Chicago Fall Day Trips Guide: Orchards, Festivals, and Family Getaways 2024

Is fall the best season? From pumpkin patches to Halloween fun, hay rides to apple picking, there are so many amazing things to do with kids in the fall.

In our Fall Fun Guide, local Chicago moms share their top tips and favorite spots for family outings, day trips, and family weekend getaways as the weather turns cooler.

Pumpkin picking is a firm fall favorite. Photo courtesy of Keller's Farmstand
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Just about an hour from Chicago, kids can pick apples at Apple Holler from mid-August to November.
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Taste of Chicago, Pullman Park. Photo by Walter S. Mitchell III, City of Chicago
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Gobbert's Farm photo by Ryan Dickey via Flickr 2.0
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Hanging out in Galena. Photo by Maureen Wilkey
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Shimmy your way through Chicago SummerDance! Photo courtesy of the Chicago Department of Cultural Affairs
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It's apple season! Photo courtesy of Apple Holler Orchard
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Logan Square Halloween Parade. Photo by Kate Connealy
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Gobbert's Farm photo by Ryan Dickey via Flickr 2.0
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Hanging out in Galena. Photo by Maureen Wilkey
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