Stoughton, WI Snowmobiling Trails and Maps

746 Reviews

Looking for the best Snowmobiling trails around Stoughton?

Find the top rated snowmobiling trails in Stoughton, 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
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14 Results
Activities
Length
Surfaces
Type

Glacial Drumlin State Trail (Route of the Badger)

53.2 mi
State: WI
Asphalt, Crushed Stone, Gravel

Jane Addams Trail

18.9 mi
State: IL
Asphalt, Crushed Stone

Stone Bridge Trail

5.8 mi
State: IL
Crushed Stone

White River State Trail (Route of the Badger)

19.7 mi
State: WI
Concrete, Crushed Stone, Gravel

Wolf Run Trail (WI)

2 mi
State: WI
Crushed Stone

Badger State Trail

39.8 mi
State: WI
Asphalt, Crushed Stone

Cheese Country Recreation Trail

46.4 mi
State: WI
Crushed Stone, Dirt, Gravel

Kinstone Recreational Path

0.6 mi
State: IL
Asphalt, Crushed Stone, Gravel

Military Ridge State Trail

40 mi
State: WI
Asphalt, Crushed Stone

Pecatonica State Trail

10 mi
State: WI
Crushed Stone

Pelishek-Tiffany Nature Trail

6 mi
State: WI
Dirt, Grass

Riverside Recreational Path

0.63 mi
State: IL
Dirt, Grass, Gravel

Sugar River State Trail

22.7 mi
State: WI
Asphalt, Crushed Stone

Wild Goose State Trail

34.5 mi
State: WI
Asphalt, Crushed Stone, Dirt, Grass
Trail Image Trail Name States Length Surface Rating
Overview The 53-mile Glacial Drumlin State Trail between Cottage Grove and Waukesha provides a glimpse into the past when glaciers bore down on southeastern Wisconsin in the last Ice Age. Those...
WI 53.2 mi Asphalt, Crushed Stone, Gravel
Overview The Jane Addams Trail runs for 18.9 miles between Orangeville and Freeport, following a rail line that the Illinois Central built in 1887 between Freeport, Illinois, and Madison,...
IL 18.9 mi Asphalt, Crushed Stone
Built on a former rail bed dating back to the 1850s, the Stone Bridge Trail provides a crushed limestone pathway through rural countryside. A highlight of the trail is passage on Stone Bridge over the...
IL 5.8 mi Crushed Stone
Overview The White River State Trail is a 19.7-mile trail composed of two separate segments: a 12-mile stretch that runs between Elkhorn and just west of Burlington in Walworth County, and a 7-mile...
WI 19.7 mi Concrete, Crushed Stone, Gravel
The Wolf Run Trail supports a wide variety of users on its two miles of crushed gravel, situated on the outskirts of Mazomanie in northwestern Dane County. Heading southeast from the charming...
WI 2 mi Crushed Stone
Closure Notice: The Stewart Tunnel has been closed since 2019 and remains closed for the foreseeable future. A detour using Tunnel Road allows trail users to go around the tunnel. Visit the trail page...
WI 39.8 mi Asphalt, Crushed Stone
Overview    Most suited for ATVers, snowmobilers and motorized trail-bikers, the Cheese Country Recreation Trail, also knowns as the Tri-County Trail, spans 47-miles through Wisconsin’s rugged...
WI 46.4 mi Crushed Stone, Dirt, Gravel
From Main Street and Elevator Road in Roscoe, the scenic Kinstone Recreational Path winds its way northeast through woodlands along the north branch of Kinnikinnick Creek to the Stone Bridge Trail....
IL 0.6 mi Asphalt, Crushed Stone, Gravel
NOTE: A State Trail Pass ($25 annually/$5 daily) is required for bicyclists and in-line skaters ages 16 and older. Snowmobilers must display either a Wisconsin registration or a snowmobile State Trail...
WI 40 mi Asphalt, Crushed Stone
The Pecatonica State Trail is never far from water as it takes the easygoing Bonner Branch Valley through the rolling hills and rocky bluffs of southwest Wisconsin’s Driftless Area, a region that the...
WI 10 mi Crushed Stone
The Pelishek-Tiffany Nature Trail runs for 6 miles along an abandoned railroad corridor, between the towns of Allens Grove and Clinton. The trail is open to snowmobiles, cyclists, horseback riders and...
WI 6 mi Dirt, Grass
The Riverside Recreational Path begins as a gravel lane at the base of Riverside Park on the banks of the Rock River in Roscoe. From there, it continues along Rowena Street, paralleling State Route...
IL 0.63 mi Dirt, Grass, Gravel
Overview If you can’t make it to Switzerland, then you can do the  next best thing: take the Sugar River State Trail to “America’s Little Switzerland,” New Glarus, Wisconsin. Settled in 1845 by a...
WI 22.7 mi Asphalt, Crushed Stone
Overview The Wild Goose State Trail is a premier rail trail, spanning approximately 35 miles in Dodge and Fond du Lac counties. For trail users looking for a peaceful and beautiful place to visit,...
WI 34.5 mi Asphalt, Crushed Stone, Dirt, Grass

Recent Trail Reviews

Great Sauk State Trail

Smooth

March, 2025 by zqbh6swvsm

Super nice trail! I think I counted 2 cracks. Well marked. Feel free to ride your road bike. Parked on the north end. There are about five parking spots there. Only downside is that it’s quite open which can expose you to wind

Badger State Trail

nice trail

March, 2025 by zqbh6swvsm

I rode today from twining park to the town of Shultz. About 7 miles. The trail was in good shape. It was soft which made the ride a little more work. They just had a lot of rain though. I will come back and ride a different section soon. 3/25/25

Great Sauk State Trail

March 18, 2025 Ride

March, 2025 by djones223

Almost spring, mild 60 deg. F sunny day, good day for a bike ride. I started at Bill Fuchs Park, plenty of parking, and rode 12.5 miles to the end of the Great Sauk State Trail via the riverfront for the first third of the trail and then joined up with the Great Sauk trail for the last two thirds of the ride out. The trail is paved and very smooth, with hardly any expansion joints or cracks.
The first part of my ride was a mix of great views of the Wisconsin River and river bottom woods. The trail wound through farm fields and grasslands after leaving the river onto the plains.

Accordion

Sugar River State Trail

For cycling, walking, jogging, training, photography and more.

March, 2025 by bikeandrun

I've cycled and jogged this trail since 1986. It eventually links up to the Badger/Jane Adams trails and continues onto Madison to the Capital City Trail or cut off to the Military Ridge Trail.
I've met people that use this trail for hundreds of miles. People from throughout the country. Always safe and people occasionally camp along the trail while hiking. Amazing flora until late October.
I use it as a perfect half marathon training trail. Soft on the knees and legs.
Monticello to New Glarus and back is approx. a perfect 13.1 miles. With
a couple service stations in New Glarus along the trail to refurbish your fluids. Unfortunately, the Stewart is closed and projected to open in 2027.
A short detour on the road needs a little caution on a curved hill. But safe as the road is rarely used.

Jane Addams Trail

A FLAT well maintained trail with a tunnel of trees.

March, 2025 by bikeandrun

Nice trail head near Rt. 20.
This was used by myself and my son to train for a marathon and halves.
The shade is great and the same trees and shrubs cut the wind down.
So if you carry your fluids or have someone to cycle along side you, this is the trail you want to train on.
From Rt. 20 to Orangeville and back is approx. 20 miles. With trail on each end if you want to train a greater distance.
The crushed limestone is easy on the feet and legs.
I cycle it dozens of times a month. But training for any event is perfect here.

Jane Addams Trail

Nice trail

December, 2024 by malysaamy

Rode late September right before official hunting season. Not a lot of people on it. But to be safe, we carried blaze orange. parked at Wes Block trailhead as the long road out from Freeport is just bad trail riding next to an interstate. Trail is dirt, with some repairs and gravel. Rode up to the state line and the Badger Trail out and back. There were some beautiful spots, but also some lone wolves walking the trail looking sketchy and a hunter on an ATV at twilight. If you wanted to do an overnighter up to Madison and back the next day, you could park at the hotel right near the WB trailhead. Not sure I would do this trail again though as it was a long drive for a day ride from the suburbs.

Wild Goose State Trail

Lovely Trail

November, 2024 by the_masseuse

It’s pretty scenic, especially with the leaf colors. Also pretty busy! There’s parking on both ends. A lot of the trail is grass, not even gravel. The spot where it’s asphalt is very minimal. It’s awesome you can stop and ride through Horicon Marsh! Lots of kitties on this trail ¿

Badger State Trail

Serenity

October, 2024 by ggroth99

Coming from Chicago, we have only ridden this trail as a day trip and ridden from Orangeville, IL (Jane Addams Trail) to Monroe (Twining Park) and back. This stretch is on a slight incline most of the way from Orangeville to Monroe, so the ride back is a lot easier. Trail is well maintained, and mostly shaded by trees. Trail in Monroe proper was a little dicey due to no protection from the elements, a bit of a steep hill, and a lot of runoff from rain by 8th street. Crossing at 8th street is "interesting". Pit toilet in Orangeville, with a BP gas station right across the road, flush toilet in Twining Park. Went riding on 10/26, and saw a grand total of 5 other people the entire ride (2 bikers, 2 walkers, 1 jogger). Only trail I've been on where there were complete moments of silence, combined with some of the scenery, just absolutely breathtaking.

Jane Addams Trail

Great trail

October, 2024 by ggroth99

Have ridden this trail multiple times over the past couple of years. Generally ride from the trailhead by Hwy 20 to Orangeville. Trail is well maintained and generally flat, and fairly empty of people, a few joggers on the South end. As with all the limestone trails, there's a few holes here and there from the local furry creatures. Pit toilets at Hwy 20 & Orangeville, a portolet at Red Oak. There's a BP gas station right across from the pavilion in Orangeville. Specific highlights are the old buildings from the railroad in Scioto Mills, and saw sand cranes inhabiting the wetlands south of Orangeville.

Jefferson County Interurban Trail

stunning and peaceful

October, 2024 by wilsonae

Just kept riding. Gorgeous fall day. Started at northern trailhead. Passed a few walkers and one other biker the whole way to the end. As noted it has been extended well past 2.2 miles. Lovely scenery and immaculate trail surface with lots of peaceful farms. My new fave!

Jane Addams Trail

Beautiful and quiet

October, 2024 by shanlalond

Rode our hybrids from Freeport Public Library to trail and followed it to the state line. Found it to be well maintained, flat and very little bike traffic. We biked on a Friday morning. FYI the library has paper maps of the trail.

Long Prairie Trail

Disappointed

October, 2024 by deetiffanylb

Like all rails to trails, a good connector for locals but for bike touring, tedious. Boring, straight, only a few peeks of rolling farm land to catch your eye, when it wasn't on the trail - immediately in front of you. Sections of the trail are in jaw-jarring condition. Beware: with leaf litter you can not see the periodic holes, non existent bridge transitions, broken asphalt...you get idea. Sad that some entity can not repair these hazards. We def would not continue west, beyond Poplar Grove. Our bodies can't take it!

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