Entertainment events in Annapolis

Check out happening entertainment events all around Annapolis, MD

Jazz Is Dead at Rams Head On Stage

 Mon Dec 09 2024 at 07:30 pm Rams Head On Stage

Hotel Paradise Orchestra at Rams Head On Stage

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

The Clarks at Rams Head On Stage

 Tue Nov 26 2024 at 07:30 pm Rams Head On Stage USD 102

Hotel Paradise Orchestra

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

The New Romance - 80s Tribute Band

 Tue Dec 31 2024 at 09:00 pm Rams Head On Stage

Good Deale Bluegrass & Eastman String Band

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

Encore Chorale of Annapolis - 12/7 Winter Concert

 Sat Dec 07 2024 at 07:00 pm Maryland Hall Free

Annapolis Holiday Market 2024

 Thu Dec 12 2024 at 04:00 pm Dock Street, Annapolis, MD, United States, Maryland 21401

Sea Glass Tree Craft & BOGO Pizza at NEO PIZZA Annapolis

 Tue Nov 26 2024 at 06:00 pm Neo Pizza Annapolis USD 66

Shawn Colvin

 Tue Dec 03 2024 at 07:30 pm Rams Head On Stage

The Choptank's New Years Eve Party

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

Naval Academy Band Holiday By the Bay Concert

 Thu Dec 12 2024 at 08:00 pm United States Naval Academy Chapel

SOLD OUT Sea Glass Craft Night & BOGO Pizzas at NEO Pizza with Maryland Craft Parties

 Tue Nov 26 2024 at 06:00 pm Neo Pizza Annapolis

New Year's Eve at The Choptank

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

The Moonshiners Ball

 Sun Dec 08 2024 at 06:00 pm Governor Calvert House

New Year's Eve at Acqua al 2

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

CLUB VIBE Black Friday 2024 ft. What Band & Red Carpet Affair Band

 Fri Nov 29 2024 at 09:00 pm Vibe USD 39 to 269

Crushed Glass Craft & BOGO Pizza at NEO PIZZA Annapolis

 Tue Dec 17 2024 at 06:00 pm Neo Pizza Annapolis USD 64

A Budweiser Clydesdale - Miracle on West Street

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

2024 Santa Speedo Run Annapolis

 Sat Dec 14 2024 at 11:00 am O'Brien's Oyster Bar & Seafood Tavern

Annapolis Chocolate Binge Festival

Sun Dec 01 2024 at 11:00 am 53 West St, Annapolis, MD 21401-2420, United States

Reiki Share

Mon Dec 09 2024 at 06:15 pm 4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409

Small Business Saturday in Annapolis 2024

 Sat Nov 30 2024 at 10:00 am Downtown Annapolis

Pretty Big Deal at Middleton Tavern

 Fri Nov 29 2024 at 10:00 pm Middleton Tavern

A SQRRL! Holiday (All Ages Matinee)

 Sat Dec 07 2024 at 12:00 pm Rams Head On Stage

Artist Sunday Annapolis 2024

 Sun Dec 01 2024 at 10:00 am Annapolis Arts District

Rep Your Team Tailgate Afterparty

 Sun Nov 24 2024 at 01:00 pm Vibe Annapolis USD 23 to 55

West Annapolis Holiday Market

 Sat Dec 07 2024 at 11:00 am Annapolis St, Annapolis, MD 21402, United States

Jesse Cook: Live in Concert - Annapolis, MD

 Sun Nov 24 2024 at 07:00 pm Maryland Hall

Hanging of the Greens

 Sat Dec 07 2024 at 07:30 am Stan and Joe's Saloon

Moran Tripp Band w/ Jag Robinson

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

2025 Annapolis St. Patrick's Hooley!

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

Pure Comedy: Annapolis Stand Up Showcase

 Fri Dec 13 2024 at 08:00 pm Pure Boardshop USD 15

The Nighthawks w/ Sol Roots

Tue Nov 26 2024 at 07:30 pm Rams Head On Stage

Aneesa Strings

 Sun Dec 01 2024 at 07:00 pm Rams Head On Stage

Definitive Tribute to Original Allman Brothers Band

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

Die Laughing Presents: Clue Christmas- A Murder Mystery

 Fri Dec 06 2024 at 08:00 pm Rams Head On Stage

2024 FRA 24 Holiday Party

 Sat Dec 07 2024 at 06:30 pm Fleet Reserve Club Of Annapolis

Noelle & Jeff Full Band!

 Fri Jan 03 2025 at 10:00 pm Middleton Tavern

Pressing Strings (8:30 PM)

 Sun Dec 22 2024 at 08:30 pm Rams Head On Stage

Neil Forever performing Neil Diamond

 Sat Jan 18 2025 at 08:00 pm Rams Head On Stage

Justin Schlegel presents CHAOS THEORY. A comedy special (6:30PM)

 Sat Nov 30 2024 at 06:30 pm Rams Head On Stage

Justin Schlegel presents CHAOS THEORY. A comedy special (9:30PM)

 Sat Nov 30 2024 at 09:30 pm Rams Head On Stage

Holiday Pops at Maryland Hall

 Fri Dec 13 2024 at 07:30 pm Maryland Hall

Ricky Skaggs & Kentucky Thunder - Annapolis, MD

 Sun Jan 05 2025 at 07:30 pm Maryland Hall

Halloween Carving Party

 Tue Nov 26 2024 at 11:00 am Ceremony Coffee Roasters - Roastery USD 0 to 7

Up.St.Art Annapolis 10th Anniversary Party

 Sat Dec 07 2024 at 10:00 am Annapolis Smokehouse and Tavern

Beginnings: A Celebration of the Music of Chicago

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

An Annapolis Christmas

Tue Dec 17 2024 at 07:00 pm Rams Head On Stage

Fan Halen

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

LIVE MUSIC with Moon Cherry

 Sat Nov 23 2024 at 09:00 pm Blackwall Hitch - Annapolis

An Annapolis Christmas

Mon Dec 16 2024 at 07:00 pm Rams Head On Stage

2025 Mountain Maryland PACE

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

BoDeans

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

Speech Storytelling Masterclass Annapolis

 Thu Jan 09 2025 at 02:00 pm Annapolis Free

The Phil Collins Experience

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

Sons Of Cream

 Wed Feb 12 2025 at 07:30 pm Rams Head On Stage

Naptown Philharmonic's Broadway Legends Concert

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

Donna The Buffalo w/ Brett Bigelow

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

LIVE MUSIC with Wildflowers

 Sat Dec 07 2024 at 09:00 pm Blackwall Hitch - Annapolis

LIVE MUSIC with The Slip Hippies

 Sat Dec 14 2024 at 09:00 pm Blackwall Hitch - Annapolis

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

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

James McMurtry w/ BettySoo

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

LIVE MUSIC with Timmie Metz Band

 Fri Dec 20 2024 at 09:00 pm Blackwall Hitch - Annapolis

Navy Midshipmen vs. East Carolina Pirates (Date: TBD) at Navy Marine Corps Memorial Stadium

 Fri Nov 29 2024 at 04:30 pm Navy–Marine Corps Memorial Stadium

LIVE MUSIC with Moran Tripp Band

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

LIVE MUSIC with The Lucky Sweats

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

Naptown Philharmonic's Earth Day Tribute

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

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

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

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

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

2025 St. Patrick's Hooley

 Sat Mar 08 2025 at 05:00 pm U.S. Naval Academy Alumni Association & Foundation

2025 St. Patrick's Parade

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

2025 Annapolis Running Festival

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

Annapolis Chocolate Binge Festival 2024

 Sun Sep 01 2024 at 11:00 am 53 West St USD 7 to 71

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

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

Holidays Countdown with Pander at Stan and Joe's Saloon!

 Sat Dec 21 2024 at 09:30 pm Stan and Joe's Saloon

Livingston Taylor

 Fri Sep 13 2024 Rams Head On Stage - Annapolis USD 64 to 71

Ryan Keith Band at Dark Horse

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

Area 301 Sagittarius Party

 Sat Dec 14 2024 at 08:00 pm Vibe USD 10

Onyx Storm Book Release Costume (optional) Party!!!

 Sat Jan 04 2025 at 05:00 pm Annapolis Towne Center (exact location shared upon ticket purchase)

Ballet Theatre of Maryland presents "The Nutcracker"

 Sun Dec 15 2024 at 04:30 pm Maryland Hall USD 10 to 63

Ballet Theatre of Maryland presents "The Nutcracker"

 Sun Dec 15 2024 at 01:00 pm Maryland Hall USD 10 to 63

Ballet Theatre of Maryland presents "The Nutcracker"

 Sun Dec 22 2024 at 04:30 pm Maryland Hall USD 10 to 63

Ballet Theatre of Maryland presents "The Nutcracker"

 Sun Dec 22 2024 at 01:00 pm Maryland Hall USD 10 to 63

Scorpion Rose

 Sat Dec 21 2024 at 08:00 pm Blackwall Hitch - Annapolis