Events in Annapolis Find Events in Annapolis Filter Results: August (126) September (681) October (471) November (229) December (212) January (67) February (42) March (25) April (22) May (12) June (10) July (9) Cities Annapolis (220) Regions Central Maryland (220) Types Fairs & Festivals (7) Food & Drink (14) History & Heritage (35) Literary Arts (5) Miscellaneous (54) Multicultural (5) Nature & Outdoor (56) Ongoing (12) Performing Arts (144) Sports (11) Visual Arts (45) Narrow Your Event Search Start Date End Date Search By Keyword Quick Search This Week Next Week This Month Next Month Reset Applied Filters August 27, 2025 Wilma Lee Wednesday Night Races Watch Party Annapolis Learn More August 28-October 25, 2025 Wilma Lee Sunset Cruises Annapolis Learn More August 28, 2025 Comedian Todd Barry Annapolis Learn More August 28-September 14, 2025 Auditions for Rent - non-equity Annapolis Learn More August 29-September 27, 2025 Historic Ghost Tour Annapolis Learn More August 29, 2025 Tuba Skinny Annapolis Learn More August 29, 2025 Guided Garden Stroll Annapolis Learn More August 29-September 14, 2025 Auditions for Rent - non-equity Annapolis Learn More August 30-September 27, 2025 Historic Ghost Tour Annapolis Learn More August 30, 2025 The Blue Genies: Celebrating The Music of David Bowie Annapolis Learn More August 30-October 19, 2025 2025 Thomas Point Shoal Lighthouse Tours Annapolis Learn More August 30-September 27, 2025 X-Golf Annapolis Cars & Golfing Annapolis Learn More Pagination First previous Current page 1 Page 2 Page 3 Page 4 Page 5 Page 6 Page 7 Page 8 Page 9 … Next Last