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

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

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

The annual North Haven Fair features lawn mower racing, kid's entertainment, a petting zoo, magic shows, and more. There will also be rides and games by Rockwell Amusements. Read More

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

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

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

The Latin Festival is the perfect family-friendly, community event filled with fun activities for children and adults alike. Bring your family and friends to enjoy games, dominoes, food trucks, and live music performances. Read More

The annual Trumbull Arts Festival will take place on the Trumbull Town Hall Green.The festival draws artists and crafters from around the state. There is something for everyone: handmade purses, artisan soaps, jewelry, birdhouses, pottery and pet accessories just to name a few. Read More

Fun for kids of all ages at the Discover Boating® Norwalk Boat Show, in partnership with Progressive Insurance®. Kid-friendly activities include Touch Tanks with live tidepool creatures, paddle boating in a mini pool, toy boat-building workshops and more. Read More

Join the Irish Heritage Society for a celebration of Irish Heritage. Live music, Irish culture, food, wine/beer tent, raffles, local vendors, & children activities! Read More

Come to The Guilford Fair, Connecticut’s 2nd oldest agricultural fair.   Read More

This festival will feature unique crafts, direct sales vendors, local businesses, flea market, delicious food, great entertainment and more.  Read More

Each September, the Mashantucket Pequot Museum celebrates the Harvest Moon with a day of cultural connection, storytelling, and seasonal traditions. Guests are invited to enjoy family-friendly activities, Native foods, and artisan demonstrations that honor the importance of the harvest season in Indigenous communities. Read More

The  Annual Mistick Garlic Festival with over 40 vendors, food for the whole family and lots of fun. An amazing variety of garlic will be for sale from local farmers. You can also buy local honey and other tasty treats.  Read More

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

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

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

Celebrate Fall in Historic New London. Bring the whole family to one of New London’s most treasured historic sites for a festive autumn celebration. The 2025 New London Harvest Festival at the Old Town Mill is a free public event filled with music, food, fun, and fall activities. Read More

The main draw of this popular event is an incredible group of artist and artisan vendors representing a mix of mediums, products and styles. There will be fine art photographers, a diverse mix of jewelry designers, and painters ranging from abstract to landscapes, mixed media to three dimensional and more. There will also be artisan-made textiles, glass, hand-poured candles, stationary, paper products and ornaments. There's a complete range of sizes and price points, so it's a great place to look for original artwork for your home as well as special one-of-a-kind gifts. Read More

One of Connecticut’s largest and longest-running events, the Apple Harvest Festival draws over 100,000 attendees each year for six days of unforgettable fall fun. This year’s theme—Engagement & Experience—invites guests to dive deeper into the heart of the festival through interactive attractions, community connections, and immersive entertainment. Read More

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

Three-day fair features rides, games, animal exhibits, a truck pull, talent show, live music, crafts, and much more!  Read More

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

Join Earthplace for a full day of family fun, featuring a variety of activities and food trucks! Admission includes access to a corn pool, arts & crafts, pumpkin bowling, nature exploration, the all-new Earthplace Adventure Course, hayrides, an apple slingshot, games, and more! Read More

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

Join the New Canaan Nature Center for three days of traditional family fun at their Annual Fall Fair. Read More

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

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

Join the New Canaan Nature Center for three days of traditional family fun at their Annual Fall Fair. Read More

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

 Join Putnam’s Great Pumpkin Festival — brought to you by the Town of Putnam, Putnam Business Association, and CT Visit. Enjoy a craft fair, food, GREAT pumpkins & more! Read More

Join Olde Mistick Village on October 18 & 19 for their fourth annual Mystic Apple Festival. This festival celebrates everything fall, and will host vendors with arts and crafts, specialty hand-knit products, and everyone’s favorite seasonal foods with maple, pumpkin, apple, and caramel flavors!  Read More

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