Sheboygan, Wisconsin (WI) Trails & Maps

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  • Ahnapee State Park Trail

    Rail-Trail

    State: WI
    Length: 44 miles
    Surface: Asphalt, Crushed Stone

    The Ahnapee State Trail is an excursion through farmland and forest, and for about 5 miles it traverses the Ahnapee River as it flows to Lake Michigan. The 44-mile trail runs from Sturgeon Bay in the north to 2 miles beyond Casco Junction in ...

  • Bugline Trail

    Rail-Trail

    State: WI
    Length: 12 miles
    Surface: Crushed Stone, Dirt

    Broad blue skies strung with white cloud wisps; gem-green fields harboring cattails and butterflies; canopied glens giving way to cavernous quarries. It's all part of the ride on the 12-mile Bugline Recreation Trail in and around Menomonee Falls, ...

  • Devil's River State Trail

    Rail-Trail

    State: WI
    Length: 14.60 miles
    Surface: Crushed Stone

    Devil's River State Trail stretches more than 14 miles, connecting the towns of Denmark, Maribel, Francis Creek, and Kossuth in eastern Wisconsin. The trail is a scenic jaunt through farmland, woodland and wetland with dramatic views from two ...

  • Eisenbahn State Trail

    Rail-Trail

    State: WI
    Length: 25 miles
    Surface: Asphalt, Crushed Stone

    The Eisenbahn State Trail (a.k.a the Eden to West Bend Trail) occupies a former Chicago and North Western Railroad corridor that was originally called the "Air Line" because of its direct route passenger service between Chicago and Green Bay. ...

  • Fox River Trail (WI)

    Rail-Trail

    State: WI
    Length: 25.80 miles
    Surface: Asphalt, Crushed Stone

    The Fox River looms large in the life and landscape of Green Bay, Wisconsin. Along its east side the Riverwalk follows the contours of the downtown shoreline like two friends on an evening stroll. Then, just south of the Mason Street Bridge—officially—it ...

  • Friendship State Trail

    State: WI
    Length: 4.10 miles
    Surface: Crushed Stone

    The Friendship State Trail joins two small towns along State Highway 10 in eastern Wisconsin. The crushed stone pathway between Brillion and Forest Junction offers 4 miles of woodland and rural countryside views. Biking, walking, and horseback ...

  • Mariners Trail

    State: WI
    Length: 6.20 miles
    Surface: Asphalt

    Travelers on Mariners Trail will be spoiled with beautiful vistas of beaches, parks, forests and the sparkling waters of Lake Michigan. Supplementing the scenic landscapes are several trailside gardens and public art pieces. The 6-mile paved ...

  • Mascoutin Valley State Trail

    Rail-Trail

    State: WI
    Length: 20.10 miles
    Surface: Crushed Stone, Grass, Gravel

    The Mascoutin Valley State Park Trail has two segments along an abandoned corridor of the Chicago & North Western Railroad. The eastern segment runs 9.7 miles between SR 26/Main Street in Rosendale and Rolling Meadows Drive near Fond du Lac. ...

  • Newton Blackmour State Trail Extension

    Rail-Trail

    State: WI
    Length: 14 miles
    Surface: Crushed Stone

    From Outagamie County Parks : Proposed multipurpose trail of Outagamie County Parks will run between New London and Seymour, Wisconsin on a former railroad route. Currently this trail is completed between Seymour and Black Creek. The trials ...

  • Oak Leaf Trail

    Rail-Trail

    State: WI
    Length: 96.40 miles
    Surface: Asphalt

    The Oak Leaf Trail (a.k.a. the Old-76 Bike Tour) is the jewel in the crown of Milwaukee County's extensive trail system. The 96.4-mile trail meanders in and around the city of Milwaukee on a changing terrain of flat rural plains and hilly city ...

  • Old Plank Road Trail (WI)

    State: WI
    Length: 17 miles
    Surface: Asphalt, Grass

    Winding across some of Wisconsin's finest farmland, this scenic trail links the shores of Lake Michigan with the rugged terrain of the Northern Kettle Moraine State Forest and the Ice Age National Scenic Trail. It connects the county's small ...

  • Ozaukee Interurban Trail

    Rail-Trail

    State: WI
    Length: 30 miles
    Surface: Asphalt

    The Ozaukee Interurban Trail (Brown Deer Recreational Trail) is an excellent 30-mile, paved path through the communities of Cedar Grove, Belgium, Port Washington, Grafton, Cedarburg, Mequon and Theinsville. The majority of this trail follows ...

  • Rawley Point Trail

    State: WI
    Length: 5.90 miles
    Surface: Crushed Stone

    The Rawley Point Trail is a winding, hard-packed limestone pathway from the harbor town of Two Rivers on the shores of Lake Michigan to Point Beach State Forest. The 6-mile, sometimes hilly, trail offers scenic views of the lake, beaches, dunes ...

  • Wild Goose State Trail

    Rail-Trail

    State: WI
    Length: 34 miles
    Surface: Crushed Stone, Dirt, Grass, Woodchips

    The Wild Goose State Trail is a premier rail-trail, spanning nearly 35 miles in Dodge and Fond du Lac counties. If you are looking for a peaceful and beautiful place to visit, this trail has it all. Almost the entire trail is tree-covered, very ...

  • Wiouwash State Trail

    Rail-Trail

    State: WI
    Length: 38 miles
    Surface: Ballast, Crushed Stone

    This county-operated trail, named for Winnebago, Outagamie, Waupaca, and Shawano counties, extends from downtown Oshkosh 22 miles to Hortonville and from Tigerton 16 miles to Birnamwood. Trail users can hike, bike, mountain bike, ski and snowmobile. ...

Explore urban trails in and around Sheboygan, Wisconsin.Find detailed trail guides for Sheboygan bike trails, Sheboygan walking paths and much more.Click on a trail below to find trail descriptions, trail maps, photos and reviews. Once you find the trail you’re looking for,plan a trip there and use one of our partners to book your hotel, bed and breakfast, or campground near Sheboygan.