Live Music in Annapolis

Check out happening live music events all around Annapolis, MD

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

 Tue, 16 Jun at 08:00 pm Rams Head On Stage

Pete Yorn at Rams Head On Stage

 Wed, 03 Jun at 08:00 pm Rams Head On Stage

Al Di Meola

 Sat, 09 May at 08:30 pm Rams Head On Stage

Candlelight: Tribute to Queen & The Beatles

 Fri, 03 Apr at 07:00 pm Maryland Hall For The Creative Arts

Dave Alvin & Jimmie Dale Gilmore at Rams Head On Stage

 Sun, 26 Apr at 08:00 pm Rams Head On Stage

Ottmar Liebert and Luna Negra at Rams Head On Stage

 Mon, 04 May at 08:00 pm Rams Head On Stage

Al Di Meola Electric Band

 Fri, 08 May at 07:00 pm Rams Head On Stage

Stewart Copeland

 Mon, 20 Jul at 07:00 pm Rams Head On Stage

Paul Gilbert with Greg Koch

 Wed, 13 May at 12:00 am Rams Head On Stage - Annapolis

Uli Jon Roth

 Mon, 27 Apr at 07:00 pm Rams Head On Stage

Colin James at Rams Head On Stage

 Wed, 06 May at 08:00 pm Rams Head On Stage

Friends for Friends

 Thu, 14 May at 06:00 pm Fluegel Alumni Center

Ottmar Liebert and Luna Negra

 Tue, 05 May Rams Head On Stage - Annapolis

Pam Tillis in Annapolis

 Sun, 12 Apr at 07:30 pm Rams Head On Stage

Marcus Miller (8:00 PM)

 Sun, 24 May at 08:00 pm Rams Head On Stage

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

 Wed, 22 Apr at 08:00 pm Rams Head On Stage

Reverend Horton Heat and Black Joe Lewis

 Thu, 09 Apr Rams Head On Stage - Annapolis

Madeleine Peyroux

 Sun, 10 May at 07:00 pm Rams Head On Stage

Tommy Castro & The Painkillers

 Mon, 20 Apr at 12:00 am Rams Head On Stage - Annapolis

Shovels & Rope at Rams Head On Stage

 Fri, 10 Jul at 08:00 pm Rams Head On Stage

Asleep at the Wheel at Rams Head On Stage

 Sat, 16 May Rams Head On Stage

Colin James, Matt Andersen & Terra Lightfoot

 Thu, 07 May at 12:00 am Rams Head On Stage - Annapolis

Annapolis First Sunday Arts Festival

Sun, 03 May at 11:00 am Calvert and West Streets, Annapolis, MD, United States, Maryland 21401

Shovels & Rope

 Fri, 10 Jul at 08:00 pm Rams Head On Stage

Candlelight: 90s Unplugged

 Sat, 18 Jul at 06:45 pm Maryland Hall USD 28 to 69

Eddie Money Legacy Band at Rams Head On Stage

 Fri, 17 Apr at 08:00 pm Rams Head On Stage

L.A. Guns at Rams Head On Stage

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

Mike Doughty at Rams Head On Stage

 Sat, 11 Apr at 08:00 pm Rams Head On Stage

Chantal Kreviazuk at Rams Head On Stage

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

Live and Let Die: The Music of Paul McCartney

 Sun, 10 May at 08:00 pm Rams Head On Stage

Duane Betts & Palmetto Motel

 Mon, 20 Apr at 07:00 pm Rams Head On Stage

The Simon & Garfunkel Songbook at Rams Head On Stage

 Sun, 12 Apr at 08:00 pm Rams Head On Stage

Milagro Azul: Blue Miracle plays Santana

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

Pam Tillis

 Sun, 16 Aug at 07:30 pm Rams Head On Stage

Colin James Matt Anderson & Terra Lightfoot

 Tue, 05 May at 07:00 pm Rams Head On Stage

Ally Venable

 Mon, 20 Apr at 08:00 pm Rams Head On Stage

Jesse & Dez Money - The Eddie Money Band

 Sat, 18 Apr at 12:00 am Rams Head On Stage - Annapolis

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

 Sun, 22 Mar at 04:00 pm Maryland Hall

The Reverend Peyton's Big Damn Band

 Thu, 30 Apr at 12:00 am Rams Head On Stage - Annapolis

End of the Line - Allman Brothers Tribute

 Sat, 21 Mar at 12:00 am Rams Head On Stage - Annapolis

AMFM Presents: In The Vane of Eric Clapton

 Mon, 23 Mar at 11:00 pm Rams Head On Stage - Annapolis

Duane Betts at Rams Head On Stage

 Tue, 21 Apr at 08:00 pm Rams Head On Stage

Cole Chaney & The Local Honeys

 Mon, 06 Apr at 07:00 pm Rams Head On Stage

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

 Fri, 08 May at 12:00 am Rams Head On Stage - Annapolis

Thursday Night LIVE! Featuring The Chucks

 Thu, 11 Jun at 06:30 pm 307 Sail Pl, Annapolis, MD 21401, United States

Alan Doyle at Rams Head On Stage

 Thu, 30 Apr at 08:00 pm Rams Head On Stage

Taste of Spring on West Street 2026

 Sun, 17 May at 01:00 pm 53 West St USD 7 to 82

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

 Fri, 20 Mar at 08:00 pm 49 West Coffeehouse, Winebar & Gallery

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

Thu, 07 May at 08:00 pm Rams Head On Stage

Alan Doyle

 Wed, 29 Apr at 07:00 pm Rams Head On Stage

Newmyer Flyer Presents The Simon & Garfunkel Songbook

 Mon, 13 Apr at 12:00 am Rams Head On Stage - Annapolis

Big Read of Anne Arundel 2026

 Wed, 01 Apr at 10:00 am Anne Arundel county Maryland

David Wax Museum

 Sat, 11 Apr Rams Head On Stage - Annapolis

Thursday Night LIVE! Featuring Sweet Leda

 Thu, 04 Jun at 06:30 pm 307 Sail Pl, Annapolis, MD 21401, United States

Alan Doyle with Bandits on the Run

 Fri, 01 May at 12:00 am Rams Head On Stage - Annapolis

Nao Yoshioka

 Wed, 27 May at 07:00 pm Rams Head On Stage

Livingston Taylor at Rams Head On Stage

 Fri, 19 Jun Rams Head On Stage

Marion Meadows at Rams Head On Stage

 Fri, 24 Jul Rams Head On Stage

Marion Meadows & Alex Bugnon

 Thu, 23 Jul Rams Head On Stage

MIGGS | Red Eye’s Dock Bar

 Fri, 29 May at 08:00 pm Red Eye's Dock Bar, Kent Narrows MD

Thursday Night LIVE! Featuring Dan Heely

 Thu, 30 Jul at 06:30 pm 307 Sail Pl, Annapolis, MD 21401, United States

Thursday Night LIVE! Featuring The Players Band

 Thu, 27 Aug at 06:30 pm 307 Sail Pl, Annapolis, MD 21401, United States

7 Bridges: The Ultimate Eagles Experience - Annapolis, MD

 Wed, 26 Aug at 08:00 pm Rams Head On Stage

Thursday Night LIVE! Featuring 8 Ohms

 Thu, 06 Aug at 06:30 pm 307 Sail Pl, Annapolis, MD 21401, United States

Jeff Coffin

 Mon, 13 Apr at 07:00 pm Rams Head On Stage

The UN-Gala GALA

 Sat, 18 Apr at 11:00 am Great Frogs Winery USD 290

Alan Doyle w/ Bandits on the Run

 Thu, 30 Apr at 08:00 pm Rams Head On Stage

An Evening with Chris Trapper

 Sat, 25 Apr at 07:00 pm 49 West Coffeehouse, Winebar & Gallery USD 34

The Life of Frank Sinatra - A Multi-Media Tribute

 Thu, 02 Apr at 07:00 pm Maryland Hall

Jazz at Lincoln Center PRESENTS: Great American Crooners

 Mon, 13 Apr at 07:00 pm 801 Chase St, Annapolis, MD, United States, Maryland 21401

The Samples with Kieran Lally

 Sat, 30 May Rams Head On Stage - Annapolis

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

 Fri, 20 Mar at 09:00 pm Rams Head Tavern Annapolis

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

 Sat, 02 May at 06:00 pm St. Margaret's Church

Nao Yoshioka at Rams Head On Stage

 Thu, 28 May at 08:00 pm Rams Head On Stage

Lindsey Webster

 Sat, 02 May Rams Head On Stage - Annapolis

LIVE MUSIC with Timmie Metz Band

 Fri, 10 Apr at 09:00 pm Blackwall Hitch - Annapolis

Encore Chorale Annapolis Concert

 Thu, 07 May at 07:00 pm Maryland Hall Free

Roots Fest: A Maryland Day Kickback celebrating African American History

 Sat, 21 Mar at 05:00 pm The Oaks Inn Annapolis, 172 Green Street, Annapolis, MD 21401

LIVE MUSIC with DTC

 Fri, 24 Apr at 09:00 pm Blackwall Hitch - Annapolis

Ridge Grow Grand Opening

Sat, 04 Apr at 10:00 am 244 S Old Mill Bottom Rd, Arnold, MD

10th Annual Spring Sale

 Sat, 11 Apr at 09:00 am 116 Legion Ave., Annapolis, MD, United States, Maryland 21401

LIVE MUSIC with American Darling

 Sat, 28 Mar at 09:00 pm Blackwall Hitch - Annapolis

PMA Unplugged at First Sunday Arts Festival

Sun, 07 Jun at 02:00 pm First Sunday Arts Festival

The Reverend Peyton's Big Damn Band

 Wed, 29 Apr at 08:00 pm Rams Head On Stage

Jackrabbit at Rams Head On Stage

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

LIVE MUSIC with Michael McHenry Tribe

 Fri, 03 Apr at 09:00 pm Blackwall Hitch - Annapolis

Sweet Leda at Rams Head Roadhouse

 Fri, 03 Apr at 09:00 pm Rams Head Roadhouse

LIVE MUSIC with Rick and The Revolving Doors

 Sat, 25 Apr at 09:00 pm Blackwall Hitch - Annapolis

One Step Down at Rams Head Tavern in Annapolis, MD

 Thu, 21 May at 05:00 pm Rams Head Tavern Annapolis

LIVE MUSIC with The Slugs

 Sat, 21 Mar at 09:00 pm Blackwall Hitch - Annapolis

Femmes of Rock

 Fri, 24 Apr at 08:00 pm Rams Head On Stage

LIVE MUSIC with Bravenoise

 Fri, 20 Mar at 09:00 pm Blackwall Hitch - Annapolis

Celtic Cinco de Mayo with La Unica

 Wed, 06 May Rams Head On Stage - Annapolis

Hyland Brothers Live @ Annapolis Yacht Club

 Fri, 07 Aug at 05:00 pm Annapolis Yacht Club

LIVE MUSIC with Red Betty & The Ruckus

 Fri, 27 Mar at 09:00 pm Blackwall Hitch - Annapolis

LIVE MUSIC with ONO Band

 Sat, 18 Apr at 09:00 pm Blackwall Hitch - Annapolis

AND Creative Film Club (March) - Harold and Maude

 Fri, 27 Mar at 06:00 pm AND Creative Studio USD 18

LIVE MUSIC with Moon Cherry

 Sat, 11 Apr at 09:00 pm Blackwall Hitch - Annapolis

LIVE MUSIC with All You Need

 Sat, 04 Apr at 09:00 pm Blackwall Hitch - Annapolis

ALO DOES ELO AT ANNAPOLIS SMOKEHOUSE!

 Sat, 23 May at 07:30 pm Annapolis Smokehouse and Tavern