Middleton, WI Snowmobiling Trails and Maps

476 Reviews

Looking for the best Snowmobiling trails around Middleton?

Find the top rated snowmobiling trails in Middleton, 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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12 Results
Activities
Length
Surfaces
Type

400 State Trail

21.9 mi
State: WI
Crushed Stone

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

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

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

Pine River Trail

14.3 mi
State: WI
Boardwalk, Crushed Stone, Dirt, Grass

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 Traveling the 400 State Trail is a numbers game. The trail’s name refers to the old Chicago and North Western Railway’s “No. 400” passenger train that zoomed through here between Chicago...
WI 21.9 mi Crushed Stone
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
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
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 Pine River Trail winds on an abandoned railroad corridor between Richland Center and Lone Rock in scenic Richland County. Trail users are treated to stunning views of river bluffs, marshland and...
WI 14.3 mi Boardwalk, Crushed Stone, Dirt, Grass
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

Cheese Country Recreation Trail

Not a biking trail. For ATV's.

July, 2024 by mvmadison105

Road Mineral to calamine and back on a ebike with 1.5" tires at 45psi. Scenic but rather brutal ride. Sections are ok but then you come across sections that are really rough. The atvs go fast relative to a bike rider plus generate lots of dust and noise. I would not recommend it for biking.

Military Ridge State Trail

Beware of ruts and loose sand!

July, 2024 by bcurley_tl

While this is mainly a beautiful trail, the section from Dodgeville to Mt Horeb has some technically challenging spots. Many major ruts and lots of loose sand that may grab your rear wheels. The stretch from Mt Horeb to Msn is Way better.

Military Ridge State Trail

Beware of ruts and loose sand!

July, 2024 by bcurley_tl

While this is mainly a beautiful trail, the section from Dodgeville to Mt Horeb has some technically challenging spots. Many major ruts and lots of loose sand that may grab your rear wheels. The stretch from Mt Horeb to Msn is Way better.

Accordion

Badger State Trail

Stewart Tunnnel abandoned

July, 2024 by pressman3887

As of 7/7/24 no work done on tunnel. There isnt even a trail left, leading up to the tunnel. The tunnel project is a complete sham. Where is the 6 million dollars? Where did the insurance money go, for the bridge, north of Monroe? Time for someone to be held accountable.

Cheese Country Recreation Trail

Mismanaged

July, 2024 by pressman3887

Replace a bridge, with breaker rock up a 20 foot embankment. Where did the insurance money go? Close the tunnel, let land owners destroy the trail south of Monroe (driveways and drainage tubes). Please, who ever is in charge, QUIT.

Glacial Drumlin State Trail (Route of the Badger)

Cottage Grove to Lake Mills and Return

July, 2024 by t5n8nj6tsn

Nice, peaceful, perfect weather Monday morning ride. There is a tree laying over the trail @ 5.3 miles from Cottage Grove. Had to duck low, but was able to ride under it on the side that is still off the ground. No other issues for this part of the trail. Very enjoyable trail.

Cheese Country Recreation Trail

Not too bad to ride on with bike

June, 2024 by jessedirk

I live in Darlington and this trail is near my house so it’s nice for me to go during week and just bike to path. I rarely see any ATVs ironically, but I try to go on days/hours they may not be there. ATV riders though are respectful and I slow down or stop if big group goes by. This trail is doable with a mountain bike. I gave it 4 stars since the trail is getting pretty rutty probably due to all the rain we are having, mixed with the motorized vehicles on it.

400 State Trail

Top notch Wisconsin trail, but...

June, 2024 by danwarwick

Awesome trail, but could be superb if grass was cut in the center of the trail. I have a trike, which makes it difficult. I managed, but was slow moving. Lots to see, with a variety of scenery. Be prepared for horseflies.

Starkweather Creek Path

Great Trail

June, 2024 by davep.mischka67

I’ve used this trail hundreds of times over the years as I head into Madison, Wisconsin from Sun Prairie to bike around the lakes. This is a great trail, with many a beautiful vistas.

Jefferson County Interurban Trail

Map incomplete

June, 2024 by j.michael.klaus

As noted by the previous reviewer in June, 2023, this trail is now complete from its trailhead in Watertown to its junction with County Road F, south of Ixonia. It has been paved and open since October, 2022. Please update map. The map's satellite view actually shows the asphalt surface.

Saelens Park Trail

Nick Saelens Trail

June, 2024 by cathykorwin

This is a fine trail, but no longer gives you distances like it used to. I had to guess how far I went based on a silly 200 ft. bar at bottom of map. Seriously with all the walking/biking competitions for good health going on, how hard is it to give the mileage of the path?

400 State Trail

Great Rail Trail!

May, 2024 by tannermumm

My dad and I started at the trail head at Reedsburg after getting some great tips and info from Sue at the restored rail depot by the parking lot. The ride out from Reedsburg passes through some busy streets and the first mile or two were a little slick after yesterday’s rain. But this trail just got better and better the farther we rode! The rail trail is primarily crushed pea gravel and after a few miles it dried up real nice and was very stable and reliable. From Reedsburg to La Valle we rode through a mixture of woodland filled with wildflowers (purple/white flox, white daisies and pink columbine) as well as lush marshland filled with water fowl, turtles and muskrats! My favorite parts were the sandstone bluffs that rose majestically over the marshlands and just beyond Le Valle the trail cuts straight through 20 foot high limestone. We ate in La Valle at Fishy’s Bar and grill which had some excellent burgers and fries. At Reedsburg we ate at Ronnie’s which also had great food. Overall I would highly recommend this trail!

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