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 (722) August (610) September (336) October (225) November (118) December (105) January (13) February (11) March (14) April (14) May (9) June (8) Cities Chestertown (79) Crisfield (5) Kennedyville (1) Oxford (3) Rock Hall (4) Salisbury (3) St. Michaels (155) Regions Eastern Shore (250) Types Fairs & Festivals (47) (-) Food & Drink (247) History & Heritage (252) Literary Arts (1) (-) Multicultural (3) Nature & Outdoor (133) Ongoing (48) Performing Arts (8) Visual Arts (122) 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 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 25-November 22, 2025 St. Michaels Farmers Market St. Michaels Learn More October 25, 2025-January 2, 2027 Chestertown Farmers Market Chestertown Learn More November 1-22, 2025 St. Michaels Farmers Market St. Michaels Learn More November 1, 2025-January 2, 2027 Chestertown Farmers Market Chestertown Learn More Pagination First Previous … Page 11 Page 12 Page 13 Page 14 Current page 15 Page 16 Page 17 Page 18 Page 19 … Next Last
