The 10 Best Fall Festivals in Connecticut!

Fall in New England is like a dream. With vibrant oranges and reds decorating the trees, smells of the season filling the area, the best way to celebrate is through a fall festival. Featuring agricultural exhibits, great food, and plenty of amusements and games for the whole family to enjoy, it’s the best part of the season. Here are our favorite fall festivals in the Nutmeg State. 

1. Ledyard Fair, Ledyard, CT

In early September each year, Ledyard Fair is a southeastern Connecticut favorite. This agricultural fair features rides, prized animals, food vendors, and games. In addition to seeing sweet animals, kids will love getting their faces painted, watching dog shows, and winning prizes at the fun games.

2. Groton Fall Festival, Groton, CT

Take a trip down to Groton for their annual fall festival. The celebration features all kinds of traditional fall festival activities including games and contests, food trucks, and nearly 100 local vendors including local artists, crafters, and non-profits. 

3. Connecticut Maritime Heritage Festival, New London, CT

Welcoming the fall with a celebration of Connecticut’s maritime history, the CT Maritime Heritage Festival features numerous tall ships as well as U.S. Navy and Coast Guard ships. Make sure to try all of the delicious food, including a classic chowder. 

4. Berlin Fair, Berlin, CT

The Berlin Fair is a cross-generational favorite with live music, amusement rides, and agricultural related rides (think tractor rides) for the little ones. Craft exhibits, livestock, and tractors are on display for those interested in seeing more farm and handicraft items. 

5. Durham Agricultural Fair, Durham, CT

The Annual Durham Fair is a New England favorite that has around 200,000 people flocking to it each year. Prepare to be dazzled by live musical performances, craft beer and cider tastings, ox pulls, tractor rides, magic shows, farm animals, rides, games, and more. It’s no wonder this festival has been a huge success since 1916. Through and through, this true agricultural fair is certainly not one to miss!

6. Garlic Festival, Mystic, CT

Enjoy the annual Garlic Festival at the quaint shopping center, Old Mystick Village in mid-September. This fun, flavorful festival features over 50 local farm, bakery, and restaurant stalls that sell food with a focus on celebrating the garlic harvest.

7. Glastonbury Apple Harvest Festival, Glastonbury, CT

Head over to the beautiful town of Glastonbury for the annual Apple Harvest Festival and 5K. The festival runs in mid-October, and here you can enjoy live music and delicious fall food. For kids and thrill lovers, there are also amusement rides and a 5K race for those seeking a way to work off the apple foods that were indulged in.

8. Norwalk Oyster Festival, Norwalk, CT

Each year in early September, head to the Norwalk Veteran’s Park for rides, craft beer, and everything oyster. This annual festival is fun for all those who enjoy oysters, but also is great for those who aren’t interested in seafood, as there are numerous other activities, crafts, and international food. In addition, bands play live music each evening.

9. Christ Episcopal Church Tashua Apple Festival, Trumbull, CT

The Christ Episcopal Church Tashua Apple Festival celebrates all things apple with homemade pies, crumbles, and cider as well as crafts, raffles, and pumpkins. Vendors exhibit items that make great gifts, fall decorations, such as Indian corn, mums, and gourds. 

10. Connecticut Garlic & Harvest Festival, Bethlehem, CT

The Bethlehem Fairgrounds are a beautiful backdrop for a good old fashioned festival. Each October, Bethlehem hosts the Connecticut Garlic & Harvest Festival which features tons of garlic cooking demonstrations, live music, and plenty of delicious free samples. If you're a lover of all things garlic, you're going to want to come out and visit. Think garlic dips, spreads, cheeses. Yum! Is your stomach rumbling yet? 

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Oct
17
Oct
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Connecticut Renaissance Faire

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Lebanon Country Fairgrounds Lebanon, CT
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Oct
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East Hampton Oktoberfest and Family Day

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Connecticut Draft Horse Rescue East Hampton, CT
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Archtober Festival

7:00 PM
New Canaan Historical Society New Canaan, CT
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22
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The Shakespeare Renaissance Festival

10:00 AM
American Shakespeare State Park Stratford, CT
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Archtober Festival

7:00 PM
New Canaan Historical Society New Canaan, CT
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Oct
29

Saugatuck StoryFest

7:00 PM
The Westport Library Westport, CT
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Oct
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Archtober Festival

6:00 PM
New Canaan Historical Society New Canaan, CT
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Saugatuck StoryFest

7:00 PM
The Westport Library Westport, CT
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