diff --git a/src/interactive-window/debugger/jupyter/debuggingManager.ts b/src/interactive-window/debugger/jupyter/debuggingManager.ts
index 85d79b363b1..be281123409 100644
--- a/src/interactive-window/debugger/jupyter/debuggingManager.ts
+++ b/src/interactive-window/debugger/jupyter/debuggingManager.ts
@@ -42,6 +42,7 @@ import { buildSourceMap } from '../helper';
 import { DebugCellController } from './debugCellController';
 import { IWDebugger } from './debugger';
 import { KernelDebugAdapter } from './kernelDebugAdapter';
+import { RestartNotSupportedController } from './restartNotSupportedController';
 
 /**
  * The DebuggingManager maintains the mapping between notebook documents and debug sessions.
@@ -176,7 +177,7 @@ export class InteractiveWindowDebuggingManager
 
         const cell = notebook.cellAt(config.__cellIndex);
         const controller = new DebugCellController(adapter, cell, kernel!);
-        adapter.setDebuggingDelegates([controller]);
+        adapter.setDebuggingDelegates([controller, new RestartNotSupportedController(cell, this.serviceContainer)]);
         controller.ready
             .then(() => dbgr.resolve())
             .catch((ex) => console.error('Failed waiting for controller to be ready', ex));
diff --git a/src/interactive-window/debugger/jupyter/restartNotSupportedController.ts b/src/interactive-window/debugger/jupyter/restartNotSupportedController.ts
new file mode 100644
index 00000000000..273e342aca5
--- /dev/null
+++ b/src/interactive-window/debugger/jupyter/restartNotSupportedController.ts
@@ -0,0 +1,48 @@
+// Copyright (c) Microsoft Corporation.
+// Licensed under the MIT License.
+
+import { NotebookCell } from 'vscode';
+import { DebugProtocol } from 'vscode-debugprotocol';
+import { IDebuggingDelegate } from '../../../notebooks/debugger/debuggingTypes';
+import { IApplicationShell } from '../../../platform/common/application/types';
+import { DataScience } from '../../../platform/common/utils/localize';
+import { noop } from '../../../platform/common/utils/misc';
+import { IServiceContainer } from '../../../platform/ioc/types';
+import { traceVerbose } from '../../../platform/logging';
+
+/**
+ * Implements the "restart" request.
+ */
+export class RestartNotSupportedController implements IDebuggingDelegate {
+    private readonly applicationShell: IApplicationShell;
+
+    constructor(public readonly debugCell: NotebookCell, serviceContainer: IServiceContainer) {
+        this.applicationShell = serviceContainer.get<IApplicationShell>(IApplicationShell);
+    }
+
+    private trace(tag: string, msg: string) {
+        traceVerbose(`[Debug-IWRestart] ${tag}: ${msg}`);
+    }
+
+    public async willSendResponse(response: DebugProtocol.Response): Promise<void> {
+        if (response.command === 'initialize' && response.body) {
+            (response as DebugProtocol.InitializeResponse).body!.supportsRestartRequest = true;
+        }
+    }
+
+    public async willSendRequest(request: DebugProtocol.Request): Promise<undefined | DebugProtocol.Response> {
+        if (request.command === 'restart') {
+            this.trace('restart', 'Showing warning for unsupported restart request');
+            this.applicationShell.showWarningMessage(DataScience.restartNotSupported()).then(noop, noop);
+            return {
+                command: request.command,
+                request_seq: request.seq,
+                seq: request.seq,
+                success: true,
+                type: 'response'
+            };
+        }
+
+        return undefined;
+    }
+}
diff --git a/src/notebooks/debugger/controllers/restartController.ts b/src/notebooks/debugger/controllers/restartController.ts
index 3ecea1639bf..4de1f8d026c 100644
--- a/src/notebooks/debugger/controllers/restartController.ts
+++ b/src/notebooks/debugger/controllers/restartController.ts
@@ -5,8 +5,6 @@ import { NotebookCell } from 'vscode';
 import { DebugProtocol } from 'vscode-debugprotocol';
 import { IServiceContainer } from '../../../platform/ioc/types';
 import { traceError, traceVerbose } from '../../../platform/logging';
-import { sendTelemetryEvent } from '../../../telemetry';
-import { DebuggingTelemetry } from '../constants';
 import { IDebuggingDelegate, IKernelDebugAdapter, INotebookDebuggingManager, KernelDebugMode } from '../debuggingTypes';
 
 /**
@@ -21,7 +19,6 @@ export class RestartController implements IDebuggingDelegate {
         public readonly debugCell: NotebookCell,
         private readonly serviceContainer: IServiceContainer
     ) {
-        sendTelemetryEvent(DebuggingTelemetry.successfullyStartedRunByLine);
         this.debuggingManager = this.serviceContainer.get<INotebookDebuggingManager>(INotebookDebuggingManager);
     }
 
@@ -33,6 +30,12 @@ export class RestartController implements IDebuggingDelegate {
         traceError(`[Debug-Restart] ${tag}: ${msg}`);
     }
 
+    public async willSendResponse(response: DebugProtocol.Response): Promise<void> {
+        if (response.command === 'initialize' && response.body) {
+            (response as DebugProtocol.InitializeResponse).body!.supportsRestartRequest = true;
+        }
+    }
+
     public async willSendRequest(request: DebugProtocol.Request): Promise<undefined | DebugProtocol.Response> {
         if (request.command === 'restart') {
             // We have to implement restart manually because the previous launch config includes the cell index, but the cell index may have changed.
@@ -61,10 +64,4 @@ export class RestartController implements IDebuggingDelegate {
 
         return undefined;
     }
-
-    public async willSendResponse(response: DebugProtocol.Response): Promise<void> {
-        if (response.command === 'initialize' && response.body) {
-            (response as DebugProtocol.InitializeResponse).body!.supportsRestartRequest = true;
-        }
-    }
 }
diff --git a/src/platform/common/utils/localize.ts b/src/platform/common/utils/localize.ts
index f0b4cca297e..8c9c6b0821e 100644
--- a/src/platform/common/utils/localize.ts
+++ b/src/platform/common/utils/localize.ts
@@ -1242,6 +1242,8 @@ export namespace DataScience {
     export const noNotebookToDebug = () =>
         localize('DataScience.noNotebookToDebug', 'No active notebook document to debug.');
     export const cantStartDebugging = () => localize('DataScience.cantStartDebugging', "Can't start debugging.");
+    export const restartNotSupported = () =>
+        localize('DataScience.restartNotSupported', 'Restarting is not supported in the interactive window.');
     export const importingIpynb = () => localize('DataScience.importingIpynb', 'Importing notebook file');
     export const exportingToFormat = () => localize('DataScience.exportingToFormat', 'Exporting to {0}');
     export const kernelCategoryForJupyterSession = () =>