diff --git a/.env b/.env
index a94803cc3277c..7a78e2dc483cb 100644
--- a/.env
+++ b/.env
@@ -95,8 +95,8 @@ VCPKG="f7423ee180c4b7f40d43402c2feb3859161ef625"    # 2024.06.15 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=2025-02-03
-PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION=2025-01-27
+PYTHON_WHEEL_WINDOWS_IMAGE_REVISION=ltsc2022-KB5049983
+PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION=ltsc2022-KB5049983
 
 # 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-free-threaded-wheel-windows-test-vs2019.dockerfile b/ci/docker/python-free-threaded-wheel-windows-test-vs2022.dockerfile
similarity index 100%
rename from ci/docker/python-free-threaded-wheel-windows-test-vs2019.dockerfile
rename to ci/docker/python-free-threaded-wheel-windows-test-vs2022.dockerfile
diff --git a/ci/docker/python-free-threaded-wheel-windows-vs2019.dockerfile b/ci/docker/python-free-threaded-wheel-windows-vs2022.dockerfile
similarity index 100%
rename from ci/docker/python-free-threaded-wheel-windows-vs2019.dockerfile
rename to ci/docker/python-free-threaded-wheel-windows-vs2022.dockerfile
diff --git a/ci/docker/python-wheel-windows-test-vs2019-base.dockerfile b/ci/docker/python-wheel-windows-test-vs2019-base.dockerfile
deleted file mode 100644
index 73a78da30b907..0000000000000
--- a/ci/docker/python-wheel-windows-test-vs2019-base.dockerfile
+++ /dev/null
@@ -1,51 +0,0 @@
-# Licensed to the Apache Software Foundation (ASF) under one
-# or more contributor license agreements.  See the NOTICE file
-# distributed with this work for additional information
-# regarding copyright ownership.  The ASF licenses this file
-# to you under the Apache License, Version 2.0 (the
-# "License"); you may not use this file except in compliance
-# with the License.  You may obtain a copy of the License at
-#
-#   http://www.apache.org/licenses/LICENSE-2.0
-#
-# Unless required by applicable law or agreed to in writing,
-# software distributed under the License is distributed on an
-# "AS IS" BASIS, WITHOUT WARRANTIES OR CONDITIONS OF ANY
-# KIND, either express or implied.  See the License for the
-# specific language governing permissions and limitations
-# under the License.
-
-# NOTE: You must update PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION in .env
-# when you update this file.
-
-# based on mcr.microsoft.com/windows/servercore:ltsc2019
-# contains choco and vs2019 preinstalled
-FROM abrarov/msvc-2019:2.11.0
-
-# hadolint shell=cmd.exe
-
-# Add unix tools to path
-RUN setx path "%path%;C:\Program Files\Git\usr\bin"
-
-# 1. Remove previous installations of Python from the base image
-# NOTE: a more recent base image (tried with 2.12.1) comes with Python 3.9.7
-# and the MSI installers are failing to remove pip and tcl/tk "products" making
-# the subsequent choco python installation step failing for installing Python
-# version 3.9.* due to existing python version
-# 2. Install Minio for S3 testing.
-RUN wmic product where "name like 'python%%'" call uninstall /nointeractive && \
-    rm -rf Python* && \
-    curl https://dl.min.io/server/minio/release/windows-amd64/archive/minio.RELEASE.2024-09-13T20-26-02Z \
-        --output "C:\Windows\Minio.exe"
-
-# Install archiver to extract xz archives (for timezone database).
-# Install the GCS testbench using a well-known Python version.
-# NOTE: cannot use pipx's `--fetch-missing-python` because of
-# https://github.com/pypa/pipx/issues/1521, therefore download Python ourselves.
-RUN choco install --no-progress -r -y archiver && \
-    choco install -r -y --pre --no-progress python --version=3.11.9
-ENV PIPX_BIN_DIR=C:\\Windows\\
-ENV PIPX_PYTHON="C:\Python311\python.exe"
-COPY ci/scripts/install_gcs_testbench.bat C:/arrow/ci/scripts/
-RUN call "C:\arrow\ci\scripts\install_gcs_testbench.bat" && \
-    storage-testbench -h
diff --git a/ci/docker/python-wheel-windows-test-vs2022-base.dockerfile b/ci/docker/python-wheel-windows-test-vs2022-base.dockerfile
new file mode 100644
index 0000000000000..59df5d7d3137f
--- /dev/null
+++ b/ci/docker/python-wheel-windows-test-vs2022-base.dockerfile
@@ -0,0 +1,67 @@
+# escape=`
+
+# Licensed to the Apache Software Foundation (ASF) under one
+# or more contributor license agreements.  See the NOTICE file
+# distributed with this work for additional information
+# regarding copyright ownership.  The ASF licenses this file
+# to you under the Apache License, Version 2.0 (the
+# "License"); you may not use this file except in compliance
+# with the License.  You may obtain a copy of the License at
+#
+#   http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing,
+# software distributed under the License is distributed on an
+# "AS IS" BASIS, WITHOUT WARRANTIES OR CONDITIONS OF ANY
+# KIND, either express or implied.  See the License for the
+# specific language governing permissions and limitations
+# under the License.
+
+# NOTE: You must update PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION in .env
+# when you update this file.
+
+FROM mcr.microsoft.com/windows/servercore:ltsc2022
+
+# Ensure we in a command shell and not Powershell
+SHELL ["cmd", "/S", "/C"]
+
+# Install MSVC BuildTools
+#
+# The set of components below (lines starting with --add) is the most minimal
+# set we could find that would still compile Arrow C++.
+RUN `
+    curl -SL --output vs_buildtools.exe https://aka.ms/vs/17/release/vs_buildtools.exe `
+    && (start /w vs_buildtools.exe --quiet --wait --norestart --nocache `
+    --installPath "%ProgramFiles(x86)%\Microsoft Visual Studio\2022\BuildTools" `
+    --add Microsoft.VisualStudio.Component.VC.CoreBuildTools `
+    --add Microsoft.VisualStudio.Component.VC.Tools.x86.x64 `
+    --add Microsoft.VisualStudio.Component.Windows10SDK.20348 `
+    --add Microsoft.VisualStudio.Component.VC.CMake.Project `
+    || IF "%ERRORLEVEL%"=="3010" EXIT 0) `
+    && del /q vs_buildtools.exe
+
+# Install choco CLI
+#
+# We switch into Powershell just for this command and switch back to cmd
+# See https://chocolatey.org/install#completely-offline-install
+SHELL ["powershell", "-Command", "$ErrorActionPreference = 'Stop'; $ProgressPreference = 'SilentlyContinue';"]
+RUN `
+    Set-ExecutionPolicy Bypass -Scope Process -Force; [System.Net.ServicePointManager]::SecurityProtocol = [System.Net.ServicePointManager]::SecurityProtocol -bor 3072; iex ((New-Object System.Net.WebClient).DownloadString('https://community.chocolatey.org/install.ps1'))
+SHELL ["cmd", "/S", "/C"]
+
+# Install git, wget, minio
+RUN choco install --no-progress -r -y git wget
+RUN curl https://dl.min.io/server/minio/release/windows-amd64/archive/minio.RELEASE.2024-09-13T20-26-02Z `
+    --output "C:\Windows\Minio.exe"
+
+# Install archiver to extract xz archives (for timezone database).
+# Install the GCS testbench using a well-known Python version.
+# NOTE: cannot use pipx's `--fetch-missing-python` because of
+# https://github.com/pypa/pipx/issues/1521, therefore download Python ourselves.
+RUN choco install --no-progress -r -y archiver && `
+    choco install -r -y --pre --no-progress python --version=3.11.9
+ENV PIPX_BIN_DIR=C:\\Windows\\
+ENV PIPX_PYTHON="C:\Python311\python.exe"
+COPY ci/scripts/install_gcs_testbench.bat C:/arrow/ci/scripts/
+RUN call "C:\arrow\ci\scripts\install_gcs_testbench.bat" && `
+    storage-testbench -h
diff --git a/ci/docker/python-wheel-windows-test-vs2019.dockerfile b/ci/docker/python-wheel-windows-test-vs2022.dockerfile
similarity index 100%
rename from ci/docker/python-wheel-windows-test-vs2019.dockerfile
rename to ci/docker/python-wheel-windows-test-vs2022.dockerfile
diff --git a/ci/docker/python-wheel-windows-vs2019-base.dockerfile b/ci/docker/python-wheel-windows-vs2019-base.dockerfile
deleted file mode 100644
index bd91f01bf9b6d..0000000000000
--- a/ci/docker/python-wheel-windows-vs2019-base.dockerfile
+++ /dev/null
@@ -1,79 +0,0 @@
-# Licensed to the Apache Software Foundation (ASF) under one
-# or more contributor license agreements.  See the NOTICE file
-# distributed with this work for additional information
-# regarding copyright ownership.  The ASF licenses this file
-# to you under the Apache License, Version 2.0 (the
-# "License"); you may not use this file except in compliance
-# with the License.  You may obtain a copy of the License at
-#
-#   http://www.apache.org/licenses/LICENSE-2.0
-#
-# Unless required by applicable law or agreed to in writing,
-# software distributed under the License is distributed on an
-# "AS IS" BASIS, WITHOUT WARRANTIES OR CONDITIONS OF ANY
-# KIND, either express or implied.  See the License for the
-# specific language governing permissions and limitations
-# under the License.
-
-# NOTE: You must update PYTHON_WHEEL_WINDOWS_IMAGE_REVISION in .env
-# when you update this file.
-
-# based on mcr.microsoft.com/windows/servercore:ltsc2019
-# contains choco and vs2019 preinstalled
-FROM abrarov/msvc-2019:2.11.0
-
-# Install CMake and Ninja
-ARG cmake=3.31.2
-RUN choco install --no-progress -r -y cmake --version=%cmake% --installargs 'ADD_CMAKE_TO_PATH=System' && \
-    choco install --no-progress -r -y gzip wget ninja
-
-# Add unix tools to path
-RUN setx path "%path%;C:\Program Files\Git\usr\bin"
-
-# Install vcpkg
-#
-# Compiling vcpkg itself from a git tag doesn't work anymore since vcpkg has
-# started to ship precompiled binaries for the vcpkg-tool.
-ARG vcpkg
-COPY ci/vcpkg/*.patch \
-     ci/vcpkg/*windows*.cmake \
-     arrow/ci/vcpkg/
-COPY ci/scripts/install_vcpkg.sh arrow/ci/scripts/
-ENV VCPKG_ROOT=C:\\vcpkg
-RUN bash arrow/ci/scripts/install_vcpkg.sh /c/vcpkg %vcpkg% && \
-    setx PATH "%PATH%;%VCPKG_ROOT%"
-
-# Configure vcpkg and install dependencies
-# NOTE: use windows batch environment notation for build arguments in RUN
-# statements but bash notation in ENV statements
-# VCPKG_FORCE_SYSTEM_BINARIES=1 spare around ~750MB of image size if the system
-# cmake's and ninja's versions are recent enough
-ARG build_type=release
-ENV CMAKE_BUILD_TYPE=${build_type} \
-    VCPKG_OVERLAY_TRIPLETS=C:\\arrow\\ci\\vcpkg \
-    VCPKG_DEFAULT_TRIPLET=amd64-windows-static-md-${build_type} \
-    VCPKG_FEATURE_FLAGS="manifests"
-COPY ci/vcpkg/vcpkg.json arrow/ci/vcpkg/
-# cannot use the S3 feature here because while aws-sdk-cpp=1.9.160 contains
-# ssl related fixes as well as we can patch the vcpkg portfile to support
-# arm machines it hits ARROW-15141 where we would need to fall back to 1.8.186
-# but we cannot patch those portfiles since vcpkg-tool handles the checkout of
-# previous versions => use bundled S3 build
-RUN vcpkg install \
-        --clean-after-build \
-        --x-install-root=%VCPKG_ROOT%\installed \
-        --x-manifest-root=arrow/ci/vcpkg \
-        --x-feature=flight \
-        --x-feature=gcs \
-        --x-feature=json \
-        --x-feature=orc \
-        --x-feature=parquet \
-        --x-feature=s3
-
-# Remove previous installations of Python from the base image
-# NOTE: a more recent base image (tried with 2.12.1) comes with Python 3.9.7
-# and the MSI installers are failing to remove pip and tcl/tk "products" making
-# the subsequent choco python installation step failing for installing Python
-# version 3.9.* due to existing Python version
-RUN wmic product where "name like 'python%%'" call uninstall /nointeractive && \
-    rm -rf Python*
diff --git a/ci/docker/python-wheel-windows-vs2019.dockerfile b/ci/docker/python-wheel-windows-vs2022.dockerfile
similarity index 80%
rename from ci/docker/python-wheel-windows-vs2019.dockerfile
rename to ci/docker/python-wheel-windows-vs2022.dockerfile
index 50e942fd6bd5c..accd2d0af5e20 100644
--- a/ci/docker/python-wheel-windows-vs2019.dockerfile
+++ b/ci/docker/python-wheel-windows-vs2022.dockerfile
@@ -25,10 +25,10 @@ FROM ${base}
 # Note that Python 3.9 does not come with the "py" launcher
 ARG python=3.9
 RUN (if "%python%"=="3.9" setx PYTHON_VERSION "3.9.13" && setx PYTHON_CMD "C:\Python39\python") & \
-    (if "%python%"=="3.10" setx PYTHON_VERSION "3.10.11" && setx PYTHON_CMD "py -3.10") & \
-    (if "%python%"=="3.11" setx PYTHON_VERSION "3.11.9" && setx PYTHON_CMD "py -3.11") & \
-    (if "%python%"=="3.12" setx PYTHON_VERSION "3.12.8" && setx PYTHON_CMD "py -3.12") & \
-    (if "%python%"=="3.13" setx PYTHON_VERSION "3.13.1" && setx PYTHON_CMD "py -3.13")
+  (if "%python%"=="3.10" setx PYTHON_VERSION "3.10.11" && setx PYTHON_CMD "py -3.10") & \
+  (if "%python%"=="3.11" setx PYTHON_VERSION "3.11.9" && setx PYTHON_CMD "py -3.11") & \
+  (if "%python%"=="3.12" setx PYTHON_VERSION "3.12.8" && setx PYTHON_CMD "py -3.12") & \
+  (if "%python%"=="3.13" setx PYTHON_VERSION "3.13.1" && setx PYTHON_CMD "py -3.13")
 
 RUN choco install -r -y --pre --no-progress python --version=%PYTHON_VERSION%
 RUN %PYTHON_CMD% -m pip install -U pip setuptools
diff --git a/dev/tasks/python-wheels/github.windows.yml b/dev/tasks/python-wheels/github.windows.yml
index 2ac942d5bdb4d..02f28a1edb0f8 100644
--- a/dev/tasks/python-wheels/github.windows.yml
+++ b/dev/tasks/python-wheels/github.windows.yml
@@ -22,7 +22,7 @@
 jobs:
   build:
     name: "Build wheel for Windows"
-    runs-on: windows-2019
+    runs-on: windows-2022
     env:
       # archery uses this environment variable
       PYTHON: "{{ python_version }}"
@@ -30,7 +30,7 @@ jobs:
       # this is a private repository at the moment (mostly because of licensing
       # consideration of windows images with visual studio), but anyone can
       # recreate the image by manually building it via:
-      # `archery build python-wheel-windows-vs2019`
+      # `archery build python-wheel-windows-vs2022`
       # note that we don't run docker build since there wouldn't be a cache hit
       # and rebuilding the dependencies takes a fair amount of time
       REPO: ghcr.io/ursacomputing/arrow
@@ -62,15 +62,15 @@ jobs:
         run: |
           cd arrow
           @rem We want to use only
-          @rem   archery docker run -e SETUPTOOLS_SCM_PRETEND_VERSION={{ arrow.no_rc_version }} python-wheel-windows-vs2019
+          @rem   archery docker run -e SETUPTOOLS_SCM_PRETEND_VERSION={{ arrow.no_rc_version }} python-wheel-windows-vs2022
           @rem but it doesn't use pulled caches.
           @rem It always build an image from scratch.
           @rem We can remove this workaround once we find a way to use
           @rem pulled caches when build an image.
           echo on
-          archery docker pull --no-ignore-pull-failures %TEST_IMAGE_PREFIX%-wheel-windows-vs2019
+          archery docker pull --no-ignore-pull-failures %TEST_IMAGE_PREFIX%-wheel-windows-vs2022
           if errorlevel 1 (
-            archery docker build --no-pull %TEST_IMAGE_PREFIX%-wheel-windows-vs2019 || exit /B 1
+            archery docker build --no-pull %TEST_IMAGE_PREFIX%-wheel-windows-vs2022 || exit /B 1
           )
           archery docker run --no-build -e SETUPTOOLS_SCM_PRETEND_VERSION={{ arrow.no_rc_version }} %TEST_IMAGE_PREFIX%-wheel-windows-vs2019
 
diff --git a/docker-compose.yml b/docker-compose.yml
index bf8093ec60307..0285de2df3220 100644
--- a/docker-compose.yml
+++ b/docker-compose.yml
@@ -175,9 +175,9 @@ x-hierarchy:
   - python-free-threaded-wheel-manylinux-test-imports
   - python-wheel-manylinux-test-unittests
   - python-free-threaded-wheel-manylinux-test-unittests
-  - python-wheel-windows-vs2019-base:
-    - python-wheel-windows-vs2019
-    - python-free-threaded-wheel-windows-vs2019
+  - python-wheel-windows-vs2022-base:
+    - python-wheel-windows-vs2022
+    - python-free-threaded-wheel-windows-vs2022
   - python-wheel-windows-test-base:
     - python-wheel-windows-test
     - python-free-threaded-wheel-windows-test
@@ -1266,81 +1266,81 @@ services:
       CHECK_UNITTESTS: "ON"
     command: /arrow/ci/scripts/python_wheel_unix_test.sh /arrow
 
-  python-wheel-windows-vs2019-base:
-    image: ${REPO}:python-wheel-windows-vs2019-base-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
+  python-wheel-windows-vs2022-base:
+    image: ${REPO}:python-wheel-windows-vs2022-base-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
     build:
       args:
         vcpkg: ${VCPKG}
       context: .
-      dockerfile: ci/docker/python-wheel-windows-vs2019-base.dockerfile
+      dockerfile: ci/docker/python-wheel-windows-vs2022-base.dockerfile
       # This should make the pushed images reusable, but the image gets rebuilt.
       # Uncomment if no local cache is available.
       # cache_from:
-      #   - abrarov/msvc-2019:2.11.0
-      #   - ${REPO}:python-wheel-windows-vs2019-base-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
-    volumes: &python-wheel-windows-vs2019-volumes
+      #   - mcr.microsoft.com/windows/servercore:ltsc2022
+      #   - ${REPO}:python-wheel-windows-vs2022-base-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
+    volumes: &python-wheel-windows-vs2022-volumes
       - type: bind
         source: .
         target: "C:/arrow"
 
-  python-wheel-windows-vs2019:
-    image: ${REPO}:python-${PYTHON}-wheel-windows-vs2019-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
+  python-wheel-windows-vs2022:
+    image: ${REPO}:python-${PYTHON}-wheel-windows-vs2022-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
     build:
       args:
-        base: ${REPO}:python-wheel-windows-vs2019-base-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
+        base: ${REPO}:python-wheel-windows-vs2022-base-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
         python: ${PYTHON}
       context: .
-      dockerfile: ci/docker/python-wheel-windows-vs2019.dockerfile
+      dockerfile: ci/docker/python-wheel-windows-vs2022.dockerfile
       # This should make the pushed images reusable, but the image gets rebuilt.
       # Uncomment if no local cache is available.
       # cache_from:
-      #   - abrarov/msvc-2019:2.11.0
-      #   - ${REPO}:python-${PYTHON}-wheel-windows-vs2019-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
-    volumes: *python-wheel-windows-vs2019-volumes
+      #   - mcr.microsoft.com/windows/servercore:ltsc2022
+      #   - ${REPO}:python-${PYTHON}-wheel-windows-vs2022-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
+    volumes: *python-wheel-windows-vs2022-volumes
     command: arrow\\ci\\scripts\\python_wheel_windows_build.bat
 
-  python-free-threaded-wheel-windows-vs2019:
-    image: ${REPO}:python-${PYTHON}-free-threaded-wheel-windows-vs2019-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
+  python-free-threaded-wheel-windows-vs2022:
+    image: ${REPO}:python-${PYTHON}-free-threaded-wheel-windows-vs2022-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
     build:
       args:
-        base: ${REPO}:python-wheel-windows-vs2019-base-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
+        base: ${REPO}:python-wheel-windows-vs2022-base-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
         python: ${PYTHON}
       context: .
-      dockerfile: ci/docker/python-free-threaded-wheel-windows-vs2019.dockerfile
+      dockerfile: ci/docker/python-free-threaded-wheel-windows-vs2022.dockerfile
       # This should make the pushed images reusable, but the image gets rebuilt.
       # Uncomment if no local cache is available.
       # cache_from:
-      #   - abrarov/msvc-2019:2.11.0
-      #   - ${REPO}:python-${PYTHON}-free-threaded-wheel-windows-vs2019-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
-    volumes: *python-wheel-windows-vs2019-volumes
+      #   - mcr.microsoft.com/windows/servercore:ltsc2022
+      #   - ${REPO}:python-${PYTHON}-free-threaded-wheel-windows-vs2022-vcpkg-${VCPKG}-${PYTHON_WHEEL_WINDOWS_IMAGE_REVISION}
+    volumes: *python-wheel-windows-vs2022-volumes
     command: arrow\\ci\\scripts\\python_wheel_windows_build.bat
 
   python-wheel-windows-test-base:
-    image: ${REPO}:python-wheel-windows-test-vs2019-base-${PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION}
+    image: ${REPO}:python-wheel-windows-test-vs2022-base-${PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION}
     build:
       context: .
-      dockerfile: ci/docker/python-wheel-windows-test-vs2019-base.dockerfile
-    volumes: *python-wheel-windows-vs2019-volumes
+      dockerfile: ci/docker/python-wheel-windows-test-vs2022-base.dockerfile
+    volumes: *python-wheel-windows-vs2022-volumes
 
   python-wheel-windows-test:
-    image: ${REPO}:python-${PYTHON}-wheel-windows-test-vs2019-${PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION}
+    image: ${REPO}:python-${PYTHON}-wheel-windows-test-vs2022-${PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION}
     build:
       args:
-        base: ${REPO}:python-wheel-windows-test-vs2019-base-${PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION}
+        base: ${REPO}:python-wheel-windows-test-vs2022-base-${PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION}
         python: ${PYTHON}
       context: .
-      dockerfile: ci/docker/python-wheel-windows-test-vs2019.dockerfile
-    volumes: *python-wheel-windows-vs2019-volumes
+      dockerfile: ci/docker/python-wheel-windows-test-vs2022.dockerfile
+    volumes: *python-wheel-windows-vs2022-volumes
     command: arrow\\ci\\scripts\\python_wheel_windows_test.bat
 
   python-free-threaded-wheel-windows-test:
-    image: ${REPO}:python-${PYTHON}-free-threaded-wheel-windows-test-vs2019-${PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION}
+    image: ${REPO}:python-${PYTHON}-free-threaded-wheel-windows-test-vs2022-${PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION}
     build:
       args:
-        base: ${REPO}:python-wheel-windows-test-vs2019-base-${PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION}
+        base: ${REPO}:python-wheel-windows-test-vs2022-base-${PYTHON_WHEEL_WINDOWS_TEST_IMAGE_REVISION}
       context: .
-      dockerfile: ci/docker/python-free-threaded-wheel-windows-test-vs2019.dockerfile
-    volumes: *python-wheel-windows-vs2019-volumes
+      dockerfile: ci/docker/python-free-threaded-wheel-windows-test-vs2022.dockerfile
+    volumes: *python-wheel-windows-vs2022-volumes
     command: arrow\\ci\\scripts\\python_wheel_windows_test.bat
 
   ##############################  Integration #################################