New Haven Fall Festivals – Fall 2024 CT Events

Durham Fair - Durham, CT - Sep 26 to Sep 29, 2024
Connecticut’s largest agricultural fair with live entertainment, rides, crafts, food and games.

Guilford Fair - Guilford, CT - Sep 20 to Sep 22, 2024
Agricultural fair originally founded on the eve of the American Civil War.

Harbor Brew Fest - Bridgeport, CT - Sep 29 to Sep 29, 2023
The annual Harbor Brew Fest at the Ballpark at Harbor Yard. The event will tap off with a limited attendance Brewer’s Special from 12pm – 1pm and General Admission will begin at 1pm and will pour until 5pm. An unforgettable day of beer tasting, a beer tasting glass, great music from talented local bands, delicious food from CT’s favorite food trucks and a fun-filled day to enjoy with friends. Brewer’s Special will also grant Exclusive Access to the Brewer’s Beer Garden where limited release and hard to find beers will be served for tasting.

Olde Mistick Village Garlic Festival - Mystic, CT - Sep 16 to Sep 17, 2023
Over 50 farmers, vendors, bakers and restaurants will join for this terrific free family event. A fun filled garlic festival family weekend at Olde Mistick Village with local produce, preserves, baked goods, prepared food, crafts and concoctions. Olde Mistick Village restaurants will feature special garlic related foods. Live musical entertainment all day both days and kids’ activities with a live birds of prey program, a martial arts demonstration and a reptile show. Hours are Saturday 11 am to 7 pm and Sunday 11 am to 6 pm.

St. Peter’s Annual Apple Festival - Monroe, CT - Sep 9 to Sep 10, 2023
Held annually on the first weekend after Labor Day. Lots of apple products including hot apple crisp and apple pies, craft vendors, kids games and more. Free admission and parking.

Connecticut Folk Festival & Green Expo - New Haven, CT - Sep 9 to Sep 9, 2023
Held at Edgerton Park. The event includes live music from local acts to national headliners, delicious food trucks and a Green Expo highlighting artisan vendors, non-profits, workshops, and a jam-packed day of activities and experiences in the Green Kids Zone.

CT Maritime Heritage Festival - New London, CT - Sep 9 to Sep 10, 2023
Includes boat parade, schooner race, chowder challenge, vessel visits and more.

East Haven Fall Festival - East Haven, CT - Sep 8 to Sep 10, 2023
Main Street Music, raffle, food booths, kiddy rides, car show. Held at East Haven Town Green, Main Street

Faxon Law New Haven Road Race - New Haven, CT - Sep 4 to Sep 4, 2023
Choose which road race to participate in (5k-half marathon), and enjoy the post-race party with food, festiviites, and some ice-cold pints!

German Bierfest & Pig Roast - West Haven, CT - Aug 28 to Aug 28, 2022
Annual Harugari Pig Roast with German Bier, German food and slow roasted pork, with live entertainment and traditional folk dances.

Shelton Day - Shelton, CT - Oct 1 to Oct 3, 2021
A street festival with 150 booths of food, crafts, activities and information.

Chowder Days Festival - Mystic, CT - Oct 10 to Oct 12, 2020
Enjoy a bowl of hot chowder, live music and other activities at Mystic Seaport.

Groton Fall Festival - Groton, CT - Oct 3 to Oct 3, 2020
A community event held at Poquonnock Plains Park supporting Groton Business Association events. Traditional fall activities, family tournament games with prizes, food and beverage trucks, and nearly 100 local vendors and businesses including artists, artisans, crafters and non-profits