Annapolis Music Events

War in Annapolis

Rams Head On Stage 26 Sep 2025

War in Annapolis

Rams Head On Stage 25 Sep 2025

35th Annual Kunta Kinte Heritage Festival

Navy–Marine Corps Memorial Stadium 13 Sep 2025

The Wallflowers, Brother Elsey in Annapolis

Rams Head On Stage 23 Sep 2025

Pure Prairie League in Annapolis

Rams Head On Stage 5 Dec 2025

Signature Series: A New World with Pablo Sainz-Villegas, guitar

Maryland Hall for the Creative Arts 11 Oct 2025

DIRTY HEADS w. Ballyhoo! & Wheeland Brothers

44 Calvert St, Annapolis, MD 21401-1930, United States 12 Sep 2025

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

NILS, Jeff Kashiwa, Nils in Annapolis

Rams Head On Stage 6 Sep 2025

3hr Sunset Cruise w/ Live Entertainment from: KEVIN LEE

Annapolis, MD 20 Sep 2025

Pure Prairie League in Annapolis

Rams Head On Stage 5 Dec 2025

10,000 Maniacs

Rams Head On Stage 13 Sep 2025

Nils at Rams Head On Stage

Rams Head On Stage 6 Sep 2025

10000 Maniacs at Rams Head On Stage

Rams Head On Stage 13 Sep 2025

Dirty Heads, Ballyhoo!, Wheeland Brothers in Annapolis

Calvert Street Stage 12 Sep 2025

Chris Standring in Annapolis

Rams Head On Stage 10 Sep 2025

Maysa (8:30 PM)

Rams Head On Stage 20 Sep 2025

Keb' Mo' in Annapolis

Maryland Hall 21 Nov 2025

*SOLD OUT* The Ocean Blue w/ Brian Tighe of The Hang Ups

Rams Head On Stage 10 Oct 2025

Chris Standring in Annapolis

Rams Head On Stage 10 Sep 2025

10,000 Maniacs

Rams Head On Stage 14 Sep 2025

Hermans Hermits

Rams Head On Stage 27 Sep 2025

Skerryvore in Annapolis

Rams Head On Stage 8 Sep 2025

NILS w/ Jeff Kashiwa

Rams Head On Stage 6 Sep 2025

Technicolor Motor Home - A Steely Dan Tribute

Rams Head On Stage 11 Oct 2025

Technicolor Motor Home

Rams Head On Stage 12 Oct 2025

Casey Abrams

Rams Head On Stage 14 Sep 2025

The Robert Cray Band in Annapolis

Rams Head On Stage 22 Sep 2025

Richard Thompson in Annapolis

St. John's College - Francis Scott Key Auditorium 2 Nov 2025

Jeff Muller & Friends present Canciones de las Americas

49 West Coffeehouse, Winebar & Gallery 12 Sep 2025

WAR: 50th Anniversary Tour of Why Can't We Be Friends?

Rams Head On Stage 26 Sep 2025

Greg Hawkes at Rams Head On Stage

Rams Head On Stage 3 Oct 2025

West Annapolis Oktoberfest 2025

Annapolis Street, Annapolis, MD, United States, Maryland 21401 28 Sep 2025

Bilal - Bilal Sayeed Oliver at Rams Head On Stage

Rams Head On Stage 19 Sep 2025

Casey Abrams in Annapolis

Rams Head On Stage 15 Sep 2025

Robert Cray in Annapolis

Rams Head On Stage 22 Sep 2025

Crack the Sky

Rams Head On Stage 1 Nov 2025

Najee in Annapolis

Rams Head On Stage 9 Nov 2025

The Australian Bee Gees

Rams Head On Stage 4 Oct 2025

Sheena Easton in Annapolis

Rams Head On Stage 9 Sep 2025

Close Enemies

Rams Head On Stage 11 Oct 2025

Greg Hawkes w/ Eddie Japan Performing the Music of The Cars

Rams Head On Stage 3 Oct 2025

Lily Grace Live @ Annapolis Songwriters Festival 2025

33 West St, Annapolis, MD 21401-2574, United States 12 Sep 2025

Atlanta Rhythm Section in Annapolis

Rams Head On Stage 6 Dec 2025

LIVE MUSIC: The Freebyrds

Rams Head Tavern Annapolis 6 Sep 2025

American Aquarium in Annapolis

Rams Head On Stage 8 Oct 2025

Party in the Port

317 First St, Annapolis, MD, United States, Maryland 21403 11 Oct 2025

The Hot Sardines at Rams Head On Stage

Rams Head On Stage 18 Sep 2025

Acoustic Alchemy

Rams Head On Stage 12 Nov 2025

Dirty Heads

Calvert Street Stage 11 Sep 2025

Steep Canyon Rangers at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 11 Sep 2025

BAYGRASS 2025: Annapolis Baygrass Music Festival 9/20-21

1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409 20 Sep 2025

Thomas Dolby: "The Iconic 80's" w/ Very Special Guest Gail Ann Dorsey

Rams Head On Stage 24 Oct 2025

THE AUSTRALIAN BEE GEES SHOW: A TRIBUTE TO THE BEE GEES (2ND SHOW ADDED BY POPULAR DEMAND 5:00PM)

33 West St, Annapolis, MD, United States, Maryland 21401 5 Oct 2025

Thomas Dolby - The Iconic 80s at Rams Head On Stage

Rams Head On Stage 24 Oct 2025

Tango Reo Quintet at Annapolis City Dock Tango

Annapolis City Dock 6 Sep 2025

DJ VER1TAS at Charthouse Prime Restaurant Annapolis

Charthouse Restaurant Annapolis 26 Sep 2025

The Amish Outlaws return to Rams Head On Stage

Rams Head On Stage 17 Oct 2025

The Dustbowl Revival

Rams Head On Stage 6 Sep 2025

Rams Head Presents Steep Canyon Rangers - Maryland Hall - Annapolis, MD

Maryland Hall 11 Sep 2025

The Australian Bee Gees Show: A Tribute to The Bee Gees (8:00PM)

Rams Head On Stage 5 Oct 2025

Al Jardine at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 13 Sep 2025

Chris Isaak in Annapolis

Maryland Hall 7 Dec 2025

The Ocean Blue w/ Brian Tighe of The Hang Ups (2nd Night Added!)

Rams Head On Stage 9 Oct 2025

Annapolis Fall Italian Festa

620 Ridgely Avenue, Annapolis, MD, United States, Maryland 21401 21 Sep 2025

September Sunsets Concert Series

Annapolis Maritime Museum - Park Campus 11 Sep 2025

Rams Head Presents Natalie Merchant w/ Erik Della Penna: Autumn Acoustic Tour - Maryland Hall

Maryland Hall 23 Nov 2025

Ari Hest & Chris Trapper

Rams Head On Stage 24 Sep 2025

Danny Burns Band

Rams Head On Stage 21 Dec 2025

Pat McGee Band

Rams Head On Stage 6 Sep 2025

Songbird Showcase w/Mac Heat "Lite"

49 West Coffeehouse Wine Bar & Gallery 10 Sep 2025

Boatyard Beach Bash

723 2nd St, Annapolis, MD, United States, Maryland 21403 20 Sep 2025

Last Annapolis City Dock Tango Septemeber 2025

Susan Campbell Park 6 Sep 2025

Pat McGee & Friends : All Request Show (Matinee)

Rams Head On Stage 7 Sep 2025

Marshall Crenshaw: 40+ Years in Showbiz

Rams Head On Stage 14 Nov 2025

Al Jardine and The Pet Sounds Band

Maryland Hall For The Creative Arts 12 Sep 2025

Songwriters In The Round - Saturday at Rams Head On Stage

Rams Head On Stage 13 Sep 2025

Rooftop Thursdays with Dave Tieff

Blackwall Hitch - Annapolis 11 Sep 2025

Yasmin Williams at Rams Head On Stage

Rams Head On Stage 2 Oct 2025

Shaun Cassidy: The Road To Us Tour (Annapolis, MD)

33 West St, Annapolis, MD, United States, Maryland 21401 18 Oct 2025

Herman's Hermits Starring Peter Noone (7:30PM)

Rams Head On Stage 28 Sep 2025

Masquerade…The Phantom of the Opera!

Annapolis Lodge #622, 2 Pythian Drive, Edgewater, MD 21401 22 Nov 2025

Noelle & Jeff Full Band!

Middleton Tavern 3 Oct 2025

Songwriters In The Round - Friday at Rams Head On Stage

Rams Head On Stage 12 Sep 2025

Najee in Annapolis

Rams Head On Stage 9 Nov 2025

Dustbowl Revival w/ Chris Kasper

Rams Head On Stage 7 Sep 2025

Al Jardine and The Pet Sounds Band

Maryland Hall 13 Sep 2025

Jimmie's Chicken Shack @ Maryland Seafood Festival

Maryland Seafood Festival 13 Sep 2025

Joe Pug at Rams Head On Stage

Rams Head On Stage 27 Sep 2025

10,000 Maniacs

Rams Head On Stage 13 Sep 2025

10 000 Maniacs

Rams Head On Stage 12 Sep 2025

Siren's Call

The Westin Annapolis 19 Sep 2025

Marshall Crenshaw at Rams Head On Stage

Rams Head On Stage 14 Nov 2025

Diamonds Are Forever

Innovation Academy Auditorium 19 Sep 2025

Dinner Under the Stars

West Street and Calvert Street (Intersection), Annapolis, MD, United States, Maryland 21401 10 Sep 2025

Colin Hay in Annapolis

St. John's College - Francis Scott Key Auditorium 11 Nov 2025

Siren's Call

The Westin Annapolis 26 Sep 2025

Dirty Heads at Calvert Street Stage

Calvert Street Stage 12 Sep 2025

Lene Lovich at Rams Head On Stage

Rams Head On Stage 1 Oct 2025

Julian Lage at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 4 Oct 2025