Middleton, Wisconsin
Looking for the best chillin in Middleton? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Middleton. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Chillin Spots in and near Middleton
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North Freedom, Wisconsin
Hike the Natural Bridge State Park Loop
3.5 mi / 566 ft gainLocated 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...Read more -
Dodgeville, Wisconsin
Camp at Governor Dodge State Park
4.7You 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...Read more -
Janesville, Wisconsin
Hike The Devil's Staircase (segment of the Ice Age Trail)
1 miThis 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...Read more -
Wisconsin Dells, Wisconsin
Hike through Witches Gulch Slot Canyon
5.0You 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.Read more