Events in Annapolis Find Events in Annapolis Filter Results: July (722) August (610) September (336) October (225) November (118) December (105) January (13) February (11) March (14) April (14) May (9) June (8) Cities Annapolis (152) Regions Central Maryland (152) Types Fairs & Festivals (16) Food & Drink (8) History & Heritage (102) Literary Arts (34) Miscellaneous (126) (-) Multicultural (6) Nature & Outdoor (182) Ongoing (62) (-) Performing Arts (146) Sports (18) Visual Arts (40) 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 16-December 20, 2025 African American Heritage Tour Annapolis Learn More August 16, 2025 Jimmie Vaughan & the Tilt A Whirl Band Annapolis Learn More August 17, 2025 Tim O'Brien & Jan Fabricius Annapolis Learn More August 17, 2025 Adam Ezra Group Annapolis Learn More August 17, 2025 Outdoor Concert Series: BloomHaven Annapolis Learn More August 18-22, 2025 Play Production Summer Camp at Compass Rose Theater! Annapolis Learn More August 19-22, 2025 Play Production Summer Camp at Compass Rose Theater! Annapolis Learn More August 19-26, 2025 Tunesday Floating Concert Series Annapolis Learn More August 20-22, 2025 Play Production Summer Camp at Compass Rose Theater! Annapolis Learn More August 20, 2025 The Machine Performs Pink Floyd Unplugged Annapolis Learn More August 21-22, 2025 Play Production Summer Camp at Compass Rose Theater! Annapolis Learn More August 21, 2025 Mike Phillips Annapolis Learn More Pagination First Previous … Page 4 Page 5 Page 6 Page 7 Current page 8 Page 9 Page 10 Page 11 Page 12 … Next Last