Middleton Snowmobiling Trails and Maps

251 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

22.3 mi
State: WI
Crushed Stone

Badger State Trail

40 mi
State: WI
Asphalt, Crushed Stone

Cheese Country Recreation Trail

47 mi
State: WI
Crushed Stone

Glacial Drumlin State Trail

53.4 mi
State: WI
Asphalt, Crushed Stone, Gravel

Jane Addams Trail

18.9 mi
State: IL
Asphalt, Crushed Stone

Military Ridge State Trail

40 mi
State: WI
Asphalt, Crushed Stone

Pecatonica State Trail

10 mi
State: WI
Crushed Stone

Pine River Trail

14.3 mi
State: WI
Asphalt, Crushed Stone

Sugar River State Trail

22.7 mi
State: WI
Asphalt, Crushed Stone

Wild Goose State Trail

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

Wolf Run Trail (WI)

2 mi
State: WI
Crushed Stone
Trail Image Trail Name States Length Surface Rating
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 and St....
WI 22.3 mi Crushed Stone
Rail-trail fans know that Wisconsin’s Elroy-Sparta State Trail is famous for its three tunnels. The Badger State Trail, which heads south from Madison to the Illinois state line (where it connects...
WI 40 mi Asphalt, Crushed Stone
If you’re looking for an invigorating motorized-trail experience, the Cheese Country Recreation Trail (aka the Tri-County Trail) won’t disappoint. If you’re on foot, hoof, or self-propelled two...
WI 47 mi Crushed Stone
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 53.4 mi Asphalt, Crushed Stone, Gravel
There’s no debating the historical significance of the Jane Addams Trail. Not only is it named for a Nobel Peace Prize-winning social activist who grew up nearby, but the trail also passes the site of...
IL 18.9 mi Asphalt, Crushed Stone
The Military Ridge State Trail finds the high ground as it rolls across 40 miles of idyllic farmland from the outskirts of Madison to the historic mining town of Dodgeville. It follows an American...
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
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 Asphalt, Crushed Stone
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
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
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

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Trails by activity

400 State Trail

WI - 22.3 miles

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 and St....

Badger State Trail

WI - 40 miles

Rail-trail fans know that Wisconsin’s Elroy-Sparta State Trail is famous for its three tunnels. The Badger State Trail, which heads south from Madison to the Illinois state line (where it connects...

Military Ridge State Trail

WI - 40 miles

The Military Ridge State Trail finds the high ground as it rolls across 40 miles of idyllic farmland from the outskirts of Madison to the historic mining town of Dodgeville. It follows an American...

Wolf Run Trail (WI)

WI - 2 miles

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...

Accordion

Glacial Drumlin State Trail

WI - 53.4 miles

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...

Sugar River State Trail

WI - 22.7 miles

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...

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...

Pine River Trail

WI - 14.3 miles

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...

Jane Addams Trail

IL - 18.9 miles

There’s no debating the historical significance of the Jane Addams Trail. Not only is it named for a Nobel Peace Prize-winning social activist who grew up nearby, but the trail also passes the site of...

Pecatonica State Trail

WI - 10 miles

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...

Military Ridge State Trail

WI - 40 miles

The Military Ridge State Trail finds the high ground as it rolls across 40 miles of idyllic farmland from the outskirts of Madison to the historic mining town of Dodgeville. It follows an American...

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...

Wolf Run Trail (WI)

WI - 2 miles

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...

Accordion

Cheese Country Recreation Trail

WI - 47 miles

If you’re looking for an invigorating motorized-trail experience, the Cheese Country Recreation Trail (aka the Tri-County Trail) won’t disappoint. If you’re on foot, hoof, or self-propelled two...

Jane Addams Trail

IL - 18.9 miles

There’s no debating the historical significance of the Jane Addams Trail. Not only is it named for a Nobel Peace Prize-winning social activist who grew up nearby, but the trail also passes the site of...

Pine River Trail

WI - 14.3 miles

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...

Sugar River State Trail

WI - 22.7 miles

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...

Glacial Drumlin State Trail

WI - 53.4 miles

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...

400 State Trail

WI - 22.3 miles

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 and St....

Badger State Trail

WI - 40 miles

Rail-trail fans know that Wisconsin’s Elroy-Sparta State Trail is famous for its three tunnels. The Badger State Trail, which heads south from Madison to the Illinois state line (where it connects...

Pelishek-Tiffany Nature Trail

WI - 6 miles

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...

Cheese Country Recreation Trail

WI - 47 miles

If you’re looking for an invigorating motorized-trail experience, the Cheese Country Recreation Trail (aka the Tri-County Trail) won’t disappoint. If you’re on foot, hoof, or self-propelled two...

Pecatonica State Trail

WI - 10 miles

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...

Jane Addams Trail

IL - 18.9 miles

There’s no debating the historical significance of the Jane Addams Trail. Not only is it named for a Nobel Peace Prize-winning social activist who grew up nearby, but the trail also passes the site of...

Glacial Drumlin State Trail

WI - 53.4 miles

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...

Accordion

Pine River Trail

WI - 14.3 miles

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...

Military Ridge State Trail

WI - 40 miles

The Military Ridge State Trail finds the high ground as it rolls across 40 miles of idyllic farmland from the outskirts of Madison to the historic mining town of Dodgeville. It follows an American...

Pelishek-Tiffany Nature Trail

WI - 6 miles

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...

400 State Trail

WI - 22.3 miles

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 and St....

Sugar River State Trail

WI - 22.7 miles

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...

Badger State Trail

WI - 40 miles

Rail-trail fans know that Wisconsin’s Elroy-Sparta State Trail is famous for its three tunnels. The Badger State Trail, which heads south from Madison to the Illinois state line (where it connects...

Wolf Run Trail (WI)

WI - 2 miles

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...

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...

Recent Trail Reviews

Badger State Trail

bager state trail

November, 2017 by stuff6

Rode south out of fitchburg. About 5-6 miles south this turns into a limestone path. I rode it in november so maybe its better in the summer but its no skinny tire road bike route. Was nice until then.

Capital City State Trail

capitol city trail

November, 2017 by stuff6

Trail is ok. They really need to fill some cracks. Its pretty rough. Of course it could be that they do this in the spring. I rode it in November. I suspect its a really good trail in the warmer months. It gives you great access to the downtown area pubs and restaurants.

Glacial Drumlin State Trail

Nov. 5-6 overnight ride

November, 2017 by stonegreg3

From Waukesha to London and back to Lake Mills DNR camp. Awesome bacon burger trail side in Mills! Forget the name of the bowling alley bar joint. More dog walkers then bikers this trip, if you don't pick it up kick it off to the side of the trail! worse then those darn potholes that have been mostly filled in. Would rather look for deer then dog #*!+! One lady complained about bathrooms being closed at the Mills trail head with no port-a-potty. Blah Blah Blah! Great ride, love to see the folks walking the pups out there.fff

Accordion

Pine River Trail

Not suitable for road bikes, recumbents, etc.

October, 2017 by 4csmiley

Even though this is supposed to be a groomed trail, it is in very poor overall condition. There are several very deep holes and washouts along with ruts left by someone driving farm implements down the trail. Many of these ruts are full of water and mud. There are also a few sandy areas that are deep enough to cause problems . One of the many bridges has approaches that must have washed out and are being reworked. You will have to carry your bike across this. Scenery is farmland mostly and you will likely get up close and personal with a cow occasionally. There is an outhouse and a very friendly dog with a limp at Twin Bluff Drive. I think he belongs to the Farm implement place. This could be a really nice trail if it was not in such poor condition.

Pecatonica State Trail

Not bad

October, 2017 by polarismagic

trails were not bad. it is limestone or gravel. Encountered atvs and they gave plenty of space or stopped and waved.

Sugar River State Trail

Frequent rider

October, 2017 by bruce_d

The trail needs more mileage markers. Only miles 1,2,3,5,8,and 10 are posted. It would be helpful to know where on the trail you are at and how far it is to each end. Mostly flat with gopher holes present in many places. Beware of the wild Parsnip growing alongside the trail.

Sugar River State Trail

NO MAINTENANCE!

September, 2017 by mickmcclain

I love riding this trail as it's yards from my house, but honestly, the DNR hasn't done jack shXX to maintain this trail for years! It is full of holes and ruts. DNR solution to holes is simply dump sand all over them. That way if you survive hitting the hole, you can always injure yourself by having a wheel slip away from you in the sand! Was on the trail yesterday afternoon, tree branches all over the place covering the trail... full of ruts. I don't understand why the DNR won't roll the trail in the spring when the ground is soft to even it out some.

I don't mind buying a trail pass every year for my wife and I, but it's high time some of that money went into real maintenance. Another big problem is that the trail to bridge transitions are terrible. You hit the bridge and the first plank is 3-4 inches above the ground on MANY bridges! Again, enough is enough. Fix it already!!!! I live in Green County and love the trails, but this one is basically unusable since maintenance has been ignored for so long.

Pine River Trail

Pine River Trail

September, 2017 by sandystevens

We began our ride in Richland Center. The area for parking was easy to find but there were no signs for the trail. It took multiple loops around the park and finally asking directions to find the trail head. The ride through town is asphalt and scenic. Once leaving town the surface changes to crushed gravel and in the next 8 miles it gradually deteriorates from some limestone to packed dirt/grass with multiple spots washed out. It is unfortunate the trail is in such rough shape because the scenery is wonderful. It is one of the prettiest rides we have ever done and would love to come back once the trail is groomed.

Southwest Commuter Path

Good for a shorter Rollerski

September, 2017 by katron

I am new to the Madison area and am looking for good paved asphalt (not concrete) trails to rollerski. I tried this one out today and found it good for the views and the varied terrain (no hills however). For rollerskiing it is not fantastic, as there are many crossings that can be awkward and many concrete sections that do not give poles with carbide tips any purchase.
I can see this being a very nice road cycling trail however, as the views are great and the trail passes by a few good looking food shops.
I held back a star only because it didn't suit my needs as a roller-skier.

Badger State Trail

badger sate trail

August, 2017 by ric.poole1

Rode madison to New Glarus, no probs

Glacial Drumlin State Trail

Amazing views!

July, 2017 by laura.gordon

The combination of open fields, swamps, and creeks makes this path a calm and pleasant ride.

Glacial Drumlin State Trail

Quiet for the most part, lots of wildlife

July, 2017 by joshgilm

I've biked the whole trail in various sections. For the most part the gravel is well maintained, there are a few small sections where there is larger or sandier gravel to cover some storm washouts. You'll have to watch out for the occasional chipmunk hole and bridge transitions, but otherwise it's a smooth ride.

Riding later in the day will allow you to see a wide variety of wildlife, especially around the marshes near London and Sullivan. On all 4 days I rode on the trail, I encountered at least one deer on the trail along with turkeys, woodchucks, minks, all colors of birds and more. The wildlife thins out after Dousman (when the trail is paved) but the view gets better as the trail is quite a bit higher than the surrounding area. Wales to Waukesha is downhill and fast, but not too much of a hassle pedaling the other way. Your mileage may vary.

There are also some great river and lake views as you go across Rock Lake outside of Lake Mills and over the Crawfish and Rock Rivers between there and Jefferson.

The only other issue for people who don't like hills is the road detour around Jefferson. It's a bit of a climb on either side to get over Hwy 26, and the road that takes you to the next section of the trail is hilly also.

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