Best Strawberry Picking in Chicago and Summer Strawberry Festivals

There's nothing quite like strawberry picking in the summer. As the berrying season begins in the Midwest, families can visit our Favorite Farms with Family Entertainment near Chicago and do some strawberry picking starting in June, with blueberries, blackberries, raspberries, and even gooseberries (if you know what to do with those!) in July and August.
We found 14 farms within 90 minutes of Chicago where kids can get some fresh air and go strawberry picking (or other berry picking) as they enjoy a summer day trip near Chicago. And don't miss the strawberry festivals happening in June!
2025 Strawberry Festivals in Chicago
Elmwood Strawberry Festival – June 7
With a color run/walk, classic car show, aisles of strawberry treats, drinks, and more, there’s something for everyone in the family to enjoy. You’ll also find kids' activities, live entertainment, and vendors ready with crafts, artwork, and all the strawberries your heart desires.
Johnson's Farm Strawberry Festival — June 7 & 8, June 14 & 15, June 21 & 22
This family farm is just under an hour away from Chicago and instead of a single weekend, their festival stretches out over three weekends in June. The admission fee gains you access to the U-Pick fields, tram rides, and the FUN FARM activities which include pedal cars, a goat village, a pipe swing, an obstacle course, a spider web climber, duck races, a jump pad and pillow, and much more. Tractor riders are also included. Tickets are $15 each, and children ages 2 and under are free. Hours are from 8am - 6pm, Saturdays and Sundays.
Long Grove Strawberry Festival – June 27-29
The iconic Long Grove Strawberry Festival takes place June 27-29 this year. Famous for its lineup of all-things strawberry, you'll find everything from BBQ sauce to fried strawberries on a stick, strawberry fudge, and just about anything else local chefs and restaurants can dream up. In addition to the strawberry-infused drinks and food, festival-goers can enjoy live music on multiple stages, carnival rides for kids, and different stations with family-friendly activities. Check out the adorable boutique shopping in historic downtown Long Grove while you're there!
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Places featured in this article:
Stade's Farm and Market
TOM's Farm Market
Heider's Berry Farm
Cody's Farm and Orchard
McCann Berry Farm
Olive Berry Acres
Tammen Treeberry Farm
Crosswind Farm
Guelde Strawberries
Garwood Orchards
Johnson's Farm Produce
Blueberries of Indiana
Blue Sky Berry Farm
Thompson's Berry Farm
Blue Clay Berry Farm