diff --git a/.github/workflows/e2e-cache-freethreaded.yml b/.github/workflows/e2e-cache-freethreaded.yml
index d3beb5ba..096892cb 100644
--- a/.github/workflows/e2e-cache-freethreaded.yml
+++ b/.github/workflows/e2e-cache-freethreaded.yml
@@ -58,7 +58,7 @@ jobs:
             macos-latest,
             macos-13
           ]
-        python-version: [3.13.0t, 3.13.1t, 3.13.2t]
+        python-version: [3.13.1t, 3.13.2t, 3.13.5t]
     steps:
       - uses: actions/checkout@v4
       - name: Setup Python
@@ -148,7 +148,7 @@ jobs:
             macos-latest,
             macos-13
           ]
-        python-version: [3.13.0t, 3.13.1t, 3.13.2t]
+        python-version: [3.13.1t, 3.13.2t, 3.13.5t]
     steps:
       - uses: actions/checkout@v4
       - name: Setup Python
diff --git a/.github/workflows/e2e-tests.yml b/.github/workflows/e2e-tests.yml
index fa478ac6..57c7851e 100644
--- a/.github/workflows/e2e-tests.yml
+++ b/.github/workflows/e2e-tests.yml
@@ -38,7 +38,7 @@ jobs:
       - name: Verify 3.9.13
         run: python __tests__/verify-python.py 3.9.13
 
-      - name: Run with setup-python 3.9.13
+      - name: Run with setup-python 3.10.11
         uses: ./
         with:
           python-version: 3.10.11
@@ -89,6 +89,7 @@ jobs:
           python-version: '<3.13'
       - name: Verify <3.13
         run: python __tests__/verify-python.py 3.12
+
       - name: Test Raw Endpoint Access
         run: |
           curl -L https://raw.githubusercontent.com/actions/python-versions/main/versions-manifest.json | jq empty
diff --git a/dist/setup/index.js b/dist/setup/index.js
index c2f220c0..0f806359 100644
--- a/dist/setup/index.js
+++ b/dist/setup/index.js
@@ -96101,13 +96101,32 @@ function useCpythonVersion(version, architecture, updateEnvironment, checkLatest
             core.addPath(installDir);
             core.addPath(_binDir);
             if (utils_1.IS_WINDOWS) {
-                // Add --user directory
-                // `installDir` from tool cache should look like $RUNNER_TOOL_CACHE/Python/<semantic version>/x64/
-                // So if `findLocalTool` succeeded above, we must have a conformant `installDir`
+                // Extract version details
                 const version = path.basename(path.dirname(installDir));
                 const major = semver.major(version);
                 const minor = semver.minor(version);
-                const userScriptsDir = path.join(process.env['APPDATA'] || '', 'Python', `Python${major}${minor}`, 'Scripts');
+                const basePath = process.env['APPDATA'] || '';
+                let versionSuffix = `${major}${minor}`;
+                // Append '-32' for x86 architecture if Python version is >= 3.10
+                if (architecture === 'x86' &&
+                    (major > 3 || (major === 3 && minor >= 10))) {
+                    versionSuffix += '-32';
+                }
+                else if (architecture === 'arm64') {
+                    versionSuffix += '-arm64';
+                }
+                // Append 't' for freethreaded builds
+                if (freethreaded) {
+                    versionSuffix += 't';
+                    if (architecture === 'x86-freethreaded') {
+                        versionSuffix += '-32';
+                    }
+                    else if (architecture === 'arm64-freethreaded') {
+                        versionSuffix += '-arm64';
+                    }
+                }
+                // Add user Scripts path
+                const userScriptsDir = path.join(basePath, 'Python', `Python${versionSuffix}`, 'Scripts');
                 core.addPath(userScriptsDir);
             }
             // On Linux and macOS, pip will create the --user directory and add it to PATH as needed.
diff --git a/src/find-python.ts b/src/find-python.ts
index 88e530f4..cfc47016 100644
--- a/src/find-python.ts
+++ b/src/find-python.ts
@@ -71,8 +71,8 @@ export async function useCpythonVersion(
     // Use the freethreaded version if it was specified in the input, e.g., 3.13t
     freethreaded = true;
   }
-  core.debug(`Semantic version spec of ${version} is ${semanticVersionSpec}`);
 
+  core.debug(`Semantic version spec of ${version} is ${semanticVersionSpec}`);
   if (freethreaded) {
     // Free threaded versions use an architecture suffix like `x64-freethreaded`
     core.debug(`Using freethreaded version of ${semanticVersionSpec}`);
@@ -174,17 +174,36 @@ export async function useCpythonVersion(
     core.addPath(_binDir);
 
     if (IS_WINDOWS) {
-      // Add --user directory
-      // `installDir` from tool cache should look like $RUNNER_TOOL_CACHE/Python/<semantic version>/x64/
-      // So if `findLocalTool` succeeded above, we must have a conformant `installDir`
+      // Extract version details
       const version = path.basename(path.dirname(installDir));
       const major = semver.major(version);
       const minor = semver.minor(version);
 
+      const basePath = process.env['APPDATA'] || '';
+      let versionSuffix = `${major}${minor}`;
+      // Append '-32' for x86 architecture if Python version is >= 3.10
+      if (
+        architecture === 'x86' &&
+        (major > 3 || (major === 3 && minor >= 10))
+      ) {
+        versionSuffix += '-32';
+      } else if (architecture === 'arm64') {
+        versionSuffix += '-arm64';
+      }
+      // Append 't' for freethreaded builds
+      if (freethreaded) {
+        versionSuffix += 't';
+        if (architecture === 'x86-freethreaded') {
+          versionSuffix += '-32';
+        } else if (architecture === 'arm64-freethreaded') {
+          versionSuffix += '-arm64';
+        }
+      }
+      // Add user Scripts path
       const userScriptsDir = path.join(
-        process.env['APPDATA'] || '',
+        basePath,
         'Python',
-        `Python${major}${minor}`,
+        `Python${versionSuffix}`,
         'Scripts'
       );
       core.addPath(userScriptsDir);