Annapolis Live Music Events

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

Rams Head On Stage 16 Jun 2026

Al Di Meola

Rams Head On Stage 9 May 2026

Paul Gilbert with Greg Koch

Rams Head On Stage - Annapolis 13 May 2026

Stewart Copeland

Rams Head On Stage 20 Jul 2026

The Lone Bellow: What a Time To Be Alive Tour 2026 w/ Eli Kollman

Rams Head On Stage 16 May 2026

Marcus Miller (8:00 PM)

Rams Head On Stage 24 May 2026

Asleep at the Wheel at Rams Head On Stage

Rams Head On Stage 16 May 2026

L.A. Guns

Rams Head On Stage 6 Jun 2026

Asleep At The Wheel

Rams Head On Stage - Annapolis 16 May 2026

Sérgio Mendes in Annapolis

Rams Head On Stage 12 Jun 2026

Pete Yorn at Rams Head On Stage

Rams Head On Stage 3 Jun 2026

Madeleine Peyroux

Rams Head On Stage 10 May 2026

Friends for Friends

Fluegel Alumni Center 14 May 2026

Live and Let Die: The Music of Paul McCartney

Rams Head On Stage 10 May 2026

Chantal Kreviazuk at Rams Head On Stage

Rams Head On Stage 20 May 2026

Robyn Hitchcock at Rams Head On Stage

Rams Head On Stage 17 Jun 2026

Shawn Mullins at Rams Head On Stage

Rams Head On Stage 15 Jul 2026

Candlelight: 90s Unplugged

Maryland Hall 18 Jul 2026

Annapolis First Sunday Arts Festival

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

The Smithereens w. Guest Vocalist Marshall Crenshaw

Rams Head On Stage 5 Jun 2026

Los Lonely Boys

Rams Head On Stage 28 Sep 2026

Los Lonely Boys at Rams Head On Stage

Rams Head On Stage 29 Sep 2026

L.A. Guns in Annapolis

Rams Head On Stage 7 Jun 2026

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

Blackwall Hitch - Annapolis 23 May 2026

The Smithereens in Annapolis

Rams Head On Stage 5 Jun 2026

Acoustic Brunch Sail with Gareth Asher

80 Compromise Street, Annapolis, MD, United States, Maryland 21401 25 May 2026

Vertical Horizon in Annapolis

Philip Merrill Environmental Center 13 Jun 2026

Shovels & Rope in Annapolis

Rams Head On Stage 10 Jul 2026

Taste of Spring on West Street 2026

53 West St 17 May 2026

Lissie

Rams Head On Stage 14 May 2026

Zepparella at Rams Head On Stage

Rams Head On Stage 14 May 2026

Mike Love & The Full Circle with Sensamotion (Matinee)

Rams Head On Stage 2 Aug 2026

Candlelight: Coldplay & Imagine Dragons Tribute

Maryland Hall For The Creative Arts 29 May 2026

Big Bad Voodoo Daddy at Rams Head On Stage

Rams Head On Stage 20 Jun 2026

Bill Kirchen Band

Rams Head On Stage - Annapolis 17 May 2026

Marion Meadows, Alex Bugnon in Annapolis

Rams Head On Stage 24 Jul 2026

Chantal Kreviazuk

Rams Head On Stage - Annapolis 21 May 2026

THE ANNAPOLIS SOLSTICE MUSIC AND CRAFT FESTIVAL

2747 Riva Rd 13 Jun 2026

Nao Yoshioka

Rams Head On Stage 27 May 2026

L.A. Guns at Rams Head On Stage

Rams Head On Stage 7 Jun 2026

Freddy Jones Band w. Chris Stake

Rams Head On Stage 25 Jul 2026

Shovels & Rope at Rams Head On Stage

Rams Head On Stage 10 Jul 2026

Shovels and Rope

Rams Head On Stage 9 Jul 2026

East Nash Grass at Rams Head On Stage

Rams Head On Stage 12 Jul 2026

Marion Meadows & Alex Bugnon

Rams Head On Stage 23 Jul 2026

Thursday Night LIVE! Featuring The Chucks

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

Rumours ATL: A Fleetwood Mac Tribute

Rams Head On Stage - Annapolis 26 Jun 2026

Thursday Night LIVE! Featuring Sweet Leda

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

MIGGS | Red Eye’s Dock Bar

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

The Record Company at Rams Head On Stage

Rams Head On Stage 17 Aug 2026

The Record Company

Rams Head On Stage 16 Aug 2026

PJ Morton

Rams Head On Stage - Annapolis 5 Aug 2026

Anchors & Artisans @ Annapolis Town Center

Towne Centre Blvd, Annapolis, MD 21401, United States 17 May 2026

The Marshall Morlock Band

Rams Head On Stage 1 Jul 2026

Thursday Night LIVE! Featuring Groove Spot Band

307 Sail Pl, Annapolis, MD 21401, United States 18 Jun 2026

Mike Dawes in Annapolis

Rams Head On Stage 27 Oct 2026

Southern Culture On the Skids at Rams Head On Stage

Rams Head On Stage 26 Sep 2026

A Musical Melting Pot with Broadway Stars

Annapolis Mall 16 May 2026

Candlelight: Tribute to Fleetwood Mac

Maryland Hall For The Creative Arts 29 May 2026

Paul Cullen - Good Times with Bad Company

Annapolis Mall 22 May 2026

Thursday Night LIVE! Featuring Dan Heely

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

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

Rams Head On Stage 5 Jul 2026

Livingston Taylor at Rams Head On Stage

Rams Head On Stage 19 Jun 2026

Michael Cleveland in Annapolis

Annapolis Baygrass Music Festival 20 Sep 2026

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

The Brass Tap Baltimore 26 Apr 2026

Nao Yoshioka at Rams Head On Stage

Rams Head On Stage 28 May 2026

Thursday Night LIVE! Featuring Remains of Radio

307 Sail Pl, Annapolis, MD 21401, United States 2 Jul 2026

Southern Avenue in Annapolis

Rams Head On Stage 12 Aug 2026

BulletBoys Presented by 97Underground.com Radio

Rams Head On Stage 6 Aug 2026

Rock the Dock

Annapolis Maritime Museum & Park 4 Jun 2026

Pam Tillis

Rams Head On Stage 16 Aug 2026

Thursday Night LIVE! Featuring Honest Lee Soul

307 Sail Pl, Annapolis, MD 21401, United States 16 Jul 2026

Live Arts Maryland Musical Theater Summer Intensive

Annapolis Mall 22 Jun 2026

Put It In The Pock3t "A Night To Remember"

Maryland Hall 16 May 2026

Don Jovi: The Ulimtate Tribute to Bon Jovi

Rams Head On Stage - Annapolis 27 Jun 2026

Rumours ATL: A Fleetwood Mac Tribute

Rams Head On Stage 25 Jun 2026

Beginnings: A Celebration of the Music of Chicago

Rams Head On Stage - Annapolis 29 Jun 2026

Bostyx at Rams Head On Stage

Rams Head On Stage 27 Jun 2026

SYT Skate Session

300 Truxtun Park Rd 6 Jun 2026

Thursday Night LIVE! Featuring Don't Back Down

307 Sail Pl, Annapolis, MD 21401, United States 9 Jul 2026

Mike Dawes

Rams Head On Stage - Annapolis 28 Oct 2026

The Samples with Kieran Lally

Rams Head On Stage - Annapolis 30 May 2026

Jackrabbit at Rams Head On Stage

Rams Head On Stage 30 May 2026

Thursday Night LIVE! Featuring The Players Band

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

Marion Meadows at Rams Head On Stage

Rams Head On Stage 24 Jul 2026

Thursday Night LIVE! Featuring 8 Ohms

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

Candlelight: 90s Unplugged

Maryland Hall For The Creative Arts 17 Jul 2026

Adam Hawley in Annapolis

Rams Head On Stage 28 Aug 2026

The Buena Vista Orchestra at Rams Head On Stage

Rams Head On Stage 4 Oct 2026

Expressions of Love: Annapolis Opera in the Paca Garden

186 Prince George St, Annapolis, MD 21401-1724, United States 7 Jun 2026

Bountiful Harvest - Costumes & Cocktails

10 Hudson St, Annapolis, MD, United States, Maryland 21401 23 Oct 2026

🎶 The Annapolis Opry – 2026 Concert Series at St. Margaret’s Episcopal Church 🎶

St. Margaret's Church 17 May 2026

The Massacoustics

Rams Head On Stage 18 Jun 2026

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

Metropolitan Kitchen and Lounge 22 May 2026

One Step Down at Rams Head Tavern in Annapolis, MD

Rams Head Tavern Annapolis 21 May 2026

Pete Yorn Solo Acoustic: 25th Anniversary of musicforthemorningafter

Rams Head On Stage 3 Jun 2026

Singer Songwriter Nigth hosted by DREAM PUNCH at Metropolitan

Metropolitan Kitchen and Lounge 9 May 2026

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

Metropolitan Kitchen & Lounge 26 Jun 2026

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

AND Creative Studio 29 May 2026

The Black Feathers in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 17 Jun 2026