Annapolis Live Music Events

Kiefer Sutherland ft. Rocco DeLuca: Love Will Bring You Home

Rams Head On Stage 16 Jun 2026

Pete Yorn at Rams Head On Stage

Rams Head On Stage 3 Jun 2026

Al Di Meola

Rams Head On Stage 9 May 2026

Candlelight: Tribute to Queen & The Beatles

Maryland Hall For The Creative Arts 3 Apr 2026

Dave Alvin & Jimmie Dale Gilmore at Rams Head On Stage

Rams Head On Stage 26 Apr 2026

Ottmar Liebert and Luna Negra at Rams Head On Stage

Rams Head On Stage 4 May 2026

Al Di Meola Electric Band

Rams Head On Stage 8 May 2026

Stewart Copeland

Rams Head On Stage 20 Jul 2026

Paul Gilbert with Greg Koch

Rams Head On Stage - Annapolis 13 May 2026

Uli Jon Roth

Rams Head On Stage 27 Apr 2026

Colin James at Rams Head On Stage

Rams Head On Stage 6 May 2026

Friends for Friends

Fluegel Alumni Center 14 May 2026

Ottmar Liebert and Luna Negra

Rams Head On Stage - Annapolis 5 May 2026

Pam Tillis in Annapolis

Rams Head On Stage 12 Apr 2026

Marcus Miller (8:00 PM)

Rams Head On Stage 24 May 2026

BBMAK w/ Brian Jarvis at Rams Head On Stage - Annapolis, MD

Rams Head On Stage 22 Apr 2026

Reverend Horton Heat and Black Joe Lewis

Rams Head On Stage - Annapolis 9 Apr 2026

Madeleine Peyroux

Rams Head On Stage 10 May 2026

Tommy Castro & The Painkillers

Rams Head On Stage - Annapolis 20 Apr 2026

Shovels & Rope at Rams Head On Stage

Rams Head On Stage 10 Jul 2026

Asleep at the Wheel at Rams Head On Stage

Rams Head On Stage 16 May 2026

Colin James, Matt Andersen & Terra Lightfoot

Rams Head On Stage - Annapolis 7 May 2026

Annapolis First Sunday Arts Festival

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

Shovels & Rope

Rams Head On Stage 10 Jul 2026

Candlelight: 90s Unplugged

Maryland Hall 18 Jul 2026

Eddie Money Legacy Band at Rams Head On Stage

Rams Head On Stage 17 Apr 2026

L.A. Guns at Rams Head On Stage

Rams Head On Stage 7 Jun 2026

Mike Doughty at Rams Head On Stage

Rams Head On Stage 11 Apr 2026

Chantal Kreviazuk at Rams Head On Stage

Rams Head On Stage 20 May 2026

Live and Let Die: The Music of Paul McCartney

Rams Head On Stage 10 May 2026

Duane Betts & Palmetto Motel

Rams Head On Stage 20 Apr 2026

The Simon & Garfunkel Songbook at Rams Head On Stage

Rams Head On Stage 12 Apr 2026

Milagro Azul: Blue Miracle plays Santana

Rams Head On Stage 23 Apr 2026

Pam Tillis

Rams Head On Stage 16 Aug 2026

Colin James Matt Anderson & Terra Lightfoot

Rams Head On Stage 5 May 2026

Ally Venable

Rams Head On Stage 20 Apr 2026

Jesse & Dez Money - The Eddie Money Band

Rams Head On Stage - Annapolis 18 Apr 2026

Eastport Oyster Boys 30th Anniversary Concert Benefiting Annapolis Musicians For Musicians (AMFM)

Maryland Hall 22 Mar 2026

The Reverend Peyton's Big Damn Band

Rams Head On Stage - Annapolis 30 Apr 2026

End of the Line - Allman Brothers Tribute

Rams Head On Stage - Annapolis 21 Mar 2026

AMFM Presents: In The Vane of Eric Clapton

Rams Head On Stage - Annapolis 23 Mar 2026

Duane Betts at Rams Head On Stage

Rams Head On Stage 21 Apr 2026

Cole Chaney & The Local Honeys

Rams Head On Stage 6 Apr 2026

Sirens of Spring Tour feat. Mama’s Black Sheep, Sweet Leda Duo, Regina Sayles & Colleen Clark

Rams Head On Stage - Annapolis 8 May 2026

Alan Doyle at Rams Head On Stage

Rams Head On Stage 30 Apr 2026

Thursday Night LIVE! Featuring The Chucks

307 Sail Pl, Annapolis, MD 21401, United States 11 Jun 2026

Taste of Spring on West Street 2026

53 West St 17 May 2026

Shari Puorto Band @ 49 West in Annapolis, MD - Fri, 3/20

49 West Coffeehouse, Winebar & Gallery 20 Mar 2026

Sirens of Spring Tour feat. Mama’s Black Sheep, Sweet Leda Duo, Regina Sayles & Colleen Clark

Rams Head On Stage 7 May 2026

Alan Doyle

Rams Head On Stage 29 Apr 2026

Newmyer Flyer Presents The Simon & Garfunkel Songbook

Rams Head On Stage - Annapolis 13 Apr 2026

Big Read of Anne Arundel 2026

Anne Arundel county Maryland 1 Apr 2026

David Wax Museum

Rams Head On Stage - Annapolis 11 Apr 2026

Thursday Night LIVE! Featuring Sweet Leda

307 Sail Pl, Annapolis, MD 21401, United States 4 Jun 2026

Alan Doyle with Bandits on the Run

Rams Head On Stage - Annapolis 1 May 2026

Livingston Taylor at Rams Head On Stage

Rams Head On Stage 19 Jun 2026

Nao Yoshioka

Rams Head On Stage 27 May 2026

Marion Meadows at Rams Head On Stage

Rams Head On Stage 24 Jul 2026

Marion Meadows & Alex Bugnon

Rams Head On Stage 23 Jul 2026

MIGGS | Red Eye’s Dock Bar

Red Eye's Dock Bar, Kent Narrows MD 29 May 2026

Thursday Night LIVE! Featuring Dan Heely

307 Sail Pl, Annapolis, MD 21401, United States 30 Jul 2026

Thursday Night LIVE! Featuring The Players Band

307 Sail Pl, Annapolis, MD 21401, United States 27 Aug 2026

7 Bridges: The Ultimate Eagles Experience - Annapolis, MD

Rams Head On Stage 26 Aug 2026

Thursday Night LIVE! Featuring 8 Ohms

307 Sail Pl, Annapolis, MD 21401, United States 6 Aug 2026

Jeff Coffin

Rams Head On Stage 13 Apr 2026

The UN-Gala GALA

Great Frogs Winery 18 Apr 2026

Alan Doyle w/ Bandits on the Run

Rams Head On Stage 30 Apr 2026

An Evening with Chris Trapper

49 West Coffeehouse, Winebar & Gallery 25 Apr 2026

The Life of Frank Sinatra - A Multi-Media Tribute

Maryland Hall 2 Apr 2026

Jazz at Lincoln Center PRESENTS: Great American Crooners

801 Chase St, Annapolis, MD, United States, Maryland 21401 13 Apr 2026

The Samples with Kieran Lally

Rams Head On Stage - Annapolis 30 May 2026

Special Guest’s Debut at Ram’s Head Tavern Downbar March 20th

Rams Head Tavern Annapolis 20 Mar 2026

🎉 St. Margaret’s Church Presents: Galloping for Good 🐎

St. Margaret's Church 2 May 2026

Nao Yoshioka at Rams Head On Stage

Rams Head On Stage 28 May 2026

Lindsey Webster

Rams Head On Stage - Annapolis 2 May 2026

LIVE MUSIC with Timmie Metz Band

Blackwall Hitch - Annapolis 10 Apr 2026

Encore Chorale Annapolis Concert

Maryland Hall 7 May 2026

Roots Fest: A Maryland Day Kickback celebrating African American History

The Oaks Inn Annapolis, 172 Green Street, Annapolis, MD 21401 21 Mar 2026

LIVE MUSIC with DTC

Blackwall Hitch - Annapolis 24 Apr 2026

Ridge Grow Grand Opening

244 S Old Mill Bottom Rd, Arnold, MD 4 Apr 2026

10th Annual Spring Sale

116 Legion Ave., Annapolis, MD, United States, Maryland 21401 11 Apr 2026

LIVE MUSIC with American Darling

Blackwall Hitch - Annapolis 28 Mar 2026

PMA Unplugged at First Sunday Arts Festival

First Sunday Arts Festival 7 Jun 2026

The Reverend Peyton's Big Damn Band

Rams Head On Stage 29 Apr 2026

Jackrabbit at Rams Head On Stage

Rams Head On Stage 30 May 2026

LIVE MUSIC with Michael McHenry Tribe

Blackwall Hitch - Annapolis 3 Apr 2026

Sweet Leda at Rams Head Roadhouse

Rams Head Roadhouse 3 Apr 2026

LIVE MUSIC with Rick and The Revolving Doors

Blackwall Hitch - Annapolis 25 Apr 2026

One Step Down at Rams Head Tavern in Annapolis, MD

Rams Head Tavern Annapolis 21 May 2026

LIVE MUSIC with The Slugs

Blackwall Hitch - Annapolis 21 Mar 2026

Femmes of Rock

Rams Head On Stage 24 Apr 2026

LIVE MUSIC with Bravenoise

Blackwall Hitch - Annapolis 20 Mar 2026

Celtic Cinco de Mayo with La Unica

Rams Head On Stage - Annapolis 6 May 2026

Hyland Brothers Live @ Annapolis Yacht Club

Annapolis Yacht Club 7 Aug 2026

LIVE MUSIC with Red Betty & The Ruckus

Blackwall Hitch - Annapolis 27 Mar 2026

LIVE MUSIC with ONO Band

Blackwall Hitch - Annapolis 18 Apr 2026

AND Creative Film Club (March) - Harold and Maude

AND Creative Studio 27 Mar 2026

LIVE MUSIC with Moon Cherry

Blackwall Hitch - Annapolis 11 Apr 2026

LIVE MUSIC with All You Need

Blackwall Hitch - Annapolis 4 Apr 2026

ALO DOES ELO AT ANNAPOLIS SMOKEHOUSE!

Annapolis Smokehouse and Tavern 23 May 2026