diff --git a/lib/__tests__/shellable.test.ts b/lib/__tests__/shellable.test.ts
index 46d0771d..1402e601 100644
--- a/lib/__tests__/shellable.test.ts
+++ b/lib/__tests__/shellable.test.ts
@@ -1,7 +1,8 @@
 import * as path from 'path';
 import * as cdk from 'aws-cdk-lib';
 import { Template, Match } from 'aws-cdk-lib/assertions';
-import { Shellable, ShellPlatform } from '../../lib';
+import * as codebuild from 'aws-cdk-lib/aws-codebuild';
+import { Shellable, ShellPlatform, WindowsPlatform } from '../../lib';
 
 
 // tslint:disable:max-line-length
@@ -588,3 +589,21 @@ test('can exclude files from scriptDirectory', () => {
     },
   });
 });
+
+
+test('WindowsPlatform installs node via chocolatey by default', () => {
+  const platform = new WindowsPlatform(codebuild.WindowsBuildImage.WIN_SERVER_CORE_2019_BASE);
+
+  expect(platform.installCommands()).toEqual([
+    'Import-Module "C:\\ProgramData\\chocolatey\\helpers\\chocolateyProfile.psm1"',
+    'C:\\ProgramData\\chocolatey\\bin\\choco.exe upgrade nodejs-lts -y',
+  ]);
+});
+
+test('WindowsPlatform can disable chocolatey node upgrade', () => {
+  const platform = new WindowsPlatform(codebuild.WindowsBuildImage.WIN_SERVER_CORE_2019_BASE, {
+    upgradeNodeWithChocolatey: false,
+  });
+
+  expect(platform.installCommands()).toBeUndefined();
+});
diff --git a/lib/shellable.ts b/lib/shellable.ts
index 8cd5235d..24eba195 100644
--- a/lib/shellable.ts
+++ b/lib/shellable.ts
@@ -540,13 +540,35 @@ export class LinuxPlatform extends ShellPlatform {
   }
 }
 
+/**
+ * Options for WindowsPlatform
+ */
+export interface WindowsPlatformOptions {
+  /**
+   * Whether to upgrade Node.js using Chocolatey during the install phase.
+   *
+   * @default true
+   */
+  readonly upgradeNodeWithChocolatey?: boolean;
+}
+
 /**
  * A Windows Platform
  */
 export class WindowsPlatform extends ShellPlatform {
   public readonly platformType = PlatformType.Windows;
+  private readonly upgradeNodeWithChocolatey: boolean;
+
+  constructor(buildImage: cbuild.IBuildImage, options: WindowsPlatformOptions = {}) {
+    super(buildImage);
+    this.upgradeNodeWithChocolatey = options.upgradeNodeWithChocolatey ?? true;
+  }
 
   public installCommands(): string[] | undefined {
+    if (!this.upgradeNodeWithChocolatey) {
+      return undefined;
+    }
+
     return [
       // Update the image's nodejs to the latest LTS release.
       'Import-Module "C:\\ProgramData\\chocolatey\\helpers\\chocolateyProfile.psm1"',