diff --git a/src/vs/platform/native/electron-main/nativeHostMainService.ts b/src/vs/platform/native/electron-main/nativeHostMainService.ts
index 3b4ca3c8500dead21b3a8047139842dccb380a87..425220565208331f11a976daced69b1d8c6e326b 100644
--- a/src/vs/platform/native/electron-main/nativeHostMainService.ts
+++ b/src/vs/platform/native/electron-main/nativeHostMainService.ts
@@ -653,7 +653,13 @@ export class NativeHostMainService extends Disposable implements INativeHostMain
 	//#region macOS Touchbar
 
 	async newWindowTab(): Promise<void> {
-		this.windowsMainService.open({ context: OpenContext.API, cli: this.environmentMainService.args, forceNewTabbedWindow: true, forceEmpty: true, remoteAuthority: this.environmentMainService.args.remote || undefined });
+		this.windowsMainService.open({
+			context: OpenContext.API,
+			cli: this.environmentMainService.args,
+			forceNewTabbedWindow: true,
+			forceEmpty: true,
+			remoteAuthority: this.environmentMainService.args.remote || undefined
+		});
 	}
 
 	async showPreviousWindowTab(): Promise<void> {
diff --git a/src/vs/platform/windows/electron-main/window.ts b/src/vs/platform/windows/electron-main/window.ts
index 99ae6e0ab8cbc3436da35925a3f36bf1c137a220..3d1d35667fd2aff0c6ab9b1533c9afac63a82a57 100644
--- a/src/vs/platform/windows/electron-main/window.ts
+++ b/src/vs/platform/windows/electron-main/window.ts
@@ -32,8 +32,8 @@ import { IStorageMainService } from 'vs/platform/storage/electron-main/storageMa
 import { ITelemetryService } from 'vs/platform/telemetry/common/telemetry';
 import { ThemeIcon } from 'vs/platform/theme/common/themeService';
 import { IThemeMainService } from 'vs/platform/theme/electron-main/themeMainService';
-import { getMenuBarVisibility, getTitleBarStyle, INativeWindowConfiguration, IWindowSettings, MenuBarVisibility, WindowMinimumSize, zoomLevelToZoomFactor } from 'vs/platform/windows/common/windows';
-import { defaultWindowState, ICodeWindow, ILoadEvent, IWindowState, LoadReason, WindowError, WindowMode } from 'vs/platform/windows/electron-main/windows';
+import { getMenuBarVisibility, getTitleBarStyle, IFolderToOpen, INativeWindowConfiguration, IWindowSettings, IWorkspaceToOpen, MenuBarVisibility, WindowMinimumSize, zoomLevelToZoomFactor } from 'vs/platform/windows/common/windows';
+import { defaultWindowState, ICodeWindow, ILoadEvent, IWindowsMainService, IWindowState, LoadReason, OpenContext, WindowError, WindowMode } from 'vs/platform/windows/electron-main/windows';
 import { ISingleFolderWorkspaceIdentifier, isSingleFolderWorkspaceIdentifier, isWorkspaceIdentifier, IWorkspaceIdentifier } from 'vs/platform/workspaces/common/workspaces';
 import { IWorkspacesManagementMainService } from 'vs/platform/workspaces/electron-main/workspacesManagementMainService';
 
@@ -158,7 +158,8 @@ export class CodeWindow extends Disposable implements ICodeWindow {
 		@IDialogMainService private readonly dialogMainService: IDialogMainService,
 		@ILifecycleMainService private readonly lifecycleMainService: ILifecycleMainService,
 		@IProductService private readonly productService: IProductService,
-		@IProtocolMainService private readonly protocolMainService: IProtocolMainService
+		@IProtocolMainService private readonly protocolMainService: IProtocolMainService,
+		@IWindowsMainService private readonly windowsMainService: IWindowsMainService
 	) {
 		super();
 
@@ -617,15 +618,10 @@ export class CodeWindow extends Disposable implements ICodeWindow {
 						cancelId: 1
 					}, this._win);
 
-					if (!this._win) {
-						return; // Return early if the window has been going down already
-					}
-
-					if (result.response === 0) {
-						this._win.webContents.forcefullyCrashRenderer(); // Calling reload() immediately after calling this method will force the reload to occur in a new process
-						this.reload();
-					} else if (result.response === 2) {
-						this.destroyWindow();
+					// Handle choice
+					if (result.response !== 1 /* keep waiting */) {
+						const reopen = result.response === 0;
+						this.destroyWindow(reopen);
 					}
 				}
 
@@ -638,6 +634,7 @@ export class CodeWindow extends Disposable implements ICodeWindow {
 						message = localize('appCrashedDetails', "The window has crashed (reason: '{0}', code: '{1}')", details.reason, details.exitCode ?? '<unknown>');
 					}
 
+					// Show Dialog
 					const result = await this.dialogMainService.showMessageBox({
 						title: this.productService.nameLong,
 						type: 'warning',
@@ -651,23 +648,49 @@ export class CodeWindow extends Disposable implements ICodeWindow {
 						defaultId: 0
 					}, this._win);
 
-					if (!this._win) {
-						return; // Return early if the window has been going down already
-					}
-
-					if (result.response === 0) {
-						this.reload();
-					} else if (result.response === 1) {
-						this.destroyWindow();
-					}
+					// Handle choice
+					const reopen = result.response === 0;
+					this.destroyWindow(reopen);
 				}
 				break;
 		}
 	}
 
-	private destroyWindow(): void {
-		this._onDidDestroy.fire(); 	// 'close' event will not be fired on destroy(), so signal crash via explicit event
-		this._win.destroy(); 		// make sure to destroy the window as it has crashed
+	private destroyWindow(reopen: boolean): void {
+
+		// 'close' event will not be fired on destroy(), so signal crash via explicit event
+		this._onDidDestroy.fire();
+
+		// make sure to destroy the window as it has crashed
+		this._win?.destroy();
+
+		// ask the windows service to open a new fresh window if specified
+		if (reopen && this.config) {
+
+			// We have to reconstruct a openable from the current workspace
+			let workspace: IWorkspaceToOpen | IFolderToOpen | undefined = undefined;
+			let forceEmpty = undefined;
+			if (isSingleFolderWorkspaceIdentifier(this.openedWorkspace)) {
+				workspace = { folderUri: this.openedWorkspace.uri };
+			} else if (isWorkspaceIdentifier(this.openedWorkspace)) {
+				workspace = { workspaceUri: this.openedWorkspace.configPath };
+			} else {
+				forceEmpty = true;
+			}
+
+			// Delegate to windows service
+			const [window] = this.windowsMainService.open({
+				context: OpenContext.API,
+				userEnv: this.config.userEnv,
+				cli: {
+					...this.environmentMainService.args,
+					_: [] // we pass in the workspace to open explicitly via `urisToOpen`
+				},
+				urisToOpen: workspace ? [workspace] : undefined,
+				forceEmpty
+			});
+			window.focus();
+		}
 	}
 
 	private onDidDeleteUntitledWorkspace(workspace: IWorkspaceIdentifier): void {