diff --git a/.circleci/config.yml b/.circleci/config.yml
index 6cf1407cfc..bba65c8aa2 100644
--- a/.circleci/config.yml
+++ b/.circleci/config.yml
@@ -1,7 +1,7 @@
 version: 2.1
 
 orbs:
-  win: circleci/windows@2.4.0
+  win: circleci/windows@5.0.0
 
 commands:
   install-cmake-on-macos:
@@ -45,6 +45,38 @@ commands:
             echo "export LZ4_DOWNLOAD_BASE=https://rocksdb-deps.s3.us-west-2.amazonaws.com/pkgs/lz4" >> $BASH_ENV
             echo "export ZSTD_DOWNLOAD_BASE=https://rocksdb-deps.s3.us-west-2.amazonaws.com/pkgs/zstd" >> $BASH_ENV
 
+  windows-build-steps:
+    steps:
+      - checkout
+      - run:
+          name: "Install thirdparty dependencies"
+          command: |
+            echo "Installing CMake..."
+            choco install cmake --installargs 'ADD_CMAKE_TO_PATH=System' -y
+            mkdir $Env:THIRDPARTY_HOME
+            cd $Env:THIRDPARTY_HOME
+            echo "Building Snappy dependency..."
+            curl https://github.com/google/snappy/archive/refs/tags/1.1.8.zip -O snappy-1.1.8.zip
+            unzip -q snappy-1.1.8.zip
+            cd snappy-1.1.8
+            mkdir build
+            cd build
+            & $Env:CMAKE_BIN -G "$Env:CMAKE_GENERATOR" ..
+            msbuild.exe Snappy.sln -maxCpuCount -property:Configuration=Debug -property:Platform=x64
+      - run:
+          name: "Build RocksDB"
+          command: |
+            mkdir build
+            cd build
+            & $Env:CMAKE_BIN -G "$Env:CMAKE_GENERATOR" -DCMAKE_BUILD_TYPE=Debug -DOPTDBG=1 -DPORTABLE=1 -DSNAPPY=1 -DJNI=1 ..
+            cd ..
+            echo "Building with VS version: $Env:CMAKE_GENERATOR"
+            msbuild.exe build/rocksdb.sln -maxCpuCount -property:Configuration=Debug -property:Platform=x64
+      - run:
+          name: "Test RocksDB"
+          shell: powershell.exe
+          command: |
+            build_tools\run_ci_db_test.ps1 -SuiteRun arena_test,db_basic_test,db_test,db_test2,db_merge_operand_test,bloom_test,c_test,coding_test,crc32c_test,dynamic_bloom_test,env_basic_test,env_test,hash_test,random_test -Concurrency 16
   pre-steps-macos:
       steps:
         - pre-steps
@@ -154,11 +186,6 @@ commands:
             true
 
 executors:
-  windows-2xlarge:
-    machine:
-      image: 'windows-server-2019-vs2019:stable'
-      resource_class: windows.2xlarge
-      shell: bash.exe
   linux-docker:
     docker:
       # The image configuration is build_tools/ubuntu20_image/Dockerfile
@@ -518,73 +545,35 @@ jobs:
           no_output_timeout: 100m
       - post-steps
 
-  build-windows:
-    executor: windows-2xlarge
-    parameters:
-      extra_cmake_opt:
-        default: ""
-        type: string
-      vs_year:
-        default: "2019"
-        type: string
-      cmake_generator:
-        default: "Visual Studio 16 2019"
-        type: string
+  build-windows-vs2022:
+    executor:
+      name: win/server-2022
+      size: 2xlarge
     environment:
       THIRDPARTY_HOME: C:/Users/circleci/thirdparty
-      CMAKE_HOME: C:/Users/circleci/thirdparty/cmake-3.16.4-win64-x64
-      CMAKE_BIN: C:/Users/circleci/thirdparty/cmake-3.16.4-win64-x64/bin/cmake.exe
-      SNAPPY_HOME: C:/Users/circleci/thirdparty/snappy-1.1.7
-      SNAPPY_INCLUDE: C:/Users/circleci/thirdparty/snappy-1.1.7;C:/Users/circleci/thirdparty/snappy-1.1.7/build
-      SNAPPY_LIB_DEBUG: C:/Users/circleci/thirdparty/snappy-1.1.7/build/Debug/snappy.lib
-      VS_YEAR: <<parameters.vs_year>>
-      CMAKE_GENERATOR: <<parameters.cmake_generator>>
+      CMAKE_HOME: C:/Program Files/CMake
+      CMAKE_BIN: C:/Program Files/CMake/bin/cmake.exe
+      SNAPPY_HOME: C:/Users/circleci/thirdparty/snappy-1.1.8
+      SNAPPY_INCLUDE: C:/Users/circleci/thirdparty/snappy-1.1.8;C:/Users/circleci/thirdparty/snappy-1.1.8/build
+      SNAPPY_LIB_DEBUG: C:/Users/circleci/thirdparty/snappy-1.1.8/build/Debug/snappy.lib
+      CMAKE_GENERATOR: Visual Studio 17 2022
     steps:
-      - checkout
-      - run:
-          name: "Setup VS"
-          command: |
-            if [[ "${VS_YEAR}" == "2019" ]]; then
-              echo "VS2019 already present."
-            elif [[ "${VS_YEAR}" == "2017" ]]; then
-              echo "Installing VS2017..."
-              powershell .circleci/vs2017_install.ps1
-            elif [[ "${VS_YEAR}" == "2015" ]]; then
-              echo "Installing VS2015..."
-              powershell .circleci/vs2015_install.ps1
-            fi
-      - store_artifacts:
-          path: \Users\circleci\AppData\Local\Temp\vslogs.zip
-      - run:
-          name: "Install thirdparty dependencies"
-          command: |
-            mkdir ${THIRDPARTY_HOME}
-            cd ${THIRDPARTY_HOME}
-            echo "Installing CMake..."
-            curl --fail --silent --show-error --output cmake-3.16.4-win64-x64.zip --location https://github.com/Kitware/CMake/releases/download/v3.16.4/cmake-3.16.4-win64-x64.zip
-            unzip -q cmake-3.16.4-win64-x64.zip
-            echo "Building Snappy dependency..."
-            curl --fail --silent --show-error --output snappy-1.1.7.zip --location https://github.com/google/snappy/archive/1.1.7.zip
-            unzip -q snappy-1.1.7.zip
-            cd snappy-1.1.7
-            mkdir build
-            cd build
-            ${CMAKE_BIN} -G "${CMAKE_GENERATOR}" ..
-            msbuild.exe Snappy.sln -maxCpuCount -property:Configuration=Debug -property:Platform=x64
-      - run:
-          name: "Build RocksDB"
-          command: |
-            mkdir build
-            cd build
-            ${CMAKE_BIN} -G "${CMAKE_GENERATOR}" -DCMAKE_BUILD_TYPE=Debug -DOPTDBG=1 -DPORTABLE=1 -DSNAPPY=1 -DJNI=1 << parameters.extra_cmake_opt >> ..
-            cd ..
-            echo "Building with VS version: ${CMAKE_GENERATOR}"
-            msbuild.exe build/rocksdb.sln -maxCpuCount -property:Configuration=Debug -property:Platform=x64
-      - run:
-          name: "Test RocksDB"
-          shell: powershell.exe
-          command: |
-            build_tools\run_ci_db_test.ps1 -SuiteRun arena_test,db_basic_test,db_test,db_test2,db_merge_operand_test,bloom_test,c_test,coding_test,crc32c_test,dynamic_bloom_test,env_basic_test,env_test,hash_test,random_test -Concurrency 16
+      - windows-build-steps
+
+  build-windows-vs2019:
+    executor:
+      name: win/server-2019
+      size: 2xlarge
+    environment:
+      THIRDPARTY_HOME: C:/Users/circleci/thirdparty
+      CMAKE_HOME: C:/Program Files/CMake
+      CMAKE_BIN: C:/Program Files/CMake/bin/cmake.exe
+      SNAPPY_HOME: C:/Users/circleci/thirdparty/snappy-1.1.8
+      SNAPPY_INCLUDE: C:/Users/circleci/thirdparty/snappy-1.1.8;C:/Users/circleci/thirdparty/snappy-1.1.8/build
+      SNAPPY_LIB_DEBUG: C:/Users/circleci/thirdparty/snappy-1.1.8/build/Debug/snappy.lib
+      CMAKE_GENERATOR: Visual Studio 16 2019
+    steps:
+      - windows-build-steps
 
   build-linux-java:
     executor: linux-docker
@@ -859,15 +848,8 @@ workflows:
       - build-linux-mini-crashtest
   jobs-windows:
     jobs:
-      - build-windows:
-          name: "build-windows-vs2019"
-      - build-windows:
-          name: "build-windows-vs2019-cxx20"
-          extra_cmake_opt: -DCMAKE_CXX_STANDARD=20
-      - build-windows:
-          name: "build-windows-vs2017"
-          vs_year: "2017"
-          cmake_generator: "Visual Studio 15 Win64"
+      - build-windows-vs2022
+      - build-windows-vs2019
       - build-cmake-mingw
   jobs-java:
     jobs:
diff --git a/.circleci/vs2015_install.ps1 b/.circleci/vs2015_install.ps1
deleted file mode 100644
index 754af0e57a..0000000000
--- a/.circleci/vs2015_install.ps1
+++ /dev/null
@@ -1,24 +0,0 @@
-$VS_DOWNLOAD_LINK = "https://go.microsoft.com/fwlink/?LinkId=691126"
-$COLLECT_DOWNLOAD_LINK = "https://aka.ms/vscollect.exe"
-curl.exe --retry 3 -kL $VS_DOWNLOAD_LINK --output vs_installer.exe
-if ($LASTEXITCODE -ne 0) {
-    echo "Download of the VS 2015 installer failed"
-    exit 1
-}
-$VS_INSTALL_ARGS = @("/Quiet", "/NoRestart")
-$process = Start-Process "${PWD}\vs_installer.exe" -ArgumentList $VS_INSTALL_ARGS -NoNewWindow -Wait -PassThru
-Remove-Item -Path vs_installer.exe -Force
-$exitCode = $process.ExitCode
-if (($exitCode -ne 0) -and ($exitCode -ne 3010)) {
-    echo "VS 2015 installer exited with code $exitCode, which should be one of [0, 3010]."
-    curl.exe --retry 3 -kL $COLLECT_DOWNLOAD_LINK --output Collect.exe
-    if ($LASTEXITCODE -ne 0) {
-        echo "Download of the VS Collect tool failed."
-        exit 1
-    }
-    Start-Process "${PWD}\Collect.exe" -NoNewWindow -Wait -PassThru
-    New-Item -Path "C:\w\build-results" -ItemType "directory" -Force
-    Copy-Item -Path "C:\Users\circleci\AppData\Local\Temp\vslogs.zip" -Destination "C:\w\build-results\"
-    exit 1
-}
-echo "VS 2015 installed."
diff --git a/.circleci/vs2017_install.ps1 b/.circleci/vs2017_install.ps1
deleted file mode 100644
index 93975fff4a..0000000000
--- a/.circleci/vs2017_install.ps1
+++ /dev/null
@@ -1,35 +0,0 @@
-$VS_DOWNLOAD_LINK = "https://aka.ms/vs/15/release/vs_buildtools.exe"
-$COLLECT_DOWNLOAD_LINK = "https://aka.ms/vscollect.exe"
-$VS_INSTALL_ARGS = @("--nocache","--quiet","--wait", "--add Microsoft.VisualStudio.Workload.VCTools",
-                                                     "--add Microsoft.VisualStudio.Component.VC.Tools.14.13",
-                                                     "--add Microsoft.Component.MSBuild",
-                                                     "--add Microsoft.VisualStudio.Component.Roslyn.Compiler",
-                                                     "--add Microsoft.VisualStudio.Component.TextTemplating",
-                                                     "--add Microsoft.VisualStudio.Component.VC.CoreIde",
-                                                     "--add Microsoft.VisualStudio.Component.VC.Redist.14.Latest",
-                                                     "--add Microsoft.VisualStudio.ComponentGroup.NativeDesktop.Core",
-                                                     "--add Microsoft.VisualStudio.Component.VC.Tools.x86.x64",
-                                                     "--add Microsoft.VisualStudio.ComponentGroup.NativeDesktop.Win81")
-
-curl.exe --retry 3 -kL $VS_DOWNLOAD_LINK --output vs_installer.exe
-if ($LASTEXITCODE -ne 0) {
-    echo "Download of the VS 2017 installer failed"
-    exit 1
-}
-
-$process = Start-Process "${PWD}\vs_installer.exe" -ArgumentList $VS_INSTALL_ARGS -NoNewWindow -Wait -PassThru
-Remove-Item -Path vs_installer.exe -Force
-$exitCode = $process.ExitCode
-if (($exitCode -ne 0) -and ($exitCode -ne 3010)) {
-    echo "VS 2017 installer exited with code $exitCode, which should be one of [0, 3010]."
-    curl.exe --retry 3 -kL $COLLECT_DOWNLOAD_LINK --output Collect.exe
-    if ($LASTEXITCODE -ne 0) {
-        echo "Download of the VS Collect tool failed."
-        exit 1
-    }
-    Start-Process "${PWD}\Collect.exe" -NoNewWindow -Wait -PassThru
-    New-Item -Path "C:\w\build-results" -ItemType "directory" -Force
-    Copy-Item -Path "C:\Users\circleci\AppData\Local\Temp\vslogs.zip" -Destination "C:\w\build-results\"
-    exit 1
-}
-echo "VS 2017 installed."