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: July (519) August (625) September (340) October (227) November (119) December (107) January (13) February (11) March (14) April (14) May (9) June (8) Cities Chestertown (84) Crisfield (6) Kennedyville (1) Oxford (3) Rock Hall (7) Salisbury (3) St. Michaels (142) Regions Eastern Shore (246) Types (-) Fairs & Festivals (46) (-) Food & Drink (233) History & Heritage (238) Literary Arts (1) Multicultural (3) Nature & Outdoor (121) Ongoing (42) Performing Arts (8) Visual Arts (116) Narrow Your Event Search Start Date End Date Search By Keyword Quick Search This Week Next Week This Month Next Month Reset Applied Filters September 28-30, 2025 Wine Tasting Cruises St. Michaels Learn More September 29-30, 2025 Wine Tasting Cruises St. Michaels Learn More September 30, 2025 Wine Tasting Cruises St. Michaels Learn More October 4-November 22, 2025 St. Michaels Farmers Market St. Michaels Learn More October 4, 2025-January 2, 2027 Chestertown Farmers Market Chestertown Learn More October 11-November 22, 2025 St. Michaels Farmers Market St. Michaels Learn More October 11, 2025-January 2, 2027 Chestertown Farmers Market Chestertown Learn More October 11, 2025 Rock Hall FallFest Rock Hall Learn More October 18-November 22, 2025 St. Michaels Farmers Market St. Michaels Learn More October 18, 2025-January 2, 2027 Chestertown Farmers Market Chestertown Learn More October 18-November 2, 2025 RiverArts Studio Tours Chestertown Learn More October 19-November 2, 2025 RiverArts Studio Tours Chestertown Learn More Pagination First Previous … Page 10 Page 11 Page 12 Page 13 Current page 14 Page 15 Page 16 Page 17 Page 18 … Next Last
