Sheboygan Snowmobiling Trails and Maps

244 Reviews

Looking for the best Snowmobiling trails around Sheboygan?

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

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Activities
Length
Surfaces
Type
9 Results
Activities
Length
Surfaces
Type

Ahnapee State Park Trail

44.9 mi
State: WI
Asphalt, Crushed Stone

Devil's River State Trail

14.6 mi
State: WI
Crushed Stone

Eisenbahn State Trail

25 mi
State: WI
Asphalt, Crushed Stone

Fox River State Trail

24.5 mi
State: WI
Asphalt, Crushed Stone

Friendship State Trail

18.4 mi
State: WI
Asphalt, Boardwalk, Crushed Stone

Mascoutin Valley State Trail

21 mi
State: WI
Crushed Stone, Grass, Gravel

Old Plank Road Trail (WI)

17 mi
State: WI
Asphalt

Wild Goose State Trail

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

Wiouwash State Trail

41 mi
State: WI
Crushed Stone
Trail Image Trail Name States Length Surface Rating
The Ahnapee State Trail in northeast Wisconsin provides a scenic 45-mile journey between Sturgeon Bay and Kewaunee, featuring a tour of water bodies along the Door Peninsula. It also overlaps two...
WI 44.9 mi Asphalt, Crushed Stone
The 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,...
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 25 mi Asphalt, Crushed Stone
The Fox River State Trail connects Packerland with pastureland as it rolls for 25 miles from the hometown of NFL’s Green Bay Packers to farming communities south. Named for the river that spawned the...
WI 24.5 mi Asphalt, Crushed Stone
The Friendship State Trail will eventually run between Stevens Point and Manitowoc in eastern Wisconsin. Currently, two disconnected segments of the trail are open for use. In the east, a 4-mile...
WI 18.4 mi Asphalt, Boardwalk, 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
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 17 mi Asphalt
The Wild Goose State Trail is a premier rail-trail, spanning approximately 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...
WI 34.4 mi Asphalt, Crushed Stone, Dirt, Grass
Wisconsin’s Wiouwash State Trail is named for the four counties it passes through: Winnebago, Outagamie, Waupaca and Shawano. Currently, 41 miles of the rail-trail are open in two disconnected...
WI 41 mi Crushed Stone

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Trails by activity

Old Plank Road Trail (WI)

WI - 17 miles

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...

Wild Goose State Trail

WI - 34.4 miles

The Wild Goose State Trail is a premier rail-trail, spanning approximately 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...

Fox River State Trail

WI - 24.5 miles

The Fox River State Trail connects Packerland with pastureland as it rolls for 25 miles from the hometown of NFL’s Green Bay Packers to farming communities south. Named for the river that spawned the...

Eisenbahn State Trail

WI - 25 miles

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...

Accordion

Wiouwash State Trail

WI - 41 miles

Wisconsin’s Wiouwash State Trail is named for the four counties it passes through: Winnebago, Outagamie, Waupaca and Shawano. Currently, 41 miles of the rail-trail are open in two disconnected...

Friendship State Trail

WI - 18.4 miles

The Friendship State Trail will eventually run between Stevens Point and Manitowoc in eastern Wisconsin. Currently, two disconnected segments of the trail are open for use. In the east, a 4-mile...

Fox River State Trail

WI - 24.5 miles

The Fox River State Trail connects Packerland with pastureland as it rolls for 25 miles from the hometown of NFL’s Green Bay Packers to farming communities south. Named for the river that spawned the...

Ahnapee State Park Trail

WI - 44.9 miles

The Ahnapee State Trail in northeast Wisconsin provides a scenic 45-mile journey between Sturgeon Bay and Kewaunee, featuring a tour of water bodies along the Door Peninsula. It also overlaps two...

Mascoutin Valley State Trail

WI - 21 miles

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...

Eisenbahn State Trail

WI - 25 miles

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...

Accordion

Wiouwash State Trail

WI - 41 miles

Wisconsin’s Wiouwash State Trail is named for the four counties it passes through: Winnebago, Outagamie, Waupaca and Shawano. Currently, 41 miles of the rail-trail are open in two disconnected...

Old Plank Road Trail (WI)

WI - 17 miles

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...

Wild Goose State Trail

WI - 34.4 miles

The Wild Goose State Trail is a premier rail-trail, spanning approximately 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...

Devil's River State Trail

WI - 14.6 miles

The 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,...

Friendship State Trail

WI - 18.4 miles

The Friendship State Trail will eventually run between Stevens Point and Manitowoc in eastern Wisconsin. Currently, two disconnected segments of the trail are open for use. In the east, a 4-mile...

Mascoutin Valley State Trail

WI - 21 miles

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...

Old Plank Road Trail (WI)

WI - 17 miles

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...

Ahnapee State Park Trail

WI - 44.9 miles

The Ahnapee State Trail in northeast Wisconsin provides a scenic 45-mile journey between Sturgeon Bay and Kewaunee, featuring a tour of water bodies along the Door Peninsula. It also overlaps two...

Friendship State Trail

WI - 18.4 miles

The Friendship State Trail will eventually run between Stevens Point and Manitowoc in eastern Wisconsin. Currently, two disconnected segments of the trail are open for use. In the east, a 4-mile...

Accordion

Wild Goose State Trail

WI - 34.4 miles

The Wild Goose State Trail is a premier rail-trail, spanning approximately 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...

Wiouwash State Trail

WI - 41 miles

Wisconsin’s Wiouwash State Trail is named for the four counties it passes through: Winnebago, Outagamie, Waupaca and Shawano. Currently, 41 miles of the rail-trail are open in two disconnected...

Devil's River State Trail

WI - 14.6 miles

The 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,...

Fox River State Trail

WI - 24.5 miles

The Fox River State Trail connects Packerland with pastureland as it rolls for 25 miles from the hometown of NFL’s Green Bay Packers to farming communities south. Named for the river that spawned the...

Eisenbahn State Trail

WI - 25 miles

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...

Recent Trail Reviews

Eisenbahn State Trail

First Trail Ride

September, 2018 by sweetdanakay

My husband and I decided to take up biking and this was our first trail ride and we really enjoyed it. I have a small dog and she travels in a pet basket and she also really enjoy the three hour ride. Mostly gravel but well maintained.

Bugline Trail

A great trail

August, 2018 by masmith_tl

A great trail, very pretty even on the in-city parts riding through the woods. There's plenty of shade and the paved surface is great for my recumbent trike. The trail is well marked and drivers were super courteous about stopping when I needed to cross. I stopped and had a nice swim at Menomonee Park

Devil's River State Trail

Great Trail

August, 2018 by dpoquette

I started this trail in Denmark and rode the entire length of the trail. At Denmark, it was well marked with rest stop facilities. The trail is a very pretty trail. You see lots of wildlife as well as farm animals. It is a well maintained trail. My only complaint is that the end of the trail in Rockwood could be marked better. There are a number of buildings that may be confused for a parking lot for the trail.

Accordion

Fox River State Trail

Fox River Trail

August, 2018 by dpoquette

I started this trail at Forest Junction and road it into Green Bay. It was an excellent trail. I started out on the gravel portion which lasted about half of the journey. Once I got into brown county, there were rest stops and places to purchase your trail pass. Trail passes are only required on the Brown County portion of the trail (I had verified this with a person at the Calumet Couty parks office).

Friendship State Trail

Brillion to Forest Junction

August, 2018 by dpoquette

I thought this segment of the trail was a very good trail. Well marked in Brilllion. Although, there were some portions of the trail that had small weeks growing through, I thought I was well maintained. I hope they are able to connect the segments soon.

Shoreland 400 Rail Trail

Execellent Trail

August, 2018 by dpoquette

The Shoreline 400 is an execellent trail to ride. My only problem with it is that it’s too short.

Old Plank Road Trail (WI)

hilly trail

August, 2018 by dpoquette

The old plant trail was good trail over all. Some areas on the western side had weeds growing. Very hilly! You notice it traveling west. Lots of rest stops

Sheboygan Interurban Trail

Good Ride

August, 2018 by dpoquette

I wrote the entire length of the Sheboygan Interurban Trail . In general, it was an excellent trail to ride. However, As the previous person who posted earlier, the trail is about 50% on the road. That was disappointing. The road was good to ride and not full of potholes.

Oak Leaf Trail

no extension to Bender park

August, 2018 by crswit

First let me start by saying the Oak Leaf trail is an excellent trail that circles Milwaukee county. I have been using this trail ever since it use to be called the '76' trail. Unfortunately, I haven't been on the south end in years. I recently decided to go south(starting at Greenfield park) with the intent to get to the newer of Milwaukee Counties parks, Bender park. When I got to Drexel at which point I would normally go straight east toward Grant Park I found I was able to continue South. Not having checked the trail map prior to my adventure I made the assumption that the ability to go further South of Drexel would somehow meander its way to Bender park. Unfortunately I was mistaken. Needless to say I managed to get to Bender park by going East on Ryan Rd./Hwy 100. I eventually got back on the Oak Leaf trail down near Grant park after heading North from Bender park through South Milwaukee on 5th Ave. Let me once again reiterate how awesome the Oak leaf trail is and how I should have checked the map prior to my excursion. As an avid biker I can only hope that at some point there will be an extension/offshoot of the Oak leaf trail that will allow bikers to safely get to that corner of Milwaukee county via trails.

Rawley Point Trail

Fun ride with lots of curves

August, 2018 by kmolter

This trail is densely shaded almost the entire length as you wind through a forest with large old trees, perfect for the hot weather we had that day. The crushed limestone surface is hard packed, so mountain bike tires are not needed. However, super skinny road tires might be slightly dicey in a few stretches. There are no large hills, just small ups and downs and lots of curves - a nice contrast to rail trails that are very straight.

Leaving the car at the beach in Two Rivers, we followed the brown trail signs in town for a few blocks then went north to the end and back, about 14 miles, in a little less than 2 hours with no problem.

Highly recommended.

Bugline Trail

beautiful...

August, 2018 by tradrrr

In town for a tri and rode the trail this morning. It’s really nice and well marked. I forgot I had ridden it once before years ago until I came across the quarry with the most beautiful blue water.

Ahnapee State Park Trail

Getting too rough

July, 2018 by dolderman1224

I have frequently ridden from Harold Reckelberg park for the past 4-5 years to Algoma & Kewaunee. I love the rural settings and solitude, but this year's rides have been too rough to enjoy on our Treks (700c x 35). Horses make the ride like cobblestone! Not sure if we'll try again later this season. Otherwise, these are my favorite trails to ride.

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