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: May (583) June (748) July (587) August (424) September (239) October (154) November (80) December (91) January (11) February (8) March (9) April (12) Cities Chestertown (2) Crisfield (1) (-) Hebron (2) Rock Hall (5) (-) St. Michaels (3) Regions Eastern Shore (5) Types Fairs & Festivals (33) Food & Drink (272) History & Heritage (213) Nature & Outdoor (245) Ongoing (101) (-) Performing Arts (5) Sports (3) Narrow Your Event Search Start Date End Date Search By Keyword Quick Search This Week Next Week This Month Next Month Reset Applied Filters June 7-8, 2025 Lavender Bloom Festival Hebron Learn More June 8, 2025 Lavender Bloom Festival Hebron Learn More December 12-14, 2025 Christmas in St. Michaels St. Michaels Learn More December 13-14, 2025 Christmas in St. Michaels St. Michaels Learn More December 14, 2025 Christmas in St. Michaels St. Michaels Learn More
