Calendar in Annapolis

Check out happening calendar events all around Annapolis, MD

Annapolis Sailboat Show - October 2026

 Thu, 15 Oct at 09:00 am Annapolis City Dock

Marcus Miller

 Sat, 23 May at 07:00 pm Rams Head On Stage

Stewart Copeland

 Mon, 20 Jul at 07:00 pm Rams Head On Stage

Marcus Miller at Rams Head On Stage

 Sun, 24 May at 05:00 pm Rams Head On Stage

Los Lonely Boys

 Mon, 28 Sep Rams Head On Stage

Nitro Circus Live at Navy Marine Corps Memorial Stadium

 Sun, 23 Aug at 06:00 pm Navy Marine Corps Memorial Stadium

Navy Midshipmen vs. Towson Tigers

 Fri, 04 Sep at 07:00 pm Navy Marine Corps Memorial Stadium

Shovels & Rope at Rams Head On Stage

 Fri, 10 Jul at 08:00 pm Rams Head On Stage

Five for Fighting with String Quartet at Rams Head On Stage

 Sun, 18 Oct at 08:00 pm Rams Head On Stage

Pablo Cruise

 Sat, 30 May at 07:00 pm Rams Head On Stage

Stephen Lynch

 Fri, 05 Jun at 07:00 pm Rams Head On Stage

Robyn Hitchcock

 Tue, 16 Jun at 07:00 pm Rams Head On Stage

Mike Dawes

 Mon, 26 Oct at 07:00 pm Rams Head On Stage

Candlelight: 90s Unplugged

 Fri, 17 Jul at 07:00 pm Maryland Hall For The Creative Arts

Rumours ATL: A Fleetwood Mac Tribute

 Fri, 26 Jun Rams Head On Stage - Annapolis

Tommy Prine

 Tue, 09 Jun at 07:00 pm Rams Head On Stage

Southern Culture On the Skids at Rams Head On Stage

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

The Samples with Kieran Lally

 Sat, 30 May at 12:00 am Rams Head On Stage - Annapolis

Adam Hawley

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

Annapolis Striders Women's Distance Festival 5K 2026

 Sat, 11 Jul at 07:45 am West Annapolis Elementary School, 505 Melvin Avenue, Annapolis, MD 21401

Jackrabbit Dermot Mulroney & Kieran Mulroney

 Fri, 29 May at 07:00 pm Rams Head On Stage

Foodies + New Friends: Annapolis Dinner Club | Giving Back Edition

 Tue, 19 May at 07:00 pm Carpaccio Tuscan Kitchen & Wine Bar USD 29

Jackrabbit at Rams Head On Stage

 Sat, 30 May at 01:00 pm Rams Head On Stage

Indigenous

 Fri, 22 May Rams Head On Stage

Chrissi Poland & Forever Muscle Shoals

 Tue, 26 May Rams Head On Stage

The Buena Vista Orchestra at Rams Head On Stage

 Sun, 04 Oct at 08:00 pm Rams Head On Stage

Annapolis Striders Endless Summer 6-Hour Run 2026

 Sun, 19 Jul at 08:00 am Quiet Waters Park

Cirque De Paris at Westfield Mall Annapolis

 Sat, 16 May at 01:30 pm Westfield Mall Annapolis

2026 Annapolis Handmade & Vintage Fair

 Fri, 19 Jun at 10:00 am Annapolis City Dock Free

Foodies + New Friends: Annapolis | 1-on-1 EDITION

 Fri, 10 Apr at 07:00 pm Restaurant of the Week USD 17 to 54

Annapolis Striders John Wall Memorial One Mile Track Run 2026

 Sat, 27 Jun at 08:00 am Annapolis High School (Maryland)

Tartuffe

 Mon, 18 May at 07:00 pm Reynolds Tavern

Annapolis Powerboat Show

 Wed, 07 Oct at 07:00 pm Annapolis City Dock