Annapolis Live Music Events

Candlelight: A Haunted Evening of Halloween Classics

Maryland Hall 29 Oct 2026

Candlelight: 90s Unplugged

Maryland Hall 29 Oct 2026

Phil Vassar (9:30PM)

Rams Head On Stage 23 Oct 2026

Annapolis First Sunday Arts Festival

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

Mike Dawes at Rams Head On Stage

Rams Head On Stage 27 Oct 2026

Party in the Port 2026

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

Eddie 9V at Rams Head On Stage

Rams Head On Stage 25 Oct 2026

Mike Dawes

Rams Head On Stage - Annapolis 27 Oct 2026

Crack the Sky at Rams Head On Stage

Rams Head On Stage 30 Oct 2026

Crack the Sky

Rams Head On Stage 31 Oct 2026

SUSTO at Rams Head On Stage

Rams Head On Stage 24 Oct 2026

Candlelight: 90s Unplugged

Maryland Hall For The Creative Arts 29 Oct 2026

Boney James

Rams Head On Stage 17 Oct 2026

Feast on the Farm: A Celebration of Conservation

Mas Que Farm 24 Oct 2026

St. John’s Block Party

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

Sue Matthews and Robert Redd

49 West Coffeehouse, Winebar & Gallery 16 Oct 2026

Candlelight: Coldplay & Imagine Dragons

Maryland Hall 21 Nov 2026

Lalah Hathaway

Maryland Hall For The Creative Arts 16 Nov 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

Eric Johanson at Rams Head On Stage

Rams Head On Stage 25 Oct 2026

Ari Hest at 49 West in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 16 Nov 2026

Annapolis Chocolate Binge Festival

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

Crack the Sky (Matinee)

Rams Head On Stage 1 Nov 2026

Rick Braun Plays - Chuck Mangione at Rams Head On Stage

Rams Head On Stage 15 Nov 2026

Euge Groove at Rams Head On Stage

Rams Head On Stage 7 Nov 2026

Gregg Karukas at Rams Head On Stage

Rams Head On Stage 22 Oct 2026

Lalah Hathaway in Annapolis

Maryland Hall 16 Nov 2026

Halloween Spooktacular!

St. John's College 25 Oct 2026

Deer Tick at Rams Head On Stage

Rams Head On Stage 18 Nov 2026

Peppino D'Agostino in Annapolis

House Concerts 30 Oct 2026

8 Ohms Band w/ The G Method

Rams Head On Stage 28 Nov 2026

Carbon Leaf at Rams Head On Stage

Rams Head On Stage 11 Dec 2026

Carbon Leaf

Rams Head On Stage 11 Dec 2026

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

Maryland Hall for the Creative Arts 29 Oct 2026

Gaelic Storm at Rams Head On Stage

Rams Head On Stage 4 Nov 2026

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

49 West Coffeehouse, Winebar & Gallery 19 Oct 2026

Rodgers & Hammerstein's Oklahoma!

Maryland Hall 13 Nov 2026

Lonesome River Band

Rams Head On Stage 20 Nov 2026

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

Rams Head On Stage 6 Dec 2026

Carbon Leaf (Matinee)

Rams Head On Stage 12 Dec 2026

Mickey Guyton

Rams Head On Stage 9 Dec 2026

GCS ft. Eric Gales, Dennis Chambers & Billy Sheehan

Rams Head On Stage 1 Nov 2026

John Splithoff in Annapolis

Rams Head On Stage 21 Nov 2026

LIVE MUSIC with Life After Dinosaurs

Blackwall Hitch - Annapolis 30 Oct 2026

Charlene Kaye at Rams Head On Stage

Rams Head On Stage 28 Oct 2026

Pressing Strings at Rams Head On Stage

Rams Head On Stage 18 Dec 2026

Marshall Crenshaw with Sarah Borges at Rams Head On Stage

Rams Head On Stage 21 Nov 2026

What the Trees Know: A Fall Sound Bath for What You're Ready to Release

333 Dubois Rd 30 Oct 2026

Arcade Live

Annapolis Market House 31 Oct 2026

PMA at Unplugged at First Sunday Arts Festival

First Sunday Arts Festival 1 Nov 2026

Rachael and Vilray at Rams Head On Stage

Rams Head On Stage 10 Dec 2026

Candlelight: Queen vs. The Beatles | Annapolis

Maryland Hall 16 Jan 2027

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

AND Creative Film Club (October) - Häxan (1922 by Benjamin Christensen)

AND Creative Studio 23 Oct 2026

Midiri Brothers Trio

49 West Coffeehouse, Winebar & Gallery 25 Oct 2026

Candlelight: Valentine’s Day Special

Maryland Hall 13 Feb 2027

Dream Punch, Light Beams, PLRLS, Chain Puller at Metropolitan

Metropolitan Kitchen & Lounge 30 Oct 2026

Adrenalize - The Ultimate Def Leppard Experience @ Rams Head On Stage

Rams Head On Stage 8 Jan 2027

Morgan James at Rams Head On Stage

Rams Head On Stage 20 Dec 2026

Anchors & Artisans @ Annapolis Town Center

Annapolis Town Center 18 Oct 2026

Handel's Messiah

St. Anne's Parish 19 Dec 2026

Noelle & Jeff Band @Middleton Tavern

Middleton Tavern 6 Nov 2026

Steven Page

Rams Head On Stage - Annapolis 21 Dec 2026

Annual Holiday Celebration with the Eric Scott Trio

49 West Coffeehouse, Winebar & Gallery 21 Dec 2026

G. Love & Special Sauce at Rams Head On Stage

Rams Head On Stage 26 Jan 2027

Papa Lebas & Gumbo Ya Ya featuring Joe Krown and Corey Arceneaux

Rams Head On Stage 10 Nov 2026

Stephen Kellogg

Rams Head On Stage 28 Dec 2026

G. Love at Rams Head On Stage

Rams Head On Stage 27 Jan 2027

Sweet Leda & Lower Case Blues (Dance Area!)

Rams Head On Stage 12 Feb 2027

A Tribute to Dolly Parton (Matinee)

Rams Head On Stage 31 Jan 2027

LIVE MUSIC with MXD

Blackwall Hitch - Annapolis 21 Nov 2026

Tell Me Lies - The Fleetwood Mac Experience

Rams Head On Stage 14 Jan 2027

Navy Midshipmen Mens Basketball vs. American University Eagles Mens Basketball

Alumni Hall - MD 13 Feb 2027

Pressing Strings

Rams Head On Stage 19 Dec 2026

End of The Line : An Allman Brothers Tribute

Rams Head On Stage 25 Mar 2027

Last Train Home at Rams Head On Stage

Rams Head On Stage 1 Jan 2027

Mickey Guyton & Friends Holiday Tour (6:00pm)

Rams Head On Stage 9 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

Sweet Leda and Mallow Hill Duos at 49 West

49 West Coffeehouse, Winebar & Gallery 9 Dec 2026

Bond and Bentley at Rams Head On Stage

Rams Head On Stage 9 Jan 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 Arts Maryland presents Music & Film

Maryland Hall 27 Feb 2027

LIVE MUSIC with Bravenoise

Blackwall Hitch - Annapolis 18 Dec 2026

Falco & Book (Of The Infamous Stringdusters) Play Jerry Garcia

Rams Head On Stage 13 Jan 2027

🎸The Linda Ronstadt Experience w/American Idol Star Tristan McIntosh Returns to Rams Head

Rams Head Tavern Annapolis 7 Mar 2027

Steven Page at Rams Head On Stage

Rams Head On Stage 21 Dec 2026

It’s Magic! Hits of the Hi-Fi Era

Maryland Hall 11 Apr 2027

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

A Festive Holiday Candlelight Experience in Annapolis, MD - Thursday, December 17th

Unitarian Universalist Church of Annapolis 17 Dec 2026

Jim Messina at Rams Head On Stage

Rams Head On Stage 12 Nov 2026

The Resin Room - One Year Anniversary Celebration

The Resin Room 14 Nov 2026

Annapolis Jazz and Roots Festival - Muneer Nasser Band Jazz Genius: Coltrane, Miles & Weston ​

St. Luke's Eastport 6 Nov 2026