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: February (327) March (250) April (178) May (195) June (198) July (155) August (157) September (132) October (166) November (77) December (48) January (1) Cities Chestertown (50) Crisfield (4) (-) St. Michaels (430) Regions Eastern Shore (430) Types (-) Food & Drink (430) Nature & Outdoor (430) Ongoing (430) 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 1-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More August 1-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More August 2-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More August 2-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More August 3-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More August 3-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More August 4-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More August 4-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More August 5-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More August 5-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More August 6-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More August 6-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More Pagination First Previous … Page 15 Page 16 Page 17 Page 18 Current page 19 Page 20 Page 21 Page 22 Page 23 … Next Last
