Annapolis Music Events

2026 Maryland Seafood Festival

Sandy Point State Park East Beach 12 Sep 2026

Al Jardine and The Pet Sounds Band at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 6 Aug 2026

Stewart Copeland at Rams Head On Stage

Rams Head On Stage 21 Jul 2026

PJ Morton

Rams Head On Stage 3 Aug 2026

Five for Fighting with String Quartet at Rams Head On Stage

Rams Head On Stage 18 Oct 2026

Stewart Copeland

Rams Head On Stage 20 Jul 2026

Lalah Hathaway at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 16 Nov 2026

Candlelight: 90s Unplugged

Maryland Hall 18 Jul 2026

BAYGRASS 2026: Annapolis Baygrass Music Festival 9/19-20

1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409 19 Sep 2026

Navy Midshipmen Football vs. Temple Owls Football

Navy Marine Corps Memorial Stadium 7 Nov 2026

Dinner Under the Stars - MOTOWN CONCERT

West Street and Calvert Street (Intersection), Annapolis, MD, United States, Maryland 21401 18 Jul 2026

PJ Morton at Rams Head On Stage

Rams Head On Stage 4 Aug 2026

21st Annual Boatyard Beach Bash

723 2nd St, Annapolis, MD, United States, Maryland 21403 19 Sep 2026

Patty Griffin

Rams Head On Stage - Annapolis 1 Aug 2026

The Robert Cray Band in Annapolis

Rams Head On Stage 16 Sep 2026

An Afternoon w/ Patty Griffin

Rams Head On Stage 1 Aug 2026

Digable Planets: Celebrating 30 years of Blow Out Comb

Maryland Hall 5 Aug 2026

PJ Morton

Rams Head On Stage - Annapolis 4 Aug 2026

Candlelight: A Haunted Evening of Halloween Classics

Maryland Hall 29 Oct 2026

Who's Bad - Michael Jackson Tribute Band

Rams Head On Stage 18 Jul 2026

Herman's Hermits Starring Peter Noone at Rams Head On Stage

Rams Head On Stage 22 Nov 2026

Candlelight: Coldplay & Imagine Dragons

Maryland Hall 18 Jul 2026

Little Feat in Annapolis

Sandy Point State Park 19 Sep 2026

Los Lonely Boys

Rams Head On Stage 29 Sep 2026

Gaelic Storm in Annapolis

Rams Head On Stage 4 Nov 2026

Peter Mayer Group - Boatyard Beach Bash - Annapolis, MD

Annapolis Maritime Museum & Park 19 Sep 2026

Los Lonely Boys at Rams Head On Stage

Rams Head On Stage 29 Sep 2026

Gerald Albright at Rams Head On Stage

Rams Head On Stage 14 Oct 2026

Shawn Mullins at Rams Head On Stage

Rams Head On Stage 15 Jul 2026

Tab Benoit w/ Sgt. Splendor

Rams Head On Stage 14 Jul 2026

Augustana ATSAB 20th Anniversary (Solo) An Intimate Performance of the Album in Full w/ Danah Denice

Rams Head On Stage 17 Jul 2026

Ari Hest at 49 West in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 16 Nov 2026

Mike Phillips

Rams Head On Stage 30 Aug 2026

Steve Oliver & The Grainger Brothers

Rams Head On Stage 26 Jul 2026

Pam Tillis

Rams Head On Stage 16 Aug 2026

Digable Planets in Annapolis

Maryland Hall 5 Aug 2026

Josiah and the Bonnevilles in Annapolis

Rams Head On Stage 13 Sep 2026

The Peake Run- Our Big Ducking Run to Celebrate the 60 Years of the Maryland Seafood Festival

Sandy Point State Park 13 Sep 2026

Southern Culture On the Skids at Rams Head On Stage

Rams Head On Stage 26 Sep 2026

Hell's Belles

Rams Head On Stage 23 Jul 2026

North Mississippi Allstars

Rams Head On Stage - Annapolis 8 Oct 2026

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

Rams Head On Stage 19 Jul 2026

Annapolis First Sunday Arts Festival

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

Freddy Jones Band w. Chris Stake

Rams Head On Stage 25 Jul 2026

Steve Oliver in Annapolis

Rams Head On Stage 26 Jul 2026

Marion Meadows at Rams Head On Stage

Rams Head On Stage 24 Jul 2026

Michael Cleveland in Annapolis

Annapolis Baygrass Music Festival 20 Sep 2026

Larry Campbell & Teresa Williams at Rams Head On Stage

Rams Head On Stage 1 Aug 2026

Fink at Rams Head On Stage

Rams Head On Stage 2 Aug 2026

Five For Fighting

Rams Head On Stage 17 Oct 2026

Candlelight: 90s Unplugged | Annapolis

Maryland Hall 29 Oct 2026

Tango Under the Stars - City Dock Tango with Emanuel Trifilio's orchestra

West Street and Calvert Street (Intersection), Annapolis, MD, United States, Maryland 21401 15 Aug 2026

Adam Hawley at Rams Head On Stage

Rams Head On Stage 28 Aug 2026

Shawn Mullins

Rams Head On Stage 14 Jul 2026

Candlelight: 90s Unplugged

Maryland Hall For The Creative Arts 17 Jul 2026

Marion Meadows & Alex Bugnon

Rams Head On Stage 23 Jul 2026

The Carole King & James Taylor Story - Tribute Show

Rams Head On Stage 10 Oct 2026

The Record Company

Rams Head On Stage 16 Aug 2026

Maggie Rose Band w/ Twinnie

Rams Head On Stage 12 Sep 2026

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

Rams Head On Stage 20 Aug 2026

Thursday Night LIVE! Featuring Honest Lee Soul

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

Sam Grisman Project at Rams Head On Stage

Rams Head On Stage 19 Sep 2026

Peter Levin (Gregg Allman’s Keyboard Player) with The Fitzkee Brothers

Rams Head On Stage 8 Aug 2026

Cyril Neville

Rams Head On Stage - Annapolis 20 Sep 2026

The Buena Vista Orchestra at Rams Head On Stage

Rams Head On Stage 4 Oct 2026

Thursday Night LIVE! Featuring Dan Heely

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

Southern Avenue in Annapolis

Rams Head On Stage 12 Aug 2026

Caliente Karaoke - Powered by KJ DJ Ben

Caliente Grill 18 Jul 2026

Digable Planets at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 5 Aug 2026

BulletBoys Presented by 97Underground.com Radio

Rams Head On Stage 6 Aug 2026

Mike Dawes

Rams Head On Stage - Annapolis 28 Oct 2026

Lalah Hathaway in Annapolis

Maryland Hall 16 Nov 2026

Thursday Night LIVE! Featuring 8 Ohms

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

Bullet Boys

Rams Head On Stage - Annapolis 6 Aug 2026

97Underground.com Presents Royale Lynn: The Royale Pain In The A$$ Tour w/ Stone Horses

Rams Head On Stage 16 Jul 2026

Cyril Neville

Rams Head On Stage 20 Sep 2026

Brett Dennen

Rams Head On Stage 24 Sep 2026

Thursday Night LIVE! Featuring The Players Band

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

Seth Mitchell Band w/ Josh Tobias at 49 West

49 West Coffeehouse, Winebar & Gallery 14 Jul 2026

Old Head: Live on the Red Stage (early + late shows!)

ArtFarm 29 Aug 2026

Matt Schofield

Rams Head On Stage 11 Aug 2026

Blank Page & Chris Diller

Rams Head On Stage 3 Aug 2026

Go-Go Barbeque with JoGo Project & Pressure Band

801 Chase St, Annapolis, MD, United States, Maryland 21401 26 Jul 2026

Tuba Skinny

Rams Head On Stage 7 Sep 2026

Seth Kibel Trio - Jazz, Klezmer and more!

49 West Coffeehouse, Winebar & Gallery 26 Jul 2026

Technicolor Motor Home: A Tribute to Steely Dan

Rams Head On Stage 10 Oct 2026

The Clarks

Rams Head On Stage 16 Oct 2026

All White Dinner Cruise

1 Dock St 30 Aug 2026

Freddy Jones Band

Rams Head On Stage - Annapolis 25 Jul 2026

Noelle & Jeff Band @Middleton Tavern

Middleton Tavern 7 Aug 2026

Disciple of The Garden: The Legacy of Chris Cornell

Rams Head On Stage 9 Aug 2026

2nd Annual Wellness & Waves Yacht Event 2026

Annapolis City Dock 17 Oct 2026

Comedy Fundraiser

914 Bay Ridge Ave, Annapolis, MD 26 Sep 2026

Acoustic Alchemy

Rams Head On Stage 20 Oct 2026

¡Viva la Música! A Night of Fire & Flair

Maryland Hall 19 Sep 2026

CusCampbell

Rams Head On Stage 21 Aug 2026

Annapolis Color Run By Color Craze

Annapolis Landing, Maryland 12 Sep 2026

Krimson Tide Yacht Party

Stadion Letzigrund 18 Jul 2026

LIVE AT THE FILLMORE: The Midterm Tour!

Rams Head On Stage 22 Aug 2026

Ghalia Volt at Rams Head On Stage

Rams Head On Stage 25 Aug 2026