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 (832) August (604) September (336) October (224) November (118) December (104) January (13) February (11) March (14) April (14) May (9) June (8) Cities Chestertown (7) Crisfield (5) Oxford (3) Rock Hall (7) Salisbury (3) St. Michaels (24) Regions Eastern Shore (49) Types (-) Fairs & Festivals (48) Food & Drink (257) History & Heritage (264) (-) Literary Arts (1) (-) Multicultural (3) Nature & Outdoor (141) Ongoing (52) Performing Arts (9) Visual Arts (128) Narrow Your Event Search Start Date End Date Search By Keyword Quick Search This Week Next Week This Month Next Month Reset Applied Filters July 5-November 22, 2025 St. Michaels Farmers Market St. Michaels Learn More July 12-November 22, 2025 St. Michaels Farmers Market St. Michaels Learn More July 16, 2025 Boomtown, The Great Chestertown Explosion, 71 Years Later Chestertown Learn More July 19-November 22, 2025 St. Michaels Farmers Market St. Michaels Learn More July 26-November 22, 2025 St. Michaels Farmers Market St. Michaels Learn More July 26, 2025 Wheels on the Waterfront Cruise-In Crisfield Learn More August 2-November 22, 2025 St. Michaels Farmers Market St. Michaels Learn More August 8-10, 2025 Pirates and Wenches Weekend Rock Hall Rock Hall Learn More August 8-10, 2025 Prates and Wenches Weekend in Rock Hall Maryland! Rock Hall Learn More August 9-November 22, 2025 St. Michaels Farmers Market St. Michaels Learn More August 9-10, 2025 Pirates and Wenches Weekend Rock Hall Rock Hall Learn More August 9-10, 2025 Prates and Wenches Weekend in Rock Hall Maryland! Rock Hall Learn More Pagination First previous Current page 1 Page 2 Page 3 Page 4 Page 5 Next Last
