Music Festivals in Annapolis

Check out happening music festivals events all around Annapolis, MD

War in Annapolis

 Thu, 25 Sep at 08:00 pm Rams Head On Stage

35th Annual Kunta Kinte Heritage Festival

Sat, 13 Sep at 10:00 am Navy–Marine Corps Memorial Stadium

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

 Sat, 20 Sep at 10:00 am 1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409

Dirty Heads, Ballyhoo!, Wheeland Brothers in Annapolis

 Fri, 12 Sep at 06:00 pm Calvert Street Stage

Skerryvore in Annapolis

 Mon, 08 Sep at 08:00 pm Rams Head On Stage

Dustbowl Revival w/ Chris Kasper

 Sun, 07 Sep at 08:00 pm Rams Head On Stage

GVO SOUND PRESENTS: R&B & VIBES

 Sat, 23 Aug at 09:00 pm Vibe USD 18

Danny Burns Band: Southern Sky Album Release Tour

 Sat, 30 Aug at 01:00 pm Rams Head On Stage

Annapolis Fall Italian Festa

 Sun, 21 Sep at 10:00 am 620 Ridgely Avenue, Annapolis, MD, United States, Maryland 21401

Dirty Heads

 Thu, 11 Sep at 07:00 pm Calvert Street Stage

The Machine Performs Pink Floyd Unplugged

 Wed, 20 Aug at 08:00 pm Rams Head On Stage

Songwriters In The Round- Friday

 Fri, 12 Sep at 07:00 pm Rams Head On Stage

Lori McKenna

 Sat, 04 Oct at 08:00 pm Rams Head On Stage

Official Annapolis Baygrass Kickoff Party: Fitzkee Brothers & Wicked Sycamore

 Fri, 19 Sep at 08:00 pm Maryland Hall

Lily Grace Live @ Annapolis Songwriters Festival 2025

 Fri, 12 Sep at 07:00 pm 33 West St, Annapolis, MD 21401-2574, United States

Annapolis Chocolate Binge Festival

Sun, 07 Dec at 11:00 am 53 West St, Annapolis, MD 21401-2420, United States

Music of the Americas - September 21, 2025

 Sun, 21 Sep at 03:00 pm Maryland Hall USD 0 to 28

Annapolis Songwriters Festival - Platinum Pass

 Thu, 11 Sep at 05:00 pm Rams Head On Stage

Casey Abrams & Friends featuring Dylan Chambers and Hunter

Mon, 15 Sep at 08:00 pm Rams Head On Stage

GA-20 and Black Joe Lewis & The Honeybears

 Thu, 23 Oct at 08:00 pm Rams Head On Stage

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

 Thu, 22 Jan at 08:00 pm Maryland Hall

The Jerry Douglas Band

 Wed, 05 Nov at 08:00 pm Rams Head On Stage

Live Dead and Brothers: An All-Star Celebration of Grateful Dead & Allman Brothers

 Sun, 23 Nov at 08:00 pm Rams Head On Stage

2025 Annapolis Chamber Music Festival

 Sat, 16 Aug at 07:30 pm St. Martin's Evangelical Lutheran Church

Old Crow Medicine Show in Annapolis

 Mon, 03 Nov at 08:00 pm Rams Head On Stage