diff --git a/.github/workflows/test-readlink-node-versions.yml b/.github/workflows/test-readlink-node-versions.yml
new file mode 100644
index 00000000..2b091bf0
--- /dev/null
+++ b/.github/workflows/test-readlink-node-versions.yml
@@ -0,0 +1,112 @@
+name: Test readlink behavior across Node versions
+
+on:
+  workflow_dispatch:
+  pull_request:
+    paths:
+      - 'packages/io/src/io-util.ts'
+      - 'packages/io/__tests__/io.test.ts'
+
+jobs:
+  test-readlink-windows:
+    name: Test readlink on Windows - Node ${{ matrix.node-version }}
+    runs-on: windows-latest
+    strategy:
+      matrix:
+        node-version: [20, 24]
+    
+    steps:
+      - name: Checkout code
+        uses: actions/checkout@v4
+
+      - name: Setup Node.js ${{ matrix.node-version }}
+        uses: actions/setup-node@v4
+        with:
+          node-version: ${{ matrix.node-version }}
+
+      - name: Show Node version
+        run: node --version
+
+      - name: Create test script
+        shell: pwsh
+        run: |
+          $script = @'
+          const fs = require('fs');
+          const path = require('path');
+          const os = require('os');
+
+          async function testReadlink() {
+            const testDir = path.join(os.tmpdir(), 'readlink-test-' + Date.now());
+            const actualDir = path.join(testDir, 'actual_directory');
+            const directSymlink = path.join(testDir, 'direct_symlink');
+            const intermediateSymlink = path.join(testDir, 'intermediate_symlink');
+            const chainSymlink = path.join(testDir, 'chain_symlink');
+
+            try {
+              // Create test structure
+              await fs.promises.mkdir(actualDir, { recursive: true });
+              await fs.promises.symlink(actualDir, directSymlink, 'junction');
+              await fs.promises.symlink(actualDir, intermediateSymlink, 'junction');
+              await fs.promises.symlink(intermediateSymlink, chainSymlink, 'junction');
+
+              console.log('='.repeat(60));
+              console.log('Node.js version:', process.version);
+              console.log('Platform:', os.platform());
+              console.log('='.repeat(60));
+              
+              const directTarget = await fs.promises.readlink(directSymlink);
+              console.log('\n[Test 1] Direct symlink → directory:');
+              console.log('  Path:', JSON.stringify(directTarget));
+              console.log('  Length:', directTarget.length);
+              console.log('  Last char:', JSON.stringify(directTarget.slice(-1)));
+              console.log('  Ends with backslash:', directTarget.endsWith('\\'));
+              
+              const chainTarget = await fs.promises.readlink(chainSymlink);
+              console.log('\n[Test 2] Chain symlink → intermediate symlink:');
+              console.log('  Path:', JSON.stringify(chainTarget));
+              console.log('  Length:', chainTarget.length);
+              console.log('  Last char:', JSON.stringify(chainTarget.slice(-1)));
+              console.log('  Ends with backslash:', chainTarget.endsWith('\\'));
+              
+              const intermediateTarget = await fs.promises.readlink(intermediateSymlink);
+              console.log('\n[Test 3] Intermediate symlink → directory:');
+              console.log('  Path:', JSON.stringify(intermediateTarget));
+              console.log('  Length:', intermediateTarget.length);
+              console.log('  Last char:', JSON.stringify(intermediateTarget.slice(-1)));
+              console.log('  Ends with backslash:', intermediateTarget.endsWith('\\'));
+
+              console.log('\n' + '='.repeat(60));
+              console.log('SUMMARY:');
+              console.log('  Test 1 (dir): trailing backslash =', directTarget.endsWith('\\'));
+              console.log('  Test 2 (symlink): trailing backslash =', chainTarget.endsWith('\\'));
+              console.log('  Test 3 (dir): trailing backslash =', intermediateTarget.endsWith('\\'));
+              console.log('='.repeat(60));
+
+              // Cleanup
+              await fs.promises.rm(testDir, { recursive: true, force: true });
+            } catch (err) {
+              console.error('Error:', err);
+              process.exit(1);
+            }
+          }
+
+          testReadlink();
+          '@
+          $script | Out-File -FilePath test-native-readlink.js -Encoding UTF8
+
+      - name: Test native fs.promises.readlink() behavior
+        run: node test-native-readlink.js
+
+      - name: Install dependencies
+        run: npm ci
+        working-directory: packages/io
+
+      - name: Build package
+        run: npm run tsc
+        working-directory: packages/io
+
+      - name: Run readlink tests
+        run: npm test -- --testNamePattern="readlink"
+        working-directory: .
+        env:
+          CI: true