Annapolis Live Music Events

2026 Annapolis St. Patrick's Hooley!

U.S. Naval Academy Alumni Association & Foundation 7 Mar 2026

John Moreland & Patterson Hood

Rams Head On Stage 14 Mar 2026

John Moreland and Patterson Hood

Rams Head On Stage - Annapolis 15 Mar 2026

Paul Gilbert with Greg Koch

Rams Head On Stage - Annapolis 13 May 2026

G Love and Special Sauce at Rams Head On Stage

Rams Head On Stage 3 Feb 2026

Uli Jon Roth

Rams Head On Stage 27 Apr 2026

Fallin Free - A Tribute to Tom Petty and The Heartbreakers

Rams Head On Stage 20 Feb 2026

Madeleine Peyroux

Rams Head On Stage 10 May 2026

Tommy Castro & The Painkillers

Rams Head On Stage - Annapolis 20 Apr 2026

Naptown Brass Band Mardi Gras at Rams Head!!!

Rams Head On Stage 17 Feb 2026

Live and Let Die: The Music of Paul McCartney

Rams Head On Stage 10 May 2026

Chuck Brown Band

Rams Head On Stage - Annapolis 1 Feb 2026

AMFM Presents: A Tribute to Grateful Dead & Bob Weir

Rams Head On Stage 16 Feb 2026

Duane Betts at Rams Head On Stage

Rams Head On Stage 21 Apr 2026

End of the Line - Allman Brothers Tribute

Rams Head On Stage - Annapolis 21 Mar 2026

Dio Rules: A Tribute to Rainbow, Black Sabbath & Dio

Rams Head On Stage 19 Feb 2026

Quinn Sullivan at Rams Head On Stage

Rams Head On Stage 21 Mar 2026

🎸The Linda Ronstadt Experience w/American Idol Star Tristan McIntosh Returns to Rams Head

Rams Head Tavern Annapolis 26 Feb 2026

The High Kings (8:00pm)

Rams Head On Stage 8 Mar 2026

LIVE MUSIC with Alt Rewind

Blackwall Hitch - Annapolis 14 Feb 2026

LIVE MUSIC with Michael McHenry Tribe

Blackwall Hitch - Annapolis 6 Feb 2026

Parking Los Straitjackets

Rams Head On Stage - Annapolis 15 Mar 2026

Brandon Hardesty of Bumpin' Uglies w/ Nate Finn

Rams Head On Stage 12 Feb 2026

Bobby Thompson and Karen Jonas in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 16 Mar 2026

Green River: 15th Anniversary Legacy Tour

Rams Head On Stage 7 Mar 2026

Annapolis First Sunday Arts Festival

Calvert and West Streets, Annapolis, MD, United States, Maryland 21401 3 May 2026

Jeffrey Gaines, Sawyer Fredericks in Annapolis

Rams Head On Stage 1 Mar 2026

The Aggrolites

Rams Head On Stage 11 Mar 2026

Music Trivia - Cape Vibes Fundraiser!!

Cape St. Claire Improvement Association 27 Feb 2026

Dan Haas - reHAASh reTROSPECTIve

Rams Head On Stage 7 Feb 2026

John Moreland at Rams Head On Stage

Rams Head On Stage 15 Mar 2026

LIVE MUSIC with Timmie Metz Band

Blackwall Hitch - Annapolis 13 Feb 2026

Honey Sol at Admirals Cup Annapolis

Annapolis, Annapolis, Maryland 6 Feb 2026

Parking Spyro Gyra

Rams Head On Stage - Annapolis 6 Mar 2026

LIVE MUSIC with ONO Band

Blackwall Hitch - Annapolis 28 Feb 2026

LIVE MUSIC with Bravenoise

Blackwall Hitch - Annapolis 20 Feb 2026

LIVE MUSIC with Timmie Metz Band

Blackwall Hitch - Annapolis 27 Feb 2026

DJ VER1TAS at Charthouse Prime Restaurant Annapolis

Charthouse Restaurant Annapolis 12 Feb 2026

Sweet Leda at Rams Head Roadhouse

Rams Head Roadhouse 3 Apr 2026

Live on the Red Stage at ArtFarm!

ArtFarm 21 Feb 2026

Karyn Oliver and Miles & Mafale in Annapolis

49 West Coffeehouse, Winebar & Gallery 20 Jul 2026

Jazzy Blu Presents Lovers & Legends: A Tribute to R&B's Greatest Duets

Rams Head On Stage - Annapolis 19 Feb 2026

Femmes of Rock

Rams Head On Stage 24 Apr 2026

Rams Head Roadhouse

Ramshead Roadhouse 7 Mar 2026

Rams Head Roadhouse

Ramshead Roadhouse 6 Jun 2026

Mike Doughty at Rams Head On Stage

Rams Head On Stage 11 Apr 2026

Red Betty and the Ruckus at Eastport Democratic Club

Eastport Democratic Club 11 Feb 2026

Dar Williams

Rams Head On Stage - Annapolis 7 Feb 2026

Albert Castiglia

Rams Head On Stage - Annapolis 7 Mar 2026

Colin James at Rams Head On Stage

Rams Head On Stage 6 May 2026

Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More!

Annapolis 30 Oct 2025

Parking Free Fallin - Tom Petty Tribute

Rams Head On Stage - Annapolis 22 Feb 2026

Free Fallin - Tom Petty Tribute

Rams Head On Stage - Annapolis 22 Feb 2026

Parking End of the Line - Allman Brothers Tribute

Rams Head On Stage - Annapolis 21 Mar 2026

Duane Betts & Palmetto Motel

Rams Head On Stage 20 Apr 2026

Colin James Matt Anderson & Terra Lightfoot

Rams Head On Stage 5 May 2026

The Good Deale Bluegrass and Eastman String Band

Rams Head On Stage 21 Mar 2026

End of the Line - An Allman Brothers Tribute

Rams Head On Stage 20 Mar 2026

Marcus Miller (8:00 PM)

Rams Head On Stage 24 May 2026

Colin James, Matt Andersen, Terra Lightfoot in Annapolis

Rams Head On Stage 6 May 2026