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

Stewart Copeland

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

Pete Yorn at Rams Head On Stage

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

Marcus Miller (8:00 PM)

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

L.A. Guns

 Sat, 06 Jun at 07:00 pm Rams Head On Stage

Sérgio Mendes in Annapolis

 Fri, 12 Jun at 09:00 pm Rams Head On Stage

The Smithereens in Annapolis

 Fri, 05 Jun at 08:00 pm Rams Head On Stage

Los Lonely Boys

 Mon, 28 Sep Rams Head On Stage

Chantal Kreviazuk at Rams Head On Stage

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

Candlelight: A Haunted Evening of Halloween Classics

 Thu, 29 Oct at 08:45 pm Maryland Hall USD 31 to 76

PJ Morton

 Wed, 05 Aug Rams Head On Stage - Annapolis

Candlelight: Coldplay & Imagine Dragons

 Sat, 30 May at 04:30 pm Maryland Hall USD 31 to 79

Candlelight: Tribute to Fleetwood Mac

 Sat, 30 May at 06:45 pm Maryland Hall USD 47 to 89

L.A. Guns at Rams Head On Stage

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

Robyn Hitchcock at Rams Head On Stage

 Wed, 17 Jun 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

Shovels & Rope at Rams Head On Stage

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

Shawn Mullins at Rams Head On Stage

 Wed, 15 Jul at 08:00 pm Rams Head On Stage

Candlelight: 90s Unplugged

 Sat, 18 Jul at 06:45 pm Maryland Hall USD 31 to 76

The Smithereens w. Guest Vocalist Marshall Crenshaw

 Fri, 05 Jun at 08:00 pm Rams Head On Stage

Slugs & Guests @ Blackwall Hitch - Memorial Day & Commissioning Weekend!

 Sat, 23 May at 09:00 pm Blackwall Hitch - Annapolis

Pam Tillis

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

Annapolis First Sunday Arts Festival

Sun, 03 May Calvert and West Streets, Annapolis, MD, United States, Maryland 21401

L.A. Guns in Annapolis

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

Los Lonely Boys at Rams Head On Stage

 Tue, 29 Sep at 08:00 pm Rams Head On Stage

Acoustic Brunch Sail with Gareth Asher

 Mon, 25 May at 10:30 am 80 Compromise Street, Annapolis, MD, United States, Maryland 21401

Vertical Horizon in Annapolis

 Sat, 13 Jun at 07:00 pm Philip Merrill Environmental Center

Shovels & Rope in Annapolis

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

Mike Love & The Full Circle with Sensamotion (Matinee)

 Sun, 02 Aug at 01:00 pm Rams Head On Stage

THE ANNAPOLIS SOLSTICE MUSIC AND CRAFT FESTIVAL

 Sat, 13 Jun at 10:00 am 2747 Riva Rd Free

Candlelight: Coldplay & Imagine Dragons Tribute

 Fri, 29 May at 07:00 pm Maryland Hall For The Creative Arts

Bill Kirchen Band

 Sun, 17 May Rams Head On Stage - Annapolis

Chantal Kreviazuk

 Thu, 21 May at 12:00 am Rams Head On Stage - Annapolis

Big Bad Voodoo Daddy at Rams Head On Stage

 Sat, 20 Jun at 08:30 pm Rams Head On Stage

Marion Meadows, Alex Bugnon in Annapolis

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

Nao Yoshioka

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

Rock the Dock

 Thu, 04 Jun at 06:00 pm Annapolis Maritime Museum & Park USD 82 to 93

Mike Dawes in Annapolis

 Tue, 27 Oct at 08:00 pm Rams Head On Stage

Michael Cleveland in Annapolis

 Sun, 20 Sep at 07:00 pm Annapolis Baygrass Music Festival

Shovels and Rope

 Thu, 09 Jul at 07:00 pm Rams Head On Stage

Freddy Jones Band w. Chris Stake

 Sat, 25 Jul at 08:00 pm Rams Head On Stage

Candlelight: 90s Unplugged

 Fri, 17 Jul at 07:00 pm Maryland Hall For The Creative Arts

East Nash Grass at Rams Head On Stage

 Sun, 12 Jul Rams Head On Stage

Candlelight: Tribute to Fleetwood Mac

 Fri, 29 May at 07:00 pm Maryland Hall For The Creative Arts

Marion Meadows & Alex Bugnon

 Thu, 23 Jul at 07:00 pm Rams Head On Stage

Thursday Night LIVE! Featuring The Chucks

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

Rumours ATL: A Fleetwood Mac Tribute

 Fri, 26 Jun Rams Head On Stage - Annapolis

Don Jovi: The Ulimtate Tribute to Bon Jovi

 Sat, 27 Jun at 12:00 am 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

The Record Company

 Sun, 16 Aug at 07:00 pm 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

The Record Company at Rams Head On Stage

 Mon, 17 Aug at 07:00 pm Rams Head On Stage

Anchors & Artisans @ Annapolis Town Center

 Sun, 17 May at 11:00 am Towne Centre Blvd, Annapolis, MD 21401, United States

Thursday Night LIVE! Featuring Honest Lee Soul

 Thu, 16 Jul at 06:30 pm 307 Sail Pl, Annapolis, MD 21401, United States

Mike Dawes

 Wed, 28 Oct at 12:00 am Rams Head On Stage - Annapolis

Bostyx at Rams Head On Stage

 Sat, 27 Jun at 08:00 pm Rams Head On Stage

The Marshall Morlock Band

 Wed, 01 Jul at 08:00 pm Rams Head On Stage

Rumours ATL: A Fleetwood Mac Tribute

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

Thursday Night LIVE! Featuring Groove Spot Band

 Thu, 18 Jun at 06:30 pm 307 Sail Pl, Annapolis, MD 21401, United States

Southern Culture On the Skids at Rams Head On Stage

 Sat, 26 Sep at 08:00 pm Rams Head On Stage

Paul Cullen - Good Times with Bad Company

 Fri, 22 May at 07:30 pm Annapolis Mall USD 0 to 34

The Samples with Kieran Lally

 Sat, 30 May at 12:00 am 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

BulletBoys Presented by 97Underground.com Radio

 Thu, 06 Aug at 08:00 pm Rams Head On Stage

Parker Barrow // Hold The Mash Tour ‘26 // Annapolis, MD

 Sun, 05 Jul 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

Livingston Taylor at Rams Head On Stage

 Fri, 19 Jun at 08:00 pm Rams Head On Stage

Thursday Night LIVE! Featuring The Players Band

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

Thursday Night LIVE! Featuring Remains of Radio

 Thu, 02 Jul at 06:30 pm 307 Sail Pl, Annapolis, MD 21401, United States

Baltimore's Original Jazz Brunch ft. Ed Hrybyk Trio at The Brass Tap — Ever

 Sun, 26 Apr at 11:00 am The Brass Tap Baltimore Free

Nao Yoshioka at Rams Head On Stage

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

Southern Avenue in Annapolis

 Wed, 12 Aug at 08:00 pm Rams Head On Stage

Live Arts Maryland Musical Theater Summer Intensive

 Mon, 22 Jun at 10:00 am Annapolis Mall USD 482

Bountiful Harvest - Costumes & Cocktails

 Fri, 23 Oct at 07:00 pm 10 Hudson St, Annapolis, MD, United States, Maryland 21401

SYT Skate Session

 Sat, 06 Jun at 02:00 pm 300 Truxtun Park Rd Free

Jackrabbit at Rams Head On Stage

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

Beginnings: A Celebration of the Music of Chicago

 Mon, 29 Jun at 12:00 am Rams Head On Stage - Annapolis

Thursday Night LIVE! Featuring Don't Back Down

 Thu, 09 Jul at 06:30 pm 307 Sail Pl, Annapolis, MD 21401, United States

Marion Meadows at Rams Head On Stage

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

In her own voice: celebrating women in jazz

 Sun, 24 May at 07:00 pm 49 West Coffeehouse, Winebar & Gallery

Expressions of Love: Annapolis Opera in the Paca Garden

 Sun, 07 Jun at 03:00 pm 186 Prince George St, Annapolis, MD 21401-1724, United States

Adam Hawley in Annapolis

 Fri, 28 Aug at 08:00 pm Rams Head On Stage

The Buena Vista Orchestra at Rams Head On Stage

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

Royale Lynn at Rams Head On Stage

 Thu, 16 Jul at 08:00 pm Rams Head On Stage

The Sound We Make

 Sat, 30 May at 07:30 pm Annapolis Mall USD 0 to 34

The Massacoustics

 Thu, 18 Jun at 08:00 pm Rams Head On Stage

Amy Speace in Annapolis, MD

 Wed, 15 Jul at 08:00 pm 49 West Coffeehouse, Winebar & Gallery USD 23

PMA Unplugged at First Sunday Arts Festival

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

One Step Down at Rams Head Tavern in Annapolis, MD

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

Pete Yorn Solo Acoustic: 25th Anniversary of musicforthemorningafter

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

Laura Brino at Rams Head On Stage

 Sat, 25 Jul at 01:00 pm Rams Head On Stage

The Lone Bellow

 Sun, 17 May Rams Head On Stage - Annapolis

Karyn Oliver and Miles & Mafale in Annapolis

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

Daphne Eckman Band, Dream Punch, Joy on Fire, and Noise Merchants

 Fri, 26 Jun at 07:00 pm Metropolitan Kitchen & Lounge USD 18

Old Pine Trio - Rooftop Show at Metropolitan Kitchen and Lounge - May 22nd

 Fri, 22 May at 08:00 pm Metropolitan Kitchen and Lounge

AND Creative Film Club (May) - How To Build A Time Machine

 Fri, 29 May at 06:00 pm AND Creative Studio USD 18

The Black Feathers in Annapolis, MD

 Wed, 17 Jun at 08:00 pm 49 West Coffeehouse, Winebar & Gallery USD 23

Old Pine Trio - Rooftop Show at Metropolitan Kitchen and Lounge - July 31st

 Fri, 31 Jul at 08:00 pm Metropolitan Kitchen and Lounge

ALO DOES ELO AT ANNAPOLIS SMOKEHOUSE!

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

Hyland Brothers Live @ Annapolis Yacht Club

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