Upcoming Events in Annapolis

Gents’ Last Call: Sliders & Spirits at Zachary’s

24 December 2025

Annapolis, MD

Zachary's Jewelers, 100 Main St

Holiday Improv Comedy Show - Annapolis Maryland

20 December 2025

Annapolis, MD

ArtFarm, 111 Chinquapin Round Rd Suite 200

Holes

21 February 2026

Annapolis, MD

Children's Theatre of Annapolis, 1661 Bay Head Rd

RICKSHAW LIZARD live at Dark Horse Annapolis!

18 December 2025

Annapolis, MD

DARK HORSE, 985 Bay Ridge Rd

LIVE MUSIC with Moon Cherry

19 December 2025

Annapolis, MD

Blackwall Hitch, 400 6th St

Other Desert Cities

18 January 2026

Annapolis, MD

The Colonial Players, 108 East St

Cars & Coffee

10 May 2026

Annapolis, MD

Annapolis City Dock, Dock St

Saturday Music by Joe Esham — Great Frogs

27 December 2025

Annapolis, MD

Great Frogs Winery, 3218 Harness Creek Rd

School’s Out Workshop: Revolting Children (ages 8-14)

22 December 2025

Annapolis, MD

Children's Theatre of Annapolis, 1661 Bay Head Rd

Hansel and Gretel Family Performance

14 March 2026

Annapolis, MD

Maryland Hall, 801 Chase St