diff --git a/extensions/git/package.json b/extensions/git/package.json
index 5ea3c70e51f..6570b4a36c5 100644
--- a/extensions/git/package.json
+++ b/extensions/git/package.json
@@ -1515,7 +1515,8 @@
         "git.path": {
           "type": [
             "string",
-            "null"
+            "null",
+            "array"
           ],
           "markdownDescription": "%config.path%",
           "default": null,
diff --git a/extensions/git/package.nls.json b/extensions/git/package.nls.json
index 561f8c02f4b..28e72ec312b 100644
--- a/extensions/git/package.nls.json
+++ b/extensions/git/package.nls.json
@@ -84,7 +84,7 @@
 	"command.timelineCopyCommitId": "Copy Commit ID",
 	"command.timelineCopyCommitMessage": "Copy Commit Message",
 	"config.enabled": "Whether git is enabled.",
-	"config.path": "Path and filename of the git executable, e.g. `C:\\Program Files\\Git\\bin\\git.exe` (Windows).",
+	"config.path": "Path and filename of the git executable, e.g. `C:\\Program Files\\Git\\bin\\git.exe` (Windows). This can also be an array of string values containing multiple paths to look up.",
 	"config.autoRepositoryDetection": "Configures when repositories should be automatically detected.",
 	"config.autoRepositoryDetection.true": "Scan for both subfolders of the current opened folder and parent folders of open files.",
 	"config.autoRepositoryDetection.false": "Disable automatic repository scanning.",
diff --git a/extensions/git/src/git.ts b/extensions/git/src/git.ts
index 45e49009932..2383e5cb401 100644
--- a/extensions/git/src/git.ts
+++ b/extensions/git/src/git.ts
@@ -139,18 +139,28 @@ function findGitWin32(onLookup: (path: string) => void): Promise<IGit> {
 		.then(undefined, () => findGitWin32InPath(onLookup));
 }
 
-export function findGit(hint: string | undefined, onLookup: (path: string) => void): Promise<IGit> {
-	const first = hint ? findSpecificGit(hint, onLookup) : Promise.reject<IGit>(null);
+export async function findGit(hint: string | string[] | undefined, onLookup: (path: string) => void): Promise<IGit> {
+	const hints = Array.isArray(hint) ? hint : hint ? [hint] : [];
 
-	return first
-		.then(undefined, () => {
-			switch (process.platform) {
-				case 'darwin': return findGitDarwin(onLookup);
-				case 'win32': return findGitWin32(onLookup);
-				default: return findSpecificGit('git', onLookup);
-			}
-		})
-		.then(null, () => Promise.reject(new Error('Git installation not found.')));
+	for (const hint of hints) {
+		try {
+			return await findSpecificGit(hint, onLookup);
+		} catch {
+			// noop
+		}
+	}
+
+	try {
+		switch (process.platform) {
+			case 'darwin': return await findGitDarwin(onLookup);
+			case 'win32': return await findGitWin32(onLookup);
+			default: return await findSpecificGit('git', onLookup);
+		}
+	} catch {
+		// noop
+	}
+
+	throw new Error('Git installation not found.');
 }
 
 export interface IExecutionResult<T extends string | Buffer> {
diff --git a/extensions/git/src/main.ts b/extensions/git/src/main.ts
index 8bf85a1b3ee..d35848468db 100644
--- a/extensions/git/src/main.ts
+++ b/extensions/git/src/main.ts
@@ -33,7 +33,7 @@ export async function deactivate(): Promise<any> {
 }
 
 async function createModel(context: ExtensionContext, outputChannel: OutputChannel, telemetryReporter: TelemetryReporter, disposables: Disposable[]): Promise<Model> {
-	const pathHint = workspace.getConfiguration('git').get<string>('path');
+	const pathHint = workspace.getConfiguration('git').get<string | string[]>('path');
 	const info = await findGit(pathHint, path => outputChannel.appendLine(localize('looking', "Looking for git in: {0}", path)));
 
 	const askpass = await Askpass.create(outputChannel, context.storagePath);