Annapolis Live 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

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

Siren's Call

The Westin Annapolis 31 Oct 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

Siren's Call

The Westin Annapolis 5 Dec 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

Halloween Costume Party

2016 Industrial Dr, Annapolis, MD, United States, Maryland 21401 31 Oct 2025

The Moment Live Band & Show

1707 Forest Dr 1 Nov 2025

Laura Tsaggaris (Matinee)

Rams Head On Stage 6 Dec 2025

Tides & Tunes

The Westin Annapolis 11 Nov 2025

Siren's Call

The Westin Annapolis 7 Nov 2025

Keb Mo at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 21 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

Colin Hay in Annapolis

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

Navy Midshipmen Tailgate Party

The Westin Annapolis 15 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

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

U2topia: The Mid-Atlantic U2 Tribute Band

Rams Head On Stage 28 Nov 2025

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

Rams Head On Stage 13 Dec 2025

Sunday Fun Day & Art Walk in Downtown Annapolis

172 Green St 1 Nov 2025

Tab Benoit: I Hear Thunder Tour w/ Jesse Dayton

Rams Head On Stage 7 Dec 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

Carbon Leaf

Rams Head On Stage 12 Dec 2025

Rams Head Presents Chris Isaak - Annapolis, MD

Maryland Hall 7 Dec 2025

Tides & Tunes

The Westin Annapolis 23 Dec 2025

Uli Jon Roth at Rams Head On Stage

Rams Head On Stage 13 Nov 2025

Vienna Teng at Rams Head On Stage

Rams Head On Stage 20 Nov 2025

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

Maryland Hall 22 Jan 2026

Uli Jon Roth

Rams Head On Stage 12 Nov 2025

LIVE MUSIC with Timmie Metz Band

Blackwall Hitch - Annapolis 31 Oct 2025

Cash Unchained – The Ultimate Johnny Cash Tribute

Rams Head On Stage 22 Jan 2026

Tides & Tunes

The Westin Annapolis 30 Dec 2025

Wishbone Ash

Rams Head On Stage 7 Nov 2025

Candlelight: Tribute to The Beatles | Annapolis

Hubbard Hall (Annapolis, Maryland) 20 Nov 2025

Taste of Fall on West Street

53 West St 9 Nov 2025

Marshall Crenshaw at Rams Head On Stage

Rams Head On Stage 14 Nov 2025

Comic & Music Fair

ArtFarm 8 Nov 2025

Jim Messina and his band The Road Runners

Rams Head On Stage 25 Nov 2025

Scorpion Rose

Blackwall Hitch - Annapolis 20 Dec 2025

Live Dead and Brothers - Grateful Dead and Allman Bros Tribute

Rams Head On Stage 22 Nov 2025

THE SAMPLES

Annapolis Smokehouse And Tavern 20 Nov 2025

Tides & Tunes

The Westin Annapolis 25 Nov 2025

Tides & Tunes

The Westin Annapolis 2 Dec 2025

The Empty Pockets at Rams Head On Stage

Rams Head On Stage 3 Dec 2025

The Gilmour Project: Wish You Were Here

Rams Head On Stage 9 Dec 2025

Najee (7:30PM Show)

Rams Head On Stage 9 Nov 2025

Tides & Tunes

The Westin Annapolis 9 Dec 2025

Son Little w/ Candi Jenkins

Rams Head On Stage 2 Dec 2025

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

Rams Head On Stage 14 Dec 2025

Chris Isaak at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 7 Dec 2025

Annapolis Jazz & Roots Festival Alexis Tantau & Letitia VanSant with Rusty Sal - Eva Cassidy Tribute

Peerless Rens Club 7 Nov 2025

Carbon Leaf at Rams Head On Stage

Rams Head On Stage 12 Dec 2025

Tab Benoit at Rams Head On Stage

Rams Head On Stage 7 Dec 2025

Ana Popovic: Dance To The Rhythm Tour (Matinee)

Rams Head On Stage 11 Jan 2026

One Step Down at Rams Head Tavern in Annapolis, MD

Rams Head Tavern Annapolis 5 Dec 2025

Versed Fox

35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401 12 Nov 2025

Naptown 2 NOLA Album Release Party with Papa Lebas & Gumbo Ya Ya

Rams Head On Stage 18 Nov 2025