Annapolis Music Events

2026 Annapolis St. Patrick's Hooley!

U.S. Naval Academy Alumni Association & Foundation 7 Mar 2026

Last Train Home

Rams Head On Stage 2 Jan 2026

Siren's Call

The Westin Annapolis 26 Dec 2025

Pressing Strings

Rams Head On Stage 28 Dec 2025

Scorpion Rose

Blackwall Hitch - Annapolis 20 Dec 2025

Jon McLaughlin and Friends: Home For The Holidays

Rams Head On Stage 20 Dec 2025

Jimmie's Chicken Shack Holidaze Show

Rams Head On Stage 26 Dec 2025

Handel's Messiah - Annapolis Chorale and Orchestra

St. Anne's Episcopal Church - Annapolis Maryland 20 Dec 2025

Tides & Tunes

The Westin Annapolis 16 Dec 2025

Holiday Pops at Maryland Hall

Maryland Hall for the Creative Arts 19 Dec 2025

Jon McLaughlin at Rams Head On Stage

Rams Head On Stage 21 Dec 2025

Danny Burns Band: Southern Sky Album Release Tour

Rams Head On Stage 22 Dec 2025

Tides & Tunes

The Westin Annapolis 23 Dec 2025

Danny Burns Band

Rams Head On Stage 21 Dec 2025

The Chuck Brown Band (Dance Area!)

Rams Head On Stage 31 Jan 2026

AMFM & Songbird Collective Present: A Tribute to Aretha Franklin (matinee)

Rams Head On Stage 25 Jan 2026

Jarrod Lawson concert at Rams Head On Stage

Rams Head On Stage 17 Jan 2026

The Honey Dew Drops in Annapolis, MD.

49 West Coffeehouse, Winebar & Gallery 16 Feb 2026

Rams Head Presents The Bacon Brothers: Freestanding Tour - Maryland Hall - Annapolis, MD

Maryland Hall 22 Jan 2026

Kashmir - The Led Zeppelin Experience

Rams Head On Stage 9 Jan 2026

Dave Matthews Tribute Band

Rams Head On Stage 24 Jan 2026

Jon McLaughlin & Friends: Home For The Holidays with T.3

Rams Head On Stage 21 Dec 2025

The Young Fables in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 20 Feb 2026

Ana Popovic: Dance To The Rhythm Tour (Matinee)

Rams Head On Stage 11 Jan 2026

2nd Generation @ Dark Horse!

985 Bay Ridge Rd, Annapolis, MD 21403-3934, United States 26 Dec 2025

Fireside Revelry: A Colonial Twelfth Night Concert

19 Maryland Avenue, Annapolis, MD, United States, Maryland 21401 10 Jan 2026

Danah Denice Band at Rams Head On Stage

Rams Head On Stage 16 Jan 2026

Siren's Call

The Westin Annapolis 19 Dec 2025

Emmaline: LIVE in Annapolis, MD "Be My Valentine" Tour

Rams Head On Stage 15 Feb 2026

Live Arts Maryland Presents Handel's Messiah

St. Anne's Parish 21 Dec 2025

Dead Letter Office: A Tribute of R.E.M

Rams Head On Stage 11 Jan 2026

DJ VER1TAS at Charthouse Prime Restaurant Annapolis

Charthouse Restaurant Annapolis 26 Dec 2025

LIVE MUSIC with Moon Cherry

Blackwall Hitch - Annapolis 19 Dec 2025

Jay Hurtt VI w/ Skribe

Rams Head On Stage 17 Dec 2025

LIVE MUSIC with Timmie Metz Band

Blackwall Hitch - Annapolis 26 Dec 2025

G Love and Special Sauce at Rams Head On Stage

Rams Head On Stage 3 Feb 2026

Bill Starks with Greg Hardin in Annapolis

49 West Coffeehouse, Winebar & Gallery 20 Jan 2026

Candlelight: Christmas Carols on Strings | Annapolis

Annapolis Waterfront Hotel 21 Dec 2025

LIVE MUSIC with Enslow

Blackwall Hitch - Annapolis 26 Dec 2025

Cash Unchained – The Ultimate Johnny Cash Tribute

Rams Head On Stage 22 Jan 2026

Dan Tyminski Band at Rams Head On Stage

Rams Head On Stage 13 Feb 2026

Slugs & Special Guests - New Year’s Eve at Dark Horse!

Dark Horse Annapolis 31 Dec 2025

DMTB: The Dave Matthews Tribute Band: Tomorrow We Die Tour

Rams Head On Stage 25 Jan 2026

Legends & Landcapes - February 22, 2026

Maryland Hall 22 Feb 2026

Noelle & Jeff Full Band!

Middleton Tavern 2 Jan 2026

January Film Club - "Passion of Joan of Arc" (1928) w/ live music accomp

AND Creative Studio 23 Jan 2026

Tell Me Lies - The Fleetwood Mac Experience

Rams Head On Stage 8 Jan 2026

Bruce in the USA: The World's #1 Tribute to Bruce Springsteen and the E Street Band

Rams Head On Stage 23 Jan 2026

Danah Denice Band

Rams Head On Stage 15 Jan 2026

SQRRL! HOLIDAY! Kids Musical Extravaganza! MATINEE SHOW w/ The Christmas Wish Crackler!

Rams Head On Stage 20 Dec 2025

LIVE MUSIC with Aiden Ewald

Blackwall Hitch - Annapolis 18 Dec 2025

Tides & Tunes

The Westin Annapolis 30 Dec 2025

The Magic of Cinema - April 18, 2026

Maryland Hall 18 Apr 2026

Signature Series: "Legends" with soprano Christine Goerke at Maryland Hall

Maryland Hall for the Creative Arts 31 Jan 2026

American Voices United Through Song - June 6, 2026

Maryland Hall 6 Jun 2026

Don Jovi - The Ultimate Tribute to the Music of Bon Jovi

Rams Head On Stage 14 Jan 2026

The Dave Matthews Tribute Band

Rams Head On Stage 24 Jan 2026

Fallin' Free: A Tribute to Tom Petty & The Heartbreakers feat. Scott Kurt

Rams Head On Stage 21 Feb 2026

Ana Popovic

Rams Head On Stage 10 Jan 2026

Captain Mike & The Shipwrecked

Rams Head On Stage 29 Jan 2026

The Annapolis Opry

St. Margaret's Episcopal Church 11 Jan 2026

Unity Rhythm and Drum Circle

Unity by the Bay (Maryland) 22 Dec 2025

Signature Series: "Legends" with soprano Christine Goerke at Maryland Hall

Maryland Hall for the Creative Arts 30 Jan 2026

Sons of Cream feat. Kofi Baker & Malcolm Bruce w/ special guest Rob Johnson

Rams Head On Stage 27 Feb 2026

Richie Furay at Rams Head On Stage

Rams Head On Stage 18 May 2026

Bobby Thompson and Karen Jonas in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 16 Mar 2026

The High Kings in Annapolis

Rams Head On Stage 8 Mar 2026

Jonathan Butler in Annapolis

Rams Head On Stage 18 Apr 2026

Bay Winds Band Holiday Winter Concert "Set the Scene" with Holiday Fun!

Unity by the Bay (Maryland) 16 Dec 2025

Billy Price Band

Rams Head On Stage 31 Jan 2026

Marcus Miller (8:00PM)

Rams Head On Stage 24 May 2026

Dio Rules: A Tribute to Rainbow, Black Sabbath & Dio

Rams Head On Stage 19 Feb 2026

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

Rams Head Tavern Annapolis 26 Feb 2026

Marc Douglas Berardo and Grace Morrison in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 20 Apr 2026

Matisyahu

Rams Head On Stage 4 Mar 2026

Satisfaction - The International Rolling Stones Tribute Show

Rams Head On Stage 31 Jan 2026

G. Love & Special Sauce - Lemonade 20th Anniversary Tour with Special Guest MAKUA

Rams Head On Stage 4 Feb 2026

The Billy Price Band & The Chris O'Leary Band (Matinee)

Rams Head On Stage 1 Feb 2026

Naptown Brass Band Mardi Gras at Rams Head!!!

Rams Head On Stage 17 Feb 2026

Honky Tonk Casanovas Comes to The Annapolis Smokehouse

Annapolis Smokehouse and Tavern 21 Feb 2026

Hyland Brothers Live @ Stan & Joe’s

Stan and Joe's Saloon 21 Jan 2026

G. Love & Special Sauce- Lemonade 20th Anniversary Tour with Special Guest MAKUA

Rams Head On Stage 3 Feb 2026

Black Violin

Rams Head On Stage 27 Feb 2026

Mike Dawes in Annapolis

Rams Head On Stage 5 Feb 2026

Albert Lee at Rams Head On Stage

Rams Head On Stage 16 Mar 2026

Songwriter Monday's at 49 West

49 West St, Annapolis, MD 21401-2420, United States 9 Feb 2026

Celtic Cinco de Mayo with La Unica at Rams Head On Stage

Rams Head On Stage 5 May 2026

John Moreland, Patterson Hood in Annapolis

Rams Head On Stage 15 Mar 2026

The Super 70's Concert Experience feat. Super Trans Am at Rams Head On Stage

Rams Head On Stage 22 Feb 2026

Madeleine Peyroux

Rams Head On Stage 10 May 2026

Black Violin: Full Circle at Rams Head On Stage

Rams Head On Stage 28 Feb 2026

Uli Jon Roth

Rams Head On Stage 27 Apr 2026

Penny and Sparrow in Annapolis

Rams Head On Stage 9 Apr 2026

Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More!

Annapolis 30 Oct 2025

Satisfaction - The International Rolling Stones Tribute Show at Rams Head On Stage

Rams Head On Stage 1 Feb 2026

Bacon Brothers at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 22 Jan 2026

Duane Betts at Rams Head On Stage

Rams Head On Stage 21 Apr 2026

Madeleine Peyroux in Annapolis

Rams Head On Stage 11 May 2026

Bruce in the USA - Bruce Springsteen Tribute

Rams Head On Stage 24 Jan 2026

Ana Popovic

Rams Head On Stage 11 Jan 2026