diff --git a/.github/workflows/stable_diffusion_1_5_cpp.yml b/.github/workflows/stable_diffusion_1_5_cpp.yml
index e0bf5371b3..eb77d3da43 100644
--- a/.github/workflows/stable_diffusion_1_5_cpp.yml
+++ b/.github/workflows/stable_diffusion_1_5_cpp.yml
@@ -153,7 +153,7 @@ jobs:
 
   stable_diffusion_1_5_cpp-windows:
     needs: [ openvino_download_windows ]
-    runs-on: windows-2019
+    runs-on: windows-2022
     defaults:
       run:
         shell: pwsh
diff --git a/.github/workflows/windows.yml b/.github/workflows/windows.yml
index ab5515e857..d6d0db2fe2 100644
--- a/.github/workflows/windows.yml
+++ b/.github/workflows/windows.yml
@@ -1,4 +1,4 @@
-name: Windows (VS 2019, Python 3.11)
+name: Windows (VS 2022, Python 3.11)
 on:
   workflow_dispatch:
   pull_request:
@@ -59,7 +59,7 @@ jobs:
     defaults:
       run:
         shell: pwsh
-    runs-on: windows-2019-16-core
+    runs-on: windows-2022-16-core
     env:
       CMAKE_BUILD_TYPE: 'Release'
       CMAKE_GENERATOR: 'Ninja Multi-Config'
@@ -121,6 +121,8 @@ jobs:
 
       - name: Configure Developer Command Prompt for Microsoft Visual C++
         uses: ilammy/msvc-dev-cmd@0b201ec74fa43914dc39ae48a89fd1d8cb592756 # v1.13.0
+        with:
+          toolset: 14.42 # v2022
 
       - name: CMake configure - OpenVINO
         run: |
@@ -192,7 +194,7 @@ jobs:
     defaults:
       run:
         shell: pwsh
-    runs-on: windows-2019
+    runs-on: windows-2022
 
     env:
       OV_INSTALL_DIR: ${{ github.workspace }}\\ov
@@ -225,6 +227,8 @@ jobs:
 
       - name: Configure Developer Command Prompt for Microsoft Visual C++
         uses: ilammy/msvc-dev-cmd@0b201ec74fa43914dc39ae48a89fd1d8cb592756 # v1.13.0
+        with:
+          toolset: 14.42 # v2022
 
       - name: Build genai libs
         run: |
@@ -257,7 +261,7 @@ jobs:
     defaults:
       run:
         shell: pwsh
-    runs-on: windows-2019
+    runs-on: windows-2022
 
     env:
       OV_INSTALL_DIR: ${{ github.workspace }}\\ov
@@ -290,6 +294,8 @@ jobs:
 
       - name: Configure Developer Command Prompt for Microsoft Visual C++
         uses: ilammy/msvc-dev-cmd@0b201ec74fa43914dc39ae48a89fd1d8cb592756 # v1.13.0
+        with:
+          toolset: 14.42 # v2022
 
       - name: Build genai libs
         run: |
@@ -327,7 +333,7 @@ jobs:
     defaults:
       run:
         shell: pwsh
-    runs-on: windows-2019-16-core
+    runs-on: windows-2022-16-core
 
     env:
       OV_INSTALL_DIR: ${{ github.workspace }}\\ov
@@ -360,6 +366,8 @@ jobs:
 
       - name: Configure Developer Command Prompt for Microsoft Visual C++
         uses: ilammy/msvc-dev-cmd@0b201ec74fa43914dc39ae48a89fd1d8cb592756 # v1.13.0
+        with:
+          toolset: 14.42 # v2022
 
       - name: Build genai libs
         run: |
@@ -388,7 +396,7 @@ jobs:
     defaults:
       run:
         shell: pwsh
-    runs-on: windows-2019
+    runs-on: windows-2022
 
     env:
       OV_INSTALL_DIR: ${{ github.workspace }}\\ov
@@ -421,6 +429,8 @@ jobs:
 
       - name: Configure Developer Command Prompt for Microsoft Visual C++
         uses: ilammy/msvc-dev-cmd@0b201ec74fa43914dc39ae48a89fd1d8cb592756 # v1.13.0
+        with:
+          toolset: 14.42 # v2022
 
       - name: Build genai libs
         run: |