Roots & Tides Scenic Byway Events Plan your road trip on our Byways to visit during local special events and enjoy an authentic Maryland experience. Filter Results: September (568) October (518) November (275) December (258) January (71) February (49) March (30) April (27) May (20) June (12) July (9) August (8) Cities Annapolis (194) Regions Central Maryland (194) Types Fairs & Festivals (6) Food & Drink (14) History & Heritage (28) Literary Arts (5) Miscellaneous (43) Multicultural (6) Nature & Outdoor (42) Ongoing (8) Performing Arts (136) Sports (7) Visual Arts (36) 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 18-19, 2025 Giselle Annapolis Learn More October 19, 2025 2025 Thomas Point Shoal Lighthouse Tours Annapolis Learn More October 19-25, 2025 Wilma Lee Heritage Cruises Annapolis Learn More October 19, 2025 In Gratitude: A Tribute to Earth, Wind & Fire Annapolis Learn More October 19, 2025 Annie Annapolis Learn More October 19, 2025 Giselle Annapolis Learn More October 24-November 9, 2025 Children's Theatre of Annapolis presents WEST SIDE STORY 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 Pagination First Previous … Page 6 Page 7 Page 8 Page 9 Current page 10 Page 11 Page 12 Page 13 Page 14 … Next Last
October 24-November 9, 2025 Children's Theatre of Annapolis presents WEST SIDE STORY Annapolis Learn More
