Annapolis Live Music Events

Michael Franti Trio

Rams Head On Stage 28 Sep 2026

Margo Price at Rams Head On Stage

Rams Head On Stage 2 Oct 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

Anthony Rodia at Rams Head On Stage

Rams Head On Stage 3 Oct 2026

Annapolis First Sunday Arts Festival

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

Southern Culture On the Skids at Rams Head On Stage

Rams Head On Stage 26 Sep 2026

Sean Hayes w/ Etienne de Rocher (Haunted Shed)

Rams Head On Stage 23 Sep 2026

Candlelight: 90s Unplugged

Maryland Hall 29 Oct 2026

Eric Gales w/ Dennis Chambers

Rams Head On Stage 1 Nov 2026

Candlelight: A Haunted Evening of Halloween Classics

Maryland Hall 29 Oct 2026

Phil Vassar (9:30PM)

Rams Head On Stage 23 Oct 2026

Party in the Port 2026

317 First St, Annapolis, MD, United States, Maryland 21403 17 Oct 2026

Noelle & Jeff Band @Middleton Tavern

Middleton Tavern 2 Oct 2026

The Carole King and James Taylor Story

Rams Head On Stage 11 Oct 2026

Eddie 9V at Rams Head On Stage

Rams Head On Stage 25 Oct 2026

Boney James

Rams Head On Stage 17 Oct 2026

LIVE MUSIC with Michael McHenry Tribe

Blackwall Hitch - Annapolis 2 Oct 2026

Crack the Sky

Rams Head On Stage 31 Oct 2026

🎷 Jazz Night at Reynolds Tavern — Every Wednesday! 🎷

7 Church Cir, Annapolis, MD, United States, Maryland 21401 23 Sep 2026

Play A Song Second Annual Music Festival

Eastport Democratic Club 4 Oct 2026

Candlelight: 90s Unplugged

Maryland Hall For The Creative Arts 29 Oct 2026

Charlie Mars and Abe Partridge at Rams Head On Stage

Rams Head On Stage 7 Oct 2026

Candlelight: Coldplay & Imagine Dragons

Maryland Hall 21 Nov 2026

Crack the Sky at Rams Head On Stage

Rams Head On Stage 30 Oct 2026

Rick Braun Plays - Chuck Mangione at Rams Head On Stage

Rams Head On Stage 15 Nov 2026

Annapolis Chocolate Binge Festival

53 West St, Annapolis, MD 21401-2420, United States 6 Dec 2026

Sue Matthews and Robert Redd

49 West Coffeehouse, Winebar & Gallery 16 Oct 2026

St. John’s Block Party

970 St. John’s Drive, Annapolis, MD 21409 24 Oct 2026

Bountiful Harvest - Costumes & Cocktails

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

Candlelight: Queen vs. The Beatles

Maryland Hall 21 Nov 2026

Mike Dawes at Rams Head On Stage

Rams Head On Stage 27 Oct 2026

Ari Hest at 49 West in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 16 Nov 2026

Carbon Leaf at Rams Head On Stage

Rams Head On Stage 11 Dec 2026

Mike Dawes

Rams Head On Stage - Annapolis 27 Oct 2026

Kat Bird at Rams Head On Stage

Rams Head On Stage 27 Sep 2026

Euge Groove at Rams Head On Stage

Rams Head On Stage 7 Nov 2026

Carbon Leaf

Rams Head On Stage 11 Dec 2026

Crack the Sky (Matinee)

Rams Head On Stage 1 Nov 2026

Gregg Karukas at Rams Head On Stage

Rams Head On Stage 22 Oct 2026

Boney James at Rams Head On Stage

Rams Head On Stage 17 Oct 2026

Mickey Guyton

Rams Head On Stage 9 Dec 2026

Lalah Hathaway in Annapolis

Maryland Hall 16 Nov 2026

Navy Midshipmen Tailgate Party

Captain's Daughter 10 Oct 2026

Deer Tick at Rams Head On Stage

Rams Head On Stage 18 Nov 2026

AND Creative Film Club (September) - "a Ghost Story" (2017 by David Lowery)

AND Creative Studio 25 Sep 2026

DJ VER1TAS at Charthouse Prime Restaurant Annapolis

Charthouse Restaurant Annapolis 31 Jul 2026

ITZALL Goode and SHC Music Tribe Present Pete Best and Dana Cooper

49 West Coffeehouse, Winebar & Gallery 19 Oct 2026

Mindi Abair - I Can't Wait For Christmas at Rams Head On Stage

Rams Head On Stage 6 Dec 2026

Mac Heat @ Annapolis Smokehouse & Tavern

Annapolis Smokehouse and Tavern 25 Sep 2026

North Mississippi Allstars at Rams Head On Stage

Rams Head On Stage 8 Oct 2026

Candlelight: Queen vs. The Beatles | Annapolis

Maryland Hall 16 Jan 2027

8 Ohms Band w/ The G Method

Rams Head On Stage 28 Nov 2026

Alan Dale Trio - Multicolored Blue

49 West Coffeehouse, Winebar & Gallery 27 Sep 2026

Halloween Spooktacular!

St. John's College 25 Oct 2026

Gaelic Storm at Rams Head On Stage

Rams Head On Stage 4 Nov 2026

Candlelight: Valentine’s Day Special

Maryland Hall 13 Feb 2027

Lonesome River Band

Rams Head On Stage 20 Nov 2026

Mac Heat @ First Sunday Arts Festival

West St, Annapolis, MD 21401, United States 4 Oct 2026

Peppino D'Agostino in Annapolis

House Concerts 30 Oct 2026

John Splithoff in Annapolis

Rams Head On Stage 21 Nov 2026

LIVE MUSIC with Timmie Metz Band

Blackwall Hitch - Annapolis 9 Oct 2026

Feast on the Farm: A Celebration of Conservation

Mas Que Farm 24 Oct 2026

A Night with Reagan Keys, SleepySmile, Outnumbered & SIDEQUEST! Live

Log Rhythm Records Studio 25 Sep 2026

S. Carey at Rams Head On Stage

Rams Head On Stage 8 Dec 2026

Pressing Strings at Rams Head On Stage

Rams Head On Stage 18 Dec 2026

Hyland Brothers Live @ Stan & Joe’s

Stan and Joe's Saloon 30 Sep 2026

Rachael and Vilray at Rams Head On Stage

Rams Head On Stage 10 Dec 2026

Charlene Kaye at Rams Head On Stage

Rams Head On Stage 28 Oct 2026

Candlelight - 90s Unplugged at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 29 Oct 2026

LIVE MUSIC with Los Extranos

Blackwall Hitch - Annapolis 14 Nov 2026

Nicole Atkins at Rams Head On Stage

Rams Head On Stage 28 Nov 2026

Marshall Crenshaw with Sarah Borges at Rams Head On Stage

Rams Head On Stage 21 Nov 2026

Steven Page

Rams Head On Stage - Annapolis 21 Dec 2026

PMA at Unplugged at First Sunday Arts Festival

First Sunday Arts Festival 1 Nov 2026

Lalah Hathaway

Maryland Hall For The Creative Arts 16 Nov 2026

Last Train Home at Rams Head On Stage

Rams Head On Stage 1 Jan 2027

Navy Midshipmen Mens Basketball vs. American University Eagles Mens Basketball

Alumni Hall - MD 13 Feb 2027

Tell Me Lies - The Fleetwood Mac Experience

Rams Head On Stage 14 Jan 2027

Pressing Strings

Rams Head On Stage 19 Dec 2026

LIVE MUSIC with Life After Dinosaurs

Blackwall Hitch - Annapolis 19 Dec 2026

Peter Mayer at Rams Head On Stage

Rams Head On Stage 22 Dec 2026

Herman's Hermits & Peter Noone

Rams Head On Stage 22 Nov 2026

Atlanta Rhythm Section at Rams Head On Stage

Rams Head On Stage 21 Jan 2027

Amelia White and Meg Murray in Annapolis

49 West Coffeehouse, Winebar & Gallery 15 Mar 2027

Hyland Brothers Live @ Graduate Annapolis

Graduate Annapolis 17 Oct 2026

Acoustic Alchemy at Rams Head On Stage

Rams Head On Stage 20 Oct 2026

LIVE MUSIC with Bravenoise

Blackwall Hitch - Annapolis 18 Dec 2026

Steven Page at Rams Head On Stage

Rams Head On Stage 21 Dec 2026

Mike Tramp at Rams Head On Stage

Rams Head On Stage 2 Dec 2026

Hyland Brothers Live @ Stan & Joe’s

Stan and Joe's Saloon 9 Dec 2026

Jim Messina at Rams Head On Stage

Rams Head On Stage 12 Nov 2026