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Madison, Wisconsin

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

Top Chillin Spots in and near Madison

  • Janesville, Wisconsin

    Hike The Devil's Staircase (segment of the Ice Age Trail)

    1 mi
    This segment of the Ice Age Trail features stairs, river views, pretty rocks, a nice park, and a golf course.  We started at the north end (not the park end) and enjoyed it.  If you have kids, I would recommend starting at the park end.  It is an out-and-back type hike.  From the south end of the...
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  • North Freedom, Wisconsin

    Hike the Natural Bridge State Park Loop

    3.5 mi / 566 ft gain
    Located in Wisconsin’s Driftless Region, Natural Bridge State Park includes 530-acres of oak and hardwood trees, small prairie remnants with grasses and cacti, ferns, and the rare goldenrod and purple cliffbrake. Wildlife in the park includes turkey vultures, pileated woodpeckers, and bald eagles...
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  • Dodgeville, Wisconsin

    Camp at Governor Dodge State Park

    4.7
    You can make campground reservations ahead of time or drive into the park to talk to a ranger, and reserve a hike-in campsite for the a night.Once you're all set up, you can hike to the beach of Cox Hollow Lake to hang out, go for a swim, or snap a few sunset photos.There are beaches on both Cox...
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  • Wisconsin Dells, Wisconsin

    Hike through Witches Gulch Slot Canyon

    5.0
    You can most easily visit Witches Gulch via the Upper Dells Boat Ride and it was phenomenal! My kids were mesmerized by the mossy rocks, the walkways. Bring an extra layer because it is significantly cooler in the slot canyons than the boat ride. 
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  • Horicon, Wisconsin

    Hike through the Wetlands of the Horicon Marsh

    4.5
    5.25 mi
    Horicon Marsh is located about an hour north of Milwaukee. The wildlife refuge features several trails ranging from a quarter mile up to nearly 3 miles long. Terrain can vary slightly, but most of the land, especially around the wetlands, is flat. The marsh features an abundance of wildlife. Hund...
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