diff --git a/packages/plugin-ext/src/main/browser/menus/plugin-menu-command-adapter.ts b/packages/plugin-ext/src/main/browser/menus/plugin-menu-command-adapter.ts
index f0cfaba0a22ff..8dab5d8a80068 100644
--- a/packages/plugin-ext/src/main/browser/menus/plugin-menu-command-adapter.ts
+++ b/packages/plugin-ext/src/main/browser/menus/plugin-menu-command-adapter.ts
@@ -103,6 +103,7 @@ export class PluginMenuCommandAdapter implements MenuCommandAdapter {
             ['timeline/item/context', (...args) => this.toTimelineArgs(...args)],
             ['view/item/context', (...args) => this.toTreeArgs(...args)],
             ['view/title', noArgs],
+            ['webview/context', noArgs]
         ]).forEach(([contributionPoint, adapter]) => {
             if (adapter) {
                 const paths = codeToTheiaMappings.get(contributionPoint);
diff --git a/packages/plugin-ext/src/main/browser/menus/vscode-theia-menu-mappings.ts b/packages/plugin-ext/src/main/browser/menus/vscode-theia-menu-mappings.ts
index 3b15628359f8a..c7149296b9b43 100644
--- a/packages/plugin-ext/src/main/browser/menus/vscode-theia-menu-mappings.ts
+++ b/packages/plugin-ext/src/main/browser/menus/vscode-theia-menu-mappings.ts
@@ -29,7 +29,7 @@ import { ScmTreeWidget } from '@theia/scm/lib/browser/scm-tree-widget';
 import { TIMELINE_ITEM_CONTEXT_MENU } from '@theia/timeline/lib/browser/timeline-tree-widget';
 import { COMMENT_CONTEXT, COMMENT_THREAD_CONTEXT, COMMENT_TITLE } from '../comments/comment-thread-widget';
 import { VIEW_ITEM_CONTEXT_MENU } from '../view/tree-view-widget';
-import { WebviewWidget } from '../webview/webview';
+import { WEBVIEW_CONTEXT_MENU, WebviewWidget } from '../webview/webview';
 import { EDITOR_LINENUMBER_CONTEXT_MENU } from '@theia/editor/lib/browser/editor-linenumber-contribution';
 import { TEST_VIEW_CONTEXT_MENU } from '@theia/test/lib/browser/view/test-view-contribution';
 
@@ -58,7 +58,8 @@ export const implementedVSCodeContributionPoints = [
     'timeline/item/context',
     'testing/item/context',
     'view/item/context',
-    'view/title'
+    'view/title',
+    'webview/context'
 ] as const;
 
 export type ContributionPoint = (typeof implementedVSCodeContributionPoints)[number];
@@ -85,6 +86,7 @@ export const codeToTheiaMappings = new Map<ContributionPoint, MenuPath[]>([
     ['timeline/item/context', [TIMELINE_ITEM_CONTEXT_MENU]],
     ['view/item/context', [VIEW_ITEM_CONTEXT_MENU]],
     ['view/title', [PLUGIN_VIEW_TITLE_MENU]],
+    ['webview/context', [WEBVIEW_CONTEXT_MENU]]
 ]);
 
 type CodeEditorWidget = EditorWidget | WebviewWidget;
diff --git a/packages/plugin-ext/src/main/browser/webview/pre/main.js b/packages/plugin-ext/src/main/browser/webview/pre/main.js
index 59105add0f051..004f20920b4fe 100644
--- a/packages/plugin-ext/src/main/browser/webview/pre/main.js
+++ b/packages/plugin-ext/src/main/browser/webview/pre/main.js
@@ -339,10 +339,35 @@ delete window.frameElement;
                 clientY: e.clientY,
                 ctrlKey: e.ctrlKey,
                 metaKey: e.metaKey,
-                shiftKey: e.shiftKey
+                shiftKey: e.shiftKey,
+                // @ts-ignore the dataset should exist if the target is an element
             });
         };
 
+        const handleContextMenu = (e) => {
+            if (e.defaultPrevented) {
+                return;
+            }
+
+            e.preventDefault();
+
+            host.postMessage('did-context-menu', {
+                clientX: e.clientX,
+                clientY: e.clientY,
+                context: findVscodeContext(e.target)
+            });
+        };
+
+        function findVscodeContext(node) {
+            if (node) {
+                if (node.dataset?.vscodeContext) {
+                    return JSON.parse(node.dataset.vscodeContext);
+                }
+                return findVscodeContext(node.parentElement);
+            }
+            return {};
+        }
+
         function preventDefaultBrowserHotkeys(e) {
             var isOSX = navigator.platform.toUpperCase().indexOf('MAC') >= 0;
 
@@ -602,7 +627,7 @@ delete window.frameElement;
                     newFrame.contentWindow.addEventListener('keydown', handleInnerKeydown);
                     newFrame.contentWindow.addEventListener('mousedown', handleInnerMousedown);
                     newFrame.contentWindow.addEventListener('mouseup', handleInnerMouseup);
-                    newFrame.contentWindow.addEventListener('contextmenu', e => e.preventDefault());
+                    newFrame.contentWindow.addEventListener('contextmenu', handleContextMenu);
 
                     if (host.onIframeLoaded) {
                         host.onIframeLoaded(newFrame);
diff --git a/packages/plugin-ext/src/main/browser/webview/webview.ts b/packages/plugin-ext/src/main/browser/webview/webview.ts
index f7956a6ee1e71..2d35997b5cd97 100644
--- a/packages/plugin-ext/src/main/browser/webview/webview.ts
+++ b/packages/plugin-ext/src/main/browser/webview/webview.ts
@@ -51,10 +51,16 @@ import { BinaryBufferReadableStream } from '@theia/core/lib/common/buffer';
 import { ViewColumn } from '../../../plugin/types-impl';
 import { ExtractableWidget } from '@theia/core/lib/browser/widgets/extractable-widget';
 import { BadgeWidget } from '@theia/core/lib/browser/view-container';
+import { MenuPath } from '@theia/core';
+import { ContextMenuRenderer } from '@theia/core/lib/browser';
+import { ContextKeyService } from '@theia/core/lib/browser/context-key-service';
+import { PluginViewWidget } from '../view/plugin-view-widget';
 
 // Style from core
 const TRANSPARENT_OVERLAY_STYLE = 'theia-transparent-overlay';
 
+export const WEBVIEW_CONTEXT_MENU: MenuPath = ['webview-context-menu'];
+
 /* eslint-disable @typescript-eslint/no-explicit-any */
 
 export const enum WebviewMessageChannels {
@@ -70,7 +76,8 @@ export const enum WebviewMessageChannels {
     didKeydown = 'did-keydown',
     didMouseDown = 'did-mousedown',
     didMouseUp = 'did-mouseup',
-    onconsole = 'onconsole'
+    onconsole = 'onconsole',
+    didcontextmenu = 'did-context-menu'
 }
 
 export interface WebviewContentOptions {
@@ -152,6 +159,12 @@ export class WebviewWidget extends BaseWidget implements StatefulWidget, Extract
     @inject(WebviewResourceCache)
     protected readonly resourceCache: WebviewResourceCache;
 
+    @inject(ContextMenuRenderer)
+    protected readonly contextMenuRenderer: ContextMenuRenderer;
+
+    @inject(ContextKeyService)
+    protected readonly contextKeyService: ContextKeyService;
+
     viewState: WebviewPanelViewState = {
         visible: false,
         active: false,
@@ -357,6 +370,10 @@ export class WebviewWidget extends BaseWidget implements StatefulWidget, Extract
             this.dispatchMouseEvent('mouseup', data);
         }));
 
+        this.toHide.push(this.on(WebviewMessageChannels.didcontextmenu, (event: { clientX: number, clientY: number, context: any }) => {
+            this.handleContextMenu(event);
+        }));
+
         this.style();
         this.toHide.push(this.themeDataProvider.onDidChangeThemeData(() => this.style()));
 
@@ -380,6 +397,20 @@ export class WebviewWidget extends BaseWidget implements StatefulWidget, Extract
         }));
     }
 
+    handleContextMenu(event: { clientX: number, clientY: number, context: any }): void {
+        const domRect = this.node.getBoundingClientRect();
+        this.contextKeyService.with(this.parent instanceof PluginViewWidget ?
+            { webviewId: this.parent.options.viewId, ...event.context } : {},
+            () => {
+                this.contextMenuRenderer.render({
+                    menuPath: WEBVIEW_CONTEXT_MENU,
+                    anchor: {
+                        x: domRect.x + event.clientX, y: domRect.y + event.clientY
+                    }
+                });
+            });
+    }
+
     protected async getRedirect(url: string): Promise<string | undefined> {
         const uri = new URI(url);
         const localhost = this.externalUriService.parseLocalhost(uri);