CT Fall Day Trips Guide: Orchards, Festivals, and Family Getaways 2025

Fall fairs & festivals, apple picking at orchards, pumpkin patches, train rides, haunted houses, and corn mazes are all in full swing.

We’ve rounded up some of the best autumn activities for families in Connecticut, from festivals, apple picking, farm visits, and weekend getaways to leaf peep or get lost in a corn maze!

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Head to Harbes Family Farm for a day of pumpkin picking and fall fun.
Best Pumpkin Patches on Long Island for Kids in 2025
Great pumpkins and other fall fun activities await at these LI farms.
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Fall is a great time to go pumpkin picking on the East End. Photo by the author
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Plan the perfect fall family weekend getaway on the East End!
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Enjoy the beauty of the season with a fall foliage walk on one of Long Island's beautiful trails. Photo courtesy of Discover Long Island
35 Best Fall Day Trips to Take from Long Island with Kids in 2025
These seasonal fall day trips from LI are ideal for families.
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The witchy sisters from Hocus Pocus 2 are back! Photo courtesy of Disney Enterprises, Inc. © 2022 Disney Enterprises, Inc. All Rights Reserved.
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Queue up some mild Halloween frights for family movie night.
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Tweens and teens are not too old to enjoy Halloween!
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Celebrate the spooky season with these scary and fun Halloween games for older kids.
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The Bellmore Family Street Festival has carnival rides and plenty more fun for kids. Photo by author
The Ultimate Guide to 2025 Fall Festivals for Long Island Families
Celebrate the season at these amazing autumn events.
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