October 2026 Fairs & Festivals in Connecticut
9 events happening across the state in October 2026.
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.
Southington Apple Harvest Festival
A two-weekend town-green festival — apple fritters, a carnival, a parade, and fireworks.
Celebrate 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.
Chowdafest
A New England chowder cook-off — taste, vote, and crown the best chowder for charity.
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.