Milford Pumpkin Festival

The Milford Pumpkin Festival takes over downtown Milford October 9-11, 2026, transforming the historic Oval into a fall celebration with crafters, vendors, food, live music, a haunted trail, scarecrow making, pumpkin painting, giant pumpkins, beer and wine tasting, and a 5K race. Free admission, free parking, and free shuttle buses bring tens of thousands of visitors to the three-day festival.