diff --git a/crates/uv-python/src/version_files.rs b/crates/uv-python/src/version_files.rs
index 475afe81c..3c50c42f4 100644
--- a/crates/uv-python/src/version_files.rs
+++ b/crates/uv-python/src/version_files.rs
@@ -69,7 +69,26 @@ impl PythonVersionFile {
         working_directory: impl AsRef<Path>,
         options: &DiscoveryOptions<'_>,
     ) -> Result<Option<Self>, std::io::Error> {
-        let Some(path) = Self::find_nearest(working_directory, options) else {
+        let Some(path) = Self::find_nearest(&working_directory, options) else {
+            if let Some(stop_discovery_at) = options.stop_discovery_at {
+                if stop_discovery_at == working_directory.as_ref() {
+                    debug!(
+                        "No Python version file found in workspace: {}",
+                        working_directory.as_ref().display()
+                    );
+                } else {
+                    debug!(
+                        "No Python version file found between working directory `{}` and workspace root `{}`",
+                        working_directory.as_ref().display(),
+                        stop_discovery_at.display()
+                    );
+                }
+            } else {
+                debug!(
+                    "No Python version file found in ancestors of working directory: {}",
+                    working_directory.as_ref().display()
+                );
+            }
             // Not found in directory or its ancestors. Looking in user-level config.
             return Ok(match user_uv_config_dir() {
                 Some(user_dir) => Self::discover_user_config(user_dir, options)
diff --git a/crates/uv/tests/it/lock.rs b/crates/uv/tests/it/lock.rs
index d6fcb69d6..be2907b94 100644
--- a/crates/uv/tests/it/lock.rs
+++ b/crates/uv/tests/it/lock.rs
@@ -15745,6 +15745,7 @@ fn lock_explicit_default_index() -> Result<()> {
     DEBUG uv [VERSION] ([COMMIT] DATE)
     DEBUG Found workspace root: `[TEMP_DIR]/`
     DEBUG Adding root workspace member: `[TEMP_DIR]/`
+    DEBUG No Python version file found in workspace: [TEMP_DIR]/
     DEBUG Using Python request `>=3.12` from `requires-python` metadata
     DEBUG Checking for Python environment at `.venv`
     DEBUG The virtual environment's Python version satisfies `>=3.12`