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Winnetka, Illinois

Looking for the best running in Winnetka? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Winnetka. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Running Spots in and near Winnetka

  • Joliet, Illinois

    Joliet Iron Works Historic Site Trail

    1.42 mi / 10 ft gain
    Joliet Iron Works Historic Site Trail is a loop trail that is good for all skill levels located near Joliet, Illinois.
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  • Chesterton, Indiana

    Hike the 3 Dune Challenge

    5.0
    1.5 mi / 552 ft gain
    Start at the Indiana Dunes State Park Nature Center (the first exit off the roundabout in the park after the toll), after receiving your park map, and follow the 3 dune challenge. This challenge, looping trails 8 and 4, involves climbing to the top of Mt. Jackson (176 feet), Mt. Holden (184 feet)...
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