[FEATURE] VS Code Extension: Pin sessions to top of session list

Preflight Checklist

• [x] I have searched existing requests and this feature hasn't been requested yet
• [x] This is a single feature request (not multiple features)

Problem Statement

When working on long-running projects, I return to the same Claude Code session
dozens of times per day. Sessions are listed chronologically in the Session History
sidebar, so as new sessions are created, the active project session drifts further
down the list. There is no way to mark a session as important or keep it persistently
at the top. Every time I need to resume it, I must open Session History and manually
search or scroll to find it.

Proposed Solution

Add a Pin option to the session context menu (right-click or hover reveal).
Pinned sessions appear in a dedicated "Pinned" section at the very top of the
session list, above all chronological groups (Today, Yesterday, Last 7 days, etc.).
A small pin icon on the row indicates pinned state. Right-clicking again shows an
Unpin option to return it to the chronological list. Pinned state persists across
VS Code restarts.

Alternative Solutions

• Renaming sessions with a distinctive prefix (e.g., "[ACTIVE] Project Name") —

helps with search but still requires opening Session History every time.

• Ctrl+Shift+T to reopen the last closed session — only works for the single

most-recently-closed session, not a specific pinned one.

Priority

High - Significant impact on productivity

Feature Category

Other

Use Case Example

1. I am working on a long-running game development project with a dedicated

Claude Code session that holds all project context.

1. I open VS Code the next morning and need to continue where I left off.
2. Without pinning: I open Session History, scroll or search for the session

by name, then click it — repeated every single day.

1. With pinning: the session is always at the top of the list — one click to resume.
2. Throughout the day I create several short throwaway sessions for quick

one-off questions.

1. My pinned project session stays at the top regardless of how many new

sessions are created below it.

Additional Context

Note: Prior requests (#43132, #46474, #54540, #61164) were closed as stale/not
planned due to inactivity, not by design decision. The bot on #43132 explicitly
invited a new issue if still relevant. This is that new issue.

Claude.ai web already supports starring/bookmarking conversations — this would
bring feature parity to the VS Code extension. The pattern is well established:
browsers have pinned tabs, VS Code itself has pinned editor tabs, and most chat
applications support starred/pinned conversations.