Fairs & Festivals in New Haven & the Shoreline, Connecticut
New Haven & the Shoreline, 2026: 16 events, all ended for 2026.
Fairs & festivals in New Haven & the Shoreline
EndedFreeMilford Oyster Festival
A shoreline food festival. Fresh oysters, six bands, and a car show.
EndedFreeCelebrate Wallingford
A fall downtown street festival. Live music, food vendors, and artisan booths.
EndedFreeWest Haven Apple Festival
A fall apple festival on the West Haven Green. Apple treats, crafts, and live music.
EndedFreeSeymour Pumpkin Festival
A fall pumpkin festival. Giant-pumpkin weigh-off, carving contest, and craft vendors.
EndedOrange Country Fair
A two-day shoreline-area country fair. Antique engines, oxen pulls, and a country kitchen.
EndedGuilford Fair
A historic shoreline fair since 1859. Livestock, oxen draws, home arts, and a midway.
EndedMilford Irish Festival
A shoreline Irish-heritage festival. Celtic music, step dancing, and Irish food.
EndedFreeCheshire Fall Festival
A fall weekend festival at Bartlem Park. Craft vendors, food, and live music.
EndedFreeEast Haven Fall Festival
A shoreline town-green festival. A road race, live music, and craft vendors.
EndedNorth Haven Fair
A south-central CT fair with livestock barns, antique engines, rides, and a big food court.
EndedFreeOdyssey Greek Festival
A Labor Day weekend Greek festival on 11 acres. Free admission, Greek food, music, and dancing.
EndedFreeCheshire Grange Community Fair
A traditional Grange fair. Garden, baking, canning, and handicraft competitions.
EndedWolcott Country Fair
An early-August Lions fair. Animals, a midway, crafts, and live music for charity.
EndedBranford Festival
A Branford shoreline festival. Amusement rides, live music, and food.
EndedFreeInternational Festival of Arts & Ideas
A downtown New Haven arts festival. Music, theater, dance, and free Green performances.
EndedFreeWooster Square Cherry Blossom Festival
A bloom celebration in New Haven’s Wooster Square. Food, music, and cherry trees.