Annapolis Songwriters Festival Headliners Announced!

Annapolis Songwriters Festival

September 10, 2026 - September 13, 2026

With legendary bars and intimate venues tucked along the waterfront, Annapolis hits all the right notes for live music fans looking to experience the heart of the Chesapeake Bay.

We know you’re itching to dive into the fun, stay tuned and details will be shared as soon as they’re available.

What is Annapolis Songwriters Festival?

The Annapolis Songwriters Festival is modeled after the hugely successful Key West Songwriters Festival, which, going into its 30th year, continues to be the largest festival of its kind in the world. Highlighting the specialized craft that is the essence of music, this festival aims to give music lovers a chance to get to know the names and faces behind the songs in an up-close and personal setting.

Historic strolls, outdoor thrills, or local brews, what’s on your list?

From Anne Arundel Count to downtown Annapolis and Arundel Mills, there is much to explore while visiting for Annapolis Songwriters Festival. We invite you to an authentic Chesapeake Bay experience. Filled with seafood, sailing on the bay, history tours, and boutique shopping - all within walking distance of the U.S. Naval Academy. Venture to the BWI Entertainment District of the county for action-packed gaming, sports, and unique experiences. Plus, outlet shopping at Maryland's top attraction, Arundel Mills Mall.