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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Watch the Macy's Thanksgiving Parade. Photo courtesy of the Macy's Thanksgiving Day Parade
Thanksgiving, Pumpkin Destruction Day, and More Holidays & Activities for November 2025
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Take a picture in front of the famous pumpkin wall at Nalls Produce! Photo courtesy of the author
Pumpkin Hill at Nalls Produce: A FREE Hidden Gem for Fall Family Fun Near DC
Pumpkin Hill at Nalls Produce packs plenty of free fall fun!
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National Zoo's Boo at the Zoo is one of the DC area's most popular Halloween events. Photo by Juan-Carlos Briceno, Smithsonian’s National Zoo and Conservation Biology Institute
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It's not fall without a visit to the pumpkin patch. Photo courtesy of Great Country Farms
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Pick the perfect pumpkin at Great Country Farms.
Best Pumpkin Patches Near DC for Picking the Perfect Pumpkin
Pick the perfect pumpkin at one of these local farms and pumpkin patches.
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There's lots of farm fun to be had at Great Country Farms! Photo courtesy of Great Country Farms
The Perfect Weekend Itinerary for a Loudoun County, VA Fall Getaway
Soak up the autumn vibes in Loudoun County this fall.
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