Glastonbury Apple Harvest and Music Festival in Glastonbury
Glastonbury's town green hosts one of Connecticut's biggest fall festivals across three mid-October days, marking its 50th anniversary in 2025. Presented by the CT River Valley Chamber of Commerce, it combines more than twenty food trucks and apple cider donuts with fifty bands performing on four stages, over one hundred and twenty craft and civic vendors, carnival rides, a Sunday 5K road race, and a 21-and-over Harvest Pub.
Glastonbury, Connecticut sits in a stretch of the Connecticut River Valley long known for its orchards, and it was that apple-growing identity that gave the town's autumn festival its name when it began roughly fifty years ago.