Events in Annapolis Find Events in Annapolis Filter Results: October (335) November (674) December (507) January (131) February (95) March (65) April (38) (-) May (22) June (19) July (9) August (10) September (4) Cities Annapolis (196) Regions Central Maryland (196) Types Fairs & Festivals (1) Food & Drink (9) History & Heritage (51) Literary Arts (10) Miscellaneous (11) Multicultural (3) Nature & Outdoor (50) Ongoing (45) Performing Arts (138) Sports (2) Visual Arts (16) Narrow Your Event Search Start Date End Date Search By Keyword Quick Search This Week Next Week This Month Next Month Reset Applied Filters October 23, 2025 GA-20 and Black Joe Lewis & the Honeybears Annapolis Learn More October 24-November 9, 2025 Children's Theatre of Annapolis presents WEST SIDE STORY Annapolis Learn More October 24-December 28, 2025 Colonial Annapolis Walking Tour (+ USNA option) Annapolis Learn More October 24-December 27, 2025 Maryland State House Tour Annapolis Learn More October 24-November 15, 2025 Dracula: A Comedy of Terrors Annapolis Learn More October 24, 2025 Thomas Dolby: "The Iconic 80s" Annapolis Learn More October 25, 2025 Wilma Lee Sunset Cruises Annapolis Learn More October 25, 2025 Wilma Lee Heritage Cruises Annapolis Learn More October 25, 2025 Four80East Annapolis Learn More October 25, 2025 Navy Football vs. FAU Annapolis Learn More October 25, 2025 Tall Tall Trees w/ Christopher Paul Stelling Annapolis Learn More October 25-November 9, 2025 Children's Theatre of Annapolis presents WEST SIDE STORY 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
October 24-November 9, 2025 Children's Theatre of Annapolis presents WEST SIDE STORY Annapolis Learn More
October 25-November 9, 2025 Children's Theatre of Annapolis presents WEST SIDE STORY Annapolis Learn More
