Entertainment events in Annapolis

Check out happening entertainment events all around Annapolis, MD

Hotel Paradise Orchestra at Rams Head On Stage

 Thu, 26 Dec, 2024 at 07:30 pm Rams Head On Stage

Compass Rose Theater Presents PROOF

 Sat, 18 Jan, 2025 Compass Rose Theater USD 173

Hotel Paradise Orchestra

 Thu, 26 Dec, 2024 at 07:30 pm Rams Head On Stage

The New Romance - 80s Tribute Band

 Tue, 31 Dec, 2024 at 09:00 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

Compass Rose Theater Presents Little Shop of Horrors

 Sat, 01 Mar, 2025 Compass Rose Theater, Chase Street, Annapolis, MD, USA USD 173

Good Deale Bluegrass & Eastman String Band

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

California Guitar Trio & Kaki King

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

A Budweiser Clydesdale - Miracle on West Street

Fri, 27 Dec, 2024 at 02:00 pm West Street at Calvert Street, Annapolis, MD, United States, Maryland 21401

New Year's Eve at The Choptank

Tue, 31 Dec, 2024 at 08:00 pm 110 Compromise Street, Annapolis, MD, United States, Maryland 21401

An Annapolis New Year's Eve Party

 Tue, 31 Dec, 2024 at 01:00 am 69 West St

Moran Tripp Band w/ Jag Robinson

Fri, 03 Jan, 2025 at 08:00 pm Rams Head On Stage

Comedian Colin Quinn

 Fri, 21 Feb, 2025 at 08:00 pm Rams Head On Stage

Jane Monheit in Annapolis

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

LIVE MUSIC with The Lucky Sweats

 Sat, 28 Dec, 2024 at 09:00 pm Blackwall Hitch - Annapolis

Steve Forbert & The New Renditions

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

Cyphers Band w/ Loop of Boom

 Fri, 03 Jan, 2025 at 08:00 pm Annapolis Smokehouse and Tavern

ilyAIMY After Christmas Party

 Thu, 26 Dec, 2024 at 10:00 pm Dark Horse Annapolis

MD Flag Wood Sign Paint Night @ NEO Pizza Annapolis Maryland Craft Parties

 Tue, 21 Jan, 2025 at 06:00 pm Neo Pizza Annapolis USD 5 to 42

G. Love & Special Sauce w/ Ron Artis II

 Thu, 30 Jan, 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

Winter Dance Concert

 Wed, 15 Jan, 2025 at 07:00 pm Broadneck High School

Definitive Tribute to Original Allman Brothers Band

 Sun, 26 Jan, 2025 at 07:30 pm Rams Head On Stage

The Choptank's New Years Eve Party

 Tue, 31 Dec, 2024 at 08:00 pm The Choptank - Annapolis

ILCA Fleet 10 Winter Party

 Sat, 04 Jan, 2025 at 06:00 pm Severn Sailing Association

Dead Letter Office: A Tribute of R.E.M

 Sun, 12 Jan, 2025 at 07:00 pm Rams Head On Stage

High Noon: A Tribute to Lynyrd Skynyrd & Southern Rock

 Sat, 11 Jan, 2025 at 08:00 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

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

 Fri, 10 Jan, 2025 at 07:00 pm Stan & Joe's Saloon USD 23

2025 Mountain Maryland PACE

 Thu, 16 Jan, 2025 at 05:00 pm The Westin Annapolis USD 173 to 215

Beginnings: A Celebration of the Music of Chicago

 Fri, 24 Jan, 2025 at 08:00 pm Rams Head On Stage

CAPE'S GOT TALENT SHOW! Your time to SHINE! Presented by: 5th Grade PTO

Thu, 13 Feb, 2025 at 06:30 pm Cape St. Claire Elementary

Fan Halen

 Thu, 23 Jan, 2025 at 07:30 pm Rams Head On Stage

L.A. Guns in Annapolis

 Tue, 29 Apr, 2025 at 07:30 pm Rams Head On Stage

Valerie June in Annapolis

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

Valerie June in Annapolis

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

Eric Hutchinson

 Fri, 04 Apr, 2025 at 08:00 pm Rams Head On Stage

Naptown Philharmonic's Broadway Legends Concert

 Sun, 02 Feb, 2025 at 03:00 pm Maryland Hall USD 0 to 28

The Smithereens in Annapolis

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

LAD @ Rams Head Roadhouse

 Sat, 28 Dec, 2024 at 09:00 pm Rams Head Roadhouse

Joy Oladokun : The Blackbird Tour

 Thu, 06 Feb, 2025 at 07:30 pm Rams Head On Stage

Enter the Haggis (All Ages Matinee)

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

LIVE MUSIC with Moran Tripp Band

 Fri, 27 Dec, 2024 at 09:00 pm Blackwall Hitch - Annapolis

Fallin' Free: A Tribute to Tom Petty & The Heartbreakers feat. Scott Kurt

 Sat, 25 Jan, 2025 at 08:00 pm Rams Head On Stage

The Young Dubliners

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

Keller Williams

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

Noelle & Jeff Full Band!

 Fri, 03 Jan, 2025 at 10:00 pm Middleton Tavern

Deanna Bogart Band (All Ages Matinee)

Sat, 15 Mar, 2025 at 01:00 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

New Year's Eve at Acqua al 2

 Tue, 31 Dec, 2024 at 09:30 pm Acqua al 2 - Annapolis, Main Street, Annapolis, MD, USA USD 146

Galantine's Day, Fashion Show and Brunch 2025

 Sat, 15 Feb, 2025 at 11:00 am Doubletree by Hilton Annapolis USD 80

Newmyer Flyer Presents: Bleecker Street- The Simon & Garfunkel Songbook (A Tribute)

 Wed, 15 Jan, 2025 at 07:30 pm Rams Head On Stage

One Step Down performing at Rams Head Tavern in Annapolis, MD

 Fri, 27 Dec, 2024 at 05:00 pm Rams Head Tavern Annapolis

Jefferson Starship : 50th Anniversary Tour

Wed, 30 Apr, 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

The Phil Collins Experience

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

Benjie Porecki: Album Release Party! (All Ages Matinee)

 Sat, 22 Feb, 2025 at 01:00 pm Rams Head On Stage

G. Love & Special Sauce

 Fri, 31 Jan, 2025 at 08:00 pm Rams Head On Stage

Noelle & Jeff Full Band!

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

The Smithereens w/ Guest Vocalist John Cowsill

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

LIVE AT THE FILLMORE: The Definitive Tribute to the Original Allman Brothers Band

 Sun, 26 Jan, 2025 at 07:30 pm Rams Head On Stage

NEW YEARS EVE ‼️ Mountainwolf x MR VCR present “Alive in The Cosmic Chablis” at The Metropolitan

Tue, 31 Dec, 2024 at 09:30 pm Metropolitan Kitchen and Lounge

The Massacoustics w/ Alex Saddic

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

STYLEaPALOOZA Fashion Music Fundraiser

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

Hey Nineteen: A Tribute to Steely Dan

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

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

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

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

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

2025 St. Patrick's Parade

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

BoDeans

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

2025 Annapolis Running Festival

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

Speech Storytelling Masterclass Annapolis

 Thu, 09 Jan, 2025 at 02:00 pm Annapolis Free

Naptown Philharmonic's Earth Day Tribute

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

Hollywood Celebrities & Their Dirty Deeds: How They Sold Their Soul

 Fri, 27 Sep, 2024 at 07:00 pm Annapolis USD 520

Ryan Keith Band at Dark Horse

 Sat, 28 Dec, 2024 at 08:00 pm Dark Horse Annapolis

20th Century Variety Show

 Fri, 24 Jan, 2025 at 07:30 pm Unitarian Universalist Church USD 10 to 25

New Music Maryland!

 Fri, 21 Mar, 2025 at 07:30 pm Unitarian Universalist Church USD 10 to 25

Beginnings - Ultimate Chicago Tribute Band

 Sat, 25 Jan, 2025 at 01:00 am Rams Head On Stage - Annapolis