Annapolis Songwriters Festival 2025

The 4th Annual Annapolis Songwriters Festival will take place September 11–14, 2025, showcasing nationally renowned and local songwriters in multiple venues throughout Annapolis. The four-day festival celebrates songwriting and storytelling with both ticketed performances and free downtown showcases.

Ticketed Performances Include:

Steep Canyon Rangers – Thursday, September 11, 8:00 PM at Maryland Hall

Dirty Heads with BALLYHOO! and Wheeland Brothers – Friday, September 12, 6:00 PM at 44 Calvert Street

Songwriters-in-the-Round – Friday, September 12, 7:00 PM at Rams Head On Stage

10,000 Maniacs – Saturday, September 13, 8:30 PM and Sunday, September 14, 7:30 PM

Al Jardine and The Pet Sounds Band – Saturday, September 13, 8:00 PM at Maryland Hall

Songwriters on the Severn featuring the Rum Strummers and the Garrett Boys – Saturday, September 13, 7:00 PM at Watermark Cruises

Songwriters-in-the-Round (Rebecca Lynn Howard, Elisha Hoffman, Tia Sillers, and others) – Saturday, September 13, 11:00 AM at Rams Head On Stage

Songwriters-in-the-Round (Jesse Moody, Madisun Bailey, Kane Comfort, Wordsmith, and others) – Sunday, September 14, 12:00 PM at Banneker-Douglass-Tubman Museum

Additional Highlights:

Free showcases along a walkable “songwriters trail” across downtown Annapolis

Water Taxi Karaoke presented by Bose via Watermark Cruises

Free youth and adult songwriting workshops at Maryland Hall

Bose Listening Lounge showcases at the Annapolis Visitors Center

Festival app for schedule, artist bios, and exclusive content

The festival is presented by Rams Head in partnership with BMI, Visit Annapolis & Anne Arundel County, the Maryland Sports Commission, and the City of Annapolis. It features over 40 Annapolis-based songwriters alongside national headliners, providing a unique opportunity to experience live music in intimate and unexpected venues throughout the city.

Tickets are available at AnnapolisSongwritersFestival.com.