Roots & Tides Scenic Byway Events Plan your road trip on our Byways to visit during local special events and enjoy an authentic Maryland experience. Filter Results: December (305) January (301) February (186) March (92) April (52) May (58) June (51) July (30) August (35) September (21) October (56) November (7) Cities Annapolis (63) Regions Central Maryland (63) Types Fairs & Festivals (5) Food & Drink (5) History & Heritage (9) Literary Arts (1) Miscellaneous (2) Multicultural (1) Nature & Outdoor (8) Ongoing (7) (-) Performing Arts (63) Sports (15) Visual Arts (1) 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 18-21, 2025 Annapolis Holiday Market Annapolis Learn More December 18, 2025 Midnight Madness - Downtown Annapolis Annapolis Learn More December 19, 2025 Paula Poundstone Annapolis Learn More December 19-21, 2025 Annapolis Holiday Market Annapolis Learn More December 20-21, 2025 The Nutcracker Annapolis Learn More December 20-21, 2025 Annapolis Holiday Market Annapolis Learn More December 21, 2025 Jon McLaughlin & Friends: Home For The Holidays Annapolis Learn More December 21, 2025 The Nutcracker Annapolis Learn More December 21, 2025 Annapolis Holiday Market Annapolis Learn More December 22, 2025 Danny Burns Band: Southern Skies Album Release Tour Annapolis Learn More December 26, 2025 Jimmie's Chicken Shack Holidaze Show Annapolis Learn More December 29, 2025 Stephen Kellogg's Old Friends Tour feat. The Kellogg Sisters Annapolis Learn More Pagination First previous Current page 1 Page 2 Page 3 Page 4 Page 5 Page 6 Next Last
