diff --git a/.github/workflows/test-windows.yml b/.github/workflows/test-windows.yml
index f6d0aeb1d..2e76c05ae 100644
--- a/.github/workflows/test-windows.yml
+++ b/.github/workflows/test-windows.yml
@@ -31,15 +31,20 @@ env:
 
 jobs:
   build:
-    runs-on: windows-latest
+    runs-on: ${{ matrix.os }}
     strategy:
       fail-fast: false
       matrix:
-        python-version: ["pypy3.10", "3.9", "3.10", "3.11", "3.12", "3.13"]
+        python-version: ["pypy3.10", "3.10", "3.11", "3.12", "3.13"]
+        architecture: ["x64"]
+        os: ["windows-latest"]
+        include:
+            # Test the oldest Python on 32-bit
+            - { python-version: "3.9", architecture: "x86", os: "windows-2019" }
 
     timeout-minutes: 30
 
-    name: Python ${{ matrix.python-version }}
+    name: Python ${{ matrix.python-version }} (${{ matrix.architecture }})
 
     steps:
     - name: Checkout Pillow
@@ -63,6 +68,7 @@ jobs:
       with:
         python-version: ${{ matrix.python-version }}
         allow-prereleases: true
+        architecture: ${{ matrix.architecture }}
         cache: pip
         cache-dependency-path: ".github/workflows/test-windows.yml"
 
@@ -81,7 +87,7 @@ jobs:
         pytest-timeout
 
     - name: Install CPython dependencies
-      if: "!contains(matrix.python-version, 'pypy')"
+      if: "!contains(matrix.python-version, 'pypy') && matrix.architecture != 'x86'"
       run: >
         python3 -m pip install
         PyQt6
diff --git a/docs/installation/platform-support.rst b/docs/installation/platform-support.rst
index a0bada7b4..cd196e4f8 100644
--- a/docs/installation/platform-support.rst
+++ b/docs/installation/platform-support.rst
@@ -48,13 +48,11 @@ These platforms are built and tested for every change.
 | Ubuntu Linux 24.04 LTS (Noble)   | 3.12                       | x86-64, ppc64le,    |
 |                                  |                            | s390x               |
 +----------------------------------+----------------------------+---------------------+
-| Windows Server 2019              | 3.9                        | x86-64              |
+| Windows Server 2019              | 3.9                        | x86                 |
 +----------------------------------+----------------------------+---------------------+
 | Windows Server 2022              | 3.9, 3.10, 3.11,           | x86-64              |
 |                                  | 3.12, 3.13, PyPy3          |                     |
 |                                  +----------------------------+---------------------+
-|                                  | 3.13                       | x86                 |
-|                                  +----------------------------+---------------------+
 |                                  | 3.9 (MinGW)                | x86-64              |
 |                                  +----------------------------+---------------------+
 |                                  | 3.9 (Cygwin)               | x86-64              |