Chesapeake Country Scenic Byway Events Plan your road trip on our Byways to visit during local special events and enjoy an authentic Maryland experience. Filter Results: February (177) March (469) April (338) May (342) June (280) July (234) August (236) September (202) October (241) November (118) December (63) January (1) Cities Chestertown (62) Easton (6) Regions Eastern Shore (68) Types (-) Civil War (5) Fairs & Festivals (10) Food & Drink (913) History & Heritage (53) Miscellaneous (3) Nature & Outdoor (868) Ongoing (862) Performing Arts (12) (-) Visual Arts (63) Narrow Your Event Search Start Date End Date Search By Keyword Quick Search This Week Next Week This Month Next Month Reset Applied Filters February 28, 2026 The Prompted Image: A Challenge To Artists Chestertown Learn More March 7, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More March 14, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More March 21, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More March 28, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More April 4, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More April 11, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More April 18, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More April 22-26, 2026 Paint The Town - Chestertown RiverArts Chestertown Learn More April 23-26, 2026 Paint The Town - Chestertown RiverArts Chestertown Learn More April 24-26, 2026 Paint The Town - Chestertown RiverArts Chestertown Learn More April 25, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More Pagination First Previous Page 1 Current page 2 Page 3 Page 4 Page 5 Page 6 Next Last
