Live Music in Annapolis

Check out happening live music events all around Annapolis, MD

Pure Prairie League in Annapolis

 Fri, 05 Dec at 08:00 pm Rams Head On Stage

Najee in Annapolis

 Sun, 09 Nov at 07:30 pm Rams Head On Stage

Pure Prairie League in Annapolis

 Fri, 05 Dec at 08:00 pm Rams Head On Stage

Peter White, Mindi Abair, Vincent Ingala in Annapolis

 Thu, 04 Dec at 06:30 pm Rams Head On Stage

Keb' Mo' in Annapolis

 Fri, 21 Nov at 08:00 pm Maryland Hall

Najee in Annapolis

 Sun, 09 Nov at 04:30 pm Rams Head On Stage

Peter White, Mindi Abair, Vincent Ingala in Annapolis

 Thu, 04 Dec at 09:30 pm Rams Head On Stage

Richard Thompson in Annapolis

 Sun, 02 Nov at 07:30 pm St. John's College - Francis Scott Key Auditorium

Peter White, Mindi Abair, Vincent Ingala in Annapolis

 Thu, 04 Dec at 06:30 pm Rams Head On Stage

Peter White, Mindi Abair, Vincent Ingala in Annapolis

 Thu, 04 Dec at 09:30 pm Rams Head On Stage

Atlanta Rhythm Section in Annapolis

 Sat, 06 Dec at 08:00 pm Rams Head On Stage

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

 Fri, 24 Oct at 08:00 pm Rams Head On Stage

Siren's Call

 Fri, 24 Oct at 05:00 pm The Westin Annapolis Free

Wishbone Ash: Wishlist Tour

 Sat, 08 Nov at 08:00 pm Rams Head On Stage

Navy Midshipmen Tailgate Party

 Sat, 25 Oct at 01:30 pm The Westin Annapolis Free

Chris Isaak in Annapolis

 Sun, 07 Dec at 08:00 pm Maryland Hall

Marshall Crenshaw: 40+ Years in Showbiz

 Fri, 14 Nov at 08:00 pm Rams Head On Stage

Siren's Call

 Fri, 31 Oct at 05:00 pm The Westin Annapolis Free

Macy Gray at Rams Head On Stage

 Sun, 02 Nov at 08:30 pm Rams Head On Stage

Siren's Call

 Fri, 07 Nov at 05:00 pm The Westin Annapolis Free

Natalie Merchant

 Sat, 22 Nov at 07:00 pm Maryland Hall For The Creative Arts

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

 Sun, 23 Nov at 07:30 pm Maryland Hall

The Brit Pack: The Ultimate British Music Experience

Sat, 22 Nov at 08:00 pm Rams Head On Stage

GA-20 and Black Joe Lewis & The Honeybears

 Thu, 23 Oct at 08:00 pm Rams Head On Stage

Keb Mo at Maryland Hall for the Creative Arts

 Fri, 21 Nov at 08:00 pm Maryland Hall for the Creative Arts

Siren's Call

 Fri, 14 Nov at 05:00 pm The Westin Annapolis Free

Live Dead and Brothers - Grateful Dead and Allman Bros Tribute

 Sat, 22 Nov at 07:00 pm Rams Head On Stage

Navy Midshipmen Tailgate Party

 Sat, 15 Nov at 10:00 am The Westin Annapolis Free

Will Hoge Band w/ July Moon

Sun, 16 Nov at 08:00 pm Rams Head On Stage

Colin Hay in Annapolis

 Tue, 11 Nov at 08:00 pm St. John's College - Francis Scott Key Auditorium

Siren's Call

 Fri, 21 Nov at 05:00 pm The Westin Annapolis Free

Will Hoge at Rams Head On Stage

 Sun, 16 Nov at 08:00 pm Rams Head On Stage

Crack the Sky

 Sat, 01 Nov at 08:00 pm Rams Head On Stage

Siren's Call

 Fri, 28 Nov at 05:00 pm The Westin Annapolis Free

Pure Prairie League at Rams Head On Stage

 Fri, 05 Dec at 08:00 pm Rams Head On Stage

Sunday Fun Day & Art Walk in Downtown Annapolis

 Sat, 01 Nov at 01:00 pm 172 Green St USD 29 to 50

Siren's Call

 Fri, 05 Dec at 05:00 pm The Westin Annapolis Free

Natalie Merchant at Maryland Hall for the Creative Arts

 Sun, 23 Nov Maryland Hall for the Creative Arts

Peter Mayer: A Stars and Promises Christmas 2025

Thu, 11 Dec at 08:00 pm Rams Head On Stage

Siren's Call

 Fri, 12 Dec at 05:00 pm The Westin Annapolis Free

Dan Navarro at Rams Head On Stage

 Thu, 06 Nov at 08:00 pm Rams Head On Stage

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

 Fri, 24 Oct at 08:00 pm Rams Head On Stage

Tides & Tunes

 Tue, 21 Oct at 05:00 pm The Westin Annapolis Free

Uli Jon Roth at Rams Head On Stage

 Thu, 13 Nov at 08:00 pm Rams Head On Stage

Chris Isaak at Maryland Hall for the Creative Arts

 Sun, 07 Dec at 08:00 pm Maryland Hall for the Creative Arts

Tab Benoit at Rams Head On Stage

 Sun, 07 Dec Rams Head On Stage

Siren's Call

 Fri, 19 Dec at 05:00 pm The Westin Annapolis Free

Dan Navarro w/ Jesse Lynn Madera

 Thu, 06 Nov at 08:00 pm Rams Head On Stage

Danah Denice Band

Fri, 16 Jan at 08:00 pm Rams Head On Stage

Signature Series: Darkness to Light

 Sat, 08 Nov at 07:30 pm Maryland Hall for the Creative Arts

Naptown Flea

 Sun, 09 Nov at 01:00 pm 24 Market Space Free

Marshall Crenshaw

 Thu, 13 Nov at 07:00 pm Rams Head On Stage

Light House Bountiful Harvest ~ Costumes & Cocktails

 Fri, 24 Oct at 07:00 pm The Atreeum at Soaring Timbers

The Jerry Douglas Band at Rams Head On Stage

 Wed, 05 Nov at 08:00 pm Rams Head On Stage

Siren's Call

 Fri, 26 Dec at 05:00 pm The Westin Annapolis Free

Carbon Leaf

 Fri, 12 Dec at 07:00 pm Rams Head On Stage

Native American Flute Playshop with Armand and Angelina

 Wed, 22 Oct at 06:30 pm 4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409

Signature Series: Darkness to Light

 Fri, 07 Nov at 07:30 pm Maryland Hall for the Creative Arts

Wishbone Ash at Rams Head On Stage

 Sat, 08 Nov at 08:00 pm Rams Head On Stage

Vienna Teng at Rams Head On Stage

 Thu, 20 Nov Rams Head On Stage

The Moment Live Band & Show

 Sat, 01 Nov at 07:00 pm 1707 Forest Dr USD 23

The Marshall Morlock Band

 Sun, 26 Oct at 07:00 pm Rams Head On Stage

Live Arts Maryland presents the Phantom of the Opera

 Thu, 30 Oct at 07:00 pm St. Anne's Parish Free

Paapa-Berchie, Live Music Experience

 Sat, 22 Nov at 07:30 pm Annapolis Mall USD 34

Raynes

 Wed, 29 Oct at 08:00 pm Rams Head On Stage

Laura Tsaggaris (Matinee)

Sat, 06 Dec at 01:00 pm Rams Head On Stage

Taste of Fall on West Street

 Sun, 09 Nov at 02:00 pm 53 West St USD 7 to 82

Tides & Tunes

 Tue, 11 Nov at 05:00 pm The Westin Annapolis Free

Cruise to St. Michaels OysterFest

 Sat, 25 Oct at 09:15 pm 1 Dock St, Annapolis, MD, United States, Maryland 21401

Acoustic Alchemy

 Wed, 12 Nov at 08:00 pm Rams Head On Stage

Comic & Music Fair

 Sat, 08 Nov at 11:00 am ArtFarm Free

Uli Jon Roth

 Wed, 12 Nov at 07:00 pm Rams Head On Stage

Tides & Tunes

 Tue, 18 Nov at 05:00 pm The Westin Annapolis Free

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

 Sun, 23 Nov at 08:00 pm Rams Head On Stage

Jim Messina and his band The Road Runners

 Tue, 25 Nov at 08:00 pm Rams Head On Stage

LIVE MUSIC with Bravenoise

 Sat, 25 Oct at 09:00 pm Blackwall Hitch - Annapolis

Scorpion Rose

Sat, 20 Dec at 09:00 pm Blackwall Hitch - Annapolis

Wishbone Ash

 Fri, 07 Nov at 07:00 pm Rams Head On Stage

Candlelight: Halloween Classics | Annapolis

 Thu, 30 Oct at 08:45 pm Maryland Hall

North Mississippi Allstars

 Fri, 07 Nov at 08:00 pm Rams Head On Stage

Marshall Crenshaw at Rams Head On Stage

 Fri, 14 Nov at 08:00 pm Rams Head On Stage

SOFO Summer Drive-In Movies Under the Stars - October 2025

 Fri, 24 Oct at 06:30 pm Bay Ridge Plaza 123 Hillsmere Dr, Annapolis MD 21403

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

 Sat, 13 Dec at 08:30 pm Rams Head On Stage

Tab Benoit: I Hear Thunder Tour w/ Jesse Dayton

 Sun, 07 Dec at 07:00 pm Rams Head On Stage

THE SAMPLES

 Thu, 20 Nov at 07:30 pm Annapolis Smokehouse And Tavern USD 54

U2topia: The Mid-Atlantic U2 Tribute Band

Fri, 28 Nov at 08:00 pm Rams Head On Stage

LIVE MUSIC with Dan Haas Trio

 Fri, 24 Oct at 09:00 pm Blackwall Hitch - Annapolis

The Empty Pockets at Rams Head On Stage

 Wed, 03 Dec at 08:00 pm Rams Head On Stage

Tides & Tunes

 Tue, 02 Dec at 05:00 pm The Westin Annapolis Free

Annapolis Chocolate Binge Festival

Sun, 07 Dec at 11:00 am 53 West St, Annapolis, MD 21401-2420, United States

Halloween Costume Party

 Fri, 31 Oct at 06:00 pm 2016 Industrial Dr, Annapolis, MD, United States, Maryland 21401

The Martin Sexton Abbey Road Show at Rams Head On Stage

 Fri, 21 Nov at 08:00 pm Rams Head On Stage

Najee (7:30PM Show)

Sun, 09 Nov at 07:30 pm Rams Head On Stage

The Freddy Jones Band at Rams Head On Stage

 Thu, 30 Oct at 08:00 pm Rams Head On Stage

First Sunday Arts Festival

Sun, 02 Nov at 11:00 am Calvert and West Streets, Annapolis, MD, United States, Maryland 21401

Rams Head Presents Chris Isaak - Annapolis, MD

 Sun, 07 Dec at 08:00 pm Maryland Hall

Tides & Tunes

 Tue, 16 Dec at 05:00 pm The Westin Annapolis Free

Annapolis Jazz & Roots - Ed Hrybyk "Bass Traditions"

 Sat, 15 Nov at 11:00 am Anne Arundel County Public Library (Eastport-Annapolis Neck Library)

Noelle & Jeff Full Band!

 Fri, 07 Nov at 10:00 pm Middleton Tavern

Cruise to OysterFest in St. Michaels

 Sat, 25 Oct at 09:00 am 1 Dock St, Annapolis, MD, United States, Maryland 21401