    pub fn python_version(&self) -> PythonVersion {
+        PythonVersion::from_str(&format!("{}.{}.{}", self.major, self.minor, self.patch))
+            .expect("Python downloads should always have valid versions")
+    }
+}
+
+impl Platform {
+    pub fn new(os: Os, arch: Arch, libc: Libc) -> Self {
+        Self { os, arch, libc }
+    }
+    pub fn from_env() -> Result<Self, Error> {
+        Ok(Self::new(
+            Os::from_env()?,
+            Arch::from_env()?,
+            Libc::from_env()?,
+        ))
+    }
+}
+
+/// All supported operating systems.
+#[derive(Debug, Clone, Eq, PartialEq)]
+pub enum Os {
+    Windows,
+    Linux,
+    Macos,
+    FreeBsd,
+    NetBsd,
+    OpenBsd,
+    Dragonfly,
+    Illumos,
+    Haiku,
+}
+
+impl fmt::Display for Os {
+    fn fmt(&self, f: &mut fmt::Formatter) -> fmt::Result {
+        match *self {
+            Self::Windows => write!(f, "Windows"),
+            Self::Macos => write!(f, "MacOS"),
+            Self::FreeBsd => write!(f, "FreeBSD"),
+            Self::NetBsd => write!(f, "NetBSD"),
+            Self::Linux => write!(f, "Linux"),
+            Self::OpenBsd => write!(f, "OpenBSD"),
+            Self::Dragonfly => write!(f, "DragonFly"),
+            Self::Illumos => write!(f, "Illumos"),
+            Self::Haiku => write!(f, "Haiku"),
+        }
+    }
+}
+
+impl Os {
+    pub(crate) fn from_env() -> Result<Self, Error> {
+        Self::from_str(std::env::consts::OS)
+    }
+}
+
+impl FromStr for Os {
+    type Err = Error;
+
+    fn from_str(s: &str) -> Result<Self, Self::Err> {
+        match s.to_lowercase().as_str() {
+            "windows" => Ok(Self::Windows),
+            "linux" => Ok(Self::Linux),
+            "macos" => Ok(Self::Macos),
+            "freebsd" => Ok(Self::FreeBsd),
+            "netbsd" => Ok(Self::NetBsd),
+            "openbsd" => Ok(Self::OpenBsd),
+            "dragonfly" => Ok(Self::Dragonfly),
+            "illumos" => Ok(Self::Illumos),
+            "haiku" => Ok(Self::Haiku),
+            _ => Err(Error::OsNotSupported(s.to_string())),
+        }
+    }
+}
+
+/// All supported CPU architectures
+#[derive(Debug, Clone, Copy, Eq, PartialEq)]
+pub enum Arch {
+    Aarch64,
+    Armv6L,
+    Armv7L,
+    Powerpc64Le,
+    Powerpc64,
+    X86,
+    X86_64,
+    S390X,
+}
+
+impl fmt::Display for Arch {
+    fn fmt(&self, f: &mut fmt::Formatter) -> fmt::Result {
+        match *self {
+            Self::Aarch64 => write!(f, "aarch64"),
+            Self::Armv6L => write!(f, "armv6l"),
+            Self::Armv7L => write!(f, "armv7l"),
+            Self::Powerpc64Le => write!(f, "ppc64le"),
+            Self::Powerpc64 => write!(f, "ppc64"),
+            Self::X86 => write!(f, "i686"),
+            Self::X86_64 => write!(f, "x86_64"),
+            Self::S390X => write!(f, "s390x"),
+        }
+    }
+}
+
+impl FromStr for Arch {
+    type Err = Error;
+
+    fn from_str(s: &str) -> Result<Self, Self::Err> {
+        match s.to_lowercase().as_str() {
+            "aarch64" | "arm64" => Ok(Self::Aarch64),
+            "armv6l" => Ok(Self::Armv6L),
+            "armv7l" => Ok(Self::Armv7L),
+            "powerpc64le" | "ppc64le" => Ok(Self::Powerpc64Le),
+            "powerpc64" | "ppc64" => Ok(Self::Powerpc64),
+            "x86" | "i686" | "i386" => Ok(Self::X86),
+            "x86_64" | "amd64" => Ok(Self::X86_64),
+            "s390x" => Ok(Self::S390X),
+            _ => Err(Error::ArchNotSupported(s.to_string())),
+        }
+    }
+}
+
+impl Arch {
+    pub(crate) fn from_env() -> Result<Self, Error> {
+        Self::from_str(std::env::consts::ARCH)
+    }
+}
+
+impl Libc {
+    pub(crate) fn from_env() -> Result<Self, Error> {
+        // TODO(zanieb): Perform this lookup
+        match std::env::consts::OS {
+            "linux" => Ok(Libc::Gnu),
+            "windows" | "macos" => Ok(Libc::None),
+            _ => Err(Error::LibcNotDetected()),
+        }
+    }
+}
+
+impl fmt::Display for Libc {
+    fn fmt(&self, f: &mut fmt::Formatter<'_>) -> fmt::Result {
+        match self {
+            Libc::Gnu => f.write_str("gnu"),
+            Libc::None => f.write_str("none"),
+            Libc::Musl => f.write_str("musl"),
+        }
+    }
+}
+
+impl From<reqwest::Error> for Error {
+    fn from(error: reqwest::Error) -> Self {
+        Self::NetworkError(BetterReqwestError::from(error))
+    }
+}
+
+impl From<reqwest_middleware::Error> for Error {
+    fn from(error: reqwest_middleware::Error) -> Self {
+        match error {
+            reqwest_middleware::Error::Middleware(error) => Self::NetworkMiddlewareError(error),
+            reqwest_middleware::Error::Reqwest(error) => {
+                Self::NetworkError(BetterReqwestError::from(error))
+            }
+        }
+    }
+}
+
+impl Display for PythonDownload {
+    fn fmt(&self, f: &mut std::fmt::Formatter<'_>) -> std::fmt::Result {
+        f.write_str(self.key)
+    }
+}
diff --git a/crates/uv-toolchain/src/find.rs b/crates/uv-toolchain/src/find.rs
new file mode 100644
index 000000000..69022bae6
--- /dev/null
+++ b/crates/uv-toolchain/src/find.rs
@@ -0,0 +1,110 @@
+use std::collections::BTreeSet;
+use std::ffi::OsStr;
+use std::path::{Path, PathBuf};
+
+use crate::downloads::{Arch, Error, Libc, Os};
+use crate::python_version::PythonVersion;
+
+use once_cell::sync::Lazy;
+
+/// The directory where Python toolchains we install are stored.
+pub static TOOLCHAIN_DIRECTORY: Lazy<PathBuf> = Lazy::new(|| {
+    std::env::var_os("UV_BOOTSTRAP_DIR").map_or(
+        Path::new(&std::env::var("CARGO_MANIFEST_DIR").unwrap())
+            .parent()
+            .expect("CARGO_MANIFEST_DIR should be nested in workspace")
+            .parent()
+            .expect("CARGO_MANIFEST_DIR should be doubly nested in workspace")
+            .join("bin"),
+        PathBuf::from,
+    )
+});
+
+/// An installed Python toolchain.
+#[derive(Debug, Clone)]
+pub struct Toolchain {
+    /// The path to the top-level directory of the installed toolchain.
+    path: PathBuf,
+}
+
+impl Toolchain {
+    pub fn executable(&self) -> PathBuf {
+        if cfg!(windows) {
+            self.path.join("install").join("python.exe")
+        } else if cfg!(unix) {
+            self.path.join("install").join("bin").join("python3")
+        } else {
+            unimplemented!("Only Windows and Unix systems are supported.")
+        }
+    }
+}
+
+/// Return the toolchains that satisfy the given Python version on this platform.
+///
+/// ## Errors
+///
+/// - The platform metadata cannot be read
+/// - A directory in the toolchain directory cannot be read
+pub fn toolchains_for_version(version: &PythonVersion) -> Result<Vec<Toolchain>, Error> {
+    let platform_key = platform_key_from_env()?;
+
+    // TODO(zanieb): Consider returning an iterator instead of a `Vec`
+    //               Note we need to collect paths regardless for sorting by version.
+
+    let toolchain_dirs = match fs_err::read_dir(TOOLCHAIN_DIRECTORY.to_path_buf()) {
+        Ok(toolchain_dirs) => {
+            // Collect sorted directory paths; `read_dir` is not stable across platforms
+            let directories: BTreeSet<_> = toolchain_dirs
+                .filter_map(|read_dir| match read_dir {
+                    Ok(entry) => match entry.file_type() {
+                        Ok(file_type) => file_type.is_dir().then_some(Ok(entry.path())),
+                        Err(err) => Some(Err(err)),
+                    },
+                    Err(err) => Some(Err(err)),
+                })
+                .collect::<Result<_, std::io::Error>>()
+                .map_err(|err| Error::ReadError {
+                    dir: TOOLCHAIN_DIRECTORY.to_path_buf(),
+                    err,
+                })?;
+            directories
+        }
+        Err(err) if err.kind() == std::io::ErrorKind::NotFound => {
+            return Ok(Vec::new());
+        }
+        Err(err) => {
+            return Err(Error::ReadError {
+                dir: TOOLCHAIN_DIRECTORY.to_path_buf(),
+                err,
+            })
+        }
+    };
+
+    Ok(toolchain_dirs
+        .into_iter()
+        // Sort "newer" versions of Python first
+        .rev()
+        .filter_map(|path| {
+            if path
+                .file_name()
+                .map(OsStr::to_string_lossy)
+                .is_some_and(|filename| {
+                    filename.starts_with(&format!("cpython-{version}"))
+                        && filename.ends_with(&platform_key)
+                })
+            {
+                Some(Toolchain { path })
+            } else {
+                None
+            }
+        })
+        .collect::<Vec<_>>())
+}
+
+/// Generate a platform portion of a key from the environment.
+fn platform_key_from_env() -> Result<String, Error> {
+    let os = Os::from_env()?;
+    let arch = Arch::from_env()?;
+    let libc = Libc::from_env()?;
+    Ok(format!("{os}-{arch}-{libc}").to_lowercase())
+}
diff --git a/crates/uv-toolchain/src/lib.rs b/crates/uv-toolchain/src/lib.rs
new file mode 100644
index 000000000..116571ff7
--- /dev/null
+++ b/crates/uv-toolchain/src/lib.rs
@@ -0,0 +1,9 @@
+pub use crate::downloads::{
+    DownloadResult, Error, Platform, PythonDownload, PythonDownloadRequest,
+};
+pub use crate::find::{toolchains_for_version, Toolchain, TOOLCHAIN_DIRECTORY};
+pub use crate::python_version::PythonVersion;
+
+mod downloads;
+mod find;
+mod python_version;
diff --git a/crates/uv-interpreter/src/python_version.rs b/crates/uv-toolchain/src/python_version.rs
similarity index 92%
rename from crates/uv-interpreter/src/python_version.rs
rename to crates/uv-toolchain/src/python_version.rs
index dffb46fbf..ba3d36385 100644
--- a/crates/uv-interpreter/src/python_version.rs
+++ b/crates/uv-toolchain/src/python_version.rs
@@ -5,8 +5,6 @@ use std::str::FromStr;
 use pep440_rs::Version;
 use pep508_rs::{MarkerEnvironment, StringVersion};
 
-use crate::Interpreter;
-
 #[derive(Debug, Clone)]
 pub struct PythonVersion(StringVersion);
 
@@ -142,18 +140,6 @@ impl PythonVersion {
         Self::from_str(format!("{}.{}", self.major(), self.minor()).as_str())
             .expect("dropping a patch should always be valid")
     }
-
-    /// Check if this Python version is satisfied by the given interpreter.
-    ///
-    /// If a patch version is present, we will require an exact match.
-    /// Otherwise, just the major and minor version numbers need to match.
-    pub fn is_satisfied_by(&self, interpreter: &Interpreter) -> bool {
-        if self.patch().is_some() {
-            self.version() == interpreter.python_version()
-        } else {
-            (self.major(), self.minor()) == interpreter.python_tuple()
-        }
-    }
 }
 
 #[cfg(test)]
diff --git a/crates/uv-toolchain/src/python_versions.inc b/crates/uv-toolchain/src/python_versions.inc
new file mode 100644
index 000000000..56c2aeac0
--- /dev/null
+++ b/crates/uv-toolchain/src/python_versions.inc
@@ -0,0 +1,5467 @@
+// DO NOT EDIT
+//
+// Generated with `crates/uv-toolchain/template-version-metadata.py`
+// From template at `crates/uv-toolchain/src/python_versions.inc.mustache`
+
+pub(crate) const PYTHON_DOWNLOADS: &[PythonDownload] = &[
+    PythonDownload {
+        key: "cpython-3.12.2-linux-aarch64-gnu",
+        major: 3,
+        minor: 12,
+        patch: 2,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::Aarch64,
+        os: Os::Linux,
+        libc: Libc::Gnu,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-aarch64-unknown-linux-gnu-debug-full.tar.zst",
+        sha256: Some("469a7fd0d0a09936c5db41b5ac83bb29d5bfeb721aa483ac92f3f7ac4d311097")
+    },
+    PythonDownload {
+        key: "cpython-3.12.2-macos-aarch64-none",
+        major: 3,
+        minor: 12,
+        patch: 2,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::Aarch64,
+        os: Os::Macos,
+        libc: Libc::None,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-aarch64-apple-darwin-pgo%2Blto-full.tar.zst",
+        sha256: Some("2afcc8b25c55793f6ceb0bef2e547e101f53c9e25a0fe0332320e5381a1f0fdb")
+    },
+    PythonDownload {
+        key: "cpython-3.12.2-linux-powerpc64le-gnu",
+        major: 3,
+        minor: 12,
+        patch: 2,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::Powerpc64Le,
+        os: Os::Linux,
+        libc: Libc::Gnu,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-ppc64le-unknown-linux-gnu-debug-full.tar.zst",
+        sha256: Some("1d70476fb9013cc93e787417680b34629b510e6e2145cf48bb2f0fe887f7a4d8")
+    },
+    PythonDownload {
+        key: "cpython-3.12.2-linux-s390x-gnu",
+        major: 3,
+        minor: 12,
+        patch: 2,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::S390X,
+        os: Os::Linux,
+        libc: Libc::Gnu,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-s390x-unknown-linux-gnu-debug-full.tar.zst",
+        sha256: Some("f40b88607928b5ee34ff87c1d574c8493a1604d7a40474e1b03731184186f419")
+    },
+    PythonDownload {
+        key: "cpython-3.12.2-windows-x86-none",
+        major: 3,
+        minor: 12,
+        patch: 2,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::X86,
+        os: Os::Windows,
+        libc: Libc::None,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-i686-pc-windows-msvc-shared-pgo-full.tar.zst",
+        sha256: Some("ee985ae6a6a98f4d5bd19fd8c59f45235911d19b64e1dbd026261b8103f15db5")
+    },
+    PythonDownload {
+        key: "cpython-3.12.2-linux-x86_64-gnu",
+        major: 3,
+        minor: 12,
+        patch: 2,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::X86_64,
+        os: Os::Linux,
+        libc: Libc::Gnu,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-x86_64-unknown-linux-gnu-debug-full.tar.zst",
+        sha256: Some("15b61ed9d33b35ad014a13a68a55d8ea5ba7fb70945644747f4e53c659f2fed6")
+    },
+    PythonDownload {
+        key: "cpython-3.12.2-linux-x86_64-musl",
+        major: 3,
+        minor: 12,
+        patch: 2,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::X86_64,
+        os: Os::Linux,
+        libc: Libc::Musl,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-x86_64-unknown-linux-musl-lto-full.tar.zst",
+        sha256: Some("7ec1dc7ad8223ec5839a57d232fd3cf730987f7b0f88b2c4f15ee935bcabbaa9")
+    },
+    PythonDownload {
+        key: "cpython-3.12.2-macos-x86_64-none",
+        major: 3,
+        minor: 12,
+        patch: 2,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::X86_64,
+        os: Os::Macos,
+        libc: Libc::None,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-x86_64-apple-darwin-pgo%2Blto-full.tar.zst",
+        sha256: Some("b4b4d19c36e86803aa0b4410395f5568bef28d82666efba926e44dbe06345a12")
+    },
+    PythonDownload {
+        key: "cpython-3.12.2-windows-x86_64-none",
+        major: 3,
+        minor: 12,
+        patch: 2,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::X86_64,
+        os: Os::Windows,
+        libc: Libc::None,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240224/cpython-3.12.2%2B20240224-x86_64-pc-windows-msvc-shared-pgo-full.tar.zst",
+        sha256: Some("a1daf5e8ceb23d34ea29b16b5123b06694810fe7acc5c8384426435c63bf731e")
+    },
+    PythonDownload {
+        key: "cpython-3.12.1-linux-aarch64-gnu",
+        major: 3,
+        minor: 12,
+        patch: 1,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::Aarch64,
+        os: Os::Linux,
+        libc: Libc::Gnu,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-aarch64-unknown-linux-gnu-debug-full.tar.zst",
+        sha256: Some("9009da24f436611d0bf086b8ea62aaed1c27104af5b770ddcfc92b60db06da8c")
+    },
+    PythonDownload {
+        key: "cpython-3.12.1-macos-aarch64-none",
+        major: 3,
+        minor: 12,
+        patch: 1,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::Aarch64,
+        os: Os::Macos,
+        libc: Libc::None,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-aarch64-apple-darwin-pgo%2Blto-full.tar.zst",
+        sha256: Some("61e51e3490537b800fcefad718157cf775de41044e95aa538b63ab599f66f3a9")
+    },
+    PythonDownload {
+        key: "cpython-3.12.1-linux-powerpc64le-gnu",
+        major: 3,
+        minor: 12,
+        patch: 1,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::Powerpc64Le,
+        os: Os::Linux,
+        libc: Libc::Gnu,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-ppc64le-unknown-linux-gnu-debug-full.tar.zst",
+        sha256: Some("b61686ce05c58c913e4fdb7e7c7105ed36d9bcdcd1a841e7f08b243f40d5cf77")
+    },
+    PythonDownload {
+        key: "cpython-3.12.1-linux-s390x-gnu",
+        major: 3,
+        minor: 12,
+        patch: 1,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::S390X,
+        os: Os::Linux,
+        libc: Libc::Gnu,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-s390x-unknown-linux-gnu-debug-full.tar.zst",
+        sha256: Some("505a4fbace661a43b354a059022eb31efb406859a5f7227109ebf0f278f20503")
+    },
+    PythonDownload {
+        key: "cpython-3.12.1-windows-x86-none",
+        major: 3,
+        minor: 12,
+        patch: 1,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::X86,
+        os: Os::Windows,
+        libc: Libc::None,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-i686-pc-windows-msvc-shared-pgo-full.tar.zst",
+        sha256: Some("22866d35fdf58e90e75d6ba9aa78c288b452ea7041fa9bc5549eca9daa431883")
+    },
+    PythonDownload {
+        key: "cpython-3.12.1-linux-x86_64-gnu",
+        major: 3,
+        minor: 12,
+        patch: 1,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::X86_64,
+        os: Os::Linux,
+        libc: Libc::Gnu,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-x86_64-unknown-linux-gnu-debug-full.tar.zst",
+        sha256: Some("89ef67b617b8c9804965509b2d256f53439ceede83b5b64085315f038ad81e60")
+    },
+    PythonDownload {
+        key: "cpython-3.12.1-linux-x86_64-musl",
+        major: 3,
+        minor: 12,
+        patch: 1,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::X86_64,
+        os: Os::Linux,
+        libc: Libc::Musl,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-x86_64-unknown-linux-musl-lto-full.tar.zst",
+        sha256: Some("c4b07a02d8f0986b56e010a67132e5eeba1def4991c6c06ed184f831a484a06f")
+    },
+    PythonDownload {
+        key: "cpython-3.12.1-macos-x86_64-none",
+        major: 3,
+        minor: 12,
+        patch: 1,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::X86_64,
+        os: Os::Macos,
+        libc: Libc::None,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-x86_64-apple-darwin-pgo%2Blto-full.tar.zst",
+        sha256: Some("bf2b176b0426d7b4d4909c1b19bbb25b4893f9ebdc61e32df144df2b10dcc800")
+    },
+    PythonDownload {
+        key: "cpython-3.12.1-windows-x86_64-none",
+        major: 3,
+        minor: 12,
+        patch: 1,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::X86_64,
+        os: Os::Windows,
+        libc: Libc::None,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20240107/cpython-3.12.1%2B20240107-x86_64-pc-windows-msvc-shared-pgo-full.tar.zst",
+        sha256: Some("d9bc1b566250bf51818976bf98bf50e1f4c59b2503b50d29250cac5ab5ef6b38")
+    },
+    PythonDownload {
+        key: "cpython-3.12.0-linux-aarch64-gnu",
+        major: 3,
+        minor: 12,
+        patch: 0,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::Aarch64,
+        os: Os::Linux,
+        libc: Libc::Gnu,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-aarch64-unknown-linux-gnu-debug-full.tar.zst",
+        sha256: Some("eb05c976374a9a44596ce340ab35e5461014f30202c3cbe10edcbfbe5ac4a6a1")
+    },
+    PythonDownload {
+        key: "cpython-3.12.0-macos-aarch64-none",
+        major: 3,
+        minor: 12,
+        patch: 0,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::Aarch64,
+        os: Os::Macos,
+        libc: Libc::None,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-aarch64-apple-darwin-pgo%2Blto-full.tar.zst",
+        sha256: Some("25fc8cd41e975d18d13bcc8f8beffa096ff8a0b86c4a737e1c6617900092c966")
+    },
+    PythonDownload {
+        key: "cpython-3.12.0-linux-powerpc64le-gnu",
+        major: 3,
+        minor: 12,
+        patch: 0,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::Powerpc64Le,
+        os: Os::Linux,
+        libc: Libc::Gnu,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-ppc64le-unknown-linux-gnu-debug-full.tar.zst",
+        sha256: Some("800a89873e30e24bb1b6075f8cd718964537c5ba62bcdbefdcdae4de68ddccc4")
+    },
+    PythonDownload {
+        key: "cpython-3.12.0-linux-s390x-gnu",
+        major: 3,
+        minor: 12,
+        patch: 0,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::S390X,
+        os: Os::Linux,
+        libc: Libc::Gnu,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-s390x-unknown-linux-gnu-debug-full.tar.zst",
+        sha256: Some("5b1a1effbb43df57ad014fcebf4b20089e504d89613e7b8db22d9ccb9fb00a6c")
+    },
+    PythonDownload {
+        key: "cpython-3.12.0-windows-x86-none",
+        major: 3,
+        minor: 12,
+        patch: 0,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::X86,
+        os: Os::Windows,
+        libc: Libc::None,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-i686-pc-windows-msvc-shared-pgo-full.tar.zst",
+        sha256: Some("465e91b6e6d0d1c40c8a4bce3642c4adcb9b75cf03fbd5fd5a33a36358249289")
+    },
+    PythonDownload {
+        key: "cpython-3.12.0-linux-x86_64-gnu",
+        major: 3,
+        minor: 12,
+        patch: 0,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::X86_64,
+        os: Os::Linux,
+        libc: Libc::Gnu,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-x86_64-unknown-linux-gnu-debug-full.tar.zst",
+        sha256: Some("a8c38cd2e53136c579632e2938d1b857f22e496c7dba99ad9a7ad6a67b43274a")
+    },
+    PythonDownload {
+        key: "cpython-3.12.0-linux-x86_64-musl",
+        major: 3,
+        minor: 12,
+        patch: 0,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::X86_64,
+        os: Os::Linux,
+        libc: Libc::Musl,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20231002/cpython-3.12.0%2B20231002-x86_64-unknown-linux-musl-lto-full.tar.zst",
+        sha256: Some("91b42595cb4b69ff396e746dc492caf67b952a3ed1a367a4ace1acc965ed9cdb")
+    },
+    PythonDownload {
+        key: "cpython-3.12.0-macos-x86_64-none",
+        major: 3,
+        minor: 12,
+        patch: 0,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::X86_64,
+        os: Os::Macos,
+        libc: Libc::None,
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+        patch: 3,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::X86_64,
+        os: Os::Windows,
+        libc: Libc::None,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20190617/cpython-3.7.3-windows-amd64-20190618T0516.tar.zst",
+        sha256: None
+    },
+    PythonDownload {
+        key: "cpython-3.7.1-linux-x86_64-gnu",
+        major: 3,
+        minor: 7,
+        patch: 1,
+        implementation: ImplementationName::Cpython,
+        arch: Arch::X86_64,
+        os: Os::Linux,
+        libc: Libc::Gnu,
+        url: "https://github.com/indygreg/python-build-standalone/releases/download/20181218/cpython-3.7.1-linux64-20181218T1905.tar.zst",
+        sha256: None
+    },
+];
diff --git a/crates/uv-toolchain/src/python_versions.inc.mustache b/crates/uv-toolchain/src/python_versions.inc.mustache
new file mode 100644
index 000000000..9c81e82b3
--- /dev/null
+++ b/crates/uv-toolchain/src/python_versions.inc.mustache
@@ -0,0 +1,26 @@
+// DO NOT EDIT
+//
+// Generated with `{{generated_with}}`
+// From template at `{{generated_from}}`
+
+pub(crate) const PYTHON_DOWNLOADS: &[PythonDownload] = &[
+    {{#versions}}
+    PythonDownload {
+        key: "{{key}}",
+        major: {{value.major}},
+        minor: {{value.minor}},
+        patch: {{value.patch}},
+        implementation: ImplementationName::{{value.name}},
+        arch: Arch::{{value.arch}},
+        os: Os::{{value.os}},
+        libc: Libc::{{value.libc}},
+        url: "{{value.url}}",
+        {{#value.sha256}}
+        sha256: Some("{{.}}")
+        {{/value.sha256}}
+        {{^value.sha256}}
+        sha256: None
+        {{/value.sha256}}
+    },
+    {{/versions}}
+];
diff --git a/crates/uv-toolchain/template-version-metadata.py b/crates/uv-toolchain/template-version-metadata.py
new file mode 100644
index 000000000..f8d70f14d
--- /dev/null
+++ b/crates/uv-toolchain/template-version-metadata.py
@@ -0,0 +1,99 @@
+#!/usr/bin/env python3.12
+"""
+Generate static Rust code from Python version metadata.
+
+Generates the `python_versions.rs` file from the `python_versions.rs.mustache` template.
+
+Usage:
+
+    python template-version-metadata.py
+"""
+
+import sys
+import logging
+import argparse
+import json
+import subprocess
+from pathlib import Path
+
+CRATE_ROOT = Path(__file__).parent
+WORKSPACE_ROOT = CRATE_ROOT.parent.parent
+VERSION_METADATA = CRATE_ROOT / "python-version-metadata.json"
+TEMPLATE = CRATE_ROOT / "src" / "python_versions.inc.mustache"
+TARGET = TEMPLATE.with_suffix("")
+
+
+try:
+    import chevron_blue
+except ImportError:
+    print(
+        "missing requirement `chevron-blue`",
+        file=sys.stderr,
+    )
+    exit(1)
+
+
+def prepare_value(value: dict) -> dict:
+    # Convert fields from snake case to camel case for enums
+    for key in ["arch", "os", "libc", "name"]:
+        value[key] = value[key].title()
+    return value
+
+
+def main():
+    debug = logging.getLogger().getEffectiveLevel() <= logging.DEBUG
+
+    data = {}
+    data["generated_with"] = Path(__file__).relative_to(WORKSPACE_ROOT)
+    data["generated_from"] = TEMPLATE.relative_to(WORKSPACE_ROOT)
+    data["versions"] = [
+        {"key": key, "value": prepare_value(value)}
+        for key, value in json.loads(VERSION_METADATA.read_text()).items()
+    ]
+
+    # Render the template
+    logging.info(f"Rendering `{TEMPLATE.name}`...")
+    output = chevron_blue.render(
+        template=TEMPLATE.read_text(), data=data, no_escape=True, warn=debug
+    )
+
+    # Update the file
+    logging.info(f"Updating `{TARGET}`...")
+    TARGET.write_text(output)
+    subprocess.check_call(
+        ["rustfmt", str(TARGET)],
+        stderr=subprocess.STDOUT,
+        stdout=sys.stderr if debug else subprocess.DEVNULL,
+    )
+
+    logging.info("Done!")
+
+
+if __name__ == "__main__":
+    parser = argparse.ArgumentParser(
+        description="Generates Rust code for Python version metadata.",
+    )
+    parser.add_argument(
+        "-v",
+        "--verbose",
+        action="store_true",
+        help="Enable debug logging",
+    )
+    parser.add_argument(
+        "-q",
+        "--quiet",
+        action="store_true",
+        help="Disable logging",
+    )
+
+    args = parser.parse_args()
+    if args.quiet:
+        log_level = logging.CRITICAL
+    elif args.verbose:
+        log_level = logging.DEBUG
+    else:
+        log_level = logging.INFO
+
+    logging.basicConfig(level=log_level, format="%(message)s")
+
+    main()
diff --git a/crates/uv/Cargo.toml b/crates/uv/Cargo.toml
index 35db81fef..b34b9757b 100644
--- a/crates/uv/Cargo.toml
+++ b/crates/uv/Cargo.toml
@@ -34,6 +34,7 @@ uv-resolver = { workspace = true, features = ["clap"] }
 uv-types = { workspace = true, features = ["clap"] }
 uv-configuration = { workspace = true, features = ["clap"] }
 uv-virtualenv = { workspace = true }
+uv-toolchain = { workspace = true }
 uv-warnings = { workspace = true }
 
 anstream = { workspace = true }
diff --git a/crates/uv/src/commands/pip_compile.rs b/crates/uv/src/commands/pip_compile.rs
index b48d33e60..032586d94 100644
--- a/crates/uv/src/commands/pip_compile.rs
+++ b/crates/uv/src/commands/pip_compile.rs
@@ -29,7 +29,7 @@ use uv_configuration::{
 use uv_dispatch::BuildDispatch;
 use uv_fs::Simplified;
 use uv_installer::Downloader;
-use uv_interpreter::{find_best_python, PythonEnvironment, PythonVersion};
+use uv_interpreter::{find_best_python, PythonEnvironment};
 use uv_normalize::{ExtraName, PackageName};
 use uv_requirements::{
     upgrade::read_lockfile, ExtrasSpecification, LookaheadResolver, NamedRequirementsResolver,
@@ -39,6 +39,7 @@ use uv_resolver::{
     AnnotationStyle, DependencyMode, DisplayResolutionGraph, Exclusions, InMemoryIndex, Manifest,
     OptionsBuilder, PreReleaseMode, PythonRequirement, ResolutionMode, Resolver,
 };
+use uv_toolchain::PythonVersion;
 use uv_types::{BuildIsolation, EmptyInstalledPackages, InFlight};
 use uv_warnings::warn_user;
 
diff --git a/crates/uv/src/main.rs b/crates/uv/src/main.rs
index 5b6ec7ebf..0e162184f 100644
--- a/crates/uv/src/main.rs
+++ b/crates/uv/src/main.rs
@@ -21,10 +21,10 @@ use uv_configuration::{
     Upgrade,
 };
 use uv_configuration::{IndexStrategy, NoBinary};
-use uv_interpreter::PythonVersion;
 use uv_normalize::{ExtraName, PackageName};
 use uv_requirements::{ExtrasSpecification, RequirementsSource};
 use uv_resolver::{AnnotationStyle, DependencyMode, PreReleaseMode, ResolutionMode};
+use uv_toolchain::PythonVersion;
 
 use crate::commands::{extra_name_with_clap_error, ExitStatus, ListFormat, VersionFormat};
 use crate::compat::CompatArgs;
diff --git a/crates/uv/tests/common/mod.rs b/crates/uv/tests/common/mod.rs
index 251331a83..2b77cc9c5 100644
--- a/crates/uv/tests/common/mod.rs
+++ b/crates/uv/tests/common/mod.rs
@@ -4,11 +4,8 @@
 use assert_cmd::assert::{Assert, OutputAssertExt};
 use assert_cmd::Command;
 use assert_fs::assert::PathAssert;
+
 use assert_fs::fixture::PathChild;
-#[cfg(unix)]
-use fs_err::os::unix::fs::symlink as symlink_file;
-#[cfg(windows)]
-use fs_err::os::windows::fs::symlink_file;
 use regex::Regex;
 use std::borrow::BorrowMut;
 use std::env;
@@ -16,10 +13,11 @@ use std::ffi::OsString;
 use std::path::{Path, PathBuf};
 use std::process::Output;
 use std::str::FromStr;
-use uv_fs::Simplified;
+use uv_interpreter::find_requested_python;
 
 use uv_cache::Cache;
-use uv_interpreter::{find_requested_python, PythonVersion};
+use uv_fs::Simplified;
+use uv_toolchain::{toolchains_for_version, PythonVersion};
 
 // Exclude any packages uploaded after this date.
 pub static EXCLUDE_NEWER: &str = "2024-03-25T00:00:00Z";
@@ -316,81 +314,23 @@ pub fn venv_to_interpreter(venv: &Path) -> PathBuf {
     }
 }
 
-/// If bootstrapped python build standalone pythons exists in `<project root>/bin`,
-/// return the paths to the directories containing the python binaries (i.e. as paths that
-/// `which::which_in` can use).
-///
-/// Use `scripts/bootstrap/install.py` to bootstrap.
-///
-/// Python versions are sorted from newest to oldest.
-pub fn bootstrapped_pythons() -> Option<Vec<PathBuf>> {
-    // Current dir is `<project root>/crates/uv`.
-    let project_root = std::env::current_dir()
-        .unwrap()
-        .parent()
-        .unwrap()
-        .parent()
-        .unwrap()
-        .to_path_buf();
-    let bootstrap_dir = if let Some(bootstrap_dir) = env::var_os("UV_BOOTSTRAP_DIR") {
-        let bootstrap_dir = PathBuf::from(bootstrap_dir);
-        if bootstrap_dir.is_absolute() {
-            bootstrap_dir
-        } else {
-            // cargo test changes directory to the test crate, but doesn't tell us from where the user is running the
-            // tests. We'll assume that it's the project root.
-            project_root.join(bootstrap_dir)
-        }
-    } else {
-        project_root.join("bin")
-    };
-    let bootstrapped_pythons = bootstrap_dir.join("versions");
-    let Ok(bootstrapped_pythons) = fs_err::read_dir(bootstrapped_pythons) else {
-        return None;
-    };
-
-    let mut bootstrapped_pythons: Vec<PathBuf> = bootstrapped_pythons
-        .map(Result::unwrap)
-        .filter(|entry| entry.metadata().unwrap().is_dir())
-        .map(|entry| {
-            if cfg!(unix) {
-                entry.path().join("install").join("bin")
-            } else if cfg!(windows) {
-                entry.path().join("install")
-            } else {
-                unimplemented!("Only Windows and Unix are supported")
-            }
-        })
-        .collect();
-    bootstrapped_pythons.sort();
-    // Prefer the most recent patch version.
-    bootstrapped_pythons.reverse();
-    Some(bootstrapped_pythons)
-}
-
 /// Create a virtual environment named `.venv` in a temporary directory with the given
-/// Python version. Expected format for `python` is "python<version>".
+/// Python version. Expected format for `python` is "<version>".
 pub fn create_venv<Parent: assert_fs::prelude::PathChild + AsRef<std::path::Path>>(
     temp_dir: &Parent,
     cache_dir: &assert_fs::TempDir,
     python: &str,
 ) -> PathBuf {
-    let python = if let Some(bootstrapped_pythons) = bootstrapped_pythons() {
-        bootstrapped_pythons
-            .into_iter()
-            // Good enough since we control the directory
-            .find(|path| path.to_str().unwrap().contains(&format!("@{python}")))
-            .expect("Missing python bootstrap version")
-            .join(if cfg!(unix) {
-                "python3"
-            } else if cfg!(windows) {
-                "python.exe"
-            } else {
-                unimplemented!("Only Windows and Unix are supported")
-            })
-    } else {
-        PathBuf::from(python)
-    };
+    let python = toolchains_for_version(
+        &PythonVersion::from_str(python).expect("Tests should use a valid Python version"),
+    )
+    .expect("Tests are run on a supported platform")
+    .first()
+    .map(uv_toolchain::Toolchain::executable)
+    // We'll search for the request Python on the PATH if not found in the toolchain versions
+    // We hack this into a `PathBuf` to satisfy the compiler but it's just a string
+    .unwrap_or(PathBuf::from(python));
+
     let venv = temp_dir.child(".venv");
     Command::new(get_bin())
         .arg("venv")
@@ -414,34 +354,48 @@ pub fn get_bin() -> PathBuf {
 }
 
 /// Create a `PATH` with the requested Python versions available in order.
-pub fn create_bin_with_executables(
+///
+/// Generally this should be used with `UV_TEST_PYTHON_PATH`.
+pub fn python_path_with_versions(
     temp_dir: &assert_fs::TempDir,
     python_versions: &[&str],
 ) -> anyhow::Result<OsString> {
-    if let Some(bootstrapped_pythons) = bootstrapped_pythons() {
-        let selected_pythons = python_versions.iter().flat_map(|python_version| {
-            bootstrapped_pythons.iter().filter(move |path| {
-                // Good enough since we control the directory
-                path.to_str()
-                    .unwrap()
-                    .contains(&format!("@{python_version}"))
+    let cache = Cache::from_path(temp_dir.child("cache").to_path_buf())?;
+    let selected_pythons = python_versions
+        .iter()
+        .flat_map(|python_version| {
+            let inner = toolchains_for_version(
+                &PythonVersion::from_str(python_version)
+                    .expect("Tests should use a valid Python version"),
+            )
+            .expect("Tests are run on a supported platform")
+            .iter()
+            .map(|toolchain| {
+                toolchain
+                    .executable()
+                    .parent()
+                    .expect("Executables must exist in a directory")
+                    .to_path_buf()
             })
-        });
-        return Ok(env::join_paths(selected_pythons)?);
-    }
+            .collect::<Vec<_>>();
+            if inner.is_empty() {
+                // Fallback to a system lookup if we failed to find one in the toolchain directory
+                if let Some(interpreter) = find_requested_python(python_version, &cache).unwrap() {
+                    vec![interpreter
+                        .sys_executable()
+                        .parent()
+                        .expect("Python executable should always be in a directory")
+                        .to_path_buf()]
+                } else {
+                    panic!("Could not find Python {python_version} for test");
+                }
+            } else {
+                inner
+            }
+        })
+        .collect::<Vec<_>>();
 
-    let bin = temp_dir.child("bin");
-    fs_err::create_dir(&bin)?;
-    for &request in python_versions {
-        let interpreter = find_requested_python(request, &Cache::temp().unwrap())?
-            .ok_or(uv_interpreter::Error::NoSuchPython(request.to_string()))?;
-        let name = interpreter
-            .sys_executable()
-            .file_name()
-            .expect("Discovered executable must have a filename");
-        symlink_file(interpreter.sys_executable(), bin.child(name))?;
-    }
-    Ok(bin.canonicalize()?.into())
+    Ok(env::join_paths(selected_pythons)?)
 }
 
 /// Execute the command and format its output status, stdout and stderr into a snapshot string.
diff --git a/crates/uv/tests/pip_compile_scenarios.rs b/crates/uv/tests/pip_compile_scenarios.rs
index 91d563ebf..780c5fd6d 100644
--- a/crates/uv/tests/pip_compile_scenarios.rs
+++ b/crates/uv/tests/pip_compile_scenarios.rs
@@ -13,14 +13,14 @@ use assert_cmd::assert::OutputAssertExt;
 use assert_fs::fixture::{FileWriteStr, PathChild};
 use predicates::prelude::predicate;
 
-use common::{create_bin_with_executables, get_bin, uv_snapshot, TestContext};
+use common::{get_bin, python_path_with_versions, uv_snapshot, TestContext};
 
 mod common;
 
 /// Provision python binaries and return a `pip compile` command with options shared across all scenarios.
 fn command(context: &TestContext, python_versions: &[&str]) -> Command {
-    let bin = create_bin_with_executables(&context.temp_dir, python_versions)
-        .expect("Failed to create bin dir");
+    let python_path = python_path_with_versions(&context.temp_dir, python_versions)
+        .expect("Failed to create Python test path");
     let mut command = Command::new(get_bin());
     command
         .arg("pip")
@@ -34,7 +34,7 @@ fn command(context: &TestContext, python_versions: &[&str]) -> Command {
         .arg(context.cache_dir.path())
         .env("VIRTUAL_ENV", context.venv.as_os_str())
         .env("UV_NO_WRAP", "1")
-        .env("UV_TEST_PYTHON_PATH", bin)
+        .env("UV_TEST_PYTHON_PATH", python_path)
         .current_dir(&context.temp_dir);
 
     if cfg!(all(windows, debug_assertions)) {
diff --git a/crates/uv/tests/pip_sync.rs b/crates/uv/tests/pip_sync.rs
index 202d3a9c6..74ba1bf3a 100644
--- a/crates/uv/tests/pip_sync.rs
+++ b/crates/uv/tests/pip_sync.rs
@@ -13,7 +13,7 @@ use indoc::indoc;
 use predicates::Predicate;
 use url::Url;
 
-use common::{create_bin_with_executables, create_venv, uv_snapshot, venv_to_interpreter};
+use common::{create_venv, python_path_with_versions, uv_snapshot, venv_to_interpreter};
 use uv_fs::Simplified;
 
 use crate::common::{copy_dir_all, get_bin, TestContext};
@@ -338,8 +338,8 @@ fn link() -> Result<()> {
         .success();
 
     let venv2 = context.temp_dir.child(".venv2");
-    let bin = create_bin_with_executables(&context.temp_dir, &["3.12"])
-        .expect("Failed to create bin dir");
+    let python_path = python_path_with_versions(&context.temp_dir, &["3.12"])
+        .expect("Failed to create Python test path");
     Command::new(get_bin())
         .arg("venv")
         .arg(venv2.as_os_str())
@@ -347,7 +347,7 @@ fn link() -> Result<()> {
         .arg(context.cache_dir.path())
         .arg("--python")
         .arg("3.12")
-        .env("UV_TEST_PYTHON_PATH", bin)
+        .env("UV_TEST_PYTHON_PATH", python_path)
         .current_dir(&context.temp_dir)
         .assert()
         .success();
diff --git a/crates/uv/tests/venv.rs b/crates/uv/tests/venv.rs
index c30c4e00b..26e098300 100644
--- a/crates/uv/tests/venv.rs
+++ b/crates/uv/tests/venv.rs
@@ -9,11 +9,9 @@ use assert_fs::fixture::ChildPath;
 use assert_fs::prelude::*;
 use fs_err::PathExt;
 use uv_fs::Simplified;
-use uv_interpreter::PythonVersion;
+use uv_toolchain::PythonVersion;
 
-use crate::common::{
-    create_bin_with_executables, get_bin, uv_snapshot, TestContext, EXCLUDE_NEWER,
-};
+use crate::common::{get_bin, python_path_with_versions, uv_snapshot, TestContext, EXCLUDE_NEWER};
 
 mod common;
 
@@ -21,15 +19,15 @@ struct VenvTestContext {
     cache_dir: assert_fs::TempDir,
     temp_dir: assert_fs::TempDir,
     venv: ChildPath,
-    bin: OsString,
+    python_path: OsString,
     python_versions: Vec<PythonVersion>,
 }
 
 impl VenvTestContext {
     fn new(python_versions: &[&str]) -> Self {
         let temp_dir = assert_fs::TempDir::new().unwrap();
-        let bin = create_bin_with_executables(&temp_dir, python_versions)
-            .expect("Failed to create bin dir");
+        let python_path = python_path_with_versions(&temp_dir, python_versions)
+            .expect("Failed to create Python test path");
         let venv = temp_dir.child(".venv");
         let python_versions = python_versions
             .iter()
@@ -41,7 +39,7 @@ impl VenvTestContext {
             cache_dir: assert_fs::TempDir::new().unwrap(),
             temp_dir,
             venv,
-            bin,
+            python_path,
             python_versions,
         }
     }
@@ -54,7 +52,7 @@ impl VenvTestContext {
             .arg(self.cache_dir.path())
             .arg("--exclude-newer")
             .arg(EXCLUDE_NEWER)
-            .env("UV_TEST_PYTHON_PATH", self.bin.clone())
+            .env("UV_TEST_PYTHON_PATH", self.python_path.clone())
             .current_dir(self.temp_dir.path());
         command
     }
@@ -397,9 +395,9 @@ fn windows_shims() -> Result<()> {
     let context = VenvTestContext::new(&["3.9", "3.8"]);
     let shim_path = context.temp_dir.child("shim");
 
-    let py38 = std::env::split_paths(&context.bin)
+    let py38 = std::env::split_paths(&context.python_path)
         .last()
-        .expect("create_bin_with_executables to set up the python versions");
+        .expect("python_path_with_versions to set up the python versions");
     // We want 3.8 and the first version should be 3.9.
     // Picking the last is necessary to prove that shims work because the python version selects
     // the python version from the first path segment by default, so we take the last to prove it's not
@@ -417,7 +415,7 @@ fn windows_shims() -> Result<()> {
     uv_snapshot!(context.filters(), context.venv_command()
         .arg(context.venv.as_os_str())
         .arg("--clear")
-        .env("UV_TEST_PYTHON_PATH", format!("{};{}", shim_path.display(), context.bin.simplified_display())), @r###"
+        .env("UV_TEST_PYTHON_PATH", format!("{};{}", shim_path.display(), context.python_path.simplified_display())), @r###"
     success: true
     exit_code: 0
     ----- stdout -----
diff --git a/scripts/bootstrap/install.py b/scripts/bootstrap/install.py
deleted file mode 100755
index ce7cc1460..000000000
--- a/scripts/bootstrap/install.py
+++ /dev/null
@@ -1,204 +0,0 @@
-#!/usr/bin/env python3
-# /// script
-# requires-python = ">=3.11"
-# dependencies = [
-#   "zstandard==0.22.0",
-# ]
-# ///
-#
-# Download required Python versions and install to `bin`
-# Uses prebuilt Python distributions from indygreg/python-build-standalone
-#
-# This script can be run without Python installed via `install.sh`
-#
-# Requirements
-#
-#   pip install zstandard==0.22.0
-#
-# Usage
-#
-#   python scripts/bootstrap/install.py
-#
-# Or
-#
-#   pipx run scripts/bootstrap/install.py
-#
-# The Python versions are installed from `.python_versions`.
-# Python versions are linked in-order such that the _last_ defined version will be the default.
-#
-# Version metadata can be updated with `fetch-version-metadata.py`
-
-import concurrent.futures
-import hashlib
-import json
-import os
-import platform
-import shutil
-import sys
-import sysconfig
-import tarfile
-import tempfile
-import urllib.parse
-import urllib.request
-from pathlib import Path
-
-try:
-    import zstandard
-except ImportError:
-    print("ERROR: zstandard is required; install with `pip install zstandard==0.22.0`")
-    sys.exit(1)
-
-# Setup some file paths
-THIS_DIR = Path(__file__).parent
-ROOT_DIR = THIS_DIR.parent.parent
-if bin_dir := os.environ.get("UV_BOOTSTRAP_DIR"):
-    BIN_DIR = Path(bin_dir)
-else:
-    BIN_DIR = ROOT_DIR / "bin"
-INSTALL_DIR = BIN_DIR / "versions"
-VERSIONS_FILE = ROOT_DIR / ".python-versions"
-VERSIONS_METADATA_FILE = THIS_DIR / "versions.json"
-
-# Map system information to those in the versions metadata
-ARCH_MAP = {"aarch64": "arm64", "amd64": "x86_64"}
-PLATFORM_MAP = {"win32": "windows"}
-PLATFORM = sys.platform
-ARCH = platform.machine().lower()
-INTERPRETER = "cpython"
-
-
-def decompress_file(archive_path: Path, output_path: Path):
-    if str(archive_path).endswith(".tar.zst"):
-        dctx = zstandard.ZstdDecompressor()
-
-        with tempfile.TemporaryFile(suffix=".tar") as ofh:
-            with archive_path.open("rb") as ifh:
-                dctx.copy_stream(ifh, ofh)
-            ofh.seek(0)
-            with tarfile.open(fileobj=ofh) as z:
-                z.extractall(output_path)
-    else:
-        raise ValueError(f"Unknown archive type {archive_path.suffix}")
-
-
-def sha256_file(path: Path):
-    h = hashlib.sha256()
-
-    with open(path, "rb") as file:
-        while True:
-            # Reading is buffered, so we can read smaller chunks.
-            chunk = file.read(h.block_size)
-            if not chunk:
-                break
-            h.update(chunk)
-
-    return h.hexdigest()
-
-
-versions_metadata = json.loads(VERSIONS_METADATA_FILE.read_text())
-versions = VERSIONS_FILE.read_text().splitlines()
-
-
-def get_key(version):
-    if platform.system() == "Linux":
-        libc = sysconfig.get_config_var("SOABI").split("-")[-1]
-    else:
-        libc = "none"
-    key = f"{INTERPRETER}-{version}-{PLATFORM_MAP.get(PLATFORM, PLATFORM)}-{ARCH_MAP.get(ARCH, ARCH)}-{libc}"
-    return key
-
-
-def download(version):
-    key = get_key(version)
-    install_dir = INSTALL_DIR / f"{INTERPRETER}@{version}"
-    print(f"Downloading {key}")
-
-    url = versions_metadata[key]["url"]
-
-    if not url:
-        print(f"No matching download for {key}")
-        sys.exit(1)
-
-    filename = url.split("/")[-1]
-    print(f"Downloading {urllib.parse.unquote(filename)}")
-    download_path = THIS_DIR / filename
-    with urllib.request.urlopen(url) as response:
-        with download_path.open("wb") as download_file:
-            shutil.copyfileobj(response, download_file)
-
-    sha = versions_metadata[key]["sha256"]
-    if not sha:
-        print(f"WARNING: no checksum for {key}")
-    else:
-        print("Verifying checksum...", end="")
-        if sha256_file(download_path) != sha:
-            print(" FAILED!")
-            sys.exit(1)
-        print(" OK")
-
-    if install_dir.exists():
-        shutil.rmtree(install_dir)
-    print("Extracting to", install_dir)
-    install_dir.parent.mkdir(parents=True, exist_ok=True)
-
-    # n.b. do not use `.with_suffix` as it will replace the patch Python version
-    extract_dir = Path(str(install_dir) + ".tmp")
-
-    decompress_file(THIS_DIR / filename, extract_dir)
-    (extract_dir / "python").rename(install_dir)
-    (THIS_DIR / filename).unlink()
-    extract_dir.rmdir()
-
-    return install_dir
-
-
-def install(version, install_dir):
-    key = get_key(version)
-
-    if PLATFORM == "win32":
-        executable = install_dir / "install" / "python.exe"
-    else:
-        # Use relative paths for links so if the bin is moved they don't break
-        executable = (
-            "." / install_dir.relative_to(BIN_DIR) / "install" / "bin" / "python3"
-        )
-
-    major = versions_metadata[key]["major"]
-    minor = versions_metadata[key]["minor"]
-
-    # Link as all version tuples, later versions in the file will take precedence
-    BIN_DIR.mkdir(parents=True, exist_ok=True)
-
-    targets = [
-        (BIN_DIR / f"python{version}"),
-        (BIN_DIR / f"python{major}.{minor}"),
-        (BIN_DIR / f"python{major}"),
-        (BIN_DIR / "python"),
-    ]
-    for target in targets:
-        target.unlink(missing_ok=True)
-        if PLATFORM == "win32":
-            target.hardlink_to(executable)
-        else:
-            target.symlink_to(executable)
-
-    print(f"Installed executables for python{version}")
-
-
-if __name__ == "__main__":
-    if INSTALL_DIR.exists():
-        print("Removing existing installations...")
-        shutil.rmtree(INSTALL_DIR)
-
-    # Download in parallel
-    with concurrent.futures.ProcessPoolExecutor(max_workers=len(versions)) as executor:
-        futures = [
-            (version, executor.submit(download, version)) for version in versions
-        ]
-
-    # Install sequentially so overrides are respected
-    for version, future in futures:
-        install_dir = future.result()
-        install(version, install_dir)
-
-    print("Done!")
diff --git a/scripts/scenarios/templates/compile.mustache b/scripts/scenarios/templates/compile.mustache
index 1e019b656..7084da6be 100644
--- a/scripts/scenarios/templates/compile.mustache
+++ b/scripts/scenarios/templates/compile.mustache
@@ -13,14 +13,14 @@ use assert_cmd::assert::OutputAssertExt;
 use assert_fs::fixture::{FileWriteStr, PathChild};
 use predicates::prelude::predicate;
 
-use common::{create_bin_with_executables, get_bin, uv_snapshot, TestContext};
+use common::{python_path_with_versions, get_bin, uv_snapshot, TestContext};
 
 mod common;
 
 /// Provision python binaries and return a `pip compile` command with options shared across all scenarios.
 fn command(context: &TestContext, python_versions: &[&str]) -> Command {
-    let bin = create_bin_with_executables(&context.temp_dir, python_versions)
-        .expect("Failed to create bin dir");
+    let python_path = python_path_with_versions(&context.temp_dir, python_versions)
+        .expect("Failed to create Python test path");
     let mut command = Command::new(get_bin());
     command
         .arg("pip")
@@ -34,7 +34,7 @@ fn command(context: &TestContext, python_versions: &[&str]) -> Command {
         .arg(context.cache_dir.path())
         .env("VIRTUAL_ENV", context.venv.as_os_str())
         .env("UV_NO_WRAP", "1")
-        .env("UV_TEST_PYTHON_PATH", bin)
+        .env("UV_TEST_PYTHON_PATH", python_path)
         .current_dir(&context.temp_dir);
 
     if cfg!(all(windows, debug_assertions)) {