Annapolis Music Events

Maryland Renaissance Festival at Maryland Renaissance Festival

Maryland Renaissance Festival 27 Sep 2026

Michael Franti Trio

Rams Head On Stage 28 Sep 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

Five for Fighting with String Quartet at Rams Head On Stage

Rams Head On Stage 18 Oct 2026

Southern Culture On the Skids at Rams Head On Stage

Rams Head On Stage 26 Sep 2026

Brett Dennen

Rams Head On Stage 24 Sep 2026

The Buena Vista Orchestra

Rams Head On Stage 4 Oct 2026

Gerald Albright at Rams Head On Stage

Rams Head On Stage 14 Oct 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

Southern (Harwood)Class of 1986 40th Reunion

Annapolis, Maryland 26 Sep 2026

Comedy Fundraiser

914 Bay Ridge Ave, Annapolis, MD 26 Sep 2026

Madi Diaz at Rams Head On Stage

Rams Head On Stage 12 Oct 2026

Technicolor Motor Home: A Tribute to Steely Dan

Rams Head On Stage 10 Oct 2026

Party in the Port 2026

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

The Carole King & James Taylor Story - Tribute Show

Rams Head On Stage 10 Oct 2026

Noelle & Jeff Band @Middleton Tavern

Middleton Tavern 2 Oct 2026

Phil Vassar

Rams Head On Stage - Annapolis 23 Oct 2026

Walt Wilkins and Marc Douglas Berardo in Annapolis

49 West Coffeehouse, Gallery and Winebar 23 Sep 2026

The Carole King and James Taylor Story

Rams Head On Stage 11 Oct 2026

Rams Head Presents Lalah Hathaway (Annapolis, MD)

801 Chase St, Annapolis, MD, United States, Maryland 21401 16 Nov 2026

2nd Annual Wellness & Waves Yacht Event 2026

Annapolis City Dock 17 Oct 2026

Five For Fighting

Rams Head On Stage 17 Oct 2026

Navy Midshipmen Football vs. Temple Owls Football

Navy Marine Corps Memorial Stadium 7 Nov 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

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

Everyday at QWP thru Sept 30 Water Biiss & Events Annapolis QUIET WATERS PARK

Quiet Waters Park Annapolis, Md 30 Sep 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

Herman's Hermits Starring Peter Noone at Rams Head On Stage

Rams Head On Stage 22 Nov 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

Steven Page Formerly of Barenaked Ladies

Rams Head On Stage 21 Dec 2026

Mickey Guyton

Rams Head On Stage 9 Dec 2026

Lalah Hathaway in Annapolis

Maryland Hall 16 Nov 2026

Deer Tick at Rams Head On Stage

Rams Head On Stage 18 Nov 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

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

Jon McLaughlin

Rams Head On Stage 4 Dec 2026

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

Forces of Nature

801 Chase St Ste 204, Annapolis, MD, United States, Maryland 21401 6 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

Billy Prine presents Songs and Stories of John Prine at Rams Head On Stage

Rams Head On Stage 16 Jan 2027

An Evening With Sheriff Sesker

Caliente Grill 24 Sep 2026

American Darlings at Rams Head On Stage

Rams Head On Stage 8 Nov 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

Steven Page

Rams Head On Stage - Annapolis 21 Dec 2026

Atlanta Rhythm Section

Rams Head On Stage 21 Jan 2027

PMA at Unplugged at First Sunday Arts Festival

First Sunday Arts Festival 1 Nov 2026

T Rose Bridal Show Annapolis 2026

Crowne Plaza Annapolis by IHG 6 Dec 2026

Lalah Hathaway

Maryland Hall For The Creative Arts 16 Nov 2026

Echoes of Love & Longing

Maryland Hall 21 Feb 2027

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