Jackson, Wisconsin (WI) Trails & Maps

Sort by
  • 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, ...

  • City of Franklin Hike and Bike Trail

    Rail-Trail

    State: WI
    Length: 1.50 miles
    Surface: Crushed Stone

    The City of Franklin Hike and Bike Trail follows a corridor originally used by the Milwaukee Electric Railway & Light, an interurban railroad in southeastern Wisconsin. The corridor was later acquired by Wisconsin Electric Power Company, which ...

  • 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. ...

  • Glacial Drumlin State Trail

    Rail-Trail

    State: WI
    Length: 51.60 miles
    Surface: Asphalt, Crushed Stone

    Note: Trail passes are required year-round for cyclists and inline skaters, ages 16 and up. You can buy them at self-registration stations on the trail or at select parks and private businesses. The passes are good for all state trails. Hikers ...

  • Glacial River Trail

    Rail-Trail

    State: WI
    Length: 8.60 miles
    Surface: Asphalt, Crushed Stone

    Before hopping on the Glacial River Trail to see the sights, consider beginning your journey at the Hoard Historical Museum in Fort Atkinson. The museum is named after the Hoard family behind the nationally distributed dairy farm magazine "Hoard's ...

  • Hank Aaron State Trail

    Rail-Trail

    State: WI
    Length: 13.50 miles
    Surface: Asphalt, Crushed Stone

    The Hank Aaron State Trail (HAST) follows the Menomonee River from Lake Michigan west about 13.5 miles. Before settlement, the river valley was a wild rice marsh and home to Native Americans. In the 1800s the valley was filled in to pave the ...

  • Kenosha County Bike Trail

    Rail-Trail

    State: WI
    Length: 18.60 miles
    Surface: Asphalt

    The Kenosha County Bike Trail runs north from the Illinois state line (at 128th Street/SR131) north to 89th Street at the south end of Kenosha. It's a straight short north through mixed urban and wooded greenways. In north Kenosha, the trail ...

  • Lake Country Recreation Trail

    Rail-Trail

    State: WI
    Length: 13 miles
    Surface: Asphalt, Crushed Stone

    The Lake Country Recreation Trail is located on the former Milwaukee - Watertown Interurban Railway. It was popular in the late 1800's as a direct like between Waukesha and the Oconomowoc lake country. This 13-mile recreation trail now utilizes ...

  • Lake Michigan Pathway

    State: WI
    Length: 10 miles
    Surface: Asphalt, Concrete, Crushed Stone

    The Lake Michigan Pathway extends 9.8 miles along the Racine lakeshore. On the north side of Racine, it connects to Racine County's MRK trail at 3 Mile road and South Street. On the south side of Racine, it connects to Racine County' North Shore ...

  • MRK Trail (Racine County Bikepath system)

    Rail-Trail

    State: WI
    Length: 5 miles
    Surface: Ballast, Crushed Stone, Gravel

    Racine County's eastern edge is home to two rail-trails plus a stellar connecting trail between them. Because the county standardized its signs a few years back you won't see specific rail-trail names on display (look for Racine County Bikepath ...

  • 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. ...

  • Muskego Recreation Trail

    Rail-Trail

    State: WI
    Length: 6.70 miles
    Surface: Crushed Stone, Dirt

    The Muskego Recreation Trail follows a corridor originally used by the Milwaukee Electric Railway & Light, an interurban railroad in southeastern Wisconsin. The corridor was later acquired by Wisconsin Electric Power Company, which is known ...

  • New Berlin Recreation Trail

    Rail-Trail

    State: WI
    Length: 7 miles
    Surface: Asphalt

    The New Berlin Trail runs east–west, arrow straight, through Milwaukee's western suburbs, between Waukesha and West Allis. You will find a very smooth flat trip with a slight downhill advantage if you travel west to east. The first 5.5 miles ...

  • North Shore Trail (Racine County Bikepath system)

    Rail-Trail

    State: WI
    Length: 3 miles
    Surface: Crushed Stone, Gravel

    Racine County's eastern edge is home to two rail-trails plus a stellar connecting trail between them. Because the county standardized its signs a few years back you won't see specific rail-trail names on display (look for Racine County Bikepath ...

  • Northwestern Trail

    Rail-Trail

    State: WI
    Length: 2.80 miles
    Surface: Dirt, Grass, Gravel

    The Northwestern Trail begins near the public library in downtown Ripon, a charming small town in eastern Wisconsin. History buffs may want to head a few blocks south from this endpoint to explore the Little White Schoolhouse (303 Blackburn ...

  • 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 ...

  • Pike River Pathway

    State: WI
    Length: 2 miles
    Surface: Asphalt

    Bicycle and pedestrian pathway in parkland along the reconstructed Pike River. A 1.1 mile branch west of the river extends from Old Spring Street south to Oakes Road and along Oakes Road for a short distance. A 0.9 mile branch forms a loop on ...

  • Richard Bong State Recreation Area Road Trail

    State: WI
    Length: 1.70 miles
    Surface: Concrete

    The Richard Bong State Recreation Area, encompassing more than 4,000 acres, is situated in Kansasville, a small town in southeast Wisconsin. The park has amenities for a plethora of activities, including hiking, mountain biking, cross-country ...

  • Root River Pathway

    State: WI
    Length: 4 miles
    Surface: Asphalt, Concrete, Crushed Stone

    The Root River Pathway extends 4 miles, east-to-west beginning at the Main Street Bridge and ending in the natural beauty of Colonial Park. As it follows the path of the Root River, the trail includes educational signposts that tell the story ...

  • Seven Waters Bike Trail

    Rail-Trail

    State: WI
    Length: 17.60 miles
    Surface: Asphalt, Crushed Stone, Gravel

    The Seven Waters Bike Trail is a scenic corridor stretching more than 17 miles north–south between Burlington and Muskego Lake into Waukesha County. The trail was originally three trails, locally called Burlington, Waterford–Wind Lake ...

  • White River State Trail

    Rail-Trail

    State: WI
    Length: 19 miles
    Surface: Concrete, Crushed Stone, Gravel

    As of 2012, the White River State Trail runs for a total of 19 miles in two separate segments. The Walworth County segment is 12 miles long and runs between Elkhorn and just west of the city of Burlington. The Racine County section is 7 miles ...

  • 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 ...

Explore urban trails in and around Jackson, Wisconsin.Find detailed trail guides for Jackson bike trails, Jackson 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 Jackson.