Annapolis Live Music Events

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

Rams Head On Stage 16 Jun 2026

Stewart Copeland

Rams Head On Stage 20 Jul 2026

The Verve Pipe in Annapolis

Rams Head On Stage 29 Aug 2026

Lalah Hathaway at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 16 Nov 2026

Shawn Mullins at Rams Head On Stage

Rams Head On Stage 15 Jul 2026

Shovels & Rope at Rams Head On Stage

Rams Head On Stage 10 Jul 2026

Eastport Rockin' Festival, Annapolis, MD

105 Eastern Ave, Annapolis, MD 21403-3300, United States 27 Jun 2026

Robyn Hitchcock at Rams Head On Stage

Rams Head On Stage 17 Jun 2026

Big Bad Voodoo Daddy at Rams Head On Stage

Rams Head On Stage 20 Jun 2026

Los Lonely Boys at Rams Head On Stage

Rams Head On Stage 29 Sep 2026

Candlelight: A Haunted Evening of Halloween Classics

Maryland Hall 29 Oct 2026

Shovels & Rope in Annapolis

Rams Head On Stage 10 Jul 2026

Digable Planets in Annapolis

Maryland Hall 5 Aug 2026

Pam Tillis

Rams Head On Stage 16 Aug 2026

Candlelight: 90s Unplugged

Maryland Hall 18 Jul 2026

Brett Dennen in Annapolis

Rams Head On Stage 24 Sep 2026

Ari Hest at 49 West in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 16 Nov 2026

PJ Morton

Rams Head On Stage - Annapolis 5 Aug 2026

Los Lonely Boys

Rams Head On Stage 28 Sep 2026

North Mississippi Allstars in Annapolis

Rams Head On Stage 8 Oct 2026

Marion Meadows, Alex Bugnon in Annapolis

Rams Head On Stage 24 Jul 2026

Tab Benoit w/ Sgt. Splendor

Rams Head On Stage 14 Jul 2026

Jimmy Charles w. Melissa Quinn Fox

Rams Head On Stage 15 Aug 2026

Gerald Albright

Rams Head On Stage - Annapolis 15 Oct 2026

Southern Culture On the Skids at Rams Head On Stage

Rams Head On Stage 26 Sep 2026

Annapolis First Sunday Arts Festival

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

Candlelight: Coldplay & Imagine Dragons

Maryland Hall 18 Jul 2026

Livingston Taylor at Rams Head On Stage

Rams Head On Stage 19 Jun 2026

Bostyx at Rams Head On Stage

Rams Head On Stage 27 Jun 2026

Bilal

Rams Head On Stage 28 Jul 2026

Mike Love & The Full Circle with Sensamotion (Matinee)

Rams Head On Stage 2 Aug 2026

Who's Bad: The World's #1 Michael Jackson Tribute

Rams Head On Stage 19 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

Don Jovi: The Ulimtate Tribute to Bon Jovi

Rams Head On Stage - Annapolis 27 Jun 2026

Marion Meadows & Alex Bugnon

Rams Head On Stage 23 Jul 2026

Marion Meadows at Rams Head On Stage

Rams Head On Stage 24 Jul 2026

Candlelight: 90s Unplugged

Maryland Hall For The Creative Arts 17 Jul 2026

Michael Cleveland in Annapolis

Annapolis Baygrass Music Festival 20 Sep 2026

Rumours ATL: A Fleetwood Mac Tribute

Rams Head On Stage - Annapolis 26 Jun 2026

The Record Company at Rams Head On Stage

Rams Head On Stage 17 Aug 2026

Freddy Jones Band w. Chris Stake

Rams Head On Stage 25 Jul 2026

Lalah Hathaway in Annapolis

Maryland Hall 16 Nov 2026

The Record Company

Rams Head On Stage 16 Aug 2026

The Buena Vista Orchestra at Rams Head On Stage

Rams Head On Stage 4 Oct 2026

Thursday Night LIVE! Featuring Honest Lee Soul

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

Thursday Night LIVE! Featuring Groove Spot Band

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

Thursday Night LIVE! Featuring Unity Reggae Band

307 Sail Pl, Annapolis, MD 21401, United States 25 Jun 2026

Thursday Night LIVE! Featuring Remains of Radio

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

Mike Dawes

Rams Head On Stage - Annapolis 28 Oct 2026

Thursday Night LIVE! Featuring Don't Back Down

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

Super Sing-Along Annapolis

Navy-Marine Corps Memorial Stadium 19 Jul 2026

Adam Hawley in Annapolis

Rams Head On Stage 28 Aug 2026

Legacy Five in Annapolis

Weems Creek Baptist Church 20 Jun 2026

Southern Avenue in Annapolis

Rams Head On Stage 12 Aug 2026

Donavon Frankenreiter: Ask Me Anything Tour w/ Iris And The Shade

Rams Head On Stage 20 Aug 2026

Blank Page & Chris Diller

Rams Head On Stage 3 Aug 2026

Thursday Night LIVE! Featuring 8 Ohms

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

Rumours ATL: A Fleetwood Mac Tribute

Rams Head On Stage 25 Jun 2026

Tuba Skinny

Rams Head On Stage 7 Sep 2026

Thursday Night LIVE! Featuring The Players Band

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

Cyril Neville

Rams Head On Stage - Annapolis 21 Sep 2026

Timmie Metz Presents: STAPLETON @ Rams Head OnStage!

Rams Head On Stage 21 Jun 2026

BulletBoys Presented by 97Underground.com Radio

Rams Head On Stage 6 Aug 2026

Thursday Night LIVE! Featuring Dan Heely

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

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

The Brass Tap Baltimore 26 Apr 2026

Lilly Hiatt Band

Rams Head On Stage 7 Aug 2026

Noelle & Jeff Band @Middleton Tavern

Middleton Tavern 7 Aug 2026

Middleton Tavern

Middleton Tavern 3 Jul 2026

Acoustic Alchemy

Rams Head On Stage 20 Oct 2026

Beginnings: A Celebration of the Music of Chicago

Rams Head On Stage - Annapolis 29 Jun 2026

Bountiful Harvest - Costumes & Cocktails

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

Live Arts Maryland Musical Theater Summer Intensive

Annapolis Mall 22 Jun 2026

Amy Speace in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 15 Jul 2026

Herman's Hermits & Peter Noone

Rams Head On Stage 21 Nov 2026

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

Metropolitan Kitchen & Lounge 26 Jun 2026

Create & Paddle with Honey Creative Hive

680 Americana Drive, Annapolis, MD, United States, Maryland 21403 30 Jun 2026

Jazz Brunch

Captain's Daughter 19 Jul 2026

Pierce Pettis with Special Guest Danielle Howle in Annapolis

49 West Coffeehouse, Winebar & Gallery 17 Aug 2026

The Massacoustics

Rams Head On Stage 18 Jun 2026

Royale Lynn at Rams Head On Stage

Rams Head On Stage 16 Jul 2026

ITZALL Goode and SHC Music Tribe Present Pete Best and Dana Cooper

49 West Coffeehouse, Winebar & Gallery 19 Oct 2026

Cape Vibes: June 27th Main Beach Sunset Concert

Cape St. Claire 27 Jun 2026

Karyn Oliver and Miles & Mafale in Annapolis

49 West Coffeehouse, Winebar & Gallery 20 Jul 2026

The Black Feathers in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 17 Jun 2026

Mike Phillips

Rams Head On Stage - Annapolis 31 Aug 2026

The Buena Vista Orchestra

Rams Head On Stage - Annapolis 5 Oct 2026

Hyland Brothers Live @ Annapolis Yacht Club

Annapolis Yacht Club 7 Aug 2026

Laura Brino at Rams Head On Stage

Rams Head On Stage 25 Jul 2026

One Step Down at Rams Head Tavern in Annapolis, MD

Rams Head Tavern Annapolis 28 Aug 2026

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

Metropolitan Kitchen and Lounge 31 Jul 2026

Abakis + Skribe at 49 West Annapolis

49 West St, Annapolis, MD 21401-2420, United States 24 Jun 2026

RICKSHAW LIZARD live at Stan & Joe’s!

Stan and Joe's Saloon 19 Jun 2026

Bay Winds Band Spring Concert

4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409 16 Jun 2026

Yachtley Crew

Maryland Hall 28 Jul 2026

Full Bloom: A Summer Sound Bath for What Is Already Yours

333 Dubois Rd 18 Jul 2026

DJ VER1TAS at Charthouse Prime Restaurant Annapolis

Charthouse Restaurant Annapolis 29 Aug 2026

ONO - One Night Only Band at Blackwall Hitch Annapolis

Blackwall Hitch - Annapolis 26 Jun 2026

Mac Heat @ First Sunday Arts Festival

West St, Annapolis, MD 21401, United States 4 Oct 2026

Hyland Brothers Live @ Annapolis Yacht Club

Annapolis Yacht Club 11 Sep 2026