diff --git a/examples/server/public/index.html.gz b/examples/server/public/index.html.gz
index 1925b334b..3acd603ab 100644
Binary files a/examples/server/public/index.html.gz and b/examples/server/public/index.html.gz differ
diff --git a/examples/server/webui/src/components/ChatMessage.tsx b/examples/server/webui/src/components/ChatMessage.tsx
index 68be7c751..40ea74711 100644
--- a/examples/server/webui/src/components/ChatMessage.tsx
+++ b/examples/server/webui/src/components/ChatMessage.tsx
@@ -159,6 +159,35 @@ export default function ChatMessage({
                         </div>
                       </details>
                     )}
+
+                    {msg.extra && msg.extra.length > 0 && (
+                      <details
+                        className={classNames({
+                          'collapse collapse-arrow mb-4 bg-base-200': true,
+                          'bg-opacity-10': msg.role !== 'assistant',
+                        })}
+                      >
+                        <summary className="collapse-title">
+                          Extra content
+                        </summary>
+                        <div className="collapse-content">
+                          {msg.extra.map(
+                            (extra, i) =>
+                              extra.type === 'textFile' ? (
+                                <div key={extra.name}>
+                                  <b>{extra.name}</b>
+                                  <pre>{extra.content}</pre>
+                                </div>
+                              ) : extra.type === 'context' ? (
+                                <div key={i}>
+                                  <pre>{extra.content}</pre>
+                                </div>
+                              ) : null // TODO: support other extra types
+                          )}
+                        </div>
+                      </details>
+                    )}
+
                     <MarkdownDisplay
                       content={content}
                       isGenerating={isPending}
diff --git a/examples/server/webui/src/components/ChatScreen.tsx b/examples/server/webui/src/components/ChatScreen.tsx
index 2636c1e7b..80012c3e4 100644
--- a/examples/server/webui/src/components/ChatScreen.tsx
+++ b/examples/server/webui/src/components/ChatScreen.tsx
@@ -1,10 +1,11 @@
-import { useEffect, useMemo, useState } from 'react';
+import { useEffect, useMemo, useRef, useState } from 'react';
 import { CallbackGeneratedChunk, useAppContext } from '../utils/app.context';
 import ChatMessage from './ChatMessage';
 import { CanvasType, Message, PendingMessage } from '../utils/types';
 import { classNames, throttle } from '../utils/misc';
 import CanvasPyInterpreter from './CanvasPyInterpreter';
 import StorageUtils from '../utils/storage';
+import { useVSCodeContext } from '../utils/llama-vscode';
 
 /**
  * A message display is a message node with additional information for rendering.
@@ -81,6 +82,14 @@ export default function ChatScreen() {
     replaceMessageAndGenerate,
   } = useAppContext();
   const [inputMsg, setInputMsg] = useState('');
+  const inputRef = useRef<HTMLTextAreaElement>(null);
+
+  const { extraContext, clearExtraContext } = useVSCodeContext(
+    inputRef,
+    setInputMsg
+  );
+  // TODO: improve this when we have "upload file" feature
+  const currExtra: Message['extra'] = extraContext ? [extraContext] : undefined;
 
   // keep track of leaf node for rendering
   const [currNodeId, setCurrNodeId] = useState<number>(-1);
@@ -115,10 +124,20 @@ export default function ChatScreen() {
     setCurrNodeId(-1);
     // get the last message node
     const lastMsgNodeId = messages.at(-1)?.msg.id ?? null;
-    if (!(await sendMessage(currConvId, lastMsgNodeId, inputMsg, onChunk))) {
+    if (
+      !(await sendMessage(
+        currConvId,
+        lastMsgNodeId,
+        inputMsg,
+        currExtra,
+        onChunk
+      ))
+    ) {
       // restore the input message if failed
       setInputMsg(lastInpMsg);
     }
+    // OK
+    clearExtraContext();
   };
 
   const handleEditMessage = async (msg: Message, content: string) => {
@@ -129,6 +148,7 @@ export default function ChatScreen() {
       viewingChat.conv.id,
       msg.parent,
       content,
+      msg.extra,
       onChunk
     );
     setCurrNodeId(-1);
@@ -143,6 +163,7 @@ export default function ChatScreen() {
       viewingChat.conv.id,
       msg.parent,
       null,
+      msg.extra,
       onChunk
     );
     setCurrNodeId(-1);
@@ -203,6 +224,7 @@ export default function ChatScreen() {
           <textarea
             className="textarea textarea-bordered w-full"
             placeholder="Type a message (Shift+Enter to add a new line)"
+            ref={inputRef}
             value={inputMsg}
             onChange={(e) => setInputMsg(e.target.value)}
             onKeyDown={(e) => {
diff --git a/examples/server/webui/src/utils/app.context.tsx b/examples/server/webui/src/utils/app.context.tsx
index f2c935e1f..54bb65b6e 100644
--- a/examples/server/webui/src/utils/app.context.tsx
+++ b/examples/server/webui/src/utils/app.context.tsx
@@ -25,6 +25,7 @@ interface AppContextValue {
     convId: string | null,
     leafNodeId: Message['id'] | null,
     content: string,
+    extra: Message['extra'],
     onChunk: CallbackGeneratedChunk
   ) => Promise<boolean>;
   stopGenerating: (convId: string) => void;
@@ -32,6 +33,7 @@ interface AppContextValue {
     convId: string,
     parentNodeId: Message['id'], // the parent node of the message to be replaced
     content: string | null,
+    extra: Message['extra'],
     onChunk: CallbackGeneratedChunk
   ) => Promise<void>;
 
@@ -274,6 +276,7 @@ export const AppContextProvider = ({
     convId: string | null,
     leafNodeId: Message['id'] | null,
     content: string,
+    extra: Message['extra'],
     onChunk: CallbackGeneratedChunk
   ): Promise<boolean> => {
     if (isGenerating(convId ?? '') || content.trim().length === 0) return false;
@@ -298,6 +301,7 @@ export const AppContextProvider = ({
         convId,
         role: 'user',
         content,
+        extra,
         parent: leafNodeId,
         children: [],
       },
@@ -324,6 +328,7 @@ export const AppContextProvider = ({
     convId: string,
     parentNodeId: Message['id'], // the parent node of the message to be replaced
     content: string | null,
+    extra: Message['extra'],
     onChunk: CallbackGeneratedChunk
   ) => {
     if (isGenerating(convId)) return;
@@ -339,6 +344,7 @@ export const AppContextProvider = ({
           convId,
           role: 'user',
           content,
+          extra,
           parent: parentNodeId,
           children: [],
         },
diff --git a/examples/server/webui/src/utils/llama-vscode.ts b/examples/server/webui/src/utils/llama-vscode.ts
new file mode 100644
index 000000000..6c23221c4
--- /dev/null
+++ b/examples/server/webui/src/utils/llama-vscode.ts
@@ -0,0 +1,62 @@
+import { useEffect, useState } from 'react';
+import { MessageExtraContext } from './types';
+
+// Extra context when using llama.cpp WebUI from llama-vscode, inside an iframe
+// Ref: https://github.com/ggml-org/llama.cpp/pull/11940
+
+interface SetTextEvData {
+  text: string;
+  context: string;
+}
+
+/**
+ * To test it:
+ * window.postMessage({ command: 'setText', text: 'Spot the syntax error', context: 'def test()\n  return 123' }, '*');
+ */
+
+export const useVSCodeContext = (
+  inputRef: React.RefObject<HTMLTextAreaElement>,
+  setInputMsg: (text: string) => void
+) => {
+  const [extraContext, setExtraContext] = useState<MessageExtraContext | null>(
+    null
+  );
+
+  // Accept setText message from a parent window and set inputMsg and extraContext
+  useEffect(() => {
+    const handleMessage = (event: MessageEvent) => {
+      if (event.data?.command === 'setText') {
+        const data: SetTextEvData = event.data;
+        setInputMsg(data?.text);
+        if (data?.context && data.context.length > 0) {
+          setExtraContext({
+            type: 'context',
+            content: data.context,
+          });
+        }
+        inputRef.current?.focus();
+      }
+    };
+
+    window.addEventListener('message', handleMessage);
+    return () => window.removeEventListener('message', handleMessage);
+  }, []);
+
+  // Add a keydown listener that sends the "escapePressed" message to the parent window
+  useEffect(() => {
+    const handleKeyDown = (event: KeyboardEvent) => {
+      if (event.key === 'Escape') {
+        window.parent.postMessage({ command: 'escapePressed' }, '*');
+      }
+    };
+
+    window.addEventListener('keydown', handleKeyDown);
+    return () => window.removeEventListener('keydown', handleKeyDown);
+  }, []);
+
+  return {
+    extraContext,
+    // call once the user message is sent, to clear the extra context
+    clearExtraContext: () => setExtraContext(null),
+  };
+};
diff --git a/examples/server/webui/src/utils/misc.ts b/examples/server/webui/src/utils/misc.ts
index d7f81d0e2..d46322862 100644
--- a/examples/server/webui/src/utils/misc.ts
+++ b/examples/server/webui/src/utils/misc.ts
@@ -53,12 +53,23 @@ export const copyStr = (textToCopy: string) => {
 
 /**
  * filter out redundant fields upon sending to API
+ * also format extra into text
  */
 export function normalizeMsgsForAPI(messages: Readonly<Message[]>) {
   return messages.map((msg) => {
+    let newContent = '';
+
+    for (const extra of msg.extra ?? []) {
+      if (extra.type === 'context') {
+        newContent += `${extra.content}\n\n`;
+      }
+    }
+
+    newContent += msg.content;
+
     return {
       role: msg.role,
-      content: msg.content,
+      content: newContent,
     };
   }) as APIMessage[];
 }
diff --git a/examples/server/webui/src/utils/types.ts b/examples/server/webui/src/utils/types.ts
index e85049f20..0eb774001 100644
--- a/examples/server/webui/src/utils/types.ts
+++ b/examples/server/webui/src/utils/types.ts
@@ -42,11 +42,25 @@ export interface Message {
   role: 'user' | 'assistant' | 'system';
   content: string;
   timings?: TimingReport;
+  extra?: MessageExtra[];
   // node based system for branching
   parent: Message['id'];
   children: Message['id'][];
 }
 
+type MessageExtra = MessageExtraTextFile | MessageExtraContext; // TODO: will add more in the future
+
+export interface MessageExtraTextFile {
+  type: 'textFile';
+  name: string;
+  content: string;
+}
+
+export interface MessageExtraContext {
+  type: 'context';
+  content: string;
+}
+
 export type APIMessage = Pick<Message, 'role' | 'content'>;
 
 export interface Conversation {