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 (142) March (469) April (338) May (342) June (280) July (234) August (236) September (202) October (241) November (118) December (63) January (1) Cities Chestertown (6) Church Creek (1) Easton (6) St. Michaels (862) Regions Eastern Shore (874) Western Maryland (1) Types (-) Civil War (5) Fairs & Festivals (10) Food & Drink (912) History & Heritage (52) (-) Miscellaneous (2) (-) Nature & Outdoor (868) Ongoing (861) Performing Arts (11) Visual Arts (62) 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 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 February 28, 2026 Magic Show with Gilbert Cephas Church Creek Learn More March 8, 2026 The First Renaissance Fair: The Field of the Cloth of Gold Chestertown 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 Pagination First previous Current page 1 Page 2 Page 3 Page 4 Page 5 Page 6 Page 7 Page 8 Page 9 … Next Last
