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: January (197) February (321) March (212) April (149) May (176) June (167) July (140) August (145) September (119) October (158) November (77) December (48) Cities Chestertown (54) Crisfield (1) Salisbury (11) St. Michaels (430) Regions Eastern Shore (496) Types Fairs & Festivals (1) Food & Drink (484) History & Heritage (61) Multicultural (11) Nature & Outdoor (430) Ongoing (432) Performing Arts (2) Visual Arts (61) Narrow Your Event Search Start Date End Date Search By Keyword Quick Search This Week Next Week This Month Next Month Reset Applied Filters October 31-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More November 1-15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More November 1-15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More November 2-15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More November 2-15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More November 3-15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More November 3-15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More November 4-15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More November 4-15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More November 5-15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More November 5-15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More November 6-15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More Pagination First Previous … Page 34 Page 35 Page 36 Page 37 Page 38 Current page 39 Page 40 Page 41 Page 42 Next Last
