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

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

PJ Morton at Rams Head On Stage

Rams Head On Stage 4 Aug 2026

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

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

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

Rams Head On Stage 22 Nov 2026

Candlelight: 90s Unplugged

Maryland Hall 29 Oct 2026

Navy Midshipmen Football vs. Temple Owls Football

Navy Marine Corps Memorial Stadium 7 Nov 2026

Carbon Leaf at Rams Head On Stage

Rams Head On Stage 12 Dec 2026

The Robert Cray Band in Annapolis

Rams Head On Stage 16 Sep 2026

Lalah Hathaway at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 16 Nov 2026

Digable Planets: Celebrating 30 years of Blow Out Comb

Maryland Hall 5 Aug 2026

Peter Mayer Group - Boatyard Beach Bash - Annapolis, MD

Annapolis Maritime Museum & Park 19 Sep 2026

Michael Franti Trio

Rams Head On Stage 28 Sep 2026

Candlelight: A Haunted Evening of Halloween Classics

Maryland Hall 29 Oct 2026

21st Annual Boatyard Beach Bash

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

Little Feat in Annapolis

Sandy Point State Park 19 Sep 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

Gerald Albright at Rams Head On Stage

Rams Head On Stage 14 Oct 2026

Carbon Leaf

Rams Head On Stage 11 Dec 2026

Candlelight: Coldplay & Imagine Dragons

Maryland Hall 21 Nov 2026

Jesse Cook in Annapolis

Rams Head On Stage 17 Nov 2026

In Gratitude: A Tribute to Earth, Wind & Fire

Rams Head On Stage 14 Aug 2026

PJ Morton

Rams Head On Stage - Annapolis 4 Aug 2026

Garrison Keillor with Robin and Linda Williams at Rams Head On Stage

Rams Head On Stage 5 Sep 2026

Valerie June in Annapolis

Maryland Hall 13 Sep 2026

Phil Vassar (9:30PM)

Rams Head On Stage 23 Oct 2026

Maggie Rose Band at Rams Head On Stage

Rams Head On Stage 12 Sep 2026

Pam Tillis

Rams Head On Stage 16 Aug 2026

Ari Hest at 49 West in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 16 Nov 2026

Digable Planets in Annapolis

Maryland Hall 5 Aug 2026

Southern Culture On the Skids at Rams Head On Stage

Rams Head On Stage 26 Sep 2026

Five For Fighting

Rams Head On Stage 17 Oct 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

Phil Vassar

Rams Head On Stage - Annapolis 23 Oct 2026

Candlelight: Queen vs. The Beatles

Maryland Hall 21 Nov 2026

Mike Phillips

Rams Head On Stage 30 Aug 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

Annapolis First Sunday Arts Festival

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

Free Back to School Events

2323 Forest Dr, Annapolis, MD, United States, Maryland 21401 20 Aug 2026

Michael Cleveland in Annapolis

Annapolis Baygrass Music Festival 20 Sep 2026

The Record Company

Rams Head On Stage 16 Aug 2026

Bullet Boys

Rams Head On Stage - Annapolis 6 Aug 2026

Adam Hawley at Rams Head On Stage

Rams Head On Stage 28 Aug 2026

Crack the Sky

Rams Head On Stage 31 Oct 2026

Crack the Sky at Rams Head On Stage

Rams Head On Stage 30 Oct 2026

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

Rams Head On Stage 20 Aug 2026

Sam Grisman Project at Rams Head On Stage

Rams Head On Stage 19 Sep 2026

Brett Dennen

Rams Head On Stage 24 Sep 2026

Cyril Neville

Rams Head On Stage 20 Sep 2026

The Carole King & James Taylor Story - Tribute Show

Rams Head On Stage 10 Oct 2026

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

Rams Head On Stage 8 Aug 2026

The Buena Vista Orchestra at Rams Head On Stage

Rams Head On Stage 4 Oct 2026

Southern Avenue in Annapolis

Rams Head On Stage 12 Aug 2026

Candlelight: 90s Unplugged | Annapolis

Maryland Hall 29 Oct 2026

Lalah Hathaway in Annapolis

Maryland Hall 16 Nov 2026

Cyril Neville

Rams Head On Stage - Annapolis 20 Sep 2026

Candlelight: 90s Unplugged

Maryland Hall For The Creative Arts 29 Oct 2026

Mike Dawes

Rams Head On Stage - Annapolis 27 Oct 2026

BulletBoys Presented by 97Underground.com Radio

Rams Head On Stage 6 Aug 2026

Sean Hayes w/ Etienne de Rocher (Haunted Shed)

Rams Head On Stage 23 Sep 2026

Digable Planets at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 5 Aug 2026

Deer Tick at Rams Head On Stage

Rams Head On Stage 18 Nov 2026

Blank Page & Chris Diller

Rams Head On Stage 3 Aug 2026

The Carole King & James Taylor Story ft. Phoebe Katis & Dan Clews (7:30PM)

Rams Head On Stage 11 Oct 2026

Tuba Skinny

Rams Head On Stage 7 Sep 2026

Disciple of The Garden: The Legacy of Chris Cornell

Rams Head On Stage 9 Aug 2026

Official Annapolis Baygrass Kick-Off Party w/ Jammy Buffet

Maryland Hall 18 Sep 2026

Mel Brooks’ Young Frankenstein

143 Compromise St, Annapolis, MD, United States, Maryland 21401 6 Aug 2026

Ghalia Volt at Rams Head On Stage

Rams Head On Stage 25 Aug 2026

LIVE AT THE FILLMORE: The Midterm Tour!

Rams Head On Stage 22 Aug 2026

Southern Avenue

Rams Head On Stage - Annapolis 12 Aug 2026

Thursday Night LIVE! Featuring 8 Ohms

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

John Splithoff in Annapolis

Rams Head On Stage 21 Nov 2026

Matt Schofield

Rams Head On Stage 11 Aug 2026

Thursday Night LIVE! Featuring The Players Band

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

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

ArtFarm 29 Aug 2026

Pops in the Park at Quiet Waters Park

Quiet Waters Park Rd, Annapolis, MD 21403, United States 6 Sep 2026

Technicolor Motor Home: A Tribute to Steely Dan

Rams Head On Stage 10 Oct 2026

AMFM Presents: In The Vane of Billy Joel

Rams Head On Stage 14 Sep 2026

All White Dinner Cruise

1 Dock St 30 Aug 2026

Gregg Karukas in Annapolis

Rams Head On Stage 22 Oct 2026

Steven Page

Rams Head On Stage - Annapolis 21 Dec 2026

Noelle & Jeff Band @Middleton Tavern

Middleton Tavern 7 Aug 2026

Magic Strings, youth violin ensemble from Estonia performance

First Presbyterian Church of Annapolis 21 Aug 2026

Wine Down at the Farm

Historic Goshen Farm & Educational Center 29 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

RICKSHAW LIZARD live on the Harbor Queen!

Watermark Cruises 28 Aug 2026

¡Viva la Música! A Night of Fire & Flair

Maryland Hall 19 Sep 2026

Boney James

Rams Head On Stage 17 Oct 2026

CusCampbell

Rams Head On Stage 21 Aug 2026

Acoustic Alchemy

Rams Head On Stage 20 Oct 2026

Annapolis Color Run By Color Craze

Annapolis Landing, Maryland 12 Sep 2026

Bountiful Harvest - Costumes & Cocktails

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

Supernova - A Tribute to Oasis

Rams Head On Stage 13 Aug 2026

LOVE SPORTS’ Love Fest 2026 | Free Family Festival

215 Croll drive 15 Aug 2026