New Haven County Fairs & Festivals 2026
16 events across 12 towns in New Haven County, Connecticut.
Milford Oyster Festival
A massive shoreline food festival — fresh oysters, live music, and a car show.
Wolcott Country Fair
An early-August Lions fair — animals, a midway, crafts, and live music for charity.
FreeCheshire Grange Community Fair
A traditional Grange fair — garden, baking, canning, and handicraft competitions.
North Haven Fair
A south-central CT fair with livestock barns, antique engines, rides, and a big food court.
East Haven Fall Festival
A shoreline town-green festival — a road race, live music, and craft vendors.
Wallingford Grange Fair
A one-day Wallingford Grange fair — produce, baking, and craft competitions.
Guilford Fair
A historic shoreline fair since 1859 — livestock, oxen draws, home arts, and a midway.
Milford Irish Festival
A shoreline Irish-heritage festival — Celtic music, step dancing, and Irish food.
FreeCheshire Fall Festival
A fall weekend festival at Bartlem Park — craft vendors, food, and live music.
Orange Country Fair
A two-day shoreline-area country fair — antique engines, oxen pulls, and a country kitchen.
Seymour Pumpkin Festival
A fall pumpkin festival — giant-pumpkin weigh-off, carving contest, and craft vendors.
FreeWest Haven Apple Festival
A fall apple festival on the West Haven Green — apple treats, crafts, and live music.
Celebrate Wallingford
A fall downtown street festival — live music, food vendors, and artisan booths.