Sheboygan, WI Cross Country Skiing Trails and Maps

445 Reviews

Looking for the best Cross Country Skiing trails around Sheboygan?

Find the top rated cross country skiing trails in Sheboygan, whether you're looking for an easy short cross country skiing trail or a long cross country skiing trail, you'll find what you're looking for. Click on a cross country skiing trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
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19 Results
Activities
Length
Surfaces
Type

Ahnapee State Park Trail

51.8 mi
State: WI
Asphalt, Crushed Stone

Devil's River State Trail

14.6 mi
State: WI
Crushed Stone

Eisenbahn State Trail (Route of the Badger)

24.3 mi
State: WI
Asphalt, Crushed Stone

Fox River State Trail

24.5 mi
State: WI
Asphalt, Crushed Stone

Mascoutin Valley State Trail

21 mi
State: WI
Crushed Stone, Grass, Gravel

Newberry Trail

2.4 mi
State: WI
Asphalt

Oak Leaf Trail (Route of the Badger)

123.6 mi
State: WI
Asphalt

Wiouwash State Trail

47.5 mi
State: WI
Crushed Stone, Grass

CE Trail

5.8 mi
State: WI
Asphalt

Old Plank Road Trail (WI)

37.6 mi
State: WI
Asphalt

Peebles Trail

5.6 mi
State: WI
Asphalt

Prairie Trail (WI)

6.7 mi
State: WI
Asphalt

Sheboygan Interurban Trail

14 mi
State: WI
Asphalt

Wild Goose State Trail

34.5 mi
State: WI
Asphalt, Crushed Stone, Dirt, Grass

Friendship State Trail

18.3 mi
State: WI
Asphalt, Boardwalk, Crushed Stone

Brooke Street Trail

2 mi
State: WI
Asphalt

Downtown Trail (WI)

1 mi
State: WI
Asphalt, Crushed Stone
Trail Image Trail Name States Length Surface Rating
The Ahnapee State Trail in northeast Wisconsin provides a scenic nearly 52-mile journey between Sturgeon Bay and Kewaunee, featuring a tour of water bodies along the Door Peninsula. The trail also...
WI 51.8 mi Asphalt, Crushed Stone
The Devil's River State Trail stretches 14.6 miles, connecting the towns of Denmark, Maribel, Francis Creek, and Kossuth in eastern Wisconsin. The trail is a scenic jaunt through farmland, woodland,...
WI 14.6 mi Crushed Stone
The Eisenbahn State Trail gives a nod to Wisconsin’s German heritage in its name—Eisenbahn is German for “railway.” The strict translation, “iron road,” refers to the iron rails originally used as...
WI 24.3 mi Asphalt, Crushed Stone
The Fox River State Trail connects Packerland with pastureland as it travels for 24.5 miles between the hometown of NFL’s Green Bay Packers and farming communities south. Named for the river that...
WI 24.5 mi Asphalt, Crushed Stone
The Mascoutin Valley State Trail is divided into two segments along a former corridor of the Chicago and North Western Railway. The eastern section runs 10 miles between Fond du Lac and Rosendale. The...
WI 21 mi Crushed Stone, Grass, Gravel
Appleton’s Newberry Trail follows the Fox River, its navigational canal locks and an active rail line at different points during its scenic trek. The area was once an industrial hub, but mature trees...
WI 2.4 mi Asphalt
The Oak Leaf Trail is the jewel in the crown of Milwaukee County’s extensive trail system. The trail meanders for 123 miles in and around the city of Milwaukee on a changing terrain of flat rural...
WI 123.6 mi Asphalt
If you’re going to visit the historical communities that lie just west of Lake Michigan, why not use the former route of the venerable interurban railroad? The Ozaukee Interurban Trail stretches the...
WI 30.1 mi Asphalt
Wisconsin’s Wiouwash State Trail is named for the four counties it passes through: Winnebago, Outagamie, Waupaca, and Shawano. Currently, 47 miles of the rail trail are open in two disconnected...
WI 47.5 mi Crushed Stone, Grass
The Beerline Trail, named after the corridor that was once used by freight trains transporting the ingredients for beer to some of Milwaukee’s famous breweries, runs for 3.7 miles through central...
WI 3.7 mi Asphalt
The CE Trail, one of the longest trails in the Fox Valley region of Wisconsin, links Appleton and Kaukauna along busy County Highway CE. While not particularly scenic, the trail offers access to a...
WI 5.8 mi Asphalt
The Old Plank Road Trail parallels State Route 23—a road originally built out of wooden planks in the 1800s—from the western edge of Sheboygan to the Village of Greenbush. The trail was one of the...
WI 37.6 mi Asphalt
The Peebles Trail is a nearly 6-mile pathway, linking Fond du Lac at the southern edge of Lake Winnebago with St. Peter (Taycheedah) to its east. The trail also passes through the unincorporated...
WI 5.6 mi Asphalt
The Prairie Trail offers a paved route of nearly 7 miles along the eastern boundary of Fond du Lac, a mid-sized city befitting its French name which means “foot of the lake” as it hugs the southern...
WI 6.7 mi Asphalt
The Sheboygan Interurban Trail follows the route of an electric railway that once ran between Milwaukee and Sheboygan from the early 1900s to 1951. The trail begins at Pebble Beach Road on the Ozaukee...
WI 14 mi Asphalt
Closure Notice: The Wild Goose State Trail is currently closed between Prospect Rd. and Teal Rd. Please check with Wisconsin DNR for more current information. The Wild Goose State Trail is a...
WI 34.5 mi Asphalt, Crushed Stone, Dirt, Grass
The Friendship State Trail runs between Stevens Point and Manitowoc in eastern Wisconsin in two disconnected segments of the trail for 18.3 miles. Note: Rural sections of the trail are gravel and...
WI 18.3 mi Asphalt, Boardwalk, Crushed Stone
Fond du Lac's Brooke Street Trail follows a former rail corridor from the community's southern reaches to an endpoint not far from scenic Lake Winnebago. The city's location relative to the lake,...
WI 2 mi Asphalt
The Downtown Trail—also known as the River Trail and Riverwalk Trail—runs alongside the Fond du Lac River for nearly 2 miles in the heart of Fond du Lac. The vast majority of the trail is smooth...
WI 1 mi Asphalt, Crushed Stone

Recent Trail Reviews

Ozaukee Interurban Trail (Route of the Badger)

A disappointment

September, 2025 by cj-elle

A lot of articles about upgrading the trail, so we did a 33 mile loop from Port Washington to Mequon. 3 miles was upgraded. The rest was filled with cracks, and bad crossings. We won’t be back. If your going to pave trails, verses limestone you have to upgrade them or they become a safety issue, and a very unpleasant ride.

Ozaukee Interurban Trail (Route of the Badger)

A disappointment

September, 2025 by cj-elle

A lot of articles about upgrading the trail, so we did a 33 mile loop from Port Washington to Mequon. 3 miles was upgraded. The rest was filled with cracks, and bad crossings. We won’t be back. If your going to pave trails, verses limestone you have to upgrade them or they become a safety issue, and a very unpleasant ride.

Eisenbahn State Trail (Route of the Badger)

Beautiful, well-maintained trail

September, 2025 by sarahccaltvedt

We rode the trail from Eden to a couple of miles past Campbellsport on a beautiful late September day and thought it was one of the best we've ridden. The trail was very well maintained, and the surface was solid despite recent rain. Although it's described as level, we did notice some definite up- and downhill sections with our heavy old tandem. Another note: contrary to the TrailLink map, there is a very nice restroom in the Eden Community Park, which is helpful if you need to change back into street clothes after your ride.

Accordion

Rawley Point Trail

awesome trail!

September, 2025 by mvandehey7

This is just a short trip from point beach down to two rivers but it’s a fun trail to run. Many small rolling hills and curves! We have e-bikes so not much of a work out but it sure is a fun trail. By far my favorite little trail this year!

Old Plank Road Trail (WI)

Holly Indeed

September, 2025 by the_masseuse

If your doing a there and back deal start in Sheboygan, do all the uphill stuff and then coast back lol. This trail is ok for scenery, prolly really shines in Fall, quite a bit of hills. It does run along the highway the whole time, connecting Fondy and Sheboygan. Plenty of parking along the way.. bathroom at the Greenbush one. Parts of the trail are shotty between Plymouth and Sheboygan. Trail has no tree coverage but random covered spots to sit. Bike shop in Sheboygan Falls.

Lake to Lake Bike Trail

Really nice

September, 2025 by the_masseuse

Really nice and taken care of. It’s a good ride there and back..about 13 miles. I’m sure beautiful in Fall. Love that I left right from my campsite at Long Lake.

Fox River State Trail

Love it!

August, 2025 by suzyq3

Very nice and well maintained. I really enjoy this trail.

Fox River State Trail

Great trail

August, 2025 by d.tenpas70

Part of the trail has been resurfaced and all of the trail was in great shape. A beautiful ride along the Fox river.

Oak Leaf Trail (Route of the Badger)

fantastic trail! (with caveats)

July, 2025 by hadley6609

We came to Milwaukee specifically to ride this trail. Over the course of three days I put a little over 100 miles on my bike, which did include some backtracking. I'd say we rode maybe 60% of the trail. The majority of what we rode was gorgeous and incredibly well maintained. In particular, the lakeshore section from South Shore park to Grant Park was incredible. The Whitnall Park/Root River route on the western edge of the Oak Leaf loop was also a wonderful ride. We rode from riverside park out to Glendale; if you do this portion make sure to ride up into the Arboretum, it was amazing. (And you will find restrooms there). On a less positive note , the East/west route that bisects the Oak Leaf Loop was barely a trail, more o

Wiouwash State Trail

North End

July, 2025 by jesuckow

Trail from Wittenberg to Birnamwood is grass covered crushed limestone. They do cut the grass, but not particularly bike friendly.

Wild Goose State Trail

weekday ride in 88 degree weather

July, 2025 by neumanlover

It’s a beautiful trail … well maintained! Quite a bit of shade for the most part we started In Fond du Lac off rolling meadows rd. Biked to the Horicon Marsh loop. I would recommend stopped at Katy’s Log Cabin in Oakfield for a good bloody and/or a great lunch !

Mariners Trail

Very, very nice!

June, 2025 by cybursleuth1

We drove our bikes from the Manitowoc Maritime Museum up to the harbor in Two Rivers. The ride goes right along side a very busy highway next to many beaches of Lake Michigan. So for us the only downside if the ride was traffic noise which meant we had to shout any communication. But the views are very beautiful. We saw more pelicans in one afternoon than probably the entirety of our lives. There are beautiful flowers along the trail, restrooms and places to access the beaches. For us it was the ideal ride. The West of the Lake Garden that you pass by is a must stop location, it is free but park by the bike racks and no carry-ins allowed.

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