Live Music in Annapolis

Check out happening live music events all around Annapolis, MD

2026 Annapolis St. Patrick's Hooley!

 Sat, 07 Mar at 05:00 pm U.S. Naval Academy Alumni Association & Foundation USD 178

John Moreland & Patterson Hood

 Sat, 14 Mar Rams Head On Stage

Al Di Meola

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

Colin James, Matt Andersen, Terra Lightfoot in Annapolis

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

John Moreland and Patterson Hood

 Sun, 15 Mar at 11:00 pm Rams Head On Stage - Annapolis

Pete Yorn at Rams Head On Stage

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

Stewart Copeland

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

Paul Gilbert with Greg Koch

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

Friends for Friends

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

Candlelight: Tribute to Queen & The Beatles

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

Pam Tillis in Annapolis

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

Uli Jon Roth

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

Marcus Miller (8:00 PM)

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

Alan Doyle, Bandits on the Run in Annapolis

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

Madeleine Peyroux

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

The Yardbirds in Annapolis

 Mon, 02 Mar at 08:00 pm Rams Head On Stage

Tommy Castro & The Painkillers

 Mon, 20 Apr 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

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

Albert Castiglia

 Sat, 07 Mar at 06:00 pm Rams Head On Stage - Annapolis

Live and Let Die: The Music of Paul McCartney

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

Pam Tillis

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

Alan Doyle

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

Duane Betts & Palmetto Motel

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

Duane Betts at Rams Head On Stage

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

Ally Venable

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

Eastport Oyster Boys 30th Anniversary Shuck It Tour Celebration

 Sun, 22 Mar at 04:00 pm Maryland Hall

End of the Line - Allman Brothers Tribute

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

David Wax Museum

 Sat, 11 Apr at 12:00 am Rams Head On Stage - Annapolis

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

Thursday Night LIVE! Featuring Sweet Leda

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

The High Kings (8:00pm)

 Sun, 08 Mar at 08:00 pm Rams Head On Stage

The Reverend Peyton's Big Damn Band

 Thu, 30 Apr Rams Head On Stage - Annapolis

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 8 Ohms

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

Nao Yoshioka

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

Honey Sol at the Cup Annapolis

Sat, 28 Feb at 08:00 pm 142 Dock Street Annapolis, MD 21401

The UN-Gala GALA

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

An Evening with Chris Trapper

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

Jeff Coffin

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

Parking Los Straitjackets

 Sun, 15 Mar Rams Head On Stage - Annapolis

LIVE MUSIC: Suzy & Shawn in downbar

 Sat, 28 Feb at 09:00 pm Rams Head Tavern Annapolis

Bobby Thompson and Karen Jonas in Annapolis, MD

 Mon, 16 Mar at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23

Live Music with The Loose Ends

 Sat, 28 Feb at 09:00 pm Rams Head Roadhouse

Jazz at Lincoln Center PRESENTS: Great American Crooners

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

An Evening with Branford Marsalis

 Sun, 01 Mar at 07:00 pm 801 Chase St, Annapolis, MD, United States, Maryland 21401

Green River: 15th Anniversary Legacy Tour

 Sat, 07 Mar at 08:00 pm Rams Head On Stage

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

Ryan Webster

 Sat, 28 Feb at 03:30 pm 142 Dock St, Annapolis, MD

Nao Yoshioka at Rams Head On Stage

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

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

 Fri, 20 Mar at 03:00 pm 49 West Coffeehouse, Winebar & Gallery

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

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

Ridge Grow Grand Opening

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

Beginnings- A Celebration of the Music of Chicago

Sun, 28 Jun at 08:00 pm Rams Head On Stage

Cole Chaney & The Local Honeys

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

DJ VER1TAS at Charthouse Prime Restaurant Annapolis

 Thu, 26 Mar at 06:00 pm Charthouse Restaurant Annapolis

LIVE MUSIC with ONO Band

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

Dogfather's Blues Jam

 Sun, 15 Mar at 01:00 pm Dark Horse Annapolis

DJ VER1TAS at Charthouse Prime Restaurant Annapolis

 Thu, 02 Apr at 06:00 pm Charthouse Restaurant Annapolis

PMA Unplugged at First Sunday Arts Festival

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

Jackrabbit at Rams Head On Stage

 Sat, 30 May Rams Head On Stage

The Reverend Peyton's Big Damn Band

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

10th Annual Spring Sale

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

ALO DOES ELO AT ANNAPOLIS SMOKEHOUSE!

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

LIVE MUSIC with Timmie Metz Band

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

Pierce Pettis with Special Guest Danielle Howle in Annapolis

 Mon, 17 Aug at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23

Parking Spyro Gyra

 Fri, 06 Mar at 01:00 am Rams Head On Stage - Annapolis

Femmes of Rock

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

Bay Winds Band - 2026 Spring Concert at St. Martin's Lutheran

 Sun, 12 Apr at 03:00 pm St. Martin's Lutheran School of Annapolis

Jeffrey Gaines, Sawyer Fredericks in Annapolis

 Sun, 01 Mar at 07:00 pm Rams Head On Stage

John Moreland at Rams Head On Stage

 Sun, 15 Mar at 07:00 pm Rams Head On Stage

Mike Doughty at Rams Head On Stage

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

One Step Down at Rams Head Tavern in Annapolis, MD

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

Karyn Oliver and Miles & Mafale in Annapolis

 Mon, 20 Jul at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23

Rams Head Roadhouse

Sat, 07 Mar at 08:00 pm Ramshead Roadhouse

Hyland Brothers Live @ Annapolis Yacht Club

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

Rams Head Roadhouse

Sat, 06 Jun at 08:00 pm Ramshead Roadhouse

Ramshead Tavern downtown Annapolis

Thu, 12 Mar at 05:00 pm Rams Head Tavern Annapolis

Resonance & Renewal: A Spring Sound Bath for Self-Compassion

 Sat, 18 Apr at 07:00 am 333 Dubois Rd USD 44 to 70

Justin Taylor | Annapolis MD

 Thu, 13 Aug at 06:30 pm 307 Sail Pl Annapolis MD 21401

Yachtley Crew

 Tue, 28 Jul at 08:00 pm Maryland Hall

Rumours ATL: A Fleetwood Mac Tribute

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

Colin James at Rams Head On Stage

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

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

 Thu, 30 Oct at 08:00 pm Annapolis Free

Parking End of the Line - Allman Brothers Tribute

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

Colin James Matt Anderson & Terra Lightfoot

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

Annapolis Restaurant Week at Stan and Joe's - LIVE MUSIC & ENTERTAINMENT EVERY NIGHT!!!!!

 Sat, 21 Feb at 03:50 pm Stan and Joe's Saloon

Jesse & Dez Money - The Eddie Money Band

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