diff --git a/.github/workflows/images.yaml b/.github/workflows/images.yaml
index 0893329..a84477a 100644
--- a/.github/workflows/images.yaml
+++ b/.github/workflows/images.yaml
@@ -5,6 +5,9 @@ on:
     tags:
       - "*"
 
+permissions:
+  contents: read
+
 env:
   IMAGE_NAME: "synadia/nats-server"
   LINUX_ARCHS: "linux/arm64,linux/arm/v6,linux/arm/v7,linux/amd64,linux/386,linux/s390x,linux/ppc64le"
@@ -15,9 +18,6 @@ jobs:
     if: ${{ startsWith(github.ref_name,  'v2.10.') }}
     runs-on: ubuntu-latest
 
-    permissions:
-      contents: read
-
     steps:
       - name: Checkout repository
         uses: actions/checkout@v4
@@ -60,13 +60,18 @@ jobs:
           build-args: |
             BASE_IMAGE=${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-alpine3.22
 
-  windows-2019-2_10:
-    name: Build Windows (2.10.x)
+  windows-2_10:
+    name: Test Windows Server LTSC ${{ matrix.ltsc }} (${{ matrix.version }})
     if: ${{ startsWith(github.ref_name,  'v2.10.') }}
-    runs-on: windows-2019
-
-    permissions:
-      contents: read
+    runs-on: windows-${{ matrix.ltsc }}
+    strategy:
+      fail-fast: false
+      matrix:
+        version:
+          - 2.10.x
+        ltsc:
+          - 2022
+          # - 2025
 
     steps:
       - name: Checkout repository
@@ -88,34 +93,31 @@ jobs:
           echo "TAG=${TAG#v}" >> "$GITHUB_OUTPUT"
 
         # Buildx is not supported on Windows yet.
-      - name: windowsservercore-1809
+      - name: windowsservercore-ltsc${{ matrix.ltsc }}
         shell: pwsh
         run: |
           docker build `
-            --tag "${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-windowsservercore-1809" `
-            ./2.10.x/windowsservercore-1809
+            --tag "${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-windowsservercore-ltsc${{ matrix.ltsc }}" `
+            ./${{ matrix.version }}/windowsservercore-ltsc${{ matrix.ltsc }}
 
-          docker push "${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-windowsservercore-1809"
+          docker push "${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-windowsservercore-ltsc${{ matrix.ltsc }}"
 
-      - name: nanoserver-1809
+      - name: nanoserver-ltsc${{ matrix.ltsc }}
         shell: pwsh
         run: |
           docker build `
-            --file ./2.10.x/nanoserver-1809/Dockerfile.preview `
-            --build-arg "BASE_IMAGE=${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-windowsservercore-1809" `
-            --tag "${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-nanoserver-1809" `
-            ./2.10.x/nanoserver-1809
+            --file ./${{ matrix.version }}/nanoserver-ltsc${{ matrix.ltsc }}/Dockerfile.preview `
+            --build-arg "BASE_IMAGE=${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-windowsservercore-ltsc${{ matrix.ltsc }}" `
+            --tag "${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-nanoserver-ltsc${{ matrix.ltsc }}" `
+            ./${{ matrix.version }}/nanoserver-ltsc${{ matrix.ltsc }}
 
-          docker push "${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-nanoserver-1809"
+          docker push "${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-nanoserver-ltsc${{ matrix.ltsc }}"
 
   linux-2_11:
     name: Build Linux (2.11.x)
     if: ${{ startsWith(github.ref_name,  'v2.11.') }}
     runs-on: ubuntu-latest
 
-    permissions:
-      contents: read
-
     steps:
       - name: Checkout repository
         uses: actions/checkout@v4
@@ -157,13 +159,18 @@ jobs:
           build-args: |
             BASE_IMAGE=${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-alpine3.22
 
-  windows-2019-2_11:
-    name: Build Windows (2.11.x)
+  windows-2_11:
+    name: Test Windows Server LTSC ${{ matrix.ltsc }} (${{ matrix.version }})
     if: ${{ startsWith(github.ref_name,  'v2.11.') }}
-    runs-on: windows-2019
-
-    permissions:
-      contents: read
+    runs-on: windows-${{ matrix.ltsc }}
+    strategy:
+      fail-fast: false
+      matrix:
+        version:
+          - 2.11.x
+        ltsc:
+          - 2022
+          # - 2025
 
     steps:
       - name: Checkout repository
@@ -185,22 +192,22 @@ jobs:
           echo "TAG=${TAG#v}" >> "$GITHUB_OUTPUT"
 
         # Buildx is not supported on Windows yet.
-      - name: windowsservercore-1809
+      - name: windowsservercore-ltsc${{ matrix.ltsc }}
         shell: pwsh
         run: |
           docker build `
-            --tag "${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-windowsservercore-1809" `
-            ./2.11.x/windowsservercore-1809
+            --tag "${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-windowsservercore-ltsc${{ matrix.ltsc }}" `
+            ./${{ matrix.version }}/windowsservercore-ltsc${{ matrix.ltsc }}
 
-          docker push "${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-windowsservercore-1809"
+          docker push "${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-windowsservercore-ltsc${{ matrix.ltsc }}"
 
-      - name: nanoserver-1809
+      - name: nanoserver-ltsc${{ matrix.ltsc }}
         shell: pwsh
         run: |
           docker build `
-            --file ./2.11.x/nanoserver-1809/Dockerfile.preview `
-            --build-arg "BASE_IMAGE=${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-windowsservercore-1809" `
-            --tag "${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-nanoserver-1809" `
-            ./2.11.x/nanoserver-1809
+            --file ./${{ matrix.version }}/nanoserver-ltsc${{ matrix.ltsc }}/Dockerfile.preview `
+            --build-arg "BASE_IMAGE=${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-windowsservercore-ltsc${{ matrix.ltsc }}" `
+            --tag "${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-nanoserver-ltsc${{ matrix.ltsc }}" `
+            ./${{ matrix.version }}/nanoserver-ltsc${{ matrix.ltsc }}
 
-          docker push "${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-nanoserver-1809"
+          docker push "${{ env.IMAGE_NAME }}:${{ steps.ref.outputs.TAG }}-nanoserver-ltsc${{ matrix.ltsc }}"
diff --git a/.github/workflows/main.yaml b/.github/workflows/main.yaml
index 5b768ef..7f57209 100644
--- a/.github/workflows/main.yaml
+++ b/.github/workflows/main.yaml
@@ -1,6 +1,9 @@
 name: Docker build testing
 on: [push, pull_request]
 
+permissions:
+  contents: read
+
 jobs:
   linux:
     name: Test Linux (${{ matrix.version }})
@@ -22,22 +25,25 @@ jobs:
           cd ./${{ matrix.version }}/tests && ./run-images.sh
 
   windows:
-    name: Test Windows Server 2019 (${{ matrix.version }})
-    runs-on: windows-2019
+    name: Test Windows Server LTSC ${{ matrix.ltsc }} (${{ matrix.version }})
+    runs-on: windows-${{ matrix.ltsc }}
     strategy:
       fail-fast: false
       matrix:
         version:
           - 2.10.x
           - 2.11.x
+        ltsc:
+          - 2022
+          # - 2025
     steps:
       - name: Checkout code
         uses: actions/checkout@v1
       - name: Build images
         shell: powershell
         run: |
-          cd ./${{ matrix.version }}/tests; ./build-images-2019.ps1
+          cd ./${{ matrix.version }}/tests; ./build-images-ltsc${{ matrix.ltsc }}.ps1
       - name: Test images
         shell: powershell
         run: |
-          cd ./${{ matrix.version }}/tests; ./run-images-2019.ps1
+          cd ./${{ matrix.version }}/tests; ./run-images-ltsc${{ matrix.ltsc }}.ps1
diff --git a/2.10.x/nanoserver-ltsc2022/Dockerfile b/2.10.x/nanoserver-ltsc2022/Dockerfile
new file mode 100644
index 0000000..2a99778
--- /dev/null
+++ b/2.10.x/nanoserver-ltsc2022/Dockerfile
@@ -0,0 +1,9 @@
+FROM mcr.microsoft.com/windows/nanoserver:ltsc2022
+ENV NATS_DOCKERIZED 1
+
+COPY --from=nats:2.10.29-windowsservercore-ltsc2022 C:\\nats-server.exe C:\\nats-server.exe
+COPY nats-server.conf C:\\nats-server.conf
+
+EXPOSE 4222 8222 6222
+ENTRYPOINT ["C:\\nats-server.exe"]
+CMD ["--config", "nats-server.conf"]
diff --git a/2.10.x/nanoserver-ltsc2022/Dockerfile.preview b/2.10.x/nanoserver-ltsc2022/Dockerfile.preview
new file mode 100644
index 0000000..a07a0e3
--- /dev/null
+++ b/2.10.x/nanoserver-ltsc2022/Dockerfile.preview
@@ -0,0 +1,12 @@
+ARG BASE_IMAGE=nats:2.10.29-windowsservercore-ltsc2022
+FROM $BASE_IMAGE AS base
+
+FROM mcr.microsoft.com/windows/nanoserver:ltsc2022
+ENV NATS_DOCKERIZED 1
+
+COPY --from=base C:\\nats-server.exe C:\\nats-server.exe
+COPY nats-server.conf C:\\nats-server.conf
+
+EXPOSE 4222 8222 6222
+ENTRYPOINT ["C:\\nats-server.exe"]
+CMD ["--config", "nats-server.conf"]
diff --git a/2.10.x/nanoserver-1809/nats-server.conf b/2.10.x/nanoserver-ltsc2022/nats-server.conf
similarity index 100%
rename from 2.10.x/nanoserver-1809/nats-server.conf
rename to 2.10.x/nanoserver-ltsc2022/nats-server.conf
diff --git a/2.10.x/nanoserver-ltsc2025/Dockerfile b/2.10.x/nanoserver-ltsc2025/Dockerfile
new file mode 100644
index 0000000..d174fee
--- /dev/null
+++ b/2.10.x/nanoserver-ltsc2025/Dockerfile
@@ -0,0 +1,9 @@
+FROM mcr.microsoft.com/windows/nanoserver:ltsc2025
+ENV NATS_DOCKERIZED 1
+
+COPY --from=nats:2.10.29-windowsservercore-ltsc2025 C:\\nats-server.exe C:\\nats-server.exe
+COPY nats-server.conf C:\\nats-server.conf
+
+EXPOSE 4222 8222 6222
+ENTRYPOINT ["C:\\nats-server.exe"]
+CMD ["--config", "nats-server.conf"]
diff --git a/2.10.x/nanoserver-ltsc2025/Dockerfile.preview b/2.10.x/nanoserver-ltsc2025/Dockerfile.preview
new file mode 100644
index 0000000..9a8df06
--- /dev/null
+++ b/2.10.x/nanoserver-ltsc2025/Dockerfile.preview
@@ -0,0 +1,12 @@
+ARG BASE_IMAGE=nats:2.10.29-windowsservercore-ltsc2025
+FROM $BASE_IMAGE AS base
+
+FROM mcr.microsoft.com/windows/nanoserver:ltsc2025
+ENV NATS_DOCKERIZED 1
+
+COPY --from=base C:\\nats-server.exe C:\\nats-server.exe
+COPY nats-server.conf C:\\nats-server.conf
+
+EXPOSE 4222 8222 6222
+ENTRYPOINT ["C:\\nats-server.exe"]
+CMD ["--config", "nats-server.conf"]
diff --git a/2.10.x/windowsservercore-1809/nats-server.conf b/2.10.x/nanoserver-ltsc2025/nats-server.conf
similarity index 100%
rename from 2.10.x/windowsservercore-1809/nats-server.conf
rename to 2.10.x/nanoserver-ltsc2025/nats-server.conf
diff --git a/2.10.x/tests/build-images-2019.ps1 b/2.10.x/tests/build-images-ltsc2022.ps1
similarity index 64%
rename from 2.10.x/tests/build-images-2019.ps1
rename to 2.10.x/tests/build-images-ltsc2022.ps1
index b3f180b..b42c3fd 100644
--- a/2.10.x/tests/build-images-2019.ps1
+++ b/2.10.x/tests/build-images-ltsc2022.ps1
@@ -11,16 +11,16 @@ Write-Output (Get-WMIObject win32_operatingsystem).name
 Write-Output (Get-WMIObject win32_operatingsystem).OSArchitecture
 
 # The windowsservercore images must be built before the nanoserver images.
-cd "../windowsservercore-1809"
-Write-Host "building windowsservercore-1809"
-docker build --tag "nats:${ver}-windowsservercore-1809" .
+cd "../windowsservercore-ltsc2022"
+Write-Host "building windowsservercore-ltsc2022"
+docker build --tag "nats:${ver}-windowsservercore-ltsc2022" .
 if ($LASTEXITCODE -ne 0) {
     exit 1
 }
 
-cd "../nanoserver-1809"
-Write-Host "building nanoserver-1809"
-docker build --tag "nats:${ver}-nanoserver-1809" .
+cd "../nanoserver-ltsc2022"
+Write-Host "building nanoserver-ltsc2022"
+docker build --tag "nats:${ver}-nanoserver-ltsc2022" .
 if ($LASTEXITCODE -ne 0) {
     exit 1
 }
diff --git a/2.10.x/tests/build-images-ltsc2025.ps1 b/2.10.x/tests/build-images-ltsc2025.ps1
new file mode 100644
index 0000000..6ca6341
--- /dev/null
+++ b/2.10.x/tests/build-images-ltsc2025.ps1
@@ -0,0 +1,28 @@
+# Show statements as they run.
+Set-PSDebug -Trace 2
+# Exit on error.
+$ErrorActionPreference = "Stop"
+
+$ver = 'NATS_SERVER 2.10.29'.Split(' ')[1]
+
+Write-Output '-- host info ---'
+Write-Output $PSVersionTable
+Write-Output (Get-WMIObject win32_operatingsystem).name
+Write-Output (Get-WMIObject win32_operatingsystem).OSArchitecture
+
+# The windowsservercore images must be built before the nanoserver images.
+cd "../windowsservercore-ltsc2025"
+Write-Host "building windowsservercore-ltsc2025"
+docker build --tag "nats:${ver}-windowsservercore-ltsc2025" .
+if ($LASTEXITCODE -ne 0) {
+    exit 1
+}
+
+cd "../nanoserver-ltsc2025"
+Write-Host "building nanoserver-ltsc2025"
+docker build --tag "nats:${ver}-nanoserver-ltsc2025" .
+if ($LASTEXITCODE -ne 0) {
+    exit 1
+}
+
+docker images
diff --git a/2.10.x/tests/run-images-2019.ps1 b/2.10.x/tests/run-images-ltsc2022.ps1
similarity index 84%
rename from 2.10.x/tests/run-images-2019.ps1
rename to 2.10.x/tests/run-images-ltsc2022.ps1
index 56bf0aa..6f3b544 100644
--- a/2.10.x/tests/run-images-2019.ps1
+++ b/2.10.x/tests/run-images-ltsc2022.ps1
@@ -6,8 +6,8 @@ $ErrorActionPreference = "Stop"
 $ver = "NATS_SERVER 2.10.29".Split(" ")[1]
 
 $images = @(
-	"nats:${ver}-windowsservercore-1809",
-	"nats:${ver}-nanoserver-1809"
+	"nats:${ver}-windowsservercore-ltsc2022",
+	"nats:${ver}-nanoserver-ltsc2022"
 )
 
 foreach ($img in $images) {
diff --git a/2.10.x/tests/run-images-ltsc2025.ps1 b/2.10.x/tests/run-images-ltsc2025.ps1
new file mode 100644
index 0000000..2140dba
--- /dev/null
+++ b/2.10.x/tests/run-images-ltsc2025.ps1
@@ -0,0 +1,25 @@
+# Show statements as they run.
+Set-PSDebug -Trace 2
+# Exit on error.
+$ErrorActionPreference = "Stop"
+
+$ver = "NATS_SERVER 2.10.29".Split(" ")[1]
+
+$images = @(
+	"nats:${ver}-windowsservercore-ltsc2025",
+	"nats:${ver}-nanoserver-ltsc2025"
+)
+
+foreach ($img in $images) {
+	Write-Output "running ${img}"
+	$runId = & docker run --detach "${img}"
+	sleep 1
+
+	Write-Output "checking ${img}"
+	docker logs "$runId"
+	docker ps --filter "id=${runId}" --filter "status=running" --quiet
+	if ($LASTEXITCODE -ne 0) {
+		exit 1
+	}
+	docker kill $runId
+}
diff --git a/2.10.x/windowsservercore-1809/Dockerfile b/2.10.x/windowsservercore-ltsc2022/Dockerfile
similarity index 96%
rename from 2.10.x/windowsservercore-1809/Dockerfile
rename to 2.10.x/windowsservercore-ltsc2022/Dockerfile
index 28c4fea..6fa57ab 100644
--- a/2.10.x/windowsservercore-1809/Dockerfile
+++ b/2.10.x/windowsservercore-ltsc2022/Dockerfile
@@ -1,4 +1,4 @@
-FROM mcr.microsoft.com/windows/servercore:1809
+FROM mcr.microsoft.com/windows/servercore:ltsc2022
 
 # Enable exit on error.
 SHELL ["powershell", "-Command", "$ErrorActionPreference = 'Stop';"]
diff --git a/2.11.x/nanoserver-1809/nats-server.conf b/2.10.x/windowsservercore-ltsc2022/nats-server.conf
similarity index 100%
rename from 2.11.x/nanoserver-1809/nats-server.conf
rename to 2.10.x/windowsservercore-ltsc2022/nats-server.conf
diff --git a/2.10.x/windowsservercore-ltsc2025/Dockerfile b/2.10.x/windowsservercore-ltsc2025/Dockerfile
new file mode 100644
index 0000000..90e2ce0
--- /dev/null
+++ b/2.10.x/windowsservercore-ltsc2025/Dockerfile
@@ -0,0 +1,38 @@
+FROM mcr.microsoft.com/windows/servercore:ltsc2025
+
+# Enable exit on error.
+SHELL ["powershell", "-Command", "$ErrorActionPreference = 'Stop';"]
+
+ENV NATS_DOCKERIZED 1
+ENV NATS_SERVER 2.10.29
+ENV NATS_SERVER_DOWNLOAD https://github.com/nats-io/nats-server/releases/download/v${NATS_SERVER}/nats-server-v${NATS_SERVER}-windows-amd64.zip
+ENV NATS_SERVER_SHASUM 98657bf4d5a9ce44168c019ba6894cda8e22e6adc8798edc05c168db7262de29
+
+RUN Set-PSDebug -Trace 2
+
+RUN Write-Host ('downloading from {0} ...' -f $env:NATS_SERVER_DOWNLOAD); \
+    [Net.ServicePointManager]::SecurityProtocol = [Net.SecurityProtocolType]::Tls12; \
+    Invoke-WebRequest -Uri $env:NATS_SERVER_DOWNLOAD -OutFile nats.zip; \
+    \
+    Write-Host ('verifying sha256 ({0}) ...' -f $env:NATS_SERVER_SHASUM); \
+    if ((Get-FileHash nats.zip -Algorithm sha256).Hash -ne $env:NATS_SERVER_SHASUM) { \
+    Write-Host 'FAILED!'; \
+    exit 1; \
+    }; \
+    Write-Host 'extracting nats.zip'; \
+    Expand-Archive -Path 'nats.zip' -DestinationPath .; \
+    \
+    Write-Host 'copying binary'; \
+    Copy-Item nats-server-v*/nats-server.exe -Destination C:\\nats-server.exe; \
+    \
+    Write-Host 'cleaning up'; \
+    Remove-Item -Force nats.zip; \
+    Remove-Item -Recurse -Force nats-server-v*; \
+    \
+    Write-Host 'complete.';
+
+COPY nats-server.conf C:\\nats-server.conf
+
+EXPOSE 4222 8222 6222
+ENTRYPOINT ["C:\\nats-server.exe"]
+CMD ["--config", "nats-server.conf"]
diff --git a/2.11.x/windowsservercore-1809/nats-server.conf b/2.10.x/windowsservercore-ltsc2025/nats-server.conf
similarity index 100%
rename from 2.11.x/windowsservercore-1809/nats-server.conf
rename to 2.10.x/windowsservercore-ltsc2025/nats-server.conf
diff --git a/2.10.x/nanoserver-1809/Dockerfile b/2.11.x/nanoserver-ltsc2022/Dockerfile
similarity index 53%
rename from 2.10.x/nanoserver-1809/Dockerfile
rename to 2.11.x/nanoserver-ltsc2022/Dockerfile
index 3c19449..e01351f 100644
--- a/2.10.x/nanoserver-1809/Dockerfile
+++ b/2.11.x/nanoserver-ltsc2022/Dockerfile
@@ -1,7 +1,7 @@
-FROM mcr.microsoft.com/windows/nanoserver:1809
+FROM mcr.microsoft.com/windows/nanoserver:ltsc2022
 ENV NATS_DOCKERIZED 1
 
-COPY --from=nats:2.10.29-windowsservercore-1809 C:\\nats-server.exe C:\\nats-server.exe
+COPY --from=nats:2.11.4-windowsservercore-ltsc2022 C:\\nats-server.exe C:\\nats-server.exe
 COPY nats-server.conf C:\\nats-server.conf
 
 EXPOSE 4222 8222 6222
diff --git a/2.10.x/nanoserver-1809/Dockerfile.preview b/2.11.x/nanoserver-ltsc2022/Dockerfile.preview
similarity index 69%
rename from 2.10.x/nanoserver-1809/Dockerfile.preview
rename to 2.11.x/nanoserver-ltsc2022/Dockerfile.preview
index 2915378..61d96b3 100644
--- a/2.10.x/nanoserver-1809/Dockerfile.preview
+++ b/2.11.x/nanoserver-ltsc2022/Dockerfile.preview
@@ -1,7 +1,7 @@
-ARG BASE_IMAGE=nats:2.10.29-windowsservercore-1809
+ARG BASE_IMAGE=nats:2.11.4-windowsservercore-ltsc2022
 FROM $BASE_IMAGE AS base
 
-FROM mcr.microsoft.com/windows/nanoserver:1809
+FROM mcr.microsoft.com/windows/nanoserver:ltsc2022
 ENV NATS_DOCKERIZED 1
 
 COPY --from=base C:\\nats-server.exe C:\\nats-server.exe
diff --git a/2.11.x/nanoserver-ltsc2022/nats-server.conf b/2.11.x/nanoserver-ltsc2022/nats-server.conf
new file mode 100644
index 0000000..ba2faf9
--- /dev/null
+++ b/2.11.x/nanoserver-ltsc2022/nats-server.conf
@@ -0,0 +1,27 @@
+# Client port of 4222 on all interfaces
+port: 4222
+
+# HTTP monitoring port
+monitor_port: 8222
+
+# This is for clustering multiple servers together.
+cluster {
+  # It is recommended to set a cluster name
+  name: "my_cluster"
+
+  # Route connections to be received on any interface on port 6222
+  port: 6222
+
+  # Routes are protected, so need to use them with --routes flag
+  # e.g. --routes=nats-route://ruser:T0pS3cr3t@otherdockerhost:6222
+  authorization {
+    user: ruser
+    password: T0pS3cr3t
+    timeout: 2
+  }
+
+  # Routes are actively solicited and connected to from this server.
+  # This Docker image has none by default, but you can pass a
+  # flag to the nats-server docker image to create one to an existing server.
+  routes = []
+}
diff --git a/2.11.x/nanoserver-1809/Dockerfile b/2.11.x/nanoserver-ltsc2025/Dockerfile
similarity index 53%
rename from 2.11.x/nanoserver-1809/Dockerfile
rename to 2.11.x/nanoserver-ltsc2025/Dockerfile
index f8980b0..bc36a8a 100644
--- a/2.11.x/nanoserver-1809/Dockerfile
+++ b/2.11.x/nanoserver-ltsc2025/Dockerfile
@@ -1,7 +1,7 @@
-FROM mcr.microsoft.com/windows/nanoserver:1809
+FROM mcr.microsoft.com/windows/nanoserver:ltsc2025
 ENV NATS_DOCKERIZED 1
 
-COPY --from=nats:2.11.4-windowsservercore-1809 C:\\nats-server.exe C:\\nats-server.exe
+COPY --from=nats:2.11.4-windowsservercore-ltsc2025 C:\\nats-server.exe C:\\nats-server.exe
 COPY nats-server.conf C:\\nats-server.conf
 
 EXPOSE 4222 8222 6222
diff --git a/2.11.x/nanoserver-1809/Dockerfile.preview b/2.11.x/nanoserver-ltsc2025/Dockerfile.preview
similarity index 69%
rename from 2.11.x/nanoserver-1809/Dockerfile.preview
rename to 2.11.x/nanoserver-ltsc2025/Dockerfile.preview
index 9f72877..5afb425 100644
--- a/2.11.x/nanoserver-1809/Dockerfile.preview
+++ b/2.11.x/nanoserver-ltsc2025/Dockerfile.preview
@@ -1,7 +1,7 @@
-ARG BASE_IMAGE=nats:2.11.4-windowsservercore-1809
+ARG BASE_IMAGE=nats:2.11.4-windowsservercore-ltsc2025
 FROM $BASE_IMAGE AS base
 
-FROM mcr.microsoft.com/windows/nanoserver:1809
+FROM mcr.microsoft.com/windows/nanoserver:ltsc2025
 ENV NATS_DOCKERIZED 1
 
 COPY --from=base C:\\nats-server.exe C:\\nats-server.exe
diff --git a/2.11.x/nanoserver-ltsc2025/nats-server.conf b/2.11.x/nanoserver-ltsc2025/nats-server.conf
new file mode 100644
index 0000000..ba2faf9
--- /dev/null
+++ b/2.11.x/nanoserver-ltsc2025/nats-server.conf
@@ -0,0 +1,27 @@
+# Client port of 4222 on all interfaces
+port: 4222
+
+# HTTP monitoring port
+monitor_port: 8222
+
+# This is for clustering multiple servers together.
+cluster {
+  # It is recommended to set a cluster name
+  name: "my_cluster"
+
+  # Route connections to be received on any interface on port 6222
+  port: 6222
+
+  # Routes are protected, so need to use them with --routes flag
+  # e.g. --routes=nats-route://ruser:T0pS3cr3t@otherdockerhost:6222
+  authorization {
+    user: ruser
+    password: T0pS3cr3t
+    timeout: 2
+  }
+
+  # Routes are actively solicited and connected to from this server.
+  # This Docker image has none by default, but you can pass a
+  # flag to the nats-server docker image to create one to an existing server.
+  routes = []
+}
diff --git a/2.11.x/tests/build-images-2019.ps1 b/2.11.x/tests/build-images-ltsc2022.ps1
similarity index 64%
rename from 2.11.x/tests/build-images-2019.ps1
rename to 2.11.x/tests/build-images-ltsc2022.ps1
index dce7030..3f14770 100644
--- a/2.11.x/tests/build-images-2019.ps1
+++ b/2.11.x/tests/build-images-ltsc2022.ps1
@@ -11,16 +11,16 @@ Write-Output (Get-WMIObject win32_operatingsystem).name
 Write-Output (Get-WMIObject win32_operatingsystem).OSArchitecture
 
 # The windowsservercore images must be built before the nanoserver images.
-cd "../windowsservercore-1809"
-Write-Host "building windowsservercore-1809"
-docker build --tag "nats:${ver}-windowsservercore-1809" .
+cd "../windowsservercore-ltsc2022"
+Write-Host "building windowsservercore-ltsc2022"
+docker build --tag "nats:${ver}-windowsservercore-ltsc2022" .
 if ($LASTEXITCODE -ne 0) {
     exit 1
 }
 
-cd "../nanoserver-1809"
-Write-Host "building nanoserver-1809"
-docker build --tag "nats:${ver}-nanoserver-1809" .
+cd "../nanoserver-ltsc2022"
+Write-Host "building nanoserver-ltsc2022"
+docker build --tag "nats:${ver}-nanoserver-ltsc2022" .
 if ($LASTEXITCODE -ne 0) {
     exit 1
 }
diff --git a/2.11.x/tests/build-images-ltsc2025.ps1 b/2.11.x/tests/build-images-ltsc2025.ps1
new file mode 100644
index 0000000..2dd1a45
--- /dev/null
+++ b/2.11.x/tests/build-images-ltsc2025.ps1
@@ -0,0 +1,28 @@
+# Show statements as they run.
+Set-PSDebug -Trace 2
+# Exit on error.
+$ErrorActionPreference = "Stop"
+
+$ver = 'NATS_SERVER 2.11.4'.Split(' ')[1]
+
+Write-Output '-- host info ---'
+Write-Output $PSVersionTable
+Write-Output (Get-WMIObject win32_operatingsystem).name
+Write-Output (Get-WMIObject win32_operatingsystem).OSArchitecture
+
+# The windowsservercore images must be built before the nanoserver images.
+cd "../windowsservercore-ltsc2025"
+Write-Host "building windowsservercore-ltsc2025"
+docker build --tag "nats:${ver}-windowsservercore-ltsc2025" .
+if ($LASTEXITCODE -ne 0) {
+    exit 1
+}
+
+cd "../nanoserver-ltsc2025"
+Write-Host "building nanoserver-ltsc2025"
+docker build --tag "nats:${ver}-nanoserver-ltsc2025" .
+if ($LASTEXITCODE -ne 0) {
+    exit 1
+}
+
+docker images
diff --git a/2.11.x/tests/run-images-2019.ps1 b/2.11.x/tests/run-images-ltsc2022.ps1
similarity index 84%
rename from 2.11.x/tests/run-images-2019.ps1
rename to 2.11.x/tests/run-images-ltsc2022.ps1
index e1a82b9..33a89a6 100644
--- a/2.11.x/tests/run-images-2019.ps1
+++ b/2.11.x/tests/run-images-ltsc2022.ps1
@@ -6,8 +6,8 @@ $ErrorActionPreference = "Stop"
 $ver = "NATS_SERVER 2.11.4".Split(" ")[1]
 
 $images = @(
-	"nats:${ver}-windowsservercore-1809",
-	"nats:${ver}-nanoserver-1809"
+	"nats:${ver}-windowsservercore-ltsc2022",
+	"nats:${ver}-nanoserver-ltsc2022"
 )
 
 foreach ($img in $images) {
diff --git a/2.11.x/tests/run-images-ltsc2025.ps1 b/2.11.x/tests/run-images-ltsc2025.ps1
new file mode 100644
index 0000000..75760b3
--- /dev/null
+++ b/2.11.x/tests/run-images-ltsc2025.ps1
@@ -0,0 +1,25 @@
+# Show statements as they run.
+Set-PSDebug -Trace 2
+# Exit on error.
+$ErrorActionPreference = "Stop"
+
+$ver = "NATS_SERVER 2.11.4".Split(" ")[1]
+
+$images = @(
+	"nats:${ver}-windowsservercore-ltsc2025",
+	"nats:${ver}-nanoserver-ltsc2025"
+)
+
+foreach ($img in $images) {
+	Write-Output "running ${img}"
+	$runId = & docker run --detach "${img}"
+	sleep 1
+
+	Write-Output "checking ${img}"
+	docker logs "$runId"
+	docker ps --filter "id=${runId}" --filter "status=running" --quiet
+	if ($LASTEXITCODE -ne 0) {
+		exit 1
+	}
+	docker kill $runId
+}
diff --git a/2.11.x/windowsservercore-1809/Dockerfile b/2.11.x/windowsservercore-ltsc2022/Dockerfile
similarity index 96%
rename from 2.11.x/windowsservercore-1809/Dockerfile
rename to 2.11.x/windowsservercore-ltsc2022/Dockerfile
index 3a889b4..bc319a7 100644
--- a/2.11.x/windowsservercore-1809/Dockerfile
+++ b/2.11.x/windowsservercore-ltsc2022/Dockerfile
@@ -1,4 +1,4 @@
-FROM mcr.microsoft.com/windows/servercore:1809
+FROM mcr.microsoft.com/windows/servercore:ltsc2022
 
 # Enable exit on error.
 SHELL ["powershell", "-Command", "$ErrorActionPreference = 'Stop';"]
diff --git a/2.11.x/windowsservercore-ltsc2022/nats-server.conf b/2.11.x/windowsservercore-ltsc2022/nats-server.conf
new file mode 100644
index 0000000..ba2faf9
--- /dev/null
+++ b/2.11.x/windowsservercore-ltsc2022/nats-server.conf
@@ -0,0 +1,27 @@
+# Client port of 4222 on all interfaces
+port: 4222
+
+# HTTP monitoring port
+monitor_port: 8222
+
+# This is for clustering multiple servers together.
+cluster {
+  # It is recommended to set a cluster name
+  name: "my_cluster"
+
+  # Route connections to be received on any interface on port 6222
+  port: 6222
+
+  # Routes are protected, so need to use them with --routes flag
+  # e.g. --routes=nats-route://ruser:T0pS3cr3t@otherdockerhost:6222
+  authorization {
+    user: ruser
+    password: T0pS3cr3t
+    timeout: 2
+  }
+
+  # Routes are actively solicited and connected to from this server.
+  # This Docker image has none by default, but you can pass a
+  # flag to the nats-server docker image to create one to an existing server.
+  routes = []
+}
diff --git a/2.11.x/windowsservercore-ltsc2025/Dockerfile b/2.11.x/windowsservercore-ltsc2025/Dockerfile
new file mode 100644
index 0000000..52a434f
--- /dev/null
+++ b/2.11.x/windowsservercore-ltsc2025/Dockerfile
@@ -0,0 +1,38 @@
+FROM mcr.microsoft.com/windows/servercore:ltsc2025
+
+# Enable exit on error.
+SHELL ["powershell", "-Command", "$ErrorActionPreference = 'Stop';"]
+
+ENV NATS_DOCKERIZED 1
+ENV NATS_SERVER 2.11.4
+ENV NATS_SERVER_DOWNLOAD https://github.com/nats-io/nats-server/releases/download/v${NATS_SERVER}/nats-server-v${NATS_SERVER}-windows-amd64.zip
+ENV NATS_SERVER_SHASUM c78771905c52a8590f6c20cb101bb38ab65bd3046bd6ab8edf4e38efd41dce6f
+
+RUN Set-PSDebug -Trace 2
+
+RUN Write-Host ('downloading from {0} ...' -f $env:NATS_SERVER_DOWNLOAD); \
+    [Net.ServicePointManager]::SecurityProtocol = [Net.SecurityProtocolType]::Tls12; \
+    Invoke-WebRequest -Uri $env:NATS_SERVER_DOWNLOAD -OutFile nats.zip; \
+    \
+    Write-Host ('verifying sha256 ({0}) ...' -f $env:NATS_SERVER_SHASUM); \
+    if ((Get-FileHash nats.zip -Algorithm sha256).Hash -ne $env:NATS_SERVER_SHASUM) { \
+    Write-Host 'FAILED!'; \
+    exit 1; \
+    }; \
+    Write-Host 'extracting nats.zip'; \
+    Expand-Archive -Path 'nats.zip' -DestinationPath .; \
+    \
+    Write-Host 'copying binary'; \
+    Copy-Item nats-server-v*/nats-server.exe -Destination C:\\nats-server.exe; \
+    \
+    Write-Host 'cleaning up'; \
+    Remove-Item -Force nats.zip; \
+    Remove-Item -Recurse -Force nats-server-v*; \
+    \
+    Write-Host 'complete.';
+
+COPY nats-server.conf C:\\nats-server.conf
+
+EXPOSE 4222 8222 6222
+ENTRYPOINT ["C:\\nats-server.exe"]
+CMD ["--config", "nats-server.conf"]
diff --git a/2.11.x/windowsservercore-ltsc2025/nats-server.conf b/2.11.x/windowsservercore-ltsc2025/nats-server.conf
new file mode 100644
index 0000000..ba2faf9
--- /dev/null
+++ b/2.11.x/windowsservercore-ltsc2025/nats-server.conf
@@ -0,0 +1,27 @@
+# Client port of 4222 on all interfaces
+port: 4222
+
+# HTTP monitoring port
+monitor_port: 8222
+
+# This is for clustering multiple servers together.
+cluster {
+  # It is recommended to set a cluster name
+  name: "my_cluster"
+
+  # Route connections to be received on any interface on port 6222
+  port: 6222
+
+  # Routes are protected, so need to use them with --routes flag
+  # e.g. --routes=nats-route://ruser:T0pS3cr3t@otherdockerhost:6222
+  authorization {
+    user: ruser
+    password: T0pS3cr3t
+    timeout: 2
+  }
+
+  # Routes are actively solicited and connected to from this server.
+  # This Docker image has none by default, but you can pass a
+  # flag to the nats-server docker image to create one to an existing server.
+  routes = []
+}
diff --git a/update.py b/update.py
index 9467d95..8f1e830 100755
--- a/update.py
+++ b/update.py
@@ -16,11 +16,14 @@
 # Update the NATS_SERVER env variable across applicable files.
 def update_env_var(base_dir: str, new_ver: str):
     files = [
-        f"./{base_dir}/windowsservercore-1809/Dockerfile",
+        f"./{base_dir}/windowsservercore-ltsc2022/Dockerfile",
+        f"./{base_dir}/windowsservercore-ltsc2025/Dockerfile",
         f"./{base_dir}/tests/build-images.sh",
         f"./{base_dir}/tests/run-images.sh",
-        f"./{base_dir}/tests/build-images-2019.ps1",
-        f"./{base_dir}/tests/run-images-2019.ps1",
+        f"./{base_dir}/tests/build-images-ltsc2022.ps1",
+        f"./{base_dir}/tests/build-images-ltsc2025.ps1",
+        f"./{base_dir}/tests/run-images-ltsc2022.ps1",
+        f"./{base_dir}/tests/run-images-ltsc2025.ps1",
     ] +  glob.glob(f"./{base_dir}/alpine*/Dockerfile")
 
     r = re.compile(r"(NATS_SERVER )" + semver_str)
@@ -36,7 +39,8 @@ def update_env_var(base_dir: str, new_ver: str):
 # Update the nats:x.y.z tag across applicable files.
 def update_tag_var(base_dir: str, new_ver: str):
     files = [
-        f"./{base_dir}/nanoserver-1809/Dockerfile",
+        f"./{base_dir}/nanoserver-ltsc2022/Dockerfile",
+        f"./{base_dir}/nanoserver-ltsc2025/Dockerfile",
         f"./{base_dir}/scratch/Dockerfile",
     ]
 
@@ -53,7 +57,8 @@ def update_tag_var(base_dir: str, new_ver: str):
 # Update the nats:x.y.z tag across applicable files.
 def update_preview_tag_var(base_dir: str, new_ver: str):
     files = [
-        f"./{base_dir}/nanoserver-1809/Dockerfile.preview",
+        f"./{base_dir}/nanoserver-ltsc2022/Dockerfile.preview",
+        f"./{base_dir}/nanoserver-ltsc2025/Dockerfile.preview",
         f"./{base_dir}/scratch/Dockerfile.preview",
     ]
 
@@ -70,7 +75,8 @@ def update_preview_tag_var(base_dir: str, new_ver: str):
 # Update the NATS SHASUM across applicable files.
 def update_windows_shasums(base_dir: str, new_ver: str, shasums: typing.Dict):
     files = [
-        f"{base_dir}/windowsservercore-1809/Dockerfile",
+        f"{base_dir}/windowsservercore-ltsc2022/Dockerfile",
+        f"{base_dir}/windowsservercore-ltsc2025/Dockerfile",
     ]
 
     key = f"nats-server-v{new_ver}-windows-amd64.zip"