diff --git a/packages/core/src/browser/context-menu-renderer.ts b/packages/core/src/browser/context-menu-renderer.ts
index d0caac8e1a5bd..e8f88586f7c35 100644
--- a/packages/core/src/browser/context-menu-renderer.ts
+++ b/packages/core/src/browser/context-menu-renderer.ts
@@ -120,4 +120,9 @@ export interface RenderContextMenuOptions {
     context?: HTMLElement;
     contextKeyService?: ContextMatcher;
     onHide?: () => void;
+    /**
+     * If true a single submenu in the context menu is not rendered but its children are rendered on the top level.
+     * Default is `false`.
+     */
+    skipSingleRootNode?: boolean;
 }
diff --git a/packages/core/src/browser/menu/browser-context-menu-renderer.ts b/packages/core/src/browser/menu/browser-context-menu-renderer.ts
index 63f3a35af36bc..775efaec0e28f 100644
--- a/packages/core/src/browser/menu/browser-context-menu-renderer.ts
+++ b/packages/core/src/browser/menu/browser-context-menu-renderer.ts
@@ -34,8 +34,8 @@ export class BrowserContextMenuRenderer extends ContextMenuRenderer {
         super();
     }
 
-    protected doRender({ menuPath, anchor, args, onHide, context, contextKeyService }: RenderContextMenuOptions): ContextMenuAccess {
-        const contextMenu = this.menuFactory.createContextMenu(menuPath, args, context, contextKeyService);
+    protected doRender({ menuPath, anchor, args, onHide, context, contextKeyService, skipSingleRootNode }: RenderContextMenuOptions): ContextMenuAccess {
+        const contextMenu = this.menuFactory.createContextMenu(menuPath, args, context, contextKeyService, skipSingleRootNode);
         const { x, y } = coordinateFromAnchor(anchor);
         if (onHide) {
             contextMenu.aboutToClose.connect(() => onHide!());
diff --git a/packages/core/src/browser/menu/browser-menu-plugin.ts b/packages/core/src/browser/menu/browser-menu-plugin.ts
index 5af54f00fa3ca..81b85487c9bec 100644
--- a/packages/core/src/browser/menu/browser-menu-plugin.ts
+++ b/packages/core/src/browser/menu/browser-menu-plugin.ts
@@ -108,8 +108,8 @@ export class BrowserMainMenuFactory implements MenuWidgetFactory {
         }
     }
 
-    createContextMenu(path: MenuPath, args?: unknown[], context?: HTMLElement, contextKeyService?: ContextMatcher): MenuWidget {
-        const menuModel = this.menuProvider.getMenu(path);
+    createContextMenu(path: MenuPath, args?: unknown[], context?: HTMLElement, contextKeyService?: ContextMatcher, skipSingleRootNode?: boolean): MenuWidget {
+        const menuModel = skipSingleRootNode ? this.menuProvider.removeSingleRootNode(this.menuProvider.getMenu(path), path) : this.menuProvider.getMenu(path);
         const menuCommandRegistry = this.createMenuCommandRegistry(menuModel, args).snapshot(path);
         const contextMenu = this.createMenuWidget(menuModel, { commands: menuCommandRegistry, context, rootMenuPath: path, contextKeyService });
         return contextMenu;
diff --git a/packages/core/src/browser/shell/tab-bar-toolbar/tab-bar-toolbar.tsx b/packages/core/src/browser/shell/tab-bar-toolbar/tab-bar-toolbar.tsx
index dac2d86a66425..f06b1b82d833f 100644
--- a/packages/core/src/browser/shell/tab-bar-toolbar/tab-bar-toolbar.tsx
+++ b/packages/core/src/browser/shell/tab-bar-toolbar/tab-bar-toolbar.tsx
@@ -281,7 +281,8 @@ export class TabBarToolbar extends ReactWidget {
             args: [this.current],
             anchor,
             context: this.current?.node,
-            onHide: () => toDisposeOnHide.dispose()
+            onHide: () => toDisposeOnHide.dispose(),
+            skipSingleRootNode: true,
         });
     }
 
diff --git a/packages/core/src/common/menu/menu-model-registry.ts b/packages/core/src/common/menu/menu-model-registry.ts
index 6bbb5e1d3a450..52005064d0db8 100644
--- a/packages/core/src/common/menu/menu-model-registry.ts
+++ b/packages/core/src/common/menu/menu-model-registry.ts
@@ -254,6 +254,42 @@ export class MenuModelRegistry {
         return this.findGroup(menuPath);
     }
 
+    /**
+     * Checks the given menu model whether it will show a menu with a single submenu.
+     *
+     * @param fullMenuModel the menu model to analyze
+     * @param menuPath the menu's path
+     * @returns if the menu will show a single submenu this returns a menu that will show the child elements of the submenu,
+     * otherwise the given `fullMenuModel` is return
+     */
+    removeSingleRootNode(fullMenuModel: MutableCompoundMenuNode, menuPath: MenuPath): CompoundMenuNode {
+        let menuModel: MenuNode = fullMenuModel;
+
+        // first find the menu node(s) under our menu path
+        const idToSkip = menuPath.length > 0 ? menuPath[menuPath.length - 1] : undefined;
+        if (idToSkip) {
+            menuModel = fullMenuModel;
+            while (menuModel.id === idToSkip) {
+                if (CompoundMenuNode.is(menuModel) && menuModel.children.length === 1) {
+                    menuModel = menuModel.children[0];
+                } else {
+                    break;
+                }
+            }
+        }
+
+        // inspect the node whether it is a single submenu
+        if (CompoundMenuNode.is(menuModel) && menuModel.children.length === 1) {
+            // yes -> only render the submenus children
+            menuModel = menuModel.children[0];
+        } else {
+            // no -> render full menu
+            menuModel = fullMenuModel;
+        }
+
+        return CompoundMenuNode.is(menuModel) ? menuModel : fullMenuModel;
+    }
+
     /**
      * Returns the {@link MenuPath path} at which a given menu node can be accessed from this registry, if it can be determined.
      * Returns `undefined` if the `parent` of any node in the chain is unknown.
diff --git a/packages/core/src/electron-browser/menu/electron-context-menu-renderer.ts b/packages/core/src/electron-browser/menu/electron-context-menu-renderer.ts
index 4509570645d44..8ed8b1cebd1a8 100644
--- a/packages/core/src/electron-browser/menu/electron-context-menu-renderer.ts
+++ b/packages/core/src/electron-browser/menu/electron-context-menu-renderer.ts
@@ -100,8 +100,8 @@ export class ElectronContextMenuRenderer extends BrowserContextMenuRenderer {
 
     protected override doRender(options: RenderContextMenuOptions): ContextMenuAccess {
         if (this.useNativeStyle) {
-            const { menuPath, anchor, args, onHide, context, contextKeyService } = options;
-            const menu = this.electronMenuFactory.createElectronContextMenu(menuPath, args, context, contextKeyService);
+            const { menuPath, anchor, args, onHide, context, contextKeyService, skipSingleRootNode } = options;
+            const menu = this.electronMenuFactory.createElectronContextMenu(menuPath, args, context, contextKeyService, skipSingleRootNode);
             const { x, y } = coordinateFromAnchor(anchor);
 
             const menuHandle = window.electronTheiaCore.popup(menu, x, y, () => {
diff --git a/packages/core/src/electron-browser/menu/electron-main-menu-factory.ts b/packages/core/src/electron-browser/menu/electron-main-menu-factory.ts
index 4ff411d93c48d..162b4dca9235c 100644
--- a/packages/core/src/electron-browser/menu/electron-main-menu-factory.ts
+++ b/packages/core/src/electron-browser/menu/electron-main-menu-factory.ts
@@ -125,8 +125,8 @@ export class ElectronMainMenuFactory extends BrowserMainMenuFactory {
         return undefined;
     }
 
-    createElectronContextMenu(menuPath: MenuPath, args?: any[], context?: HTMLElement, contextKeyService?: ContextMatcher): MenuDto[] {
-        const menuModel = this.menuProvider.getMenu(menuPath);
+    createElectronContextMenu(menuPath: MenuPath, args?: any[], context?: HTMLElement, contextKeyService?: ContextMatcher, skipSingleRootNode?: boolean): MenuDto[] {
+        const menuModel = skipSingleRootNode ? this.menuProvider.removeSingleRootNode(this.menuProvider.getMenu(menuPath), menuPath) : this.menuProvider.getMenu(menuPath);
         return this.fillMenuTemplate([], menuModel, args, { showDisabled: true, context, rootMenuPath: menuPath, contextKeyService });
     }