diff --git a/crates/languages/src/python.rs b/crates/languages/src/python.rs
index 607140e33a..9c22b54bc8 100644
--- a/crates/languages/src/python.rs
+++ b/crates/languages/src/python.rs
@@ -770,6 +770,12 @@ impl PyLspAdapter {
     }
 }
 
+const BINARY_DIR: &str = if cfg!(target_os = "windows") {
+    "Scripts"
+} else {
+    "bin"
+};
+
 #[async_trait(?Send)]
 impl LspAdapter for PyLspAdapter {
     fn name(&self) -> LanguageServerName {
@@ -811,7 +817,7 @@ impl LspAdapter for PyLspAdapter {
         delegate: &dyn LspAdapterDelegate,
     ) -> Result<LanguageServerBinary> {
         let venv = self.base_venv(delegate).await.map_err(|e| anyhow!(e))?;
-        let pip_path = venv.join("bin").join("pip3");
+        let pip_path = venv.join(BINARY_DIR).join("pip3");
         ensure!(
             util::command::new_smol_command(pip_path.as_path())
                 .arg("install")
@@ -842,7 +848,7 @@ impl LspAdapter for PyLspAdapter {
                 .success(),
             "pylsp-mypy installation failed"
         );
-        let pylsp = venv.join("bin").join("pylsp");
+        let pylsp = venv.join(BINARY_DIR).join("pylsp");
         Ok(LanguageServerBinary {
             path: pylsp,
             env: None,
@@ -856,7 +862,7 @@ impl LspAdapter for PyLspAdapter {
         delegate: &dyn LspAdapterDelegate,
     ) -> Option<LanguageServerBinary> {
         let venv = self.base_venv(delegate).await.ok()?;
-        let pylsp = venv.join("bin").join("pylsp");
+        let pylsp = venv.join(BINARY_DIR).join("pylsp");
         Some(LanguageServerBinary {
             path: pylsp,
             env: None,