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: July (761) August (605) September (336) October (224) November (118) December (104) January (13) February (11) March (14) April (14) May (9) June (8) Cities Cambridge (21) Chestertown (87) Crisfield (6) Kennedyville (1) Oxford (19) Princess Anne (11) Rock Hall (8) Salisbury (3) St. Michaels (195) Regions Eastern Shore (351) Types Fairs & Festivals (47) Food & Drink (251) History & Heritage (256) Literary Arts (1) Multicultural (3) Nature & Outdoor (137) Ongoing (50) Performing Arts (9) Visual Arts (124) Narrow Your Event Search Start Date End Date Search By Keyword Quick Search This Week Next Week This Month Next Month Reset Applied Filters December 12-14, 2025 Christmas in St. Michaels St. Michaels Learn More December 12-14, 2025 Oxford Holiday Market 2025 Oxford Learn More December 13, 2025-January 2, 2027 Chestertown Farmers Market Chestertown Learn More December 13-14, 2025 Christmas in St. Michaels St. Michaels Learn More December 13, 2025 Saint Michaels Ghost Walk - Spirits of Rowdy Women St. Michaels Learn More December 13-14, 2025 Oxford Holiday Market 2025 Oxford Learn More December 14, 2025 Christmas in St. Michaels St. Michaels Learn More December 14, 2025 Oxford Holiday Market 2025 Oxford Learn More December 20, 2025-January 2, 2027 Chestertown Farmers Market Chestertown Learn More December 27, 2025-January 2, 2027 Chestertown Farmers Market Chestertown Learn More January 3, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More January 10, 2026-January 2, 2027 Chestertown Farmers Market Chestertown Learn More Pagination First Previous … Page 21 Page 22 Page 23 Page 24 Current page 25 Page 26 Page 27 Page 28 Page 29 … Next Last
