Annapolis Live Music Events

Pure Prairie League in Annapolis

Rams Head On Stage 5 Dec 2025

Pure Prairie League in Annapolis

Rams Head On Stage 5 Dec 2025

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

Chris Isaak in Annapolis

Maryland Hall 7 Dec 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

Atlanta Rhythm Section in Annapolis

Rams Head On Stage 6 Dec 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

Siren's Call

The Westin Annapolis 5 Dec 2025

Siren's Call

The Westin Annapolis 19 Dec 2025

December Film Club - "The Exterminating Angel" (1962)

AND Creative Studio 19 Dec 2025

Siren's Call

The Westin Annapolis 26 Dec 2025

Laura Tsaggaris (Matinee)

Rams Head On Stage 6 Dec 2025

One Step Down at Rams Head Tavern in Annapolis, MD

Rams Head Tavern Annapolis 5 Dec 2025

Tides & Tunes

The Westin Annapolis 25 Nov 2025

U2topia: The Mid-Atlantic U2 Tribute Band

Rams Head On Stage 28 Nov 2025

Siren's Call

The Westin Annapolis 28 Nov 2025

The Gilmour Project: Wish You Were Here

Rams Head On Stage 9 Dec 2025

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

Rams Head On Stage 13 Dec 2025

Tides & Tunes

The Westin Annapolis 9 Dec 2025

Tides & Tunes

The Westin Annapolis 2 Dec 2025

Cash Unchained – The Ultimate Johnny Cash Tribute

Rams Head On Stage 22 Jan 2026

Tides & Tunes

The Westin Annapolis 16 Dec 2025

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

Rams Head On Stage 25 Jan 2026

Rams Head Presents Chris Isaak - Annapolis, MD

Maryland Hall 7 Dec 2025

Tides & Tunes

The Westin Annapolis 23 Dec 2025

Peter Mayer: A Stars and Promises Christmas 2025

Rams Head On Stage 11 Dec 2025

Tides & Tunes

The Westin Annapolis 30 Dec 2025

LIVE MUSIC with Rickshaw Lizard

Blackwall Hitch - Annapolis 29 Nov 2025

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

Maryland Hall 22 Jan 2026

Encore ROCKS Annapolis - 12/1 Concert

Maryland Hall 1 Dec 2025

Lights Parade Dinner Cruise with Ken's Creative Kitchen

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

Ana Popovic: Dance To The Rhythm Tour (Matinee)

Rams Head On Stage 11 Jan 2026

LIVE MUSIC with Red Betty & The Ruckus

Blackwall Hitch - Annapolis 6 Dec 2025

The Empty Pockets at Rams Head On Stage

Rams Head On Stage 3 Dec 2025

Bay Winds Band Holiday Winter Concert

Unity by the Bay (Maryland) 16 Dec 2025

LIVE MUSIC with Timmie Metz Band

Blackwall Hitch - Annapolis 28 Nov 2025

The Dave Matthews Tribute Band

Rams Head On Stage 24 Jan 2026

LIVE MUSIC with Michael McHenry Tribe

Blackwall Hitch - Annapolis 5 Dec 2025

Live Music with Mad Planet

Rams Head Roadhouse 28 Nov 2025

LIVE MUSIC with Rick & The Revolving Doors

Blackwall Hitch - Annapolis 13 Dec 2025

Scorpion Rose

Blackwall Hitch - Annapolis 20 Dec 2025

Hyland Brothers Live @ Galway Bay

Galway Bay Irish Restaurant and Pub 5 Dec 2025

Jim Messina and his band The Road Runners w/ Ivan Pulley

Rams Head On Stage 25 Nov 2025

Bill Starks with Greg Hardin in Annapolis

49 West Coffeehouse, Winebar & Gallery 20 Jan 2026

Pure Prairie League at Rams Head On Stage

Rams Head On Stage 5 Dec 2025

LIVE MUSIC with Moon Cherry

Blackwall Hitch - Annapolis 19 Dec 2025

Carbon Leaf at Rams Head On Stage

Rams Head On Stage 12 Dec 2025

LIVE MUSIC with Timmie Metz Band

Blackwall Hitch - Annapolis 26 Dec 2025

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

Rams Head On Stage 14 Dec 2025

Son Little w/ Candi Jenkins

Rams Head On Stage 2 Dec 2025

Chris Isaak at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 7 Dec 2025

Beersgiving

33 West St, Annapolis, MD, United States, Maryland 21401 26 Nov 2025

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

Rams Head On Stage 23 Jan 2026

Carbon Leaf

Rams Head On Stage 12 Dec 2025

LIVE MUSIC with Sean Bera

Blackwall Hitch - Annapolis 11 Dec 2025

Tab Benoit at Rams Head On Stage

Rams Head On Stage 7 Dec 2025

Songs of the Season - a holiday concert and sing-along

Eastport United Methodist Church 14 Dec 2025

LIVE MUSIC with Aiden Ewald

Blackwall Hitch - Annapolis 18 Dec 2025

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

Rams Head On Stage 1 Feb 2026

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

Rams Head On Stage 4 Feb 2026

Satisfaction - The International Rolling Stones Tribute Show

Rams Head On Stage 31 Jan 2026

The Amish Outlaws at Rams Head on Stage

Rams Head On Stage 6 Mar 2026

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

Rams Head On Stage 3 Feb 2026

Hyland Brothers Live @ Stan & Joe’s

Stan and Joe's Saloon 21 Jan 2026

Jonathan Butler in Annapolis

Rams Head On Stage 18 Apr 2026

The High Kings in Annapolis

Rams Head On Stage 8 Mar 2026

Uli Jon Roth

Rams Head On Stage 27 Apr 2026

Penny and Sparrow in Annapolis

Rams Head On Stage 9 Apr 2026

Spyro Gyra in Annapolis

Rams Head On Stage 5 Mar 2026

LIVE MUSIC with The Wet Cowboys

Blackwall Hitch - Annapolis 12 Dec 2025

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

Annapolis 30 Oct 2025

Son Little at Rams Head On Stage

Rams Head On Stage 2 Dec 2025

Candlelight: Coldplay & Imagine Dragons | Annapolis

Annapolis Waterfront Hotel 14 Dec 2025

Bacon Brothers at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 22 Jan 2026

Jim Messina at Rams Head On Stage

Rams Head On Stage 25 Nov 2025

Stephen Kellogg at Rams Head On Stage

Rams Head On Stage 29 Dec 2025

Kashmir: The Spirit of Led Zeppelin LIVE feat. Jean Violet

Rams Head On Stage - Annapolis 11 Jan 2026

Stephen Kellogg

Rams Head On Stage - Annapolis 30 Dec 2025