Annapolis Music Events

Candlelight: 90s Unplugged

Maryland Hall 29 Oct 2026

Candlelight: A Haunted Evening of Halloween Classics

Maryland Hall 29 Oct 2026

Phil Vassar

Rams Head On Stage - Annapolis 23 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

Five For Fighting

Rams Head On Stage 17 Oct 2026

Crack the Sky

Rams Head On Stage 31 Oct 2026

Party in the Port 2026

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

Mike Dawes

Rams Head On Stage - Annapolis 27 Oct 2026

Navy Midshipmen Football vs. Temple Owls Football

Navy Marine Corps Memorial Stadium 7 Nov 2026

Rams Head Presents Lalah Hathaway (Annapolis, MD)

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

Crack the Sky at Rams Head On Stage

Rams Head On Stage 30 Oct 2026

Candlelight: 90s Unplugged

Maryland Hall For The Creative Arts 29 Oct 2026

SUSTO at Rams Head On Stage

Rams Head On Stage 24 Oct 2026

2nd Annual Wellness & Waves Yacht Event 2026

Annapolis City Dock 17 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

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

Crack the Sky (Matinee)

Rams Head On Stage 1 Nov 2026

Candlelight: Queen vs. The Beatles

Maryland Hall 21 Nov 2026

Euge Groove at Rams Head On Stage

Rams Head On Stage 7 Nov 2026

Ari Hest at 49 West in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 16 Nov 2026

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

Rams Head On Stage 22 Nov 2026

Annapolis Chocolate Binge Festival

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

Rick Braun Plays - Chuck Mangione at Rams Head On Stage

Rams Head On Stage 15 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

Le Petit Masquerade @ Rumhouse (Caribbean Fine Dining - Annapolis)

Rumhouse 31 Oct 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

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

49 West Coffeehouse, Winebar & Gallery 19 Oct 2026

Holiday Pops with vocalist Stephanie Waters

801 Chase St Ste 204, Annapolis, MD, United States, Maryland 21401 18 Dec 2026

Rodgers & Hammerstein's Oklahoma!

Maryland Hall 13 Nov 2026

Lonesome River Band

Rams Head On Stage 20 Nov 2026

Steven Page Formerly of Barenaked Ladies

Rams Head On Stage 21 Dec 2026

Motown & More: A Holiday Celebration (5:00 pm)

Rams Head On Stage 5 Dec 2026

Marc Roberge of O.A.R.

Rams Head On Stage 16 Dec 2026

Mickey Guyton

Rams Head On Stage 9 Dec 2026

Carbon Leaf (Matinee)

Rams Head On Stage 12 Dec 2026

Mickey Guyton

Rams Head On Stage 9 Dec 2026

Evan Honer Tickets

Rams Head On Stage 19 Oct 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

Forces of Nature

801 Chase St Ste 204, Annapolis, MD, United States, Maryland 21401 6 Nov 2026

LIVE MUSIC with Life After Dinosaurs

Blackwall Hitch - Annapolis 30 Oct 2026

RICKSHAW LIZARD live at DragonFest - breast cancer benefit!

Pier 4 Marina 17 Oct 2026

Boney James Tickets

Rams Head On Stage 17 Oct 2026

Pressing Strings at Rams Head On Stage

Rams Head On Stage 18 Dec 2026

Jon McLaughlin

Rams Head On Stage 4 Dec 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

Caliente Karaoke - Powered by KJ DJ Ben

Caliente Grill 16 Oct 2026

Candlelight: Queen vs. The Beatles | Annapolis

Maryland Hall 16 Jan 2027

Five For Fighting Tickets

Rams Head On Stage 18 Oct 2026

PMA at Unplugged at First Sunday Arts Festival

First Sunday Arts Festival 1 Nov 2026

Mike Tramp of White Lion (Solo Acoustic)

Rams Head On Stage 2 Dec 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

Midiri Brothers Trio

49 West Coffeehouse, Winebar & Gallery 25 Oct 2026

American Darlings at Rams Head On Stage

Rams Head On Stage 8 Nov 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

Celebrate the Severn with FASO at Annapolis Yacht Club

Annapolis Yacht Club 21 Oct 2026

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

Rams Head On Stage 16 Jan 2027

Noelle & Jeff Band @Middleton Tavern

Middleton Tavern 6 Nov 2026

Steven Page

Rams Head On Stage - Annapolis 21 Dec 2026

T Rose Bridal Show Annapolis 2026

Crowne Plaza Annapolis by IHG 6 Dec 2026

Annual Holiday Celebration with the Eric Scott Trio

49 West Coffeehouse, Winebar & Gallery 21 Dec 2026

10/29 - ilyAIMY at the Dark Horse

Dark Horse Annapolis 29 Oct 2026

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

Spend The Holidays Singing!

119 S Villa Ave, Annapolis, MD, United States, Maryland 21401 6 Nov 2026

Trevor Hall

Rams Head On Stage 3 Dec 2026

Annapolis First Sunday Arts Festival w/ The Accidental Poet!!

West St, Annapolis, MD 21401, United States 1 Nov 2026

G. Love at Rams Head On Stage

Rams Head On Stage 27 Jan 2027

Voices of the Season

Eastport United Methodist Church 13 Dec 2026

Atlanta Rhythm Section

Rams Head On Stage 21 Jan 2027

Sweet Leda & Lower Case Blues (Dance Area!)

Rams Head On Stage 12 Feb 2027

Echoes of Love & Longing

Maryland Hall 21 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