diff --git a/packages/debugger-extension/schema/main.json b/packages/debugger-extension/schema/main.json
index 21cab23dbad8..c1a7046a0733 100644
--- a/packages/debugger-extension/schema/main.json
+++ b/packages/debugger-extension/schema/main.json
@@ -5,6 +5,13 @@
   "jupyter.lab.setting-icon-label": "Debugger",
   "jupyter.lab.menus": {
     "main": [
+      {
+        "id": "jp-mainmenu-kernel",
+        "items": [
+          { "type": "separator", "rank": 1.2 },
+          { "command": "debugger:restart-debug", "rank": 1.2 }
+        ]
+      },
       {
         "id": "jp-mainmenu-view",
         "items": [
diff --git a/packages/debugger-extension/src/index.ts b/packages/debugger-extension/src/index.ts
index 7b92b7cb1baa..2bdbe17bb677 100644
--- a/packages/debugger-extension/src/index.ts
+++ b/packages/debugger-extension/src/index.ts
@@ -15,6 +15,7 @@ import {
   ICommandPalette,
   IThemeManager,
   MainAreaWidget,
+  sessionContextDialogs,
   WidgetTracker
 } from '@jupyterlab/apputils';
 import { IEditorServices } from '@jupyterlab/codeeditor';
@@ -31,7 +32,11 @@ import {
 import { DocumentWidget } from '@jupyterlab/docregistry';
 import { FileEditor, IEditorTracker } from '@jupyterlab/fileeditor';
 import { ILoggerRegistry } from '@jupyterlab/logconsole';
-import { INotebookTracker, NotebookPanel } from '@jupyterlab/notebook';
+import {
+  INotebookTracker,
+  NotebookActions,
+  NotebookPanel
+} from '@jupyterlab/notebook';
 import {
   standardRendererFactories as initialFactories,
   RenderMimeRegistry
@@ -166,19 +171,49 @@ const files: JupyterFrontEndPlugin<void> = {
 const notebooks: JupyterFrontEndPlugin<void> = {
   id: '@jupyterlab/debugger-extension:notebooks',
   autoStart: true,
-  requires: [IDebugger, INotebookTracker],
-  optional: [ILabShell],
+  requires: [IDebugger, INotebookTracker, ITranslator],
+  optional: [ILabShell, ICommandPalette],
   activate: (
     app: JupyterFrontEnd,
     service: IDebugger,
     notebookTracker: INotebookTracker,
-    labShell: ILabShell | null
+    translator: ITranslator,
+    labShell: ILabShell | null,
+    palette: ICommandPalette | null
   ) => {
     const handler = new Debugger.Handler({
       type: 'notebook',
       shell: app.shell,
       service
     });
+
+    const trans = translator.load('jupyterlab');
+    app.commands.addCommand(Debugger.CommandIDs.restartDebug, {
+      label: trans.__('Restart Kernel and Debug…'),
+      caption: trans.__('Restart Kernel and Debug…'),
+      isEnabled: () => {
+        return service.isStarted;
+      },
+      execute: async () => {
+        const state = service.getDebuggerState();
+        console.log(state.cells);
+        const { context, content } = notebookTracker.currentWidget!;
+
+        await service.stop();
+        const restarted = await sessionContextDialogs!.restart(
+          context.sessionContext
+        );
+        if (restarted) {
+          await service.restoreDebuggerState(state);
+          await handler.updateWidget(
+            notebookTracker.currentWidget!,
+            notebookTracker.currentWidget!.sessionContext.session
+          );
+          await NotebookActions.runAll(content, context.sessionContext);
+        }
+      }
+    });
+
     const updateHandlerAndCommands = async (
       widget: NotebookPanel
     ): Promise<void> => {
@@ -199,6 +234,13 @@ const notebooks: JupyterFrontEndPlugin<void> = {
       return;
     }
 
+    if (palette) {
+      palette.addItem({
+        category: 'Notebook Operations',
+        command: Debugger.CommandIDs.restartDebug
+      });
+    }
+
     notebookTracker.currentChanged.connect(
       async (_, notebookPanel: NotebookPanel) => {
         await updateHandlerAndCommands(notebookPanel);
diff --git a/packages/debugger/src/config.ts b/packages/debugger/src/config.ts
index c0be39fb3cb1..758ff3a045a0 100644
--- a/packages/debugger/src/config.ts
+++ b/packages/debugger/src/config.ts
@@ -64,6 +64,15 @@ export class DebuggerConfig implements IDebugger.IConfig {
     this._fileParams.set(kernel, { kernel, prefix, suffix });
   }
 
+  /**
+   * Gets the parameters used for the temp files (e.e. cells) for a kernel.
+   *
+   * @param kernel - The kernel name from current session.
+   */
+  getTmpFileParams(kernel: string): IDebugger.IConfig.FileParams {
+    return this._fileParams.get(kernel)!;
+  }
+
   private _fileParams = new Map<string, IDebugger.IConfig.FileParams>();
   private _hashMethods = new Map<string, (code: string) => string>();
 }
diff --git a/packages/debugger/src/debugger.ts b/packages/debugger/src/debugger.ts
index bce7a7fcc41a..874cf4acdcd8 100644
--- a/packages/debugger/src/debugger.ts
+++ b/packages/debugger/src/debugger.ts
@@ -107,6 +107,8 @@ export namespace Debugger {
     export const inspectVariable = 'debugger:inspect-variable';
 
     export const evaluate = 'debugger:evaluate';
+
+    export const restartDebug = 'debugger:restart-debug';
   }
 
   /**
diff --git a/packages/debugger/src/handler.ts b/packages/debugger/src/handler.ts
index 42a9dfc950d7..eff2235b096b 100644
--- a/packages/debugger/src/handler.ts
+++ b/packages/debugger/src/handler.ts
@@ -105,11 +105,11 @@ export class DebuggerHandler {
       delete this._kernelChangedHandlers[widget.id];
       delete this._statusChangedHandlers[widget.id];
       delete this._iopubMessageHandlers[widget.id];
-      return this._update(widget, connection);
+      return this.updateWidget(widget, connection);
     }
 
     const kernelChanged = (): void => {
-      void this._update(widget, connection);
+      void this.updateWidget(widget, connection);
     };
     const kernelChangedHandler = this._kernelChangedHandlers[widget.id];
 
@@ -125,7 +125,7 @@ export class DebuggerHandler {
     ): void => {
       // FIXME-TRANS: Localizable?
       if (status.endsWith('restarting')) {
-        void this._update(widget, connection);
+        void this.updateWidget(widget, connection);
       }
     };
     const statusChangedHandler = this._statusChangedHandlers[widget.id];
@@ -156,7 +156,7 @@ export class DebuggerHandler {
     connection.iopubMessage.connect(iopubMessage);
     this._iopubMessageHandlers[widget.id] = iopubMessage;
 
-    return this._update(widget, connection);
+    return this.updateWidget(widget, connection);
   }
 
   /**
@@ -194,7 +194,7 @@ export class DebuggerHandler {
    * @param widget The widget to update.
    * @param connection The session connection.
    */
-  private async _update(
+  async updateWidget(
     widget: DebuggerHandler.SessionWidget[DebuggerHandler.SessionType],
     connection: Session.ISessionConnection | null
   ): Promise<void> {
diff --git a/packages/debugger/src/service.ts b/packages/debugger/src/service.ts
index b84243ae323f..59c5fd69ecb1 100644
--- a/packages/debugger/src/service.ts
+++ b/packages/debugger/src/service.ts
@@ -303,17 +303,7 @@ export class DebuggerService implements IDebugger, IDisposable {
     const { breakpoints } = this._model.breakpoints;
     await this.stop();
     await this.start();
-
-    // Re-send the breakpoints to the kernel and update the model.
-    for (const [source, points] of breakpoints) {
-      await this._setBreakpoints(
-        points
-          .filter(({ line }) => typeof line === 'number')
-          .map(({ line }) => ({ line: line! })),
-        source
-      );
-    }
-    this._model.breakpoints.restoreBreakpoints(breakpoints);
+    await this._restoreBreakpoints(breakpoints);
   }
 
   /**
@@ -471,6 +461,57 @@ export class DebuggerService implements IDebugger, IDisposable {
     await this.session.sendRequest('configurationDone', {});
   }
 
+  /**
+   * Get the debugger state
+   *
+   * @returns Debugger state
+   */
+  getDebuggerState(): IDebugger.State {
+    const breakpoints = this._model.breakpoints.breakpoints;
+    let cells: string[] = [];
+    for (const id of breakpoints.keys()) {
+      const editorList = this._debuggerSources!.find({
+        focus: false,
+        kernel: this.session?.connection?.kernel?.name ?? '',
+        path: this._session?.connection?.path ?? '',
+        source: id
+      });
+      const tmp_cells = editorList.map(e => e.model.value.text);
+      cells = cells.concat(tmp_cells);
+    }
+    return { cells, breakpoints };
+  }
+
+  /**
+   * Restore the debugger state
+   *
+   * @param state Debugger state
+   * @returns Whether the state has been restored successfully or not
+   */
+  async restoreDebuggerState(state: IDebugger.State): Promise<boolean> {
+    await this.start();
+
+    for (const cell of state.cells) {
+      await this._dumpCell(cell);
+    }
+
+    const breakpoints = new Map<string, IDebugger.IBreakpoint[]>();
+    const kernel = this.session?.connection?.kernel?.name ?? '';
+    const { prefix, suffix } = this._config.getTmpFileParams(kernel);
+    for (const item of state.breakpoints) {
+      const [id, list] = item;
+      const unsuffixedId = id.substr(0, id.length - suffix.length);
+      const codeHash = unsuffixedId.substr(unsuffixedId.lastIndexOf('/') + 1);
+      const newId = prefix.concat(codeHash).concat(suffix);
+      breakpoints.set(newId, list);
+    }
+
+    await this._restoreBreakpoints(breakpoints);
+    const config = await this.session!.sendRequest('configurationDone', {});
+    await this.restoreState(false);
+    return config.success;
+  }
+
   /**
    * Clear the current model.
    */
@@ -750,6 +791,26 @@ export class DebuggerService implements IDebugger, IDisposable {
     });
   }
 
+  /**
+   * Re-send the breakpoints to the kernel and update the model.
+   *
+   * @param breakpoints The map of breakpoints to send
+   */
+  private async _restoreBreakpoints(
+    breakpoints: Map<string, IDebugger.IBreakpoint[]>
+  ): Promise<void> {
+    for (const [source, points] of breakpoints) {
+      console.log(source);
+      await this._setBreakpoints(
+        points
+          .filter(({ line }) => typeof line === 'number')
+          .map(({ line }) => ({ line: line! })),
+        source
+      );
+    }
+    this._model.breakpoints.restoreBreakpoints(breakpoints);
+  }
+
   private _config: IDebugger.IConfig;
   private _debuggerSources: IDebugger.ISources | null;
   private _eventMessage = new Signal<IDebugger, IDebugger.ISession.Event>(this);
diff --git a/packages/debugger/src/tokens.ts b/packages/debugger/src/tokens.ts
index 19dba1dba9de..aad8bbec8572 100644
--- a/packages/debugger/src/tokens.ts
+++ b/packages/debugger/src/tokens.ts
@@ -153,6 +153,21 @@ export interface IDebugger {
     breakpoints: IDebugger.IBreakpoint[],
     path?: string
   ): Promise<void>;
+
+  /**
+   * Get the debugger state
+   *
+   * @returns Debugger state
+   */
+  getDebuggerState(): IDebugger.State;
+
+  /**
+   * Restore the debugger state
+   *
+   * @param state Debugger state
+   * @returns Whether the state has been restored successfully or not
+   */
+  restoreDebuggerState(state: IDebugger.State): Promise<boolean>;
 }
 
 /**
@@ -184,6 +199,21 @@ export namespace IDebugger {
    */
   export interface IBreakpoint extends DebugProtocol.Breakpoint {}
 
+  /*
+   * The state of the debugger, used for restoring a debugging session
+   * after restarting the kernel.
+   */
+  export type State = {
+    /**
+     * List of cells to dump after the kernel has restarted
+     */
+    cells: string[];
+    /**
+     * Map of breakpoints to send back to the kernel after it has restarted
+     */
+    breakpoints: Map<string, IDebugger.IBreakpoint[]>;
+  };
+
   /**
    * Debugger file and hashing configuration.
    */
@@ -209,6 +239,13 @@ export namespace IDebugger {
      * @param params - Temporary file prefix and suffix for a kernel.
      */
     setTmpFileParams(params: IConfig.FileParams): void;
+
+    /**
+     * Gets the parameters used for the temp files (e.e. cells) for a kernel.
+     *
+     * @param kernel - The kernel name from current session.
+     */
+    getTmpFileParams(kernel: string): IConfig.FileParams;
   }
 
   /**
diff --git a/ui-tests/reference-output/screenshots/general_opened_menu_kernel.png b/ui-tests/reference-output/screenshots/general_opened_menu_kernel.png
index 9da4032369ac..91ce1288420b 100644
Binary files a/ui-tests/reference-output/screenshots/general_opened_menu_kernel.png and b/ui-tests/reference-output/screenshots/general_opened_menu_kernel.png differ
diff --git a/ui-tests/reference-output/screenshots/notebook_create_opened_menu_kernel.png b/ui-tests/reference-output/screenshots/notebook_create_opened_menu_kernel.png
index 5b79bb34f828..33ed6757d406 100644
Binary files a/ui-tests/reference-output/screenshots/notebook_create_opened_menu_kernel.png and b/ui-tests/reference-output/screenshots/notebook_create_opened_menu_kernel.png differ