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 (761) August (605) September (336) October (224) November (118) December (104) January (13) February (11) March (14) April (14) May (9) June (8) Cities Cambridge (21) Chestertown (84) (-) Crisfield (5) Oxford (19) Rock Hall (7) Salisbury (3) St. Michaels (23) Regions Eastern Shore (5) Types (-) Fairs & Festivals (5) Food & Drink (5) History & Heritage (4) Nature & Outdoor (1) 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 26, 2025 Wheels on the Waterfront Cruise-In Crisfield Learn More August 29-31, 2025 National Hard Crab Derby Crisfield Learn More August 30-31, 2025 National Hard Crab Derby Crisfield Learn More August 31, 2025 National Hard Crab Derby Crisfield Learn More September 27, 2025 Crisfield Heritage Festival Crisfield Learn More
