diff --git a/extensions/typescript-language-features/schemas/package.schema.json b/extensions/typescript-language-features/schemas/package.schema.json
index 3e77cb4cc89..c26af63c93b 100644
--- a/extensions/typescript-language-features/schemas/package.schema.json
+++ b/extensions/typescript-language-features/schemas/package.schema.json
@@ -16,6 +16,11 @@
 							"name": {
 								"type": "string",
 								"description": "Name of the plugin as listed in the package.json."
+							},
+							"enableForWorkspaceTypeScriptVersions": {
+								"type": "boolean",
+								"default": false,
+								"description": "Should the plugin be loaded when using workspace versions of TypeScript?"
 							}
 						}
 					}
diff --git a/extensions/typescript-language-features/src/tsServer/server.ts b/extensions/typescript-language-features/src/tsServer/server.ts
index cde2df2c2b7..e3c1dbff0af 100644
--- a/extensions/typescript-language-features/src/tsServer/server.ts
+++ b/extensions/typescript-language-features/src/tsServer/server.ts
@@ -113,8 +113,11 @@ export class TypeScriptServerSpawner {
 			if (pluginManager.plugins.length) {
 				args.push('--globalPlugins', pluginManager.plugins.map(x => x.name).join(','));
 
-				if (currentVersion.path === this._versionProvider.defaultVersion.path) {
-					pluginPaths.push(...pluginManager.plugins.map(x => x.path));
+				const isUsingBundledTypeScriptVersion = currentVersion.path === this._versionProvider.defaultVersion.path;
+				for (const plugin of pluginManager.plugins) {
+					if (isUsingBundledTypeScriptVersion || plugin.enableForWorkspaceTypeScriptVersions) {
+						pluginPaths.push(plugin.path);
+					}
 				}
 			}
 
diff --git a/extensions/typescript-language-features/src/utils/plugins.ts b/extensions/typescript-language-features/src/utils/plugins.ts
index 9b398d96393..3b0cf217b92 100644
--- a/extensions/typescript-language-features/src/utils/plugins.ts
+++ b/extensions/typescript-language-features/src/utils/plugins.ts
@@ -10,6 +10,7 @@ import { memoize } from './memoize';
 export interface TypeScriptServerPlugin {
 	readonly path: string;
 	readonly name: string;
+	readonly enableForWorkspaceTypeScriptVersions: boolean;
 	readonly languages: ReadonlyArray<string>;
 }
 
@@ -25,6 +26,7 @@ export class PluginManager extends Disposable {
 				for (const plugin of pack.contributes.typescriptServerPlugins) {
 					plugins.push({
 						name: plugin.name,
+						enableForWorkspaceTypeScriptVersions: !!plugin.enableForWorkspaceTypeScriptVersions,
 						path: extension.extensionPath,
 						languages: Array.isArray(plugin.languages) ? plugin.languages : [],
 					});