Osceola, Wisconsin

Looking for the best hiking 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 Hiking Spots in and near Osceola

  • 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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  • Dresser, Wisconsin

    Summit Rock, River Bluff and Echo Canyon Loop

    1.29 mi / 269 ft gain
    Summit Rock, River Bluff and Echo Canyon Loop is a loop trail that takes you by a lake located near Dresser, Wisconsin.
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  • Marine on Saint Croix, Minnesota

    Riverside Trail Loop

    5.0
    2.66 mi / 272 ft gain
    From the Visitor Center Parking lot follow the Riverside Trail along the side of the lot and down the main road. You will go under the bridge and while walking next to the road you can see great views of Lake Alice. When you reach the bottom of the hill, turn right to walk alongside the lake. On ...
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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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  • Hudson, Wisconsin

    Burkhardt Trail to Willow Falls Overlook via Pink Trail

    2.16 mi / 259 ft gain
    Burkhardt Trail to Willow Falls Overlook via Pink Trail is a loop trail that takes you by a waterfall located near Hudson, Wisconsin.
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  • Hudson, Wisconsin

    Hike to Willow Falls

    4.2
    3 mi
    This trip through Willow River State Park shows off beautiful views of Little Falls Lake and Willow River on your way to the falls. In the spring, wildflowers won't disappoint. An overall scenic and rewarding hike.
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  • Hastings, Minnesota

    Hike the Afton State Park Trail

    3.6
    3.5 mi / 740 ft gain
    This diverse, 2,702-acre park has trails for both day hikers and backpackers – some with scenic views of the St. Croix River, others which drop into quiet ravines. For the best views of the valley, explore off-trail, where you may find hidden bluffs with panoramic views.The park also offers horse...
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  • Saint Paul, Minnesota

    Shadow Falls

    4.0
    0.58 mi / 256 ft gain
    This easy and accessible hike takes you to a nice little waterfall within a ravine. From the parking lot, walk over to the River Overlook, then continue along the trail to the falls. The trail will drop you down to the base of the falls, where you can walk behind the curtain of water. The flow is...
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  • Siren, Wisconsin

    Hike the Gandy Dancer Trail

    5.0
    While visiting the charming Northwoods town of Siren, I detoured for a hike on the Gandy Dancer Trail segment.   This trail was constructed to connect townships using old railroad beds.   Even the name honors the rhythmic, synchronized efforts of the workers in their rail nailing dance.   In tota...
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  • Minneapolis, Minnesota

    Hike the Winchell Trail

    3.6
    5 mi
    This 5 mile roundtrip trail meanders along the Mississippi River bluffs on the west bank and is separate from the paved bike trail. The trail runs from 44th St. to Franklin Ave. Along the trail you will pass through an oak savanna restoration project, hike near the edge of bluffs and pass by the ...
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  • Minneapolis, Minnesota

    Minnehaha Falls

    4.1
    0.73 mi / 128 ft gain
    Named after a legendary Native American princess, Minnehaha Creek cascades over a cliff in these dramatic falls just minutes from the downtowns of both Minneapolis and St. Paul. A favorite place for summer picnickers, the falls are beautiful all year long. They are strongest in June after the Spr...
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  • Minneapolis, Minnesota

    Explore Frozen Minnehaha Falls

    3.8
    Minnehaha Falls Park in South Minneapolis is a big draw during the spring, summer and fall months. Experiencing an urban waterfall and scenic hiking trails in the middle of a major city is a treat. However, come wintertime, the falls freeze and a spectacular scene emerges. Many people flock to th...
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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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  • Cottage Grove, Minnesota

    Hike the Grey Cloud Dunes Scientific and Natural Area Loop

    3.8
    3 mi / 110 ft gain
    Grey Cloud Dunes Scientific and Natural Area, the largest intact prairie system located within the Twin Cities, is home to a number of rare plants and animals. The SNA has no marked or maintained trails, but there are a few well-worn footpaths that create an easy-to-follow three mile loop through...
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