Annapolis Music Festivals Events

War in Annapolis

Rams Head On Stage 25 Sep 2025

35th Annual Kunta Kinte Heritage Festival

Navy–Marine Corps Memorial Stadium 13 Sep 2025

Dirty Heads, Ballyhoo!, Wheeland Brothers in Annapolis

Calvert Street Stage 12 Sep 2025

Skerryvore in Annapolis

Rams Head On Stage 8 Sep 2025

Lily Grace Live @ Annapolis Songwriters Festival 2025

33 West St, Annapolis, MD 21401-2574, United States 12 Sep 2025

Dirty Heads

Calvert Street Stage 11 Sep 2025

BAYGRASS 2025: Annapolis Baygrass Music Festival 9/20-21

1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409 20 Sep 2025

Dustbowl Revival w/ Chris Kasper

Rams Head On Stage 7 Sep 2025

Music of the Americas - September 21, 2025

Maryland Hall 21 Sep 2025

Official Annapolis Baygrass Kickoff Party: Fitzkee Brothers & Wicked Sycamore

Maryland Hall 19 Sep 2025

Annapolis Songwriters Festival - Platinum Pass

Rams Head On Stage 11 Sep 2025

Annapolis Chocolate Binge Festival

53 West St, Annapolis, MD 21401-2420, United States 7 Dec 2025

Casey Abrams & Friends featuring Dylan Chambers and Hunter

Rams Head On Stage 15 Sep 2025

Rams Head Presents The Bacon Brothers: Freestanding Tour - Maryland Hall - Annapolis, MD

Maryland Hall 22 Jan 2026

Old Crow Medicine Show in Annapolis

Rams Head On Stage 3 Nov 2025