Live music in Annapolis / Kent Island, MD

97 upcoming shows at 29 venues in Annapolis / Kent Island, MD from Tue, Nov 3, 2026 to Thu, Dec 31, 2026.

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In Annapolis / Kent Island, MD: Live music tonight · This weekend · This month

A singer performing on stage at Rams Head On Stage in Annapolis, Maryland

Upcoming shows

— Bob Polding Band & Jake Thistle at Rams Head On Stage
— Gaelic Storm at Rams Head On Stage
— Anton at Twain's Tavern! (1st Wednesdays) at Twain's Tavern
— Anton Tuvelman at Twain's Tavern
— Burnsie's Friendsgiving LIVE: Sisiwitch, The Befuddlers, Evan Sky and the Clouds + Burnsie at Cult Classic Brewing Company
7:00 PM
— Gaelic Storm at Rams Head On Stage
— Blues in the Basement: A Live Music Listening Series at Wellspring Manor & Spa Upper Marlboro
— Annapolis Symphony Orchestra: Forces of Nature at Maryland Hall for the Creative Arts
— Briston Maroney at Rams Head On Stage
— Muneer Nasser Band (Annapolis Jazz & Roots Festival) at St. Luke's Episcopal Church, Eastport
7:00 PM
— Radio Hero at Twain's Tavern
— Red Sky Dawn at Twain's Tavern
— Annapolis Symphony Orchestra: Forces of Nature at Maryland Hall for the Creative Arts
— Perkutao (Annapolis Jazz & Roots Festival) at Peerless Rens Club
4:00 PM
— Perkutao (Annapolis Jazz & Roots Festival) at Peerless Rens Club
6:00 PM
— Euge Groove at Rams Head On Stage
— Garden State Radio at Twain's Tavern
— Makaya McCraven at Maryland Hall for the Creative Arts
— American Darling with Gordon Sterling and the People at Rams Head On Stage
— David & Ginger Hildebrand (Annapolis Jazz & Roots Festival) at Unitarian Universalist Church of Annapolis
2:00 PM
— Sarah Mac at 49 West Coffeehouse, Winebar & Gallery
7:30 PM
— Papa Lebas & Gumbo Ya Ya ft. Joe Krown and Corey Arceneaux at Rams Head On Stage
— U.S. Naval Academy Band: Veterans Day Performance at Maryland Hall for the Creative Arts
— Good Noizz at Twain's Tavern
— Jim Messina at Rams Head On Stage
— U.S. Naval Academy Band Superintendent's Combo: Miles Davis Tribute (Annapolis Jazz & Roots Festival) at Eastport United Methodist Church
7:00 PM
— Live Arts Maryland Pops Concert: Oklahoma! in Concert at Maryland Hall for the Creative Arts
— Akua Allrich (Annapolis Jazz & Roots Festival) at Banneker-Douglass-Tubman Museum
2:00 PM
— MORE METAL LIVE at Cult at Cult Classic Brewing Company
7:00 PM
— Live Arts Maryland Pops Concert: Oklahoma! in Concert at Maryland Hall for the Creative Arts
— Intimate Jazz presents - Scott Silbert and Beth McDonald w/ Joe Holt at 49 West Coffeehouse, Winebar & Gallery
— Rick Braun Plays Chuck Mangione at Rams Head On Stage
— Rick Braun Plays Chuck Mangione at Rams Head On Stage
— Lalah Hathaway at Maryland Hall for the Creative Arts
— Ari Hest at 49 West Coffeehouse, Winebar & Gallery
— Jesse Cook at Rams Head On Stage
— Deer Tick with DUG at Rams Head On Stage
— Buttercup Presents: REMEMBERING SIXX at Blue Dolphin Banquet Hall Gambrills
— DMTB: The Dave Matthews Tribute Band at Rams Head On Stage
— Lonesome River Band at Rams Head On Stage
— LIVE MUSIC with MXD at Blackwall Hitch - Annapolis
— Candlelight: Coldplay & Imagine Dragons at Maryland Hall for the Creative Arts
— Candlelight: Queen vs. The Beatles (Listeso String Quartet) at Maryland Hall for the Creative Arts
— John Splithoff at Rams Head On Stage
— Marshall Crenshaw Band with Sarah Borges at Rams Head On Stage
— Herman's Hermits Starring Peter Noone at Rams Head On Stage
— Herman's Hermits Starring Peter Noone at Rams Head On Stage
— Intimate Jazz presents - VERONNEAU at 49 West Coffeehouse, Winebar & Gallery
— 18th Annual Black Friday Jam at Blue Dolphin Seafood Bar & Grill Gambrills
— Jim Patton & Sherry Brokus at 49 West Coffeehouse, Winebar & Gallery
6:00 PM
— Nicole Atkins with John Gallagher Jr. at Rams Head On Stage
— The Grilled Lincolns at Rams Head Roadhouse
— Erin Harpe at 49 West Coffeehouse, Winebar & Gallery
7:00 PM
— Sketti Fusion at 49 West Coffeehouse, Winebar & Gallery
7:00 PM
— The Holidays with Canadian Brass at Maryland Hall for the Creative Arts
— The War and Treaty at Rams Head On Stage
— Trevor Hall at Rams Head On Stage
— Winter Concert/Toys for Tots at Boswell Hall Bowie
— A Charlie Brown Christmas with the Eric Byrd Trio at Maryland Hall for the Creative Arts
— A Charlie Brown Christmas with the Eric Byrd Trio at Maryland Hall for the Creative Arts
— Jon McLaughlin at Rams Head On Stage
— A Charlie Brown Christmas with the Eric Byrd Trio at Maryland Hall for the Creative Arts
— A Charlie Brown Christmas with the Eric Byrd Trio at Maryland Hall for the Creative Arts
— MIGGS: A Rowdy Country Christmas at Twain's Tavern
— Encore ROCKS Annapolis Concert at Maryland Hall for the Creative Arts
— Christmas music in the Biergarten with the The Bayfield Brass Quintet at Old Stein Inn
— Elizabeth Cook at Rams Head On Stage
— Mindi Abair's I Can't Wait For Christmas at Rams Head On Stage
— Tab Benoit at Rams Head On Stage
— Brandon Walker at 49 West Coffeehouse, Winebar & Gallery
7:00 PM
— Letitia VanSant at 49 West Coffeehouse, Winebar & Gallery
7:30 PM
— S. Carey: Solo + Strings at Rams Head On Stage
— Mickey Guyton at Rams Head On Stage
— Mickey Guyton at Rams Head On Stage
— Rachael & Vilray with Taylor Ashton at Rams Head On Stage
— Live Arts Maryland: Celebration of Christmas at Maryland Hall for the Creative Arts
— Carbon Leaf at Rams Head On Stage
— Carbon Leaf at Rams Head On Stage
— Carbon Leaf at Rams Head On Stage
— An Evening of Jazz ft. The Vaughn Bratcher Project at Cult Classic Brewing Company
5:30 PM
— Carbon Leaf at Rams Head On Stage
— Jon Lampley at Rams Head On Stage
— Marc Roberge at Rams Head On Stage
— Annapolis Symphony Orchestra: Holiday Pops at Maryland Hall for the Creative Arts
— WRNR Presents Pressing Strings at Rams Head On Stage
— A SQRRL! Holiday Matinee at Rams Head On Stage
— Pressing Strings at Rams Head On Stage
— Annapolis Symphony Orchestra: Holiday Pops at Severna Park High School
— Handel's Messiah: Live Arts Maryland at St. Anne's Episcopal Church
7:30 PM
— Morgan James at Rams Head On Stage
— Handel's Messiah: Live Arts Maryland at St. Anne's Episcopal Church
3:00 PM
— Steven Page at Rams Head On Stage
— Eric Scott at 49 West Coffeehouse, Winebar & Gallery
7:30 PM
— Jimmie's Chicken Shack at Rams Head On Stage
— The Seldom Scene at Rams Head On Stage
— Michael McHenry Tribe at Rams Head On Stage
— Here's to the Night at Twain's Tavern

Weekly series

Friday, Saturday — Live Music Weekends at Rams Head Shore House
7:00 PM · Free live music every Friday and Saturday night at the Rams Head Shore House on Kent Island.
Friday — Friday Live Music at Rams Head Roadhouse
8:00 PM · Free live music every Friday night at the original Rams Head Roadhouse.
Saturday — Saturday Live Music at Rams Head Roadhouse
9:00 PM · Free live music every Saturday night at the original Rams Head Roadhouse.

Venues in Annapolis / Kent Island, MD

Rams Head On Stage
Annapolis · Venue · 43 upcoming shows
Maryland Hall for the Creative Arts
Annapolis · Venue · 17 upcoming shows
49 West Coffeehouse, Winebar & Gallery
Annapolis · Venue · 10 upcoming shows
Stan and Joe's Saloon
Annapolis · Venue · 0 upcoming shows
Middleton Tavern
Annapolis · Venue · 0 upcoming shows
St. Anne's Episcopal Church
Annapolis · Venue · 2 upcoming shows
Banneker-Douglass-Tubman Museum
Annapolis · Venue · 1 upcoming show
St. Luke's Episcopal Church, Eastport
Annapolis · Venue · 1 upcoming show
Eastport United Methodist Church
Annapolis · Venue · 1 upcoming show
Peerless Rens Club
Annapolis · Venue · 2 upcoming shows
Unitarian Universalist Church of Annapolis
Annapolis · Venue · 1 upcoming show
Dark Horse Annapolis
Annapolis · Venue · 0 upcoming shows
Rams Head Roadhouse
Crownsville · Venue · 1 upcoming show
O'Loughlin's Restaurant and Pub
Arnold · Venue · 0 upcoming shows
Señor Chile Cantina
Arnold · Venue · 0 upcoming shows
Brian Boru Irish Restaurant and Pub
Severna Park · Venue · 0 upcoming shows
Severna Park High School
Severna Park · Venue · 1 upcoming show
Severna Park Taphouse
Severna Park · Venue · 0 upcoming shows
Twain's Tavern
Pasadena · Venue · 8 upcoming shows
Rams Head Shore House
Stevensville · Venue · 0 upcoming shows
Cult Classic Brewing Company
Stevensville · Venue · 3 upcoming shows
Old Stein Inn
· Venue · 1 upcoming show
Blackwall Hitch - Annapolis
· Venue · 1 upcoming show
· Venue · 0 upcoming shows
Blue Dolphin Seafood Bar & Grill Gambrills
· Venue · 1 upcoming show
· Venue · 0 upcoming shows
· Venue · 1 upcoming show
· Venue · 1 upcoming show
· Venue · 1 upcoming show