Fall Festivals in Annapolis

Check out happening fall festivals events all around Annapolis, MD

Barktoberfest Annapolis 2025

Sat, 04 Oct at 11:30 am 1906 Towne Centre Blvd USD 0 to 13

13th Cape Community Swap

Sun, 12 Oct at 10:00 am 1223 River Bay Rd, Annapolis, MD 21409-4915, United States

Fall Fling With Bling

Wed, 22 Oct at 11:00 am 2747 Riva Rd Free

Taste of Fall on West Street

Sun, 09 Nov at 02:00 pm 53 West St USD 7 to 82