diff --git a/notebook/app.py b/notebook/app.py
index 59a9b3aad..fe20645cc 100644
--- a/notebook/app.py
+++ b/notebook/app.py
@@ -261,8 +261,22 @@ class JupyterNotebookApp(NotebookConfigShimMixin, LabServerApp):
     def _default_workspaces_dir(self):
         return get_workspaces_dir()
 
+    def server_extension_is_enabled(self, extension):
+        """Check if server extension is enabled."""
+        try:
+            extension_enabled = (
+                self.serverapp.extension_manager.extensions[extension].enabled is True
+            )
+        except (AttributeError, KeyError, TypeError):
+            extension_enabled = False
+        return extension_enabled
+
     def initialize_handlers(self):
         """Initialize handlers."""
+        page_config = self.serverapp.web_app.settings.setdefault("page_config_data", {})
+        nbclassic_enabled = self.server_extension_is_enabled("nbclassic")
+        page_config["nbclassic_enabled"] = nbclassic_enabled
+
         self.handlers.append(
             (
                 rf"/{self.file_url_prefix}/((?!.*\.ipynb($|\?)).*)",
diff --git a/packages/lab-extension/schema/interface-switcher.json b/packages/lab-extension/schema/interface-switcher.json
index a36757ffd..421ccb7c8 100644
--- a/packages/lab-extension/schema/interface-switcher.json
+++ b/packages/lab-extension/schema/interface-switcher.json
@@ -22,6 +22,13 @@
             "args": {
               "isMenu": true
             }
+          },
+          {
+            "command": "jupyter-notebook:open-nbclassic",
+            "rank": 10,
+            "args": {
+              "isMenu": true
+            }
           }
         ]
       }
diff --git a/packages/lab-extension/src/index.ts b/packages/lab-extension/src/index.ts
index dbd5da853..dea33fb32 100644
--- a/packages/lab-extension/src/index.ts
+++ b/packages/lab-extension/src/index.ts
@@ -15,11 +15,15 @@ import { INotebookTracker, NotebookPanel } from '@jupyterlab/notebook';
 
 import { ITranslator } from '@jupyterlab/translation';
 
-import { Menu, MenuBar } from '@lumino/widgets';
+import { Menu, MenuBar, Widget } from '@lumino/widgets';
 
 import { INotebookShell } from '@jupyter-notebook/application';
 
-import { caretDownIcon } from '@jupyterlab/ui-components';
+import {
+  caretDownIcon,
+  CommandToolbarButton,
+  launchIcon,
+} from '@jupyterlab/ui-components';
 
 /**
  * The command IDs used by the application plugin.
@@ -39,6 +43,11 @@ namespace CommandIDs {
    * Open in JupyterLab
    */
   export const openLab = 'jupyter-notebook:open-lab';
+
+  /**
+   * Open in NbClassic
+   */
+  export const openNbClassic = 'jupyter-notebook:open-nbclassic';
 }
 
 interface ISwitcherChoice {
@@ -74,14 +83,40 @@ const interfaceSwitcher: JupyterFrontEndPlugin<void> = {
     const { commands, shell } = app;
     const baseUrl = PageConfig.getBaseUrl();
     const trans = translator.load('notebook');
-    const overflowOptions = {
-      overflowMenuOptions: { isVisible: false },
-    };
-    const menubar = new MenuBar(overflowOptions);
+    const nbClassicEnabled =
+      PageConfig.getOption('nbclassic_enabled') === 'true';
     const switcher = new Menu({ commands });
-    switcher.title.label = trans.__('Open in...');
-    switcher.title.icon = caretDownIcon;
-    menubar.addMenu(switcher);
+    const switcherOptions: ISwitcherChoice[] = [];
+
+    if (!notebookShell) {
+      switcherOptions.push({
+        command: CommandIDs.openNotebook,
+        commandLabel: trans.__('Notebook'),
+        commandDescription: trans.__('Open in %1', 'Jupyter Notebook'),
+        buttonLabel: 'openNotebook',
+        urlPrefix: `${baseUrl}tree/`,
+      });
+    }
+
+    if (!labShell) {
+      switcherOptions.push({
+        command: CommandIDs.openLab,
+        commandLabel: trans.__('JupyterLab'),
+        commandDescription: trans.__('Open in %1', 'JupyterLab'),
+        buttonLabel: 'openLab',
+        urlPrefix: `${baseUrl}doc/tree/`,
+      });
+    }
+
+    if (nbClassicEnabled) {
+      switcherOptions.push({
+        command: CommandIDs.openNbClassic,
+        commandLabel: trans.__('NbClassic'),
+        commandDescription: trans.__('Open in %1', 'NbClassic'),
+        buttonLabel: 'openNbClassic',
+        urlPrefix: `${baseUrl}nbclassic/notebooks/`,
+      });
+    }
 
     const isEnabled = () => {
       return (
@@ -90,7 +125,7 @@ const interfaceSwitcher: JupyterFrontEndPlugin<void> = {
       );
     };
 
-    const addInterface = (option: ISwitcherChoice) => {
+    const addSwitcherCommand = (option: ISwitcherChoice) => {
       const { command, commandLabel, commandDescription, urlPrefix } = option;
 
       const execute = () => {
@@ -121,40 +156,48 @@ const interfaceSwitcher: JupyterFrontEndPlugin<void> = {
           args: { isPalette: true },
         });
       }
-
-      switcher.addItem({ command });
     };
 
-    if (!notebookShell) {
-      addInterface({
-        command: CommandIDs.openNotebook,
-        commandLabel: trans.__('Notebook'),
-        commandDescription: trans.__('Open in %1', 'Jupyter Notebook'),
-        buttonLabel: 'openNotebook',
-        urlPrefix: `${baseUrl}tree/`,
-      });
-    }
+    switcherOptions.forEach((option) => {
+      const { command } = option;
+      addSwitcherCommand(option);
+      switcher.addItem({ command });
+    });
 
-    if (!labShell) {
-      addInterface({
-        command: CommandIDs.openLab,
-        commandLabel: trans.__('JupyterLab'),
-        commandDescription: trans.__('Open in %1', 'JupyterLab'),
-        buttonLabel: 'openLab',
-        urlPrefix: `${baseUrl}doc/tree/`,
-      });
+    let toolbarFactory: (panel: NotebookPanel) => Widget;
+    if (switcherOptions.length === 1) {
+      toolbarFactory = (panel: NotebookPanel) => {
+        const toolbarButton = new CommandToolbarButton({
+          commands,
+          id: switcherOptions[0].command,
+          label: switcherOptions[0].commandLabel,
+          icon: launchIcon,
+        });
+        toolbarButton.addClass('jp-nb-interface-switcher-button');
+        return toolbarButton;
+      };
+    } else {
+      const overflowOptions = {
+        overflowMenuOptions: { isVisible: false },
+      };
+      const menubar = new MenuBar(overflowOptions);
+      switcher.title.label = trans.__('Open in...');
+      switcher.title.icon = caretDownIcon;
+      menubar.addMenu(switcher);
+
+      toolbarFactory = (panel: NotebookPanel) => {
+        const menubar = new MenuBar(overflowOptions);
+        menubar.addMenu(switcher);
+        menubar.addClass('jp-InterfaceSwitcher');
+        return menubar;
+      };
     }
 
     if (toolbarRegistry) {
       toolbarRegistry.addFactory<NotebookPanel>(
         'Notebook',
         'interfaceSwitcher',
-        (panel) => {
-          const menubar = new MenuBar(overflowOptions);
-          menubar.addMenu(switcher);
-          menubar.addClass('jp-InterfaceSwitcher');
-          return menubar;
-        }
+        toolbarFactory
       );
     }
   },
diff --git a/packages/lab-extension/style/base.css b/packages/lab-extension/style/base.css
index 7f7325918..f03f7254a 100644
--- a/packages/lab-extension/style/base.css
+++ b/packages/lab-extension/style/base.css
@@ -13,3 +13,13 @@
 .jp-InterfaceSwitcher .lm-MenuBar-itemIcon svg {
   vertical-align: sub;
 }
+
+.jp-nb-interface-switcher-button > .jp-ToolbarButtonComponent {
+  flex-direction: row-reverse;
+}
+
+.jp-nb-interface-switcher-button
+  > .jp-ToolbarButtonComponent
+  > .jp-ToolbarButtonComponent-icon {
+  padding-left: 3px;
+}
diff --git a/ui-tests/test/general.spec.ts-snapshots/notebook-chromium-linux.png b/ui-tests/test/general.spec.ts-snapshots/notebook-chromium-linux.png
index 89882e85e..b38ce59a7 100644
Binary files a/ui-tests/test/general.spec.ts-snapshots/notebook-chromium-linux.png and b/ui-tests/test/general.spec.ts-snapshots/notebook-chromium-linux.png differ
diff --git a/ui-tests/test/general.spec.ts-snapshots/notebook-firefox-linux.png b/ui-tests/test/general.spec.ts-snapshots/notebook-firefox-linux.png
index 7f1f6106e..e1685bc1f 100644
Binary files a/ui-tests/test/general.spec.ts-snapshots/notebook-firefox-linux.png and b/ui-tests/test/general.spec.ts-snapshots/notebook-firefox-linux.png differ
diff --git a/ui-tests/test/menus.spec.ts b/ui-tests/test/menus.spec.ts
index fe0f82334..96ab33a1d 100644
--- a/ui-tests/test/menus.spec.ts
+++ b/ui-tests/test/menus.spec.ts
@@ -44,7 +44,7 @@ test.describe('Notebook Menus', () => {
       const imageName = `opened-menu-${menuPath.replace(/>/g, '-')}.png`;
       const menu = await page.menu.getOpenMenu();
       expect(menu).toBeDefined();
-      expect(await menu!.screenshot()).toMatchSnapshot(imageName.toLowerCase());
+      expect(await menu?.screenshot()).toMatchSnapshot(imageName.toLowerCase());
     });
   });
 });
diff --git a/ui-tests/test/mobile.spec.ts-snapshots/notebook-chromium-linux.png b/ui-tests/test/mobile.spec.ts-snapshots/notebook-chromium-linux.png
index b93533ca0..eebba8fad 100644
Binary files a/ui-tests/test/mobile.spec.ts-snapshots/notebook-chromium-linux.png and b/ui-tests/test/mobile.spec.ts-snapshots/notebook-chromium-linux.png differ
diff --git a/ui-tests/test/mobile.spec.ts-snapshots/notebook-firefox-linux.png b/ui-tests/test/mobile.spec.ts-snapshots/notebook-firefox-linux.png
index 85a3badaa..4f185dd03 100644
Binary files a/ui-tests/test/mobile.spec.ts-snapshots/notebook-firefox-linux.png and b/ui-tests/test/mobile.spec.ts-snapshots/notebook-firefox-linux.png differ