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 3-25, 2025 Wilma Lee Sunset Cruises Annapolis Learn More October 3, 2025 Greg Hawkes w/ Eddie Japan Performing the Music of The Cars Annapolis Learn More October 3-19, 2025 Annie Annapolis Learn More October 4-19, 2025 2025 Thomas Point Shoal Lighthouse Tours Annapolis Learn More October 4-December 6, 2025 Scandalous Annapolis Annapolis Learn More October 4-25, 2025 Wilma Lee Sunset Cruises Annapolis Learn More October 4-25, 2025 Wilma Lee Heritage Cruises Annapolis Learn More October 4, 2025 Navy Football vs. Air Force Annapolis Learn More October 4, 2025 Julian Lage: World’s Fair 10-Year Anniversary Tour Annapolis Learn More October 4, 2025 Lori McKenna Annapolis Learn More October 4-18, 2025 Musical Theatre Kids Workshop at Children's Theatre of Annapolis Annapolis Learn More October 4-19, 2025 Annie Annapolis Learn More Pagination First Previous … Page 2 Page 3 Page 4 Page 5 Current page 6 Page 7 Page 8 Page 9 Page 10 … Next Last
October 4-18, 2025 Musical Theatre Kids Workshop at Children's Theatre of Annapolis Annapolis Learn More
