08/16/2026
Be honest. Who’s already counting down to Pickle Fest?!
On September 19th in Vermont, the Pickle Festival at The Apple Barn takes place as a full day of briny foods, contests, music, and family fun in Bennington. Held from 10 a.m. to 5 p.m., the festival celebrates pickling, preserving the harvest, and just how creative people can get with a jar of cucumbers. One of the biggest highlights is the Big Dill Pickle Competition, where homemade pickles are judged for a chance at bragging rights and a cash prize. Visitors can also stop by the interactive Pickle Lab to learn how salt, brine, and time turn fresh foods into pickles while exploring the process through touch and smell. Food gets especially fun here. You can expect everything from classic pickles on a stick to unusual treats like pickle milkshakes and pickle slushies. The Mini Cider Donut Eating Competition also returns for another fast-paced festival challenge. Throughout the day there will be live music, scavenger hunts, kids activities, and room to wander around the grounds. Sir Pickton, the festival’s pickle mascot, will also make appearances and pose for photos. It all takes place at The Apple Barn & Country Bake Shop at 604 US-7 in Bennington.