New Haven County Fairs & Festivals 2026
9 events across 7 towns in New Haven County, Connecticut.
Milford Oyster Festival
A massive single-day shoreline food festival — fresh oysters, live music, and a car show.
FreeWooster Square Cherry Blossom Festival
A spring bloom celebration in New Haven’s Wooster Square — food, music, and cherry trees.
FreeInternational Festival of Arts & Ideas
A two-week New Haven arts festival — music, theater, dance, and free Green performances.
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.
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.
Orange Country Fair
A two-day shoreline-area country fair — antique engines, oxen pulls, and a country kitchen.