Stoughton, WI Snowmobiling Trails and Maps

800 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.

  • Relevance
  • Name
  • Length
  • Most Popular
Activities
Length
Surfaces
Type
14 Results
Activities
Length
Surfaces
Type

Glacial Drumlin State Trail

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

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
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 gigantic sheets...
WI 53.2 mi Asphalt, Crushed Stone, Gravel
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, Wisconsin. The route,...
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
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 section...
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
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 Driftless Area. On...
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
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 small group...
WI 22.7 mi Asphalt, Crushed Stone
Notice: Utility work is progressing north along the trail from Hwy 60 to Fond du Lac. The trail should remain passable but use caution as the trail may be rough in those areas. Please see the Dodge...
WI 34.5 mi Asphalt, Crushed Stone, Dirt, Grass

Recent Trail Reviews

Glacial Drumlin State Trail

Beautiful sunny October ride

October, 2026 by redpine2001

Completed my final leg of this trail by riding from London to Cottage Grove today. Trail conditions were very good, however the bridges can use some maintenance. All have matting across them to assist in preventing flats, however watch your approach, there can be some serious bumps getting onto & off the bridges. Having ridden the entire trail now, eastern portion several times; it’s just my opinion that the western portion would be my recommendation. East of Douseman the trail is paved, however much of it is in need of maintenance to remedy cracks.

CamRock Trail

A bit short, however very nice

October, 2026 by redpine2001

First time on this trail on a beautiful October day. I was impressed with the scenery and variety of alternate trails along the way that included hiking and mountain bike trails. While I accessed the trail from the southern trailhead, there are two alternate access points between Cambridge and Rockdale along highway B, containing picnic tables and facilities. Well done Dodge Co. park system.

White River State Trail

Pleasant Surprise

September, 2026 by dsjr2

Scenic, very pleasant ride today. Farmland, lots of bridges, packed gravel so no surprises. Parked at the Elkhorn trailhead and biked to Burlington and back. Note: the DNR site says there's a bridge out, as of 9/27/26 - there are no bridges out. Really nice ride and great way to spend a 70 degree and sunny day in late September.

Accordion

Wild Goose State Trail

No Wild Goose Chase

September, 2026 by kriekkoff_tl

If you are looking for a quiet, flat, and peaceful ride, then this is trail for you. The route takes you deep into the woods, out in the open prairie or farmland, and through a few small towns. The trail is mostly a crushed gravel road with a grass median. The sides of the trail and the median were nicely mowed. The were no mile markers and there were a couple of long stretches with no road crossings. Since my ride was in the fall with temperatures in the 50's, there were no mosquitoes.
The four areas with fallen trees noted by the previous review were all cleared.
There was underground utility work being done on the west side of the trail over the entire length of the it from Highway 60 to Fond du Lac. The use of small cranes with track systems for the utility work had literally made an impression on the trail surface. Most areas were patched up reasonably well, but the section between Waupun and Burnett was poorly patched resulting in an unacceptable bumpy ride.
I also encountered one too many wrist-jarring chipmunk holes that were randomly dispersed throughout most of the ride.
There were enough bathroom facilities, but there were absolutely no water sources, so bring a good supply of drinking water.

Jane Addams Trail

A little overgrown but still a five star trail

September, 2026 by robert.richter89

I started the Jane Addams Trail at the RT 26 Junction and finished at the Wisconsin State border for a total of 32 miles round trip. Most of the trail felt like double track that was in very good condition due to the median of the trail being somewhat high grass, This did not make the ride difficult as both tracks are plenty wide for a gravel or hybrid bike to navigate with no issues.

I found the Orangeville trailhead to offer the most services along the trail. I'm sure the terminus in Freeport offers options as well but I did not explore that part of the trail. I also rode the Sugar River trail in Wisconsin and it is a great plus that one can ride the Jane Addams trail to the Beaver State Trail to the Sugar River Trail and beyond.

Sugar River State Trail

A great trail with amazing end points

September, 2026 by robert.richter89

I rode the entire Sugar River Trail starting in New Glarus and ending in Brodhead totaling around 44 miles round trip. I found the trail to be in very good condition, mostly flat and finely crushed gravel with no major imperfections. The trail is mostly shaded and provided a wide variety of scenery from farmlands to quiet streams. There are a few road crossings but I encountered very few cars my entire trip.

The highlight of the Sugar River Trail are it's endpoints, both Brodhead and especially New Glarus are wonderful towns filled with charm and many options to dine at. I especially recommend staying in New Glarus at it makes accessing the Sugar River Trail as easy as a short ride if you stay in town.

Jefferson County Interurban Trail

Trail extention to Oconomowoc is now open

September, 2026 by rturowski

9/12/26 Rode the newly opened interconnecting portion linking Watertown to Oconomowoc, Wisconsin. We started at the westerly trailhead of the Lake Country Trail in Oconomowoc, then rode west across the new portion all the way to the Watertown westerly Jefferson County Interurban Trailhead. This trail has one bench along the route and no facilities except at the trailhead in Watertown, which are very nice, and no parking points along the route except at the west and east trailheads. The route itself is nicely pave, wide and maintained; however straight as an arrow and the scenery is essentially all agriculture, which for the area is to be expected. Our round trip mileage was 27 miles on our odometers. One note for anyone bridging the gap between the easterly end of the Jefferson trail and the westerly trailhead of the Lake Country Trail; there's approximately a 1/2 mile road portion bridging the two locations which could be marked better. The other improvement might be mile markers, or a least road identification signs at crossings along the way. At the end of the ride though it was a pleasant trip, and an addition to the many trails we've traveled across Wisconsin.

Jefferson County Interurban Trail

Trail is completed -- Watertown to Oconomowoc! 11+ mile all paved!

September, 2026 by matthewge

This recently completed trail now runs all the way between Watertown and Oconomowoc! Eleven plus miles of really nice asphalt, passing thru farm fields and crossing the Rock River -- it is a treat. I rode a full round trip twice in the last weeks, and it was great. Check out the great Mexican dishes at Taqueria Maria's in Watertown, just a mile or two past the Watertown trailhead. Try it out!

Sugar River State Trail

Serenity Now

September, 2026 by kriekkoff_tl

The trail is almost entirely crushed stone, except for the 1/2 mile of asphalt in New Glarus and the 1 mile of road in Brodhead. In fact, the term "crushed stone" is quite generous, since the trail is mostly two tire tracks with a grass median. Bottom line, the trail surface was solid even after a light rainfall and the grass on both sides of the trail as well as the median were neatly mowed. There was a nice mix of marsh, forest and open prairie. There was a mile marker on the west or south side of the trail every mile. The ride was very peaceful and quiet, except for an auction I heard while taking a break at the Albany trailhead. It was a nice change of pace to the ambient serenity. There were a few road crossings, but the country roads were rarely traveled. Both Broadhead and New Glarus were excellent anchors for this trail. There was lots to explore in both cities!

Jane Addams Trail

Top notch trail

September, 2026 by bazjkm2

(08/19/26) - Another beautiful day and a beautiful trail. Rode from Tutty's Crossing (Freeport) to state line (WI). Trail in great shape with no major defects to get in your way for a relaxing ride. The small town and countryside/farmland vibe is just outstanding. Especially if you're a small town kid like me. It's a true getaway from life kind of ride for a couple hours. Very little trail traffic and the scenery is gorgeous. As always, don't forget to treat yourself at Union Dairy after the 34 mile round trip. A great reward for a long ride.

Levee Trail (WI)

Top of the World

September, 2026 by kriekkoff_tl

The asphalt surface had perpendicular cracks running throughout most of the trail resulting in a bumpy ride and over half of the cracks were filled with grass. The grass-filled cracks were actually preferred, since they helped cushion the ride almost eliminating the bumps altogether. Riding on the Levee, which separated the Wisconsin River from the local Portage population, gave me a euphoric feeling as if I were on "Top of the World." There was an interesting lock on the west side of the trail with an equally interesting watch tower. The trail was short, however, with an abrupt ending at the east end of the trail.

Great Sauk State Trail

High Expectations were met

September, 2026 by kriekkoff_tl

I started my ride in Sauk City on an overcast day and biked to the end of the trail in Merrimac. After reading previous reviews, I had high expectations for this trail. The asphalt surface was in perfect condition from start to finish. The trail was a wonderful mix of city neighborhoods, forest, farmland and open prairie. The art work scattered along the trail was a bonus as well as riding along the border of the Ho-Chunk Nation. At the start of the trail in Sauk City, it looked like a new pedestrian bridge had been built over the Wisconsin River. The trail to the bridge was closed due to construction. Even though the day was overcast, my high expectations for this trail were met. I will be back again.

Find Nearby City trails

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

Log in with Apple

OR

Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple

OR

Your account has been deleted.