diff --git a/.github/workflows/ci.yaml b/.github/workflows/ci.yaml
index a873aa2d29d..dc7b4bc502d 100644
--- a/.github/workflows/ci.yaml
+++ b/.github/workflows/ci.yaml
@@ -107,6 +107,8 @@ env:
     test_yield_from
   # Python version targeted by the CI.
   PYTHON_VERSION: "3.13.1"
+  X86_64_PC_WINDOWS_MSVC_OPENSSL_LIB_DIR: C:\Program Files\OpenSSL\lib\VC\x64\MD
+  X86_64_PC_WINDOWS_MSVC_OPENSSL_INCLUDE_DIR: C:\Program Files\OpenSSL\include
 
 jobs:
   rust_tests:
@@ -118,7 +120,7 @@ jobs:
     timeout-minutes: 45
     strategy:
       matrix:
-        os: [macos-latest, ubuntu-latest, windows-latest]
+        os: [macos-latest, ubuntu-latest, windows-2025]
       fail-fast: false
     steps:
       - uses: actions/checkout@v6.0.1
@@ -127,14 +129,6 @@ jobs:
           components: clippy
       - uses: Swatinem/rust-cache@v2
 
-      # Only for OpenSSL builds
-      # - name: Set up the Windows environment
-      #   shell: bash
-      #   run: |
-      #     git config --system core.longpaths true
-      #     cargo install --target-dir=target -v cargo-vcpkg
-      #     cargo vcpkg -v build
-      #   if: runner.os == 'Windows'
       - name: Set up the Mac environment
         run: brew install autoconf automake libtool
         if: runner.os == 'macOS'
@@ -257,7 +251,7 @@ jobs:
     runs-on:  ${{ matrix.os }}
     strategy:
       matrix:
-        os: [macos-latest, ubuntu-latest, windows-latest]
+        os: [macos-latest, ubuntu-latest, windows-2025]
       fail-fast: false
     steps:
       - uses: actions/checkout@v6.0.1
@@ -266,14 +260,6 @@ jobs:
       - uses: actions/setup-python@v6.1.0
         with:
           python-version: ${{ env.PYTHON_VERSION }}
-      # Only for OpenSSL builds
-      # - name: Set up the Windows environment
-      #   shell: bash
-      #   run: |
-      #     git config --system core.longpaths true
-      #     cargo install cargo-vcpkg
-      #     cargo vcpkg build
-      #   if: runner.os == 'Windows'
       - name: Set up the Mac environment
         run: brew install autoconf automake libtool openssl@3
         if: runner.os == 'macOS'
diff --git a/.github/workflows/release.yml b/.github/workflows/release.yml
index 5ad2cf3f97a..c11d11d9805 100644
--- a/.github/workflows/release.yml
+++ b/.github/workflows/release.yml
@@ -17,6 +17,8 @@ permissions:
 
 env:
   CARGO_ARGS: --no-default-features --features stdlib,importlib,encodings,sqlite,ssl
+  X86_64_PC_WINDOWS_MSVC_OPENSSL_LIB_DIR: C:\Program Files\OpenSSL\lib\VC\x64\MD
+  X86_64_PC_WINDOWS_MSVC_OPENSSL_INCLUDE_DIR: C:\Program Files\OpenSSL\include
 
 jobs:
   build:
@@ -42,11 +44,11 @@ jobs:
             target: aarch64-apple-darwin
 #          - runner: macos-latest
 #            target: x86_64-apple-darwin
-          - runner: windows-latest
+          - runner: windows-2025
             target: x86_64-pc-windows-msvc
-#          - runner: windows-latest
+#          - runner: windows-2025
 #            target: i686-pc-windows-msvc
-#          - runner: windows-latest
+#          - runner: windows-2025
 #            target: aarch64-pc-windows-msvc
       fail-fast: false
     steps:
@@ -57,13 +59,6 @@ jobs:
       - name: Set up Environment
         shell: bash
         run: rustup target add ${{ matrix.platform.target }}
-      - name: Set up Windows Environment
-        shell: bash
-        run: |
-          git config --global core.longpaths true
-          cargo install --target-dir=target -v cargo-vcpkg
-          cargo vcpkg -v build
-        if: runner.os == 'Windows'
       - name: Set up MacOS Environment
         run: brew install autoconf automake libtool
         if: runner.os == 'macOS'
diff --git a/Cargo.toml b/Cargo.toml
index 988e99efacc..ccfac44d601 100644
--- a/Cargo.toml
+++ b/Cargo.toml
@@ -91,16 +91,6 @@ lto = "thin"
 # REDOX START, Uncomment when you want to compile/check with redoxer
 # REDOX END
 
-# Used only on Windows to build the vcpkg dependencies
-[package.metadata.vcpkg]
-git = "https://github.com/microsoft/vcpkg"
-# The revision of the vcpkg repository to use
-# https://github.com/microsoft/vcpkg/tags
-rev = "2025.09.17"
-
-[package.metadata.vcpkg.target]
-x86_64-pc-windows-msvc = { triplet = "x64-windows-static-md", dev-dependencies = ["openssl" ] }
-
 [package.metadata.packager]
 product-name = "RustPython"
 identifier = "com.rustpython.rustpython"
diff --git a/Lib/test/test_shutil.py b/Lib/test/test_shutil.py
index 73ad81e871b..0e973255621 100644
--- a/Lib/test/test_shutil.py
+++ b/Lib/test/test_shutil.py
@@ -194,7 +194,6 @@ def test_rmtree_works_on_bytes(self):
         self.assertIsInstance(victim, bytes)
         shutil.rmtree(victim)
 
-    @unittest.skipIf(sys.platform == 'win32', 'TODO: RUSTPYTHON; flaky')
     @os_helper.skip_unless_symlink
     def test_rmtree_fails_on_symlink_onerror(self):
         tmp = self.mkdtemp()
diff --git a/crates/common/src/fileutils.rs b/crates/common/src/fileutils.rs
index 9ed5e77afbb..7170b270d95 100644
--- a/crates/common/src/fileutils.rs
+++ b/crates/common/src/fileutils.rs
@@ -303,7 +303,8 @@ pub mod windows {
 
         let GetFileInformationByName = GET_FILE_INFORMATION_BY_NAME
             .get_or_init(|| {
-                let library_name = OsString::from("api-ms-win-core-file-l2-1-4").to_wide_with_nul();
+                let library_name =
+                    OsString::from("api-ms-win-core-file-l2-1-4.dll").to_wide_with_nul();
                 let module = unsafe { LoadLibraryW(library_name.as_ptr()) };
                 if module.is_null() {
                     return None;