Events in Annapolis Find Events in Annapolis Filter Results: July (736) August (610) September (336) October (225) November (118) December (104) January (13) February (11) March (14) April (14) May (9) June (8) Cities Annapolis (161) Regions Central Maryland (161) Types Fairs & Festivals (16) Food & Drink (8) History & Heritage (104) (-) Literary Arts (35) (-) Miscellaneous (126) Multicultural (6) Nature & Outdoor (184) Ongoing (64) Performing Arts (147) Sports (18) Visual Arts (41) Narrow Your Event Search Start Date End Date Search By Keyword Quick Search This Week Next Week This Month Next Month Reset Applied Filters July 29-August 1, 2025 Theater Bootcamp at Compass Rose Theater! Annapolis Learn More July 30-August 1, 2025 Theater Bootcamp at Compass Rose Theater! Annapolis Learn More July 30-August 27, 2025 Wilma Lee Wednesday Night Races Watch Party Annapolis Learn More July 31-August 1, 2025 Theater Bootcamp at Compass Rose Theater! Annapolis Learn More July 31-October 25, 2025 Wilma Lee Sunset Cruises Annapolis Learn More July 31-October 25, 2025 Wilma Lee Heritage Cruises Annapolis Learn More August 1, 2025 Theater Bootcamp at Compass Rose Theater! Annapolis Learn More August 1-October 25, 2025 Wilma Lee Sunset Cruises Annapolis Learn More August 1-October 25, 2025 Wilma Lee Heritage Cruises Annapolis Learn More August 2-December 6, 2025 Scandalous Annapolis Annapolis Learn More August 2-September 27, 2025 X-Golf Annapolis Cars & Golfing Annapolis Learn More August 2-October 25, 2025 Wilma Lee Sunset Cruises Annapolis Learn More Pagination First Previous Page 1 Page 2 Page 3 Page 4 Current page 5 Page 6 Page 7 Page 8 Page 9 … Next Last