Waukegan Snowmobiling Trails and Maps

867 Reviews

Looking for the best Snowmobiling trails around Waukegan?

Find the top rated snowmobiling trails in Waukegan, 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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8 Results
Activities
Length
Surfaces
Type

Des Plaines River Trail

56.2 mi
State: IL
Asphalt, Crushed Stone, Dirt, Gravel

Glacial Drumlin State Trail

53.4 mi
State: WI
Asphalt, Crushed Stone, Gravel

Great Western Trail (IL)

17 mi
State: IL
Asphalt, Crushed Stone

Hebron Trail

6.7 mi
State: IL
Crushed Stone, Gravel

Illinois & Michigan Canal State Trail

79.5 mi
State: IL
Asphalt, Crushed Stone, Grass, Gravel

Prairie Trail (IL)

26.5 mi
State: IL
Asphalt, Crushed Stone, Dirt, Gravel

White River State Trail

19 mi
State: WI
Concrete, Crushed Stone, Gravel
Trail Image Trail Name States Length Surface Rating
The Des Plaines River Trail runs alongside the Des Plaines River for just over 56 miles, protecting watershed habitat and forestland through much of Lake and Cook Counties. The trail is a natural...
IL 56.2 mi Asphalt, Crushed Stone, Dirt, Gravel
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
The western segment of the Great Western Trail in Illinois follows 17 miles of a former railway corridor through DeKalb and Kane counties, between LeRoy Oakes Forest Preserve and the town of Sycamore....
IL 17 mi Asphalt, Crushed Stone
The Hebron Trail rolls across the northern Illinois prairie through the former corridor of the Kenosha and Rockford Railroad, known as the Kenosha Division Line at the time of its demise in 1939....
IL 6.7 mi Crushed Stone, Gravel
The Illinois and Michigan Canal State Trail follows the eponymous waterway alongside the Illinois River. The trail runs along the old canal towpath from LaSalle to the historical quarry town of...
IL 79.5 mi Asphalt, Crushed Stone, Grass, Gravel
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 Prairie Trail runs the length of McHenry County and is managed by the McHenry County Conservation District. The rail-trail spans just over 26 miles from the Wisconsin border and the farms and...
IL 26.5 mi Asphalt, Crushed Stone, Dirt, Gravel
The White River State Trail is 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 that connects the...
WI 19 mi Concrete, Crushed Stone, Gravel

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Trails by activity

White River State Trail

WI - 19 miles

The White River State Trail is 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 that connects the...

Great Western Trail (IL)

IL - 17 miles

The western segment of the Great Western Trail in Illinois follows 17 miles of a former railway corridor through DeKalb and Kane counties, between LeRoy Oakes Forest Preserve and the town of Sycamore....

Des Plaines River Trail

IL - 56.2 miles

The Des Plaines River Trail runs alongside the Des Plaines River for just over 56 miles, protecting watershed habitat and forestland through much of Lake and Cook Counties. The trail is a natural...

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

Prairie Trail (IL)

IL - 26.5 miles

The Prairie Trail runs the length of McHenry County and is managed by the McHenry County Conservation District. The rail-trail spans just over 26 miles from the Wisconsin border and the farms and...

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...

Hebron Trail

IL - 6.7 miles

The Hebron Trail rolls across the northern Illinois prairie through the former corridor of the Kenosha and Rockford Railroad, known as the Kenosha Division Line at the time of its demise in 1939....

Prairie Trail (IL)

IL - 26.5 miles

The Prairie Trail runs the length of McHenry County and is managed by the McHenry County Conservation District. The rail-trail spans just over 26 miles from the Wisconsin border and the farms and...

Des Plaines River Trail

IL - 56.2 miles

The Des Plaines River Trail runs alongside the Des Plaines River for just over 56 miles, protecting watershed habitat and forestland through much of Lake and Cook Counties. The trail is a natural...

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...

White River State Trail

WI - 19 miles

The White River State Trail is 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 that connects the...

Illinois & Michigan Canal State Trail

IL - 79.5 miles

The Illinois and Michigan Canal State Trail follows the eponymous waterway alongside the Illinois River. The trail runs along the old canal towpath from LaSalle to the historical quarry town of...

Great Western Trail (IL)

IL - 17 miles

The western segment of the Great Western Trail in Illinois follows 17 miles of a former railway corridor through DeKalb and Kane counties, between LeRoy Oakes Forest Preserve and the town of Sycamore....

Illinois & Michigan Canal State Trail

IL - 79.5 miles

The Illinois and Michigan Canal State Trail follows the eponymous waterway alongside the Illinois River. The trail runs along the old canal towpath from LaSalle to the historical quarry town of...

Des Plaines River Trail

IL - 56.2 miles

The Des Plaines River Trail runs alongside the Des Plaines River for just over 56 miles, protecting watershed habitat and forestland through much of Lake and Cook Counties. The trail is a natural...

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...

Hebron Trail

IL - 6.7 miles

The Hebron Trail rolls across the northern Illinois prairie through the former corridor of the Kenosha and Rockford Railroad, known as the Kenosha Division Line at the time of its demise in 1939....

Accordion

Great Western Trail (IL)

IL - 17 miles

The western segment of the Great Western Trail in Illinois follows 17 miles of a former railway corridor through DeKalb and Kane counties, between LeRoy Oakes Forest Preserve and the town of Sycamore....

White River State Trail

WI - 19 miles

The White River State Trail is 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 that connects the...

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...

Prairie Trail (IL)

IL - 26.5 miles

The Prairie Trail runs the length of McHenry County and is managed by the McHenry County Conservation District. The rail-trail spans just over 26 miles from the Wisconsin border and the farms and...

Recent Trail Reviews

North Shore Channel Trail

start stop kills this and badly sign posted

May, 2018 by kenneth_j_mitchell

Won’t be riding this again on the road bike. Fumes from roads make this not so pleasant. Sculptures and play ground for kids are great but that’s about it. Got lost when it flips to other side of river. This route is for kids on bikes, not serious cyclists. Fun all the same with the kids for sure

North Branch Trail

Best trail by a mile

May, 2018 by kenneth_j_mitchell

Coming from the uk I was pessimistic about city cycling. After getting bored of the lake front trail and north Sheridan/Green Bay road repeats this trail is a god send. Love it. Perfect for road biking and quiet(midweek) will continue to look for other trails but this one will be hard to beat.

Oak Leaf Trail

Beautiful Paved Trail

May, 2018 by cindylrowe

A friend and I rode sections of the Oak Leaf trail as part of a multi-day trip from Chicago to Cedarburg, WI. We rode 10 different trails and found some sections of the Oak Leaf trail to be as good as it gets! It is paved and well maintained and generally runs through quiet country and/or neighborhoods. We only had a couple of issues - one being that part of the trail was closed and the detour signs were not clear for people from out of state. We are very thankful for friendly "natives" who helped us find our way to where the trail was open. The second was a section near Oak Creek that had 4 small sections with significant flooding - about 18 inches of water. It is kind of fun riding through big puddles, but unfortunately, the water was deep enough to soak the bottom of our saddlebags. Nonetheless, we thoroughly enjoyed riding on this trail (the sections of the trail we did ride) and would recommend it highly! We found very few other riders/users - but I am guessing that rain, wind and cloudy days keep locals indoors--because the trail itself is wonderful!

Accordion

Illinois & Michigan Canal State Trail

Bumpy ride

May, 2018 by ryanalf

I rode Ottawa to LaSalle. Sections of the trail were very rough. Motorbike tracks, moguls and stream remnants made the trail dangerous. The history and the washed out bridge are awesome(see photo).

Des Plaines River Trail

First ride of 2018

April, 2018 by riverwoods

Excerpted from my blog (https://desplainesrivertrailcycling.blogspot.com/)

April 12, 2018

First ride of 2018, 42 miles down and only 1,958 to hit my annual target! The afternoon started out warm and sunny, a rare occurrence this Spring as the start of April hasn't been this cold in Chicago in 137 years with multiple snow storms! About 90 minutes into my ride the wind shifted and it was like someone turned on an air conditioner - in five minutes the temp went from high 60's to 50 degrees which is where I usually draw the line on riding 'cause it gets too cold for me.

Overall trail conditions are pretty decent with no flooding from Deerfield Road up to Independence Grove and while the trail surface is somewhat rutted from the long winter it is in reasonably good shape. One word of caution, bring plenty of water as none of the wells along the trail are open for the season and are wrapped in plastic film.

I did the circuit around Independence Grove and from a distance spotted what appeared to be two baby owls peeking out of the hole in tree. I thought it was my lucky day and quickly snapped this pic (see on blog) only to get closer and realize they were fake, the dead giveaway is the yellow glue on their feet - fake news indeed :-)

Not much in the way of color on the trail yet, it has been too cold for any spring flowers.

Burnham Greenway

I lived in Hammond in 2014-2016 and this was one of the nearby trails I would frequent. Very well maintained. It doesn't hit any unique spots or destinations. Just a fine trail for a road or touring bike.

April, 2018 by mbobcek

I lived in Hammond in 2014-2016 and this was one of the nearby trails I would frequent. Very well maintained. It doesn't hit any unique spots or destinations. Just a fine trail for a road or touring bike.

North Branch Trail

perfect combo of nature and fitness.

April, 2018 by knitme1pearl

This is the perfect trail in so many ways. Quieter, with water and restrooms, all sorts of native birds and animals, places to picnic and just enjoy the great outdoors. I feel lucky to have this trail just a couple blocks from my home on the south end. Summer here we come !

Cal-Sag Trail

Cal Sag Spring 2018

March, 2018 by andrewuk1992

Trail from Ridgeland Ave east to Cicero (2.5 miles) is paved.

Park at 131st and Cicero in Alsip has lots of parking spaces right beside the trail.

Trail east of here is in progress, with new bike/pedestrian bridge spans going into place last week at the East Arm of the Little Calumet River. This will provide a connection to Joe Lewis Golf course which will link to the Major Taylor Trail. Have no timeline for when that bridge will open.

Illinois & Michigan Canal State Trail

Start of the trail season warnings

March, 2018 by chubbycheeks

My husband rode his fat tire bike on the trail this morning between Chestnut St., in Ottawa, and the Buffalo Rock trail parking lot. His goal was to check out the conditions of the trail. He said that it was not fun. He came back via the street. The trail was wet, and the 1/2 mile from Chestnut west, as well as the 1/2 mile from Buffalo Rock east had many piles of dog poop. (There is a parking lot at Buffalo Rock that people use when they walk their dogs.) Seems like the dog walkers do not even bother to sweep the poop piles to the side. That is the least you can do if you are not going to pick it up.

Moraine Hills State Park Trail

Mountain Adventure

March, 2018 by szangrila

I visited this path on Summer 2017. I loved that path. My, my father and my nephews enjoyed all aspects of the path, the lakes, trees, animals and hills. As one of the visitor mentioned, this path offers a lot to see. We stopped once to see the entire colony of almost 100 turtles (Yes, we stopped long enough to count them) The view amazed us. Because the path follows "one way" only, it annoyed me a bit, but as we were exploring it, I understood the rationale. People had a reason to call it "Moraine Hills." Two way traffic would cause plenty of accidents. However, the those hills really shaped and strengthened our endurance. The step slopes would made simultaneously spit your lungs out on the way up, and on the way down scream from top of your lungs. Excitement and the joy from being on the path resulted in the best memories. Everyone needs to visit this path. I can assure you that I will come back there with pleasure.

Robert McClory Bike Path

Oatmeal

January, 2018 by campbob

I was told that this trail is much better at other times of the year, but this was not it. I started at Anderson Park in Kenosha and rode the south portion of the Kenosha County Bike Trail. The McClory path started when crossing the state line. Going from pavement to mush was pretty disheartening, but the McClory was a struggle. I gave up after a mile, which was much further than I saw anyone else ride. I imagine that riding through two inches of oatmeal would be pretty similar to this experience.

After riding west from the trail I turned south on Lewis Avenue. That wasn't too bad until it changed to a 4-lane road with little room on the side. I went back east when I saw a sign for a library. There was an old blacktop path that ran parallel to the McClory for a short distance. It was pretty beat up, but better than the McClory. When that ended I rode a few streets in the area that ultimately took me back to Lewis, at which point I headed back to Kenosha.

It was very disappointing, but I'll try again this summer when things should be better. 2 stars because I was given hope for a better experience later in the year. It's too bad that Lake County doesn't pave this since the road riding can be a bit frightening around there.

Fox River Trail (IL)

Great, interesting trail.

January, 2018 by tommyspan

Although I walked this trail at various points one day in the winter, you can see how varied the views are. One minute you're in the woods next to the trail viewing eagles, the next you're right in the middle of a bustling downtown of a small city complete with waterfalls, spillways, dams, and buildings that look like they date from the late 1800s.. Great trail.

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