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 (733) August (605) September (336) October (224) November (118) December (104) 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 (157) Regions Eastern Shore (252) Types Fairs & Festivals (47) (-) Food & Drink (249) History & Heritage (254) Literary Arts (1) (-) Multicultural (3) Nature & Outdoor (135) Ongoing (49) Performing Arts (8) Visual Arts (123) Narrow Your Event Search Start Date End Date Search By Keyword Quick Search This Week Next Week This Month Next Month Reset Applied Filters August 28-September 30, 2025 Wine Tasting Cruises St. Michaels Learn More August 29-31, 2025 National Hard Crab Derby Crisfield Learn More August 29-September 30, 2025 Wine Tasting Cruises St. Michaels Learn More August 30-November 22, 2025 St. Michaels Farmers Market St. Michaels Learn More August 30-31, 2025 National Hard Crab Derby Crisfield Learn More August 30, 2025-January 2, 2027 Chestertown Farmers Market Chestertown Learn More August 30-September 30, 2025 Wine Tasting Cruises St. Michaels Learn More August 31, 2025 National Hard Crab Derby Crisfield Learn More August 31-September 30, 2025 Wine Tasting Cruises St. Michaels Learn More September 1-30, 2025 Wine Tasting Cruises St. Michaels Learn More September 2-30, 2025 Wine Tasting Cruises St. Michaels Learn More September 3-30, 2025 Wine Tasting Cruises St. Michaels Learn More Pagination First Previous … Page 7 Page 8 Page 9 Page 10 Current page 11 Page 12 Page 13 Page 14 Page 15 … Next Last
