Annapolis Live Music Events

Pure Prairie League in Annapolis

Rams Head On Stage 5 Dec 2025

Najee in Annapolis

Rams Head On Stage 9 Nov 2025

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

Pure Prairie League in Annapolis

Rams Head On Stage 5 Dec 2025

Keb' Mo' in Annapolis

Maryland Hall 21 Nov 2025

Najee in Annapolis

Rams Head On Stage 9 Nov 2025

Technicolor Motor Home - A Steely Dan Tribute

Rams Head On Stage 11 Oct 2025

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

Richard Thompson in Annapolis

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

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

American Aquarium in Annapolis

Rams Head On Stage 8 Oct 2025

Atlanta Rhythm Section in Annapolis

Rams Head On Stage 6 Dec 2025

Party in the Port

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

Siren's Call

The Westin Annapolis 10 Oct 2025

Siren's Call

The Westin Annapolis 17 Oct 2025

The Amish Outlaws return to Rams Head On Stage

Rams Head On Stage 17 Oct 2025

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

Maryland Hall for the Creative Arts 10 Oct 2025

Wishbone Ash at Rams Head On Stage

Rams Head On Stage 8 Nov 2025

Acoustic Alchemy

Rams Head On Stage 12 Nov 2025

Wishbone Ash: Wishlist Tour

Rams Head On Stage 8 Nov 2025

Siren's Call

The Westin Annapolis 24 Oct 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

Live Arts Maryland presents the Phantom of the Opera

St. Anne's Parish 30 Oct 2025

Eli Lev at Unity by the Bay Church

Unity by the Bay (Maryland) 7 Nov 2025

Delegate Dylan's Pizza Party!

Eastport Democratic Club 9 Oct 2025

LIVE MUSIC with Samantha's Duo

Blackwall Hitch - Annapolis 11 Oct 2025

The Steve Morse Band

Rams Head On Stage 16 Oct 2025

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

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

Siren's Call

The Westin Annapolis 14 Nov 2025

Siren's Call

The Westin Annapolis 7 Nov 2025

Marshall Crenshaw at Rams Head On Stage

Rams Head On Stage 14 Nov 2025

Keb Mo at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 21 Nov 2025

Wishbone Ash

Rams Head On Stage 7 Nov 2025

North Mississippi Allstars

Rams Head On Stage 7 Nov 2025

Colin Hay in Annapolis

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

Band of a Thousand Names

Rams Head On Stage 11 Oct 2025

Navy Midshipmen Tailgate Party

The Westin Annapolis 15 Nov 2025

Siren's Call

The Westin Annapolis 21 Nov 2025

Close Enemies feat. Tom Hamilton of Aerosmith

Rams Head On Stage 11 Oct 2025

Live Dead and Brothers: An All-Star Celebration of Grateful Dead & Allman Brothers

Rams Head On Stage 23 Nov 2025

Live Dead and Brothers - Grateful Dead and Allman Bros Tribute

Rams Head On Stage 22 Nov 2025

Will Hoge w/ July Moon

Rams Head On Stage 16 Nov 2025

LIVE MUSIC with Bravenoise

Blackwall Hitch - Annapolis 25 Oct 2025

Crack the Sky

Rams Head On Stage 1 Nov 2025

The Martin Sexton Abbey Road Show at Rams Head On Stage

Rams Head On Stage 21 Nov 2025

Shaun Cassidy at Rams Head On Stage

Rams Head On Stage 18 Oct 2025

Will Hoge at Rams Head On Stage

Rams Head On Stage 16 Nov 2025

Tides & Tunes

The Westin Annapolis 7 Oct 2025

First Sunday Arts Festival

Calvert and West Streets, Annapolis, MD, United States, Maryland 21401 2 Nov 2025

Siren's Call

The Westin Annapolis 5 Dec 2025

Dan Navarro w/ Jesse Lynn Madera

Rams Head On Stage 6 Nov 2025

Steven Page at Rams Head On Stage

Rams Head On Stage 12 Oct 2025

Sunday Fun Day & Art Walk in Downtown Annapolis

172 Green St 1 Nov 2025

Chris Isaak

Maryland Hall For The Creative Arts 6 Dec 2025

Tides & Tunes

The Westin Annapolis 14 Oct 2025

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

Najee (7:30PM Show)

Rams Head On Stage 9 Nov 2025

Dan Navarro at Rams Head On Stage

Rams Head On Stage 6 Nov 2025

Siren's Call

The Westin Annapolis 12 Dec 2025

Rams Head Presents Chris Isaak - Annapolis, MD

Maryland Hall 7 Dec 2025

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

Rams Head On Stage 24 Oct 2025

LIVE MUSIC with Timmie Metz Band

Blackwall Hitch - Annapolis 31 Oct 2025

LIVE MUSIC with Marilyn Hucek

Blackwall Hitch - Annapolis 9 Oct 2025

Tab Benoit: I Hear Thunder Tour w/ Jesse Dayton

Rams Head On Stage 7 Dec 2025

Signature Series: Darkness to Light

Maryland Hall for the Creative Arts 8 Nov 2025

Natalie Merchant at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 23 Nov 2025

Siren's Call

The Westin Annapolis 19 Dec 2025

Jon McLaughlin and Friends: Home For The Holidays

Rams Head On Stage 20 Dec 2025

Noelle & Jeff Full Band!

Middleton Tavern 7 Nov 2025

Marshall Crenshaw: 40+ Years in Showbiz

Rams Head On Stage 14 Nov 2025

LIVE MUSIC with Madisun Bailey

Blackwall Hitch - Annapolis 16 Oct 2025

Cruise to OysterFest in St. Michaels

1 Dock St, Annapolis, MD, United States, Maryland 21401 25 Oct 2025

Chris Isaak at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 7 Dec 2025

Tides & Tunes

The Westin Annapolis 21 Oct 2025

Signature Series: Darkness to Light

Maryland Hall for the Creative Arts 7 Nov 2025

Siren's Call

The Westin Annapolis 26 Dec 2025

Marshall Crenshaw

Rams Head On Stage 13 Nov 2025

Tides & Tunes

The Westin Annapolis 28 Oct 2025

Tab Benoit at Rams Head On Stage

Rams Head On Stage 7 Dec 2025

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

Rams Head On Stage 24 Oct 2025

Vienna Teng at Rams Head On Stage

Rams Head On Stage 20 Nov 2025

Siren's Call

The Westin Annapolis 31 Oct 2025

In Gratitude: A Tribute to Earth, Wind & Fire/ Sly & The Family Stone

Rams Head On Stage 19 Oct 2025

Uli Jon Roth at Rams Head On Stage

Rams Head On Stage 13 Nov 2025

Native American Flute Playshop with Armand and Angelina

4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409 22 Oct 2025

Raynes

Rams Head On Stage 29 Oct 2025

Navy Midshipmen Tailgate Party

The Westin Annapolis 25 Oct 2025

Tides & Tunes

The Westin Annapolis 11 Nov 2025

2025 Night of Champions Maryland

Annapolis Yacht Club 17 Oct 2025

Cruise to St. Michaels OysterFest

1 Dock St, Annapolis, MD, United States, Maryland 21401 25 Oct 2025

LIVE MUSIC with ONO Band

Blackwall Hitch - Annapolis 10 Oct 2025

Light House Bountiful Harvest ~ Costumes & Cocktails

The Atreeum at Soaring Timbers 24 Oct 2025

GA-20 and Black Joe Lewis & The Honeybears

Rams Head On Stage 23 Oct 2025

The Doug Segree Band at 49 West

49 West St, Annapolis, MD 21401-2420, United States 17 Nov 2025

Tides & Tunes

The Westin Annapolis 18 Nov 2025

Jim Messina and his band The Road Runners

Rams Head On Stage 25 Nov 2025

Annapolis Chocolate Binge Festival

53 West St, Annapolis, MD 21401-2420, United States 7 Dec 2025

The Brit Pack: The Ultimate British Music Experience

Rams Head On Stage 22 Nov 2025

Carbon Leaf: 'I Want To Be Leaf' Tour 2025

Rams Head On Stage 13 Dec 2025