diff --git a/packages/module/patternfly-docs/content/extensions/chatbot/examples/UI/ChatbotHeaderDrawerWithPin.tsx b/packages/module/patternfly-docs/content/extensions/chatbot/examples/UI/ChatbotHeaderDrawerWithPin.tsx
new file mode 100644
index 000000000..21c92300f
--- /dev/null
+++ b/packages/module/patternfly-docs/content/extensions/chatbot/examples/UI/ChatbotHeaderDrawerWithPin.tsx
@@ -0,0 +1,196 @@
+// Assisted by: Cursor
+import React, { FunctionComponent, useState } from 'react';
+import { ChatbotDisplayMode } from '@patternfly/chatbot/dist/dynamic/Chatbot';
+import ChatbotConversationHistoryNav, {
+  Conversation
+} from '@patternfly/chatbot/dist/dynamic/ChatbotConversationHistoryNav';
+import { Checkbox, DropdownItem, DropdownList } from '@patternfly/react-core';
+import { ThumbtackIcon } from '@patternfly/react-icons';
+
+// Sample conversations
+const initialConversations: { [key: string]: Conversation[] } = {
+  Today: [
+    {
+      id: '1',
+      text: 'Red Hat products and services',
+      label: 'Conversation options for "Red Hat products and services"'
+    }
+  ],
+  'This month': [
+    {
+      id: '2',
+      text: 'Enterprise Linux installation and setup',
+      label: 'Conversation options for "Enterprise Linux installation and setup"'
+    },
+    {
+      id: '3',
+      text: 'Troubleshoot system crash',
+      label: 'Conversation options for "Troubleshoot system crash"'
+    }
+  ],
+  March: [
+    {
+      id: '4',
+      text: 'Ansible security and updates',
+      label: 'Conversation options for "Ansible security and updates"'
+    },
+    {
+      id: '5',
+      text: 'Red Hat certification',
+      label: 'Conversation options for "Red Hat certification"'
+    },
+    {
+      id: '6',
+      text: 'Lightspeed user documentation',
+      label: 'Conversation options for "Lightspeed user documentation"'
+    }
+  ],
+  February: [
+    {
+      id: '7',
+      text: 'Crashing pod assistance',
+      label: 'Conversation options for "Crashing pod assistance"'
+    },
+    {
+      id: '8',
+      text: 'OpenShift AI pipelines',
+      label: 'Conversation options for "OpenShift AI pipelines"'
+    },
+    {
+      id: '9',
+      text: 'Updating subscription plan',
+      label: 'Conversation options for "Updating subscription plan"'
+    },
+    {
+      id: '10',
+      text: 'Red Hat licensing options',
+      label: 'Conversation options for "Red Hat licensing options"'
+    }
+  ],
+  January: [
+    {
+      id: '11',
+      text: 'RHEL system performance',
+      label: 'Conversation options for "RHEL system performance"'
+    },
+    {
+      id: '12',
+      text: 'Manage user accounts',
+      label: 'Conversation options for "Manage user accounts"'
+    }
+  ]
+};
+
+export const ChatbotHeaderPinDemo: FunctionComponent = () => {
+  const [isDrawerOpen, setIsDrawerOpen] = useState(true);
+  const [isCompact, setIsCompact] = useState(false);
+  const [pinnedConversations, setPinnedConversations] = useState<Set<string>>(new Set());
+  const displayMode = ChatbotDisplayMode.embedded;
+
+  const handlePinToggle = (conversationId: string) => {
+    setPinnedConversations((prev) => {
+      const newPinned = new Set(prev);
+      if (newPinned.has(conversationId)) {
+        newPinned.delete(conversationId);
+      } else {
+        newPinned.add(conversationId);
+      }
+      return newPinned;
+    });
+  };
+
+  const createMenuItems = (conversationId: string) => {
+    const isPinned = pinnedConversations.has(conversationId);
+
+    return [
+      <DropdownList key={`${conversationId}-menu`} aria-label="Conversation options">
+        <DropdownItem
+          value={isPinned ? 'Unpin' : 'Pin'}
+          id={isPinned ? 'Unpin' : 'Pin'}
+          onClick={() => handlePinToggle(conversationId)}
+        >
+          {isPinned ? 'Unpin' : 'Pin'}
+        </DropdownItem>
+        <DropdownItem value="Delete" id="Delete">
+          Delete
+        </DropdownItem>
+        <DropdownItem value="Rename" id="Rename">
+          Rename
+        </DropdownItem>
+        <DropdownItem value="Archive" id="Archive">
+          Archive
+        </DropdownItem>
+      </DropdownList>
+    ];
+  };
+
+  // Reorganize conversations to show pinned ones at the top
+  const organizeConversations = () => {
+    const organized: { [key: string]: Conversation[] } = {};
+    const pinnedItems: Conversation[] = [];
+
+    // Collect all pinned conversations first
+    Object.entries(initialConversations).forEach(([_period, conversations]) => {
+      conversations.forEach((conv) => {
+        if (pinnedConversations.has(conv.id)) {
+          pinnedItems.push({
+            ...conv,
+            menuItems: createMenuItems(conv.id),
+            icon: <ThumbtackIcon />
+          });
+        }
+      });
+    });
+
+    // Add pinned section if there are pinned items
+    if (pinnedItems.length > 0) {
+      organized.Pinned = pinnedItems;
+    }
+
+    // Add unpinned conversations
+    Object.entries(initialConversations).forEach(([period, conversations]) => {
+      const unpinnedConversations = conversations
+        .filter((conv) => !pinnedConversations.has(conv.id))
+        .map((conv) => ({
+          ...conv,
+          menuItems: createMenuItems(conv.id)
+        }));
+
+      if (unpinnedConversations.length > 0) {
+        organized[period] = unpinnedConversations;
+      }
+    });
+
+    return organized;
+  };
+
+  const conversations = organizeConversations();
+
+  return (
+    <>
+      <Checkbox
+        label="Display drawer"
+        isChecked={isDrawerOpen}
+        onChange={() => setIsDrawerOpen(!isDrawerOpen)}
+        id="drawer-pin-visible"
+        name="drawer-pin-visible"
+      ></Checkbox>
+      <Checkbox
+        label="Show compact version"
+        isChecked={isCompact}
+        onChange={() => setIsCompact(!isCompact)}
+        id="drawer-pin-compact"
+        name="drawer-pin-compact"
+      ></Checkbox>
+      <ChatbotConversationHistoryNav
+        displayMode={displayMode}
+        onDrawerToggle={() => setIsDrawerOpen(!isDrawerOpen)}
+        isDrawerOpen={isDrawerOpen}
+        setIsDrawerOpen={setIsDrawerOpen}
+        conversations={conversations}
+        drawerContent={<div>Drawer content</div>}
+        isCompact={isCompact}
+      />
+    </>
+  );
+};
diff --git a/packages/module/patternfly-docs/content/extensions/chatbot/examples/UI/UI.md b/packages/module/patternfly-docs/content/extensions/chatbot/examples/UI/UI.md
index c9befb6e4..ae4bcac7f 100644
--- a/packages/module/patternfly-docs/content/extensions/chatbot/examples/UI/UI.md
+++ b/packages/module/patternfly-docs/content/extensions/chatbot/examples/UI/UI.md
@@ -68,7 +68,7 @@ import { MessageBar } from '@patternfly/chatbot/dist/dynamic/MessageBar';
 import SourceDetailsMenuItem from '@patternfly/chatbot/dist/dynamic/SourceDetailsMenuItem';
 import { ChatbotModal } from '@patternfly/chatbot/dist/dynamic/ChatbotModal';
 import SettingsForm from '@patternfly/chatbot/dist/dynamic/Settings';
-import { BellIcon, CalendarAltIcon, ClipboardIcon, CodeIcon, UploadIcon } from '@patternfly/react-icons';
+import { BellIcon, CalendarAltIcon, ClipboardIcon, CodeIcon, ThumbtackIcon, UploadIcon } from '@patternfly/react-icons';
 import { useDropzone } from 'react-dropzone';
 
 import ChatbotConversationHistoryNav from '@patternfly/chatbot/dist/dynamic/ChatbotConversationHistoryNav';
@@ -361,6 +361,14 @@ Actions can be added to conversations with `menuItems`. Optionally, you can also
 
 ```
 
+### Pinning conversations
+
+To help users track important conversations, add a "pin" option to the conversation action menus. This action moves a conversation to a dedicated "pinned" section at the top of the history drawer for quick access. Pinned items should contain an "unpin" option, so that users can remove pinned conversations as needed.
+
+```js file="./ChatbotHeaderDrawerWithPin.tsx"
+
+```
+
 ### Drawer with active conversation
 
 If you're showing a conversation that is already active, you can set the `activeItemId` prop on your `<ChatbotConversationHistoryNav>` to apply an active visual state.