Annapolis Music Events

Pure Prairie League in Annapolis

Rams Head On Stage 5 Dec 2025

Richard Thompson in Annapolis

St. John's College - Francis Scott Key Auditorium 2 Nov 2025

Najee in Annapolis

Rams Head On Stage 9 Nov 2025

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

2025 Hall & Friends Oyster Roast

Bay Ridge Marina 1 Nov 2025

Chris Isaak in Annapolis

Maryland Hall 7 Dec 2025

Najee in Annapolis

Rams Head On Stage 9 Nov 2025

Wishbone Ash: Wishlist Tour

Rams Head On Stage 8 Nov 2025

Keb' Mo' in Annapolis

Maryland Hall 21 Nov 2025

The Moonshiners Ball 2025 A Cocktail Party for the SPCA and Slade Child Foundation.

Latitude 38 Annapolis 7 Dec 2025

Signature Series: Darkness to Light

Maryland Hall for the Creative Arts 7 Nov 2025

First Sunday Arts Festival

Calvert and West Streets, Annapolis, MD, United States, Maryland 21401 2 Nov 2025

Annapolis Chocolate Binge Festival

53 West St, Annapolis, MD 21401-2420, United States 7 Dec 2025

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

Crack the Sky

Rams Head On Stage 1 Nov 2025

Will Hoge Band w/ July Moon

Rams Head On Stage 16 Nov 2025

Rams Head Presents Natalie Merchant w/ Erik Della Penna: Autumn Acoustic Tour - Maryland Hall

Maryland Hall 23 Nov 2025

Atlanta Rhythm Section in Annapolis

Rams Head On Stage 6 Dec 2025

Siren's Call

The Westin Annapolis 28 Nov 2025

Pure Prairie League in Annapolis

Rams Head On Stage 5 Dec 2025

Dan Navarro w/ Jesse Lynn Madera

Rams Head On Stage 6 Nov 2025

Last Train Home

Rams Head On Stage 2 Jan 2026

Siren's Call

The Westin Annapolis 5 Dec 2025

Be Still and Know: A Journey Into Sound & Soul

Unity by the Bay 5 Dec 2025

Hotel Paradise (Dance Area!)

Rams Head On Stage 30 Nov 2025

Crack the Sky at Rams Head On Stage

Rams Head On Stage 31 Oct 2025

Holiday Pops at Maryland Hall

Maryland Hall for the Creative Arts 19 Dec 2025

Matthew Clark: An Evening of Songs and Stories

Downtown Hope 1 Nov 2025

Siren's Call

The Westin Annapolis 19 Dec 2025

Signature Series: Darkness to Light

Maryland Hall for the Creative Arts 8 Nov 2025

Macy Gray at Rams Head On Stage

Rams Head On Stage 2 Nov 2025

Siren's Call

The Westin Annapolis 26 Dec 2025

Lights Parade Dinner Cruise with Ken's Creative Kitchen

1 Dock St, Annapolis, MD, United States, Maryland 21401 13 Dec 2025

Tides & Tunes

The Westin Annapolis 4 Nov 2025

Marshall Crenshaw: 40+ Years in Showbiz

Rams Head On Stage 14 Nov 2025

The Moment Live Band & Show

1707 Forest Dr 1 Nov 2025

Natalie Merchant

Maryland Hall For The Creative Arts 22 Nov 2025

Eli Lev at Unity by the Bay Church

Unity by the Bay (Maryland) 7 Nov 2025

Laura Tsaggaris (Matinee)

Rams Head On Stage 6 Dec 2025

Candlelight: Tribute to Fleetwood Mac | Annapolis

Maryland Hall 20 Nov 2025

Seth Mitchell Band w/ Shannon Leigh

49 West St, Annapolis, MD 21401-2420, United States 11 Nov 2025

Tides & Tunes

The Westin Annapolis 11 Nov 2025

Siren's Call

The Westin Annapolis 7 Nov 2025

The Carole King & James Taylor Story

Rams Head On Stage 15 Nov 2025

Keb Mo at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 21 Nov 2025

Live Arts Maryland Presents Music of the Spheres

Maryland Hall 15 Nov 2025

Paapa-Berchie, Live Music Experience

Annapolis Mall 22 Nov 2025

The Brit Pack: British Invasion & More!

Rams Head On Stage 22 Nov 2025

Comic & Music Fair

ArtFarm 8 Nov 2025

Colin Hay in Annapolis

St. John's College - Francis Scott Key Auditorium 11 Nov 2025

Jimmie's Chicken Shack Holidaze Show

Rams Head On Stage 26 Dec 2025

Masquerade…The Phantom of the Opera!

Annapolis Lodge #622, 2 Pythian Drive, Edgewater, MD 21401 22 Nov 2025

Acoustic Alchemy

Rams Head On Stage 12 Nov 2025

North Mississippi Allstars

Rams Head On Stage 7 Nov 2025

Tides & Tunes

The Westin Annapolis 18 Nov 2025

Siren's Call

The Westin Annapolis 14 Nov 2025

Naptown Flea

24 Market Space 9 Nov 2025

Will Hoge

Rams Head On Stage 15 Nov 2025

Navy Midshipmen Tailgate Party

The Westin Annapolis 15 Nov 2025

Deadgrass, Bluegrass Covers of The Grateful Dead

Annapolis Mall 11 Nov 2025

Will Hoge at Rams Head On Stage

Rams Head On Stage 16 Nov 2025

Pure Prairie League at Rams Head On Stage

Rams Head On Stage 5 Dec 2025

The Doug Segree Band at 49 West

49 West St, Annapolis, MD 21401-2420, United States 17 Nov 2025

Siren's Call

The Westin Annapolis 21 Nov 2025

Live Dead and Brothers: An All-Star Celebration of Grateful Dead & Allman Brothers

Rams Head On Stage 23 Nov 2025

Dan Navarro at Rams Head On Stage

Rams Head On Stage 6 Nov 2025

Suzy & Shaun Duo in Annapolis

The Annapolis Market House 6 Nov 2025

A Peter White Christmas w/ Mindi Abair & Vincent Ingala (6:30 PM)

Rams Head On Stage 4 Dec 2025

Tides & Tunes

The Westin Annapolis 2 Dec 2025

Crack the Sky (Matinee)

Rams Head On Stage 2 Nov 2025

Sister Hazel (matinee)

Rams Head On Stage 15 Nov 2025

U2topia: The Mid-Atlantic U2 Tribute Band

Rams Head On Stage 28 Nov 2025

Annapolis vs. Eastport Tug of War

Chart House Annapolis 8 Nov 2025

Carbon Leaf: 'I Want To Be Leaf' Tour 2025

Rams Head On Stage 13 Dec 2025

Joshua Redman Quartet

801 Chase St, Annapolis, MD, United States, Maryland 21401 16 Nov 2025

Live Arts Maryland presents Bluegrass Nutcracker

Annapolis Mall 5 Dec 2025

Shakey Graves

Rams Head On Stage 13 Dec 2025

Sunday Fun Day & Art Walk in Downtown Annapolis

172 Green St 1 Nov 2025

Annapolis Jazz & Roots Festival - Michael McHenry Tribe

Pip Moyer Recreation Center at Truxtun Park 9 Nov 2025

Tab Benoit: I Hear Thunder Tour w/ Jesse Dayton

Rams Head On Stage 7 Dec 2025

Don Giovanni

Maryland Hall 2 Nov 2025

DJ VER1TAS at Charthouse Prime Restaurant Annapolis

Charthouse Restaurant Annapolis 1 Nov 2025

Siren's Call

The Westin Annapolis 12 Dec 2025

Marshall Crenshaw

Rams Head On Stage 13 Nov 2025

The Jerry Douglas Band at Rams Head On Stage

Rams Head On Stage 5 Nov 2025

Natalie Merchant at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 23 Nov 2025

Peter Mayer: A Stars and Promises Christmas 2025

Rams Head On Stage 11 Dec 2025

Wishbone Ash at Rams Head On Stage

Rams Head On Stage 8 Nov 2025

Tides & Tunes

The Westin Annapolis 16 Dec 2025

Noelle & Jeff Full Band!

Middleton Tavern 7 Nov 2025

The Martin Sexton Abbey Road Show at Rams Head On Stage

Rams Head On Stage 21 Nov 2025

Annapolis Jazz & Roots - Ed Hrybyk "Bass Traditions"

Anne Arundel County Public Library (Eastport-Annapolis Neck Library) 15 Nov 2025

Pressing Strings

Rams Head On Stage 28 Dec 2025

Carbon Leaf

Rams Head On Stage 12 Dec 2025

Slugs & Special Guests at Annapolis Smokehouse

Annapolis Smokehouse and Tavern 21 Nov 2025

Rams Head Presents Chris Isaak - Annapolis, MD

Maryland Hall 7 Dec 2025

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

Maryland Hall 22 Jan 2026

Tides & Tunes

The Westin Annapolis 23 Dec 2025