diff --git a/.env b/.env
index dad867f8f66..6d64d284780 100644
--- a/.env
+++ b/.env
@@ -102,8 +102,8 @@ VCPKG="4334d8b4c8916018600212ab4dd4bbdc343065d1"    # 2025.09.17 Release
 # ci/docker/python-*-windows-*.dockerfile or the vcpkg config.
 # This is a workaround for our CI problem that "archery docker build" doesn't
 # use pulled built images in dev/tasks/python-wheels/github.windows.yml.
-PYTHON_WHEEL_WINDOWS_IMAGE_REVISION=2025-10-13
-PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION=2025-10-13
+PYTHON_WHEEL_WINDOWS_IMAGE_REVISION=2026-01-22
+PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION=2026-01-22
 
 # Use conanio/${CONAN_BASE}:{CONAN_VERSION} for "docker compose run --rm conan".
 # See https://github.com/conan-io/conan-docker-tools#readme and
diff --git a/ci/docker/python-wheel-windows-vs2022-base.dockerfile b/ci/docker/python-wheel-windows-vs2022-base.dockerfile
index e63b8fc9945..426286ebe07 100644
--- a/ci/docker/python-wheel-windows-vs2022-base.dockerfile
+++ b/ci/docker/python-wheel-windows-vs2022-base.dockerfile
@@ -89,14 +89,15 @@ RUN `
 # See https://docs.python.org/dev/using/windows.html#python-install-manager and
 # https://www.python.org/ftp/python/pymanager/
 RUN `
-  $pymanager_url = 'https://www.python.org/ftp/python/pymanager/python-manager-25.0.msix'; `
-  Invoke-WebRequest -Uri $pymanager_url -OutFile 'C:\Windows\pymanager.msix'; `
-  Add-AppxPackage C:\Windows\pymanager.msix
+  $pymanager_url = 'https://www.python.org/ftp/python/pymanager/python-manager-25.0.msi'; `
+  Invoke-WebRequest -Uri $pymanager_url -OutFile 'C:\Windows\pymanager.msi'; `
+  Start-Process msiexec.exe -Wait -ArgumentList '/i C:\Windows\pymanager.msi /quiet /norestart'; `
+  Remove-Item C:\Windows\pymanager.msi
 
 SHELL ["cmd", "/S", "/C"]
 
 # Install CMake and other tools
-ARG cmake=3.31.2
+ARG cmake=3.31.9
 RUN choco install --no-progress -r -y cmake --version=%cmake% --installargs 'ADD_CMAKE_TO_PATH=System'
 RUN choco install --no-progress -r -y git gzip ninja wget
 
diff --git a/ci/docker/python-wheel-windows-vs2022.dockerfile b/ci/docker/python-wheel-windows-vs2022.dockerfile
index d4d5e57cd2c..e25ebef156c 100644
--- a/ci/docker/python-wheel-windows-vs2022.dockerfile
+++ b/ci/docker/python-wheel-windows-vs2022.dockerfile
@@ -24,14 +24,16 @@ FROM ${base}
 # Define the full version number otherwise choco falls back to patch number 0 (3.10 => 3.10.0)
 ARG python=3.10
 
-ARG python_variant=default
-ENV PYTHON_VERSION=${python}
-ENV PYTHON_VARIANT=${python_variant}
-RUN pymanager install --version %PYTHON_VERSION% --variant %PYTHON_VARIANT%
+ARG python_variant_suffix=""
+ENV PYTHON_VERSION=${python}${python_variant_suffix}
+
+RUN pymanager install %PYTHON_VERSION%
 
 RUN py -%PYTHON_VERSION% -m pip install -U pip setuptools
 
 COPY python/requirements-wheel-build.txt C:/arrow/python/
 RUN py -%PYTHON_VERSION% -m pip install -r C:/arrow/python/requirements-wheel-build.txt
 
+ENV PYTHON_CMD="py -${python}${python_variant_suffix}"
+
 ENV PYTHON=${python}
diff --git a/compose.yaml b/compose.yaml
index 2bd38a381e8..b538a00795e 100644
--- a/compose.yaml
+++ b/compose.yaml
@@ -1388,7 +1388,6 @@ services:
       args:
         base: ${REPO}:python-wheel-windows-vs2022-base-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
         python: ${PYTHON}
-        python_variant: default
       context: .
       dockerfile: ci/docker/python-wheel-windows-vs2022.dockerfile
       # This should make the pushed images reusable, but the image gets rebuilt.
@@ -1405,7 +1404,7 @@ services:
       args:
         base: ${REPO}:python-wheel-windows-vs2022-base-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
         python: ${PYTHON}
-        python_variant: freethreaded
+        python_variant_suffix: t
       context: .
       dockerfile: ci/docker/python-wheel-windows-vs2022.dockerfile
       # This should make the pushed images reusable, but the image gets rebuilt.