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 (176) March (468) April (335) 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 (62) Types Fairs & Festivals (5) Food & Drink (49) History & Heritage (46) Miscellaneous (1) Nature & Outdoor (5) Ongoing (2) Performing Arts (3) (-) Visual Arts (62) 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 22-28, 2026 The Prompted Image: A Challenge To Artists Chestertown Learn More February 23-28, 2026 The Prompted Image: A Challenge To Artists Chestertown Learn More February 24-28, 2026 The Prompted Image: A Challenge To Artists Chestertown Learn More February 25-28, 2026 The Prompted Image: A Challenge To Artists Chestertown Learn More February 26-28, 2026 The Prompted Image: A Challenge To Artists Chestertown Learn More February 27-28, 2026 The Prompted Image: A Challenge To Artists Chestertown Learn More February 28, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More 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 Pagination First previous Current page 1 Page 2 Page 3 Page 4 Page 5 Page 6 Next Last
