Entertainment events in Annapolis

Check out happening entertainment events all around Annapolis, MD

Valerie June in Annapolis

Fri, 18 Apr, 2025 at 08:00 pm Rams Head On Stage

2025 Annapolis St. Patrick's Hooley!

Sat, 08 Mar, 2025 at 05:00 pm U.S. Naval Academy Alumni Association & Foundation USD 162 to 194

The Smithereens in Annapolis

Sat, 07 Jun, 2025 Rams Head On Stage

Josh Ritter in Annapolis

Wed, 12 Mar, 2025 at 08:00 pm Rams Head On Stage

2025 St. Patrick's Parade

Sun, 09 Mar, 2025 at 01:00 pm 1 main street annapolis, md

2025 Shamrock The Dock

Sun, 09 Mar, 2025 at 12:00 pm Susan Campbell Park USD 18

L.A. Guns in Annapolis

Mon, 28 Apr, 2025 Rams Head On Stage

Valerie June in Annapolis

Sat, 19 Apr, 2025 at 08:00 pm Rams Head On Stage

The Official Annapolis Shamrock Stroll

Sat, 01 Mar, 2025 at 12:00 pm The Best Bars in Annapolis USD 5

1920s Speakeasy Murder Mystery at Forward Brewing

Sun, 02 Mar, 2025 at 04:00 pm Forward Brewing USD 51

An Evening with Cowboy Junkies: Celebrating 40 Years

Sun, 13 Apr, 2025 at 08:00 pm Rams Head On Stage

Dar Williams

Fri, 07 Mar, 2025 at 08:00 pm Rams Head On Stage

Patty Griffin

Sat, 26 Apr, 2025 at 08:00 pm Rams Head On Stage

Unity by the Bay Mardi Gras Dance Party

Sat, 01 Mar, 2025 at 07:00 pm 4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409

Howie Mandel - Annapolis, MD

Sat, 17 May, 2025 at 08:00 pm Maryland Hall

Deanna Bogart Band (All Ages Matinee)

Sat, 15 Mar, 2025 at 01:00 pm Rams Head On Stage

Naptown Brass Band at 2025 Annapolis St. Patrick's Hooley!!!

Sat, 08 Mar, 2025 at 09:50 pm Susan Campbell Park

The Linda Ronstadt Experience

Thu, 27 Feb, 2025 at 07:30 pm Rams Head On Stage

Historic Annapolis Celebrates Maryland Day

Fri, 21 Mar, 2025 at 11:00 am Paca House and Garden

Jane Monheit in Annapolis

Thu, 03 Apr, 2025 at 07:30 pm Rams Head On Stage

Peter Brendan & Jim Mayer

Thu, 27 Feb, 2025 at 07:00 pm Rams Head On Stage

Cirque de Paris | Annapolis, MD

Thu, 03 Apr, 2025 at 07:00 pm Annapolis Mall

Wheeland Brothers in Annapolis

Sat, 12 Apr, 2025 at 08:00 pm Rams Head On Stage

2025 Annapolis Running Festival

Sat, 22 Mar, 2025 at 07:00 am Annapolis, MD

The Yardbirds in Annapolis

Tue, 15 Apr, 2025 at 08:00 pm Rams Head On Stage

Todd Rundgren in Annapolis

Wed, 16 Apr, 2025 at 08:00 pm Maryland Hall

Toast

Fri, 04 Apr, 2025 at 07:00 pm Rams Head On Stage

Peter, Brendan & Jim Mayer at Rams Head On Stage

Fri, 28 Feb, 2025 at 07:30 pm Rams Head On Stage

Cowboy Junkies in Annapolis

Sun, 13 Apr, 2025 at 08:00 pm Rams Head On Stage

Brett Dennen, River Whyless in Annapolis

Sun, 11 May, 2025 at 08:00 pm Rams Head On Stage

Mardi Gras Brunch with Naptown Brass Band!

Sun, 02 Mar, 2025 at 10:00 am 189 Main St, Annapolis, MD

The Phil Collins Experience

Tue, 08 Apr, 2025 at 07:30 pm Rams Head On Stage

West Annapolis Spring Festival

Sun, 04 May, 2025 at 11:00 am West Annapolis, Maryland

Valerie June : Owls, Omens, and Oracles Tour

Sat, 19 Apr, 2025 at 08:00 pm Rams Head On Stage

Rock The Dock

Thu, 05 Jun, 2025 at 06:00 pm Annapolis Maritime Museum & Park USD 82 to 93

Jimmy Charles

Sun, 06 Apr, 2025 at 08:00 pm Rams Head On Stage

The Not Slumber Party at ArtFarm (ages 6-10)

Fri, 14 Mar, 2025 at 05:30 pm 111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401

Cowboy Mouth

Fri, 14 Mar, 2025 at 08:00 pm Rams Head On Stage

Naptown Brass Band Mardi Gras Celebration! (Dance Area)

Tue, 04 Mar, 2025 at 07:30 pm Rams Head On Stage

Al Di Meola - Electric Band

Fri, 04 Apr, 2025 at 06:30 pm Rams Head On Stage

Tyler Hilton & Kate Voegele w. Jesse Ruben

Tue, 01 Apr, 2025 at 08:00 pm Rams Head On Stage

Lachy Doley

Thu, 13 Mar, 2025 at 07:30 pm Rams Head On Stage

Donna The Buffalo w/ Brett Bigelow

Sun, 30 Mar, 2025 at 07:30 pm Rams Head On Stage

AMFM Presents In The Vane Of 2025 Subscription Package of 3

Mon, 10 Mar, 2025 at 07:00 pm Rams Head On Stage

Enter the Haggis (All Ages Matinee)

Sat, 08 Mar, 2025 at 01:00 pm Rams Head On Stage

A Cappella Choir & Brass Ensemble in Annapolis, MD

Sun, 30 Mar, 2025 at 07:00 pm St. Martin's Evangelical Lutheran Church

Dance Party for Women

Thu, 27 Feb, 2025 at 07:00 pm The Collective Free

Brett Dennen, River Whyless in Annapolis

Sun, 11 May, 2025 at 03:00 pm Rams Head On Stage

Stand Up Comedy Night at The Lounge @ Stan and Joe's Saloon

Fri, 07 Mar, 2025 at 07:00 pm 37 West Street,Annapolis,21401,US USD 23

Anywhere But Here Concert

Sun, 02 Mar, 2025 at 03:00 pm St. Martin's Evangelical Lutheran Church

LIVE MUSIC with Timmie Metz Band

Fri, 28 Feb, 2025 at 09:00 pm Blackwall Hitch - Annapolis

Naptown Brass Band at Rams Head On Stage

Tue, 04 Mar, 2025 at 07:30 pm Rams Head On Stage

Louisiana Calling with Sonny Landreth Band at Rams Head On Stage

Wed, 05 Mar, 2025 at 07:30 pm Rams Head On Stage

The Young Dubliners

Thu, 20 Mar, 2025 at 07:30 pm Rams Head On Stage

Ana Popovic w/ Jax Hollow

Sun, 16 Mar, 2025 at 06:30 pm Rams Head On Stage

Annapolis St Patrick's Parade

Sun, 09 Mar, 2025 at 12:30 pm Park Place Annapolis

Damien Escobar: Gemini Tour

Mon, 07 Apr, 2025 at 08:00 pm Rams Head On Stage

A Tale of Two at 49 West in Annapolis

Mon, 17 Mar, 2025 at 07:30 pm 49 West Coffeehouse, Winebar & Gallery

California Guitar Trio w/ Kaki King (All Ages Matinee)

Sat, 12 Apr, 2025 at 01:00 pm Rams Head On Stage

AMFM Presents In The Vane of The Who

Mon, 10 Mar, 2025 at 07:00 pm Rams Head On Stage

Josh Ritter: Special Trio Show w/ Mark Erelli & Zachariah Hickman

Wed, 12 Mar, 2025 at 08:00 pm Rams Head On Stage

Maryland Hall Presents: Cerqua Rivera Dance Theatre

Sat, 22 Mar, 2025 at 07:30 pm 801 Chase St, Annapolis, MD, United States, Maryland 21401

Michael Lington

Fri, 25 Apr, 2025 at 08:00 pm Rams Head On Stage

Pander Rock Band at Stan and Joe's Saturday, April 19th!!

Sat, 19 Apr, 2025 at 09:30 pm Stan and Joe's Saloon

Naptown Philharmonic Sport Themed Concert, Let's Play Ball!

Sat, 07 Jun, 2025 at 07:30 pm Maryland Hall USD 0 to 28

Naptown Brass Band at 2025 Annapolis St. Patrick's Parade!!!

Sun, 09 Mar, 2025 at 01:00 pm Main St, Annapolis, MD 21401, United States

Three Dog Night in Annapolis

Thu, 03 Jul, 2025 at 08:00 pm Rams Head On Stage

The Legends From The Past & Future Show Thank You Party

Sat, 22 Mar, 2025 at 06:00 pm Mount Olive Community Life Center USD 55

Cómo la Salud Mental Impacta el Bienestar Físico con la Dra. Alexa Moran

Mon, 17 Mar, 2025 at 06:30 pm 2158 Renard Ct Free

Deanna Bogart

Fri, 14 Mar, 2025 at 07:00 pm Rams Head On Stage

Crushed Glass Craft & BOGO Pizza at NEO PIZZA Annapolis

Tue, 25 Mar, 2025 at 06:00 pm Neo Pizza Annapolis USD 64

Jefferson Starship : 50th Anniversary Tour

Wed, 30 Apr, 2025 at 07:30 pm Rams Head On Stage

Noelle & Jeff Full Band!

Fri, 07 Mar, 2025 at 10:00 pm Middleton Tavern

Annapolis Junction Big Band at Fleet Reserve

Fri, 21 Mar, 2025 at 07:30 pm Fleet Reserve Club of Annapolis

Stand Up Comedy Night at The Lounge @ Stan and Joe's Saloon

Fri, 11 Apr, 2025 at 07:00 pm Stan & Joe's Saloon USD 23

Chris Knight at Rams Head On Stage, Annapolis, MD

Wed, 02 Apr, 2025 at 07:30 pm Rams Head On Stage

BE Mad Hatter Dinner Party

Sat, 22 Mar, 2025 at 05:00 pm Annapolis Lodge No. 89

California Guitar Trio & Kaki King

Fri, 11 Apr, 2025 at 07:00 pm Rams Head On Stage

California Guitar Trio at Rams Head On Stage

Sat, 12 Apr, 2025 at 01:00 pm Rams Head On Stage

Eric Bibb

Tue, 22 Apr, 2025 at 08:00 pm Rams Head On Stage

Paint Night with Gina Bayne

Wed, 12 Mar, 2025 at 06:30 pm 4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409

BoDeans

Fri, 09 May, 2025 at 08:00 pm Rams Head On Stage

Eric Hutchinson

Thu, 24 Apr, 2025 at 08:00 pm Rams Head On Stage

The Massacoustics w/ Alexander Saddic

Fri, 23 May, 2025 at 08:00 pm Rams Head On Stage

First Sunday Arts Festival

Sun, 04 May, 2025 at 11:00 am Calvert and West Streets, Annapolis, MD, United States, Maryland 21401

Paint Night @ Neo Pizza - Annapolis

Tue, 18 Mar, 2025 at 06:00 pm Neo Pizza & Taphouse USD 40

Live @ Stan & Joe's St. Patrick's Day Party

Sat, 15 Mar, 2025 at 03:00 pm Stan and Joe's Saloon

Mardi Gras @ Forward Brewing

Tue, 04 Mar, 2025 at 07:00 pm Forward Brewing

The Smithereens w/ Guest Vocalist John Cowsill

Sun, 08 Jun, 2025 at 07:30 pm Rams Head On Stage

LA Guns VIP // Apr 29 Annapolis, MD

Tue, 29 Apr, 2025 at 05:30 pm Rams Head On Stage USD 135

ZZ Ward: The Dirty Sun Tour w/ Liam St. John - Annapolis, MD

Tue, 18 Mar, 2025 at 07:30 pm Maryland Hall

Ally Venable: Money & Power Tour

Wed, 14 May, 2025 at 08:00 pm Rams Head On Stage

Naptown Philharmonic's Earth Day Tribute

Sun, 06 Apr, 2025 at 03:00 pm Maryland Hall USD 0 to 28

Naptown Philharmonic Orchestra: Play Ball!

Sat, 07 Jun, 2025 at 07:30 pm Maryland Hall

Hey Nineteen: A Tribute to Steely Dan

Fri, 06 Jun, 2025 at 08:00 pm Rams Head On Stage

Candlelight: Tribute to Adele

Thu, 20 Mar, 2025 at 06:30 pm Maryland Hall USD 28 to 67

Ceramic Lantern Paint Party @ NEO Pizza Annapolis w/Maryland Craft Parties

Tue, 29 Apr, 2025 at 06:00 pm 220 Harker Place,Suite 145,Annapolis,21401,US

Reiki Share

Mon, 10 Mar, 2025 at 06:30 pm 4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409

Zumba class with Diana Bobrow

Mon, 12 May, 2025 at 06:30 pm 2158 Renard Ct Free

Copy of STYLEaPALOOZA Fashion Music Sports Fundraiser

Sat, 14 Jun, 2025 at 11:00 am Sandy Point State Park USD 0 to 10