FreeCaldwell Woods Lit Sled Hill & North Branch Winter Trail
Through Mar 1Dec 1 – Mar 1 · 10:00 AM – 8:30 PM · Sun–Thu 10:00 AM–7:30 PM; Fri–Sat 10:00 AM–8:30 PM (lit hill; requires 3+ inches of packed snow)
Caldwell Woods (Cook County Forest Preserves)6350 W Devon Ave, Chicago, IL 60646 · 11.4 mi approx. from ChicagoDirections
All ages; gentle family slope ideal for toddlers and young children; floodlit night sledding; warming center and restrooms on site
FreeFree admission (bring your own plastic sled or saucer; no metal runners or snowboards); Free parking
About this adventure
Situated on Chicago's Northwest Side at Devon and Milwaukee Avenues, Caldwell Woods is one of the city's official Forest Preserves sledding sites. The hill features gentle, rolling slopes that are particularly safe and exhilarating for toddlers, preschoolers, and first-time sledders. Because the hill is fully illuminated by floodlights, families can enjoy night sledding until 8:30 PM on weekends. The site connects directly to the paved North Branch Trail System, making it a wonderful starting point for winter nature walks, snowshoeing, or cross-country skiing through peaceful forest along the Chicago River. An on-site warming house and heated restrooms make cold-weather outings hassle-free.
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