October 2026 Fairs & Festivals in Connecticut
9 events happening across the state in October 2026.
RecurringConnecticut Renaissance Faire
Nine themed weekends of Renaissance faire at the Lebanon Fairgrounds.
Harwinton Fair
An early-October Litchfield Hills fair. Woodsmen shows, antique tractors, and a midway.
Portland Agricultural Fair
A River Valley October fair. Livestock, tractor pulls, and farm competitions.
FreeSouthington Apple Harvest Festival
A two-weekend town-green festival. Apple fritters, a carnival, a parade, and fireworks.
FreeCelebrate Wallingford
A fall downtown street festival. Live music, food vendors, and artisan booths.
Plant and Harvest Fair
A Danbury Garden Club plant and harvest sale. Natives, perennials, mums, and baked goods.
Riverton Fair
The season-ending October country fair. Oxen draws, woodsmen events, and home cooking.
Connecticut Garlic & Harvest Festival
A garlic-lover’s harvest festival. Garlic food, seed garlic, and cooking demos.
FreeGlastonbury Apple Harvest & Music Festival
A riverside fall festival. Apple treats, a carnival, vendors, and live music.