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 (236) March (468) April (335) May (342) June (280) July (234) August (236) September (202) October (241) November (118) December (63) January (1) Cities Chestertown (5) Easton (7) St. Michaels (860) Regions Eastern Shore (872) Types (-) Civil War (5) Fairs & Festivals (10) Food & Drink (914) History & Heritage (56) Miscellaneous (4) Multicultural (1) (-) Nature & Outdoor (867) Ongoing (862) Performing Arts (12) Visual Arts (65) Narrow Your Event Search Start Date End Date Search By Keyword Quick Search This Week Next Week This Month Next Month Reset Applied Filters February 21, 2026 Native American Heritage & Artifact Day Easton Learn More February 23-27, 2026 Uncle Nace: The Day Freedom Came One Man Performance Easton Learn More February 24-27, 2026 Uncle Nace: The Day Freedom Came One Man Performance Easton Learn More February 25-27, 2026 Uncle Nace: The Day Freedom Came One Man Performance Easton Learn More February 26-27, 2026 Uncle Nace: The Day Freedom Came One Man Performance Easton Learn More February 27, 2026 Uncle Nace: The Day Freedom Came One Man Performance Easton Learn More April 15-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More April 15-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More April 15-November 15, 2026 Beer Tasting Cruises on Epiphany! St. Michaels Learn More April 15-November 15, 2026 Half-Day Private Sail on Epiphany! St. Michaels Learn More April 16-November 15, 2026 2 Hour Relaxing Chesapeake Day Sail on Epiphany! St. Michaels Learn More April 16-November 15, 2026 St. Michaels Wine Tasting Cruise on Epiphany! St. Michaels Learn More Pagination First previous Current page 1 Page 2 Page 3 Page 4 Page 5 Page 6 Page 7 Page 8 Page 9 … Next Last
