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 Cecilton (1) Chesapeake City (1) (-) Chestertown (66) Church Creek (2) (-) Crisfield (4) Easton (8) Rock Hall (1) St. Michaels (860) Regions Eastern Shore (69) Western Maryland (1) Types Fairs & Festivals (9) Food & Drink (53) History & Heritage (49) Miscellaneous (1) Nature & Outdoor (5) Ongoing (2) Performing Arts (4) 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 April 25, 2026 Wet Paint Visionaries Preview Chestertown Learn More April 25-26, 2026 Paint The Town - Chestertown RiverArts Chestertown Learn More April 26, 2026 Paint The Town Show + Sale Chestertown Learn More April 26, 2026 Paint The Town Quick Draw Chestertown Learn More April 26, 2026 Paint The Town Wet Paint Reception Chestertown Learn More April 26, 2026 Paint The Town - Chestertown RiverArts Chestertown Learn More May 2, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More May 9, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More May 16, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More May 23, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More May 30, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More June 6, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More Pagination First Previous Page 1 Page 2 Current page 3 Page 4 Page 5 Page 6 Next Last
