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Best Harvest and Pumpkin Festivals in Connecticut for Fall Family Fun

Fall festivals are roaring your way this autumn in CT, with harvest fairs, pumpkin festivals, and more! Photo courtesy of the Seymour Pumpkin Festival
Fall festivals are roaring your way this autumn in CT, with harvest fairs, pumpkin festivals, and more! Photo courtesy of the Seymour Pumpkin Festival
9/1/24 - By Ally Noel

Fall is an amazing time to be in New England, and harvest festivals and pumpkin festivals in Connecticut celebrate the season. These Connecticut fairs and fall festivals are packed with kid-friendly activities and family fun. And these autumn festivals happen nearly every weekend. There are celebrations of the apple harvest, pumpkin season, music, and more. Even better, there's an autumn festival somewhere near you. Visit the past at the Connecticut Renaissance Faire. Indulge in seafood at the Norwalk Oyster Festival. Read on for our guide to the best fall festivals in Connecticut. Create a memorable autumn afternoon for the whole family! Most fall fairs offer free admission; many charge fees for specific rides or activities. Confirm details on event sites before heading out.

Remember to explore our complete Fall Fun Guide. We have great autumn ideas from recipes to campgrounds and Halloween thrills. And keep an eye on our Event Calendar for the latest things to do in Connecticut throughout the fall.

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Hop on out favorite picks for fall festivals in CT! Durham Fair photo by Pat Slonina, courtesy of the fair
Hop on out favorite picks for fall festivals in CT! Durham Fair photo by Pat Slonina, courtesy of the fair

Best Fall Festivals in Connecticut - September

Woodstock Fair

Woodstock - Aug 30 - September 2, 2024
It's a Labor Day tradition: the Woodstock Fairgrounds! Enjoy agricultural exhibits (including a birthing center where you can view a cow birth a calf right before your eyes!), animal and farm equipment competitions, entertainment, music, food, and carnival rides. READ MORE

Goshen Fair

Goshen - Aug. 31 - September 2, 2024
A great country fair with loads of animals, food, entertainment, and rides. Enjoy this Litchfield County Labor Day tradition that features fireworks, pie eating contests, a draft horse show, and a lumber jack contest.  READ MORE

The Connecticut Renaissance Faire

Lebanon - Aug. 31 - October 19, 2024
Step back to the past at The Connecticut Renaissance Faire. It's a time to play and unwind, to feast and drink, and a time to celebrate the old-fashioned way. READ MORE

Hebron Harvest Fair

Hebron - September 5-8, 2024
One of the largest fairs in Connecticut, the Hebron Harvest Fair is an agricultural event that features animal displays, various food, animal pulls, truck pulls, country music, carnival midway, and something to do for the entire family.  READ MORE

Wapping Fair in South Windsor

South Windsor - September 5-8, 2024
Head out and join the fun at the Wapping Fair where family fun abounds. Enjoy racing ducks and pigs, jugglers, acrobats, two stages filled with live music, carnival rides, food, and so much more. READ MORE

Annual North Haven Fair

North Haven - September 5-8, 2024
The annual North Haven Fair features lawn mower racing, kid's entertainment, a petting zooi, magic shows, and more. There will also be rides and games by Rockwell Amusements. READ MORE

Norwalk Seaport Association's Oyster Festival

Norwalk - September 6-8, 2024
The beloved annual Oyster Festival features live music from dozens of bands on multiple stages, as well as festival entertainment and attraction for the whole family.  READ MORE

Bethlehem Fair

Bethlehem - September 6-8, 2024
Wear your cowboy boots to this agricultural fair in Bethlehem. Enjoy an oxen pull, wood chopping contest, draft horse pull, and lots of live music over three days. There's even an ag-Olympics! READ MORE

East Haven Fall Festival

East Haven - September 8-10, 2024
Free
This full weekend of music, food and fun for all ages! There are rides, games, a full slate of live music, car show, and more. READ MORE

St Peter’s Annual Apple Festival

Monroe - September 7-8, 2024
Free
St Peter’s Annual Apple Festival is a community tradition held on the historical Monroe Green where craft vendors from around New England sell everything from doll clothes to jewelry to woodcrafts. There are games for kids, lots of food and baked goods, and, of course, plenty of apples. READ MORE

Annual Berlin Fair

Berlin - September 12-15, 2024
This annual event operated by the Berlin Lions Club features concerts, a rodeo, contests, juggling shows, animal shows, livestock competitions, tractor, and truck pulls, and more. READ MORE

Four Town Fair in Somers

Somers - September 12-15, 2024
Music, entertainment and fun for the whole family at the annual Four Town Fair in Somers where you will find various agricultural contests, livestock competitions, music, jugglers, a midway and more. READ MORE

Harvest Moon Festival at the Pequot Museum

Naugatuck - September 21, 2024
Free
Just in time for the Fall solstice, the Museum will showcase Indigenous and non-Indigenous farmers, crafters and culture for a family-friendly day full of activities. Throughout the day, they will host programs and events that provide important information about eastern woodland culture and lifeways. READ MORE

Annual Seymour Pumpkin Festival

Seymour - September 22, 2024
Free
This annual Festival will take place (rain or shine) at French Memorial Park and offers carnival rides & games, entertainment, petting zoo, children’s contests, arts & craft vendors, and food booths run by local civic, school, and non-profit organizations.   READ MORE

Annual Durham Fair

Durham - September 26-29, 2024
In 1916, the Durham Fair began a tradition. That tradition continues today during the last full weekend in September when the fairgrounds come alive and magically transform into Connecticut’s largest agricultural fair. READ MORE

Bristol Mum Festival

Bristol - September 27-29, 2024
Free
The Bristol Mum Festival is an annual community tradition. Free to attend with lots of food, fun, and music. The Bristol Blues will also feature their Blues & Brew Fest & Garden.  READ MORE
Harvest fairs, festivals, and carnivals come to CT throughout the fall. Photo courtesy of the Harwinton Fair
Harvest fairs, festivals, and carnivals come to CT throughout the fall. Photo courtesy of the Harwinton Fair

Best Harvest and Pumpkin Festivals in Connecticut - October

Southington Apple Harvest Festival

Southington - Weekends, October 4-13, 2024
Free
Situated around the beautiful Southington Town Green, the Apple Harvest Festival is a family-oriented event which attracts an estimated 100,000 visitors annually. READ MORE

Harwinton Fair

Harwinton - Friday, Oct. 4 - Sunday, Oct. 6, 2024
This annual event features rides, amusements, great food and merchandise, live music, draft horse displays, wood chopping competitions,  performing dogs, magic shows, and much more!  READ MORE

Portland Agricultural Fair

Portland - October 4 - 6, 2024
Three-day fair features rides, games, animal exhibits, a truck pull, talent show, live music, crafts, and much more!  READ MORE

South Windsor Apple Festival

South Windsor - October 5, 2024
Free
Enjoy South Windsor's signature apple pie, 100 vendors & food trucks, free pony rides (11am-1pm), dunk tank, bounce house, live music/dancers, electric car showcase, free kids' activities & more. READ MORE

Fall Festival at Earthplace

Westport - October 6, 2024
Save the date for the annual Fall Festival at Earthplace. Enjoy a full day of family fun with food trucks, a climbing wall, corn pool, apple slingshot, donut on a string, nature exploration, animal encounters and more. READ MORE

The Auerfarm Fall Festival in Bloomfield

Bloomfield - October 6, 2024
Whether you're grooving to live music, savoring fall flavors, or simply enjoying the sights and sounds of the season, there's something here for everyone. Mark your calendar and make unforgettable memories with us. Last year we had 2,000+ attendees. READ MORE

New Canaan Nature Center Fall Fair

New Canaan - October 11-13, 2024
Free
Join the New Canaan Nature Cente for three days of traditional family fun at their 54th Annual Fall Fair. READ MORE

Riverton Fair

Riverton - October 11 - 13, 2024
Often referred to as the last country fair of the season, this old-fashioned event on the scenic Farmington River features exhibits, animals, vendors, food, midway rides, music, wood chopping events, and more. READ MORE

Connecticut Garlic & Harvest Festival

Bethlehem - Oct0ber 12 - 13, 2024
Enjoy garlic cooking demonstrations, live band performances, and many garlic dips, spreads, cheeses, and oils that will be free to sample. Visit the produce stands for fresh garlic and a variety of other fall produce. READ MORE

Glastonbury Apple Harvest Festival

Glastonbury - October 18 - 20, 2024
Free
Each year the Glastonbury Apple Harvest Festival is rated as one of the best annual events in the entire state that includes a full midway of amusement rides, food trucks, live music, an expanded Harvest Pub, and the 5k Road Race on Sunday. READ MORE

Putnam's Great Pumpkin Festival

Putnam - October 19, 2024
Free
Celebrate The Great Pumpkin with arts and crafts vendors, music, pumpkin features in specialty boutiques and food & drink specials in our unique Putnam restaurants! Ride the train and spend the day Discovering Putnam.  READ MORE

Mystic Apple Festival at Olde Mistick Village

Mystic - October 19, 2024
Free
Crisp days and crisp apples! Join Olde Mistick Village this October for the return of their annual Mystic Apple Festival, a fall festival celebrating everything from Fall... READ MORE

Ivoryton Village Pumpkin Festival

Essex - October 26, 2024
Free
The Annual Ivoryton Village Pumpkin Festival offers all the best parts of fall. The Historic Downtown attracts more than 1500 visitors to the town green to celebrate the season.  Pumpkin carvers are invited to a pumpkin carving party from 10am to noon at Bushyton Nature Center. All attendees are invited to come in costume.  READ MORE

Mohawk Mountain Fall Festival in Cornwall

Cornwall - October 26 - 27, 2024
Free
Join Mohawk Mountain for their annual Fall Festival & Makers Market. It is going to be a family fun weekend with hay rides, pumpkin painting, food trucks, inflatables, and more. READ MORE

Places featured in this article:

Harwinton Fairgrounds
Downtown Ivoryton Village