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 (352) March (245) April (172) May (195) June (198) July (154) August (157) September (130) October (165) November (77) December (48) January (1) Cities Chestertown (48) Church Creek (2) St. Michaels (430) Regions Eastern Shore (480) Types Fairs & Festivals (4) Food & Drink (485) History & Heritage (56) Miscellaneous (3) (-) Nature & Outdoor (432) Ongoing (432) Performing Arts (3) (-) Visual Arts (48) 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 19-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More July 19-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More July 20-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More July 20-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More July 21-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More July 21-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More July 22-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More July 22-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More July 23-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More July 23-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More July 24-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More July 24-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
