Osceola, Wisconsin

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

Top Chillin Spots in and near Osceola

  • Osceola, Wisconsin

    Explore Cascade Falls

    5.0
    Cascade Falls is a must-stop if you are passing through Osceola, Wisconsin. The falls can be accessed on Cascade Street (Highway 35) near 1st Avenue in downtown Osceola. You will see a sign for the Falls at the deck by Chief Osceola. Continue down the 135 steps that lead from this platform down t...
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  • Dresser, Wisconsin

    Hike the Osceola Bedrock Glades Loop

    2.2 mi / 59 ft gain
    Just a short hike to the waterfall, this is a great spot to pull off on your way to the Park with many other trails to spend a whole day on if you wish to stay off the beaten path.  Getting there:  Going North through Osceola on HWY 35 Turn left on River Rd (county Rd S) For 1 mile. There is a sm...
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  • Taylors Falls, Minnesota

    Explore Interstate State Park

    4.3
    3 mi
    Situated on top of a series of craggy bluffs, Interstate State Park is a small park that offers amazing views of the St. Croix River gorge. With a pine forest ecosystem usually only found a hundred miles north of the park, the lichen encrusted rocks and spring wildflowers offer the Northwoods exp...
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  • Marine on Saint Croix, Minnesota

    Camp at William O'Brien State Park

    Roughly an hour north of the Minneapolis-Saint Paul Metro, is William O’Brien State Park. Located on the Saint Croix River, this park is a great place for just getting away from the city lights and into nature. The park has two campgrounds, which are the Savanna and Riverway campgrounds. Eac...
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  • Taylors Falls, Minnesota

    River Trail Loop

    4.0
    4.32 mi / 285 ft gain
    Wild River State Park, located about 55 miles northeast of Minneapolis, is a fantastic getaway and caters to a wide-variety of visitors. If you have an afternoon and are looking for an easy hike through a variety of natural environments, take The River Trail north, then follow the Old Lodging Tra...
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  • Grantsburg, Wisconsin

    Explore Crex Meadows

    5.0
    The Crex Meadows Wildlife Area is part of Wisconsin’s scenic Indianhead Country - located just north of Grantsburg. It’s 30,000 acres make it one of the largest wildlife areas in the state. Over 270 species of birds, 86 butterflies, and 720 different plant species call Crex Meadows home. Various ...
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  • Unorganized Territory of Fort Snelling, Minnesota

    Hike the Pike Island Loop

    4.2
    3.88 mi / 66 ft gain
    The Pike Island Loop, located in Fort Snelling State Park, is a beautiful urban hike that circles a lush island at the confluence of the Mississippi and Minnesota Rivers in the heart of the Twin Cities. In fact, Dakota leaders who inhabited this land considered the meeting of the rivers to be the...
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  • Minneapolis, Minnesota

    Run the Lake Harriet Loop

    5.0
    3 mi / 10 ft gain
    This easily accessible loop takes you on a moderate walk around Lake Harriet, a popular recreational site for cyclers, walkers, runners, and families. You can cycle this trail in the clockwise direction, or opt to walk. Be sure to explore the surrounding park and gardens, afterwards!
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  • Bloomington, Minnesota

    Exploring the Minnesota Valley NWR

    4.0
    3.5 mi
    It is 3.5 miles long one-way from the visitors center (3815 American Blvd. East 55425) to Cedar Ave. Bridge. Whether because of the foreword thinking early Minnesota legislators or simply because of the inhospitality of nature, most of the riverfront on both the Minnesota and Mississippi Rivers t...
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  • Bloomington, Minnesota

    Walk the Prairie Loop at Richardson Nature Center

    5.0
    0.8 mi / 70 ft gain
    Begin your hike behind the Visitor's Center and follow the path to the left towards the Prairie Loop Trail. The path quickly breaks out of the woods into an open prairie, looping through the tall grasses and burr oaks. The pond with its boardwalk is a great place to see Canada Geese, Tundra Swans...
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  • Bloomington, Minnesota

    Explore the Minnesota River Bottoms

    4.3
    The "River Bottoms" is an unofficial network of single track, double track and service roads just south of Minneapolis along the Minnesota River flood plane. Flat, fast and easy to navigate, the 11-mile trail system is a popular spot for mountain bikers, trail runners and hikers looking to do lon...
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