Annapolis Live Music Events

War in Annapolis

Rams Head On Stage 26 Sep 2025

War in Annapolis

Rams Head On Stage 25 Sep 2025

NILS, Jeff Kashiwa, Nils in Annapolis

Rams Head On Stage 6 Sep 2025

The Wallflowers, Brother Elsey in Annapolis

Rams Head On Stage 23 Sep 2025

Dinner Under the Stars - Let's Salsa Latin Fest

West Street and Calvert Street (Intersection), Annapolis, MD, United States, Maryland 21401 16 Aug 2025

Atlanta Rhythm Section in Annapolis

Rams Head On Stage 6 Dec 2025

Richard Thompson in Annapolis

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

Pure Prairie League in Annapolis

Rams Head On Stage 5 Dec 2025

The Robert Cray Band in Annapolis

Rams Head On Stage 22 Sep 2025

Sara Evans in Annapolis

Rams Head On Stage 14 Aug 2025

3hr Sunset Cruise w/ Live Entertainment from: KEVIN LEE

Annapolis, MD 20 Sep 2025

10,000 Maniacs

Rams Head On Stage 13 Sep 2025

The Amish Outlaws return to Rams Head On Stage

Rams Head On Stage 17 Oct 2025

Pure Prairie League in Annapolis

Rams Head On Stage 5 Dec 2025

Ahmed Warshanna Presents ISHTA!

801 Chase St, Annapolis, MD, United States, Maryland 21401 30 Aug 2025

10000 Maniacs at Rams Head On Stage

Rams Head On Stage 13 Sep 2025

Dirty Heads, Ballyhoo!, Wheeland Brothers in Annapolis

Calvert Street Stage 12 Sep 2025

Maysa (8:30 PM)

Rams Head On Stage 20 Sep 2025

The Weight Band at Rams Head On Stage

Rams Head On Stage 5 Sep 2025

Chris Standring in Annapolis

Rams Head On Stage 10 Sep 2025

SOFO Summer Drive-In Movies Under the Stars - August 2025

Bay Ridge Plaza 123 Hillsmere Dr, Annapolis MD 21403 22 Aug 2025

Keb' Mo' in Annapolis

Maryland Hall 21 Nov 2025

Joe Pug at Rams Head On Stage

Rams Head On Stage 27 Sep 2025

10,000 Maniacs

Rams Head On Stage 14 Sep 2025

Chris Standring in Annapolis

Rams Head On Stage 10 Sep 2025

LIVE MUSIC with Pretty Big Deal

Blackwall Hitch - Annapolis 16 Aug 2025

Sara Evans at Rams Head On Stage

Rams Head On Stage 14 Aug 2025

NILS w/ Jeff Kashiwa

Rams Head On Stage 6 Sep 2025

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

Skerryvore in Annapolis

Rams Head On Stage 8 Sep 2025

THE AUSTRALIAN BEE GEES SHOW: A TRIBUTE TO THE BEE GEES (2ND SHOW ADDED BY POPULAR DEMAND 5:00PM)

33 West St, Annapolis, MD, United States, Maryland 21401 5 Oct 2025

Dustbowl Revival w/ Chris Kasper

Rams Head On Stage 7 Sep 2025

Siren's Call

The Westin Annapolis 19 Sep 2025

A Spirits Wish To Grow

1071 Bay Ridge Rd 15 Aug 2025

DJ VER1TAS at Charthouse Prime Restaurant Annapolis

Charthouse Restaurant Annapolis 29 Aug 2025

Casey Abrams in Annapolis

Rams Head On Stage 15 Sep 2025

Siren's Call

The Westin Annapolis 26 Sep 2025

The Doo Wop Project

Rams Head On Stage 14 Aug 2025

Jimmie Vaughan at Rams Head On Stage

Rams Head On Stage 16 Aug 2025

Timmie Metz Band featuring Tambo Rams Head Onstage

Rams Head On Stage 22 Aug 2025

Party in the Port

317 First St, Annapolis, MD, United States, Maryland 21403 11 Oct 2025

Tim O'Brien w/ Jan Fabricius

Rams Head On Stage 17 Aug 2025

American Aquarium in Annapolis

Rams Head On Stage 8 Oct 2025

GVO SOUND PRESENTS: R&B & VIBES

Vibe 23 Aug 2025

Acoustic Alchemy

Rams Head On Stage 12 Nov 2025

Robert Cray in Annapolis

Rams Head On Stage 22 Sep 2025

Shaun Cassidy at Rams Head On Stage

Rams Head On Stage 18 Oct 2025

Casey Abrams

Rams Head On Stage 14 Sep 2025

Adam Ezra Group

Rams Head On Stage 16 Aug 2025

Jimmie Vaughan and The Tilt-A-Whirl Band

Rams Head On Stage 15 Aug 2025

Sheena Easton in Annapolis

Rams Head On Stage 9 Sep 2025

3hr Sunset Cruise w/ Live Entertainment from: KEVIN LEE

Annapolis, MD 30 Aug 2025

Danny Burns Band at Rams Head On Stage

Rams Head On Stage 30 Aug 2025

Jonathan Coulton at Rams Head On Stage

Rams Head On Stage 4 Sep 2025

Siren's Call

The Westin Annapolis 10 Oct 2025

Siren's Call

The Westin Annapolis 15 Aug 2025

Chris Isaak in Annapolis

Maryland Hall 7 Dec 2025

Danny Burns Band: Southern Sky Album Release Tour

Rams Head On Stage 30 Aug 2025

Tim O Brien at Rams Head On Stage

Rams Head On Stage 17 Aug 2025

The Blue Genies at Rams Head On Stage

Rams Head On Stage 30 Aug 2025

Signature Series: Darkness to Light

Maryland Hall for the Creative Arts 8 Nov 2025

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

Maryland Hall 23 Nov 2025

Timmie Metz Band at Rams Head On Stage

Rams Head On Stage 22 Aug 2025

Tango Reo Quintet at Annapolis City Dock Tango

Annapolis City Dock 6 Sep 2025

Siren's Call

The Westin Annapolis 22 Aug 2025

The Australian Bee Gees

Rams Head On Stage 4 Oct 2025

The Hot Sardines at Rams Head On Stage

Rams Head On Stage 18 Sep 2025

Signature Series: Darkness to Light

Maryland Hall for the Creative Arts 7 Nov 2025

Dirty Heads

Calvert Street Stage 11 Sep 2025

Band of a Thousand Names

Rams Head On Stage 11 Oct 2025

Steep Canyon Rangers at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 11 Sep 2025

Carpool: The Ultimate CARS Tribute Band

Rams Head On Stage 24 Aug 2025

Maysa

Rams Head On Stage 19 Sep 2025

Wishbone Ash at Rams Head On Stage

Rams Head On Stage 8 Nov 2025

Shaun Cassidy: The Road To Us Tour (Annapolis, MD)

33 West St, Annapolis, MD, United States, Maryland 21401 18 Oct 2025

Siren's Call

The Westin Annapolis 29 Aug 2025

50th Annual Annapolis Ten Mile Run

Navy–Marine Corps Memorial Stadium 24 Aug 2025

Annapolis Fall Italian Festa

620 Ridgely Avenue, Annapolis, MD, United States, Maryland 21401 21 Sep 2025

Wine Down at the Farm

Historic Goshen Farm & Educational Center 17 Aug 2025

Siren's Call

The Westin Annapolis 5 Sep 2025

Nils at Rams Head On Stage

Rams Head On Stage 6 Sep 2025

Herman's Hermits Starring Peter Noone (7:30PM)

Rams Head On Stage 28 Sep 2025

Hyland Brothers @ Annapolis Yacht Club

Annapolis Yacht Club 22 Aug 2025

Metropolitan Rooftop

Metropolitan Kitchen and Lounge 15 Aug 2025

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

Maryland Hall 31 Aug 2025

The Steve Morse Band

Rams Head On Stage 16 Oct 2025

One Step Down at Rams Head Tavern in Annapolis, MD

Rams Head Tavern Annapolis 14 Aug 2025

Official Annapolis Baygrass Kickoff Party: Fitzkee Brothers & Wicked Sycamore

Maryland Hall 19 Sep 2025

Rams Head Presents Al Jardine and The Pet Sounds Band - Annapolis, MD

Maryland Hall 13 Sep 2025

3hr Sunset Cruise w/ Live Entertainment from: Ryan Forrester

Annapolis, MD 23 Aug 2025

Crack the Sky

Rams Head On Stage 1 Nov 2025

The Machine Performs Pink Floyd Unplugged

Rams Head On Stage 20 Aug 2025

The Blue Genies - Celebrating The Music of David Bowie

Rams Head On Stage 29 Aug 2025

End of Summer Patio Party

33 West St, Annapolis, MD, United States, Maryland 21401 22 Aug 2025

Songwriters In The Round- Friday

Rams Head On Stage 12 Sep 2025

Najee in Annapolis

Rams Head On Stage 9 Nov 2025

Live Music with BoRoy

Rams Head Roadhouse 15 Aug 2025

Ramshead Onstage

Annapolis, Annapolis, Maryland 30 Aug 2025

Slugs & Special Guests at Blackwall Hitch!

Blackwall Hitch - Annapolis 30 Aug 2025

Dan Navarro w/ Jesse Lynn Madera

Rams Head On Stage 6 Nov 2025