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: July (507) August (626) September (341) October (227) November (119) December (107) January (13) February (11) (-) March (14) April (14) May (9) June (8) Cities Annapolis (309) Regions Central Maryland (309) Types Fairs & Festivals (14) Food & Drink (7) History & Heritage (87) Literary Arts (29) Miscellaneous (115) Multicultural (6) Nature & Outdoor (158) Ongoing (50) Performing Arts (131) Sports (17) Visual Arts (35) 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 7, 2025 Sierra Hull & John Craigie Annapolis Learn More October 10, 2025 The Ocean Blue w/ Brian Tighe of The Hang Ups Annapolis Learn More October 10-25, 2025 Wilma Lee Sunset Cruises Annapolis Learn More October 11-19, 2025 2025 Thomas Point Shoal Lighthouse Tours Annapolis Learn More October 11-December 13, 2025 Weird, Wacky, & Unusual History of Annapolis Tour Annapolis Learn More October 11-25, 2025 Wilma Lee Sunset Cruises Annapolis Learn More October 11-25, 2025 Wilma Lee Heritage Cruises Annapolis Learn More October 12-25, 2025 Wilma Lee Heritage Cruises Annapolis Learn More October 12, 2025 Technicolor Motor Home - A Steely Dan Tribute Annapolis Learn More October 15, 2025 Katie Pruitt: Time Wasn't Wasted Tour w/ Jess Nolan Annapolis Learn More October 17, 2025 The Amish Outlaws Annapolis Learn More October 17-25, 2025 Wilma Lee Sunset Cruises Annapolis Learn More Pagination First Previous … Page 18 Page 19 Page 20 Page 21 Page 22 Current page 23 Page 24 Page 25 Page 26 Next Last
