Chesterton, IN Snowmobiling Trails and Maps

651 Reviews

Looking for the best Snowmobiling trails around Chesterton?

Find the top rated snowmobiling trails in Chesterton, 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
2 Results
Activities
Length
Surfaces
Type

Des Plaines River Trail

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

Illinois & Michigan Canal State Trail

79.5 mi
State: IL
Asphalt, Crushed Stone, Grass, 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 Illinois and Michigan Canal State Trail follows the eponymous waterway alongside the Illinois River. It traverses the I&M Canal National Heritage Corridor, designated in 1984 and the first...
IL 79.5 mi Asphalt, Crushed Stone, Grass, Gravel

Now, More Than Ever, Trails Matter!

During COVID-19, trails are being counted on as places where people can find solace and respite and we need your support to keep trails open and provide these critical FREE resources! Please continue to practice physical distancing and check the status of your trail before heading out!

Trails by activity

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...

Illinois & Michigan Canal State Trail

IL - 79.5 miles

The Illinois and Michigan Canal State Trail follows the eponymous waterway alongside the Illinois River. It traverses the I&M Canal National Heritage Corridor, designated in 1984 and the first...

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...

Illinois & Michigan Canal State Trail

IL - 79.5 miles

The Illinois and Michigan Canal State Trail follows the eponymous waterway alongside the Illinois River. It traverses the I&M Canal National Heritage Corridor, designated in 1984 and the first...

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...

Recent Trail Reviews

Illinois & Michigan Canal State Trail

Always beautiful, but needs a little TLC this spring

June, 2020 by sarahccaltvedt

I'm writing this because we weren't able to find any information on current trail conditions. The I&M is one of our favorite trails in Northern Illinois. Today my husband and I rode between Channahon and Morris for the first time this season (now that they've finally re-opened the restrooms). We were pleased to see that it was not badly affected by recent flooding, but it definitely needs some maintenance. Between Au Sable and Morris there were three large holes which others had fortunately marked by putting large sticks in them. At Au Sable a tree limb is partially blocking the path at the west end of the park. Another rider said it had been there a week already. That section also hasn't been mowed yet, so the trail seems even narrower than usual. At Morris, we hoped to continue west. We knew there was a break in the trail and that you're supposed to be able to ride around the break on the street, but there was no signage or any other indication of how to do that, so we had to turn around when we came to a barrier. Also at Morris, be aware that the road bridge leading from town into Governor Stratton State Park on the east end is being replaced. You can either carry your bike down steps to the park or walk it around the barricades very carefully (at least on a Sunday when they're not working). East of Au Sable, the trail edges have been mowed, which is a good thing, because you need to watch for large wash-out holes on the canal edge. I know it's been a rough spring in terms of both weather and the pandemic, but I hope that the IDNR will be able to get the trail back in good shape again soon. It's a real treasure.

Old Plank Road Trail

Painful on a Road Bike

May, 2020 by childs80

I love the OPRT and have been riding it for 15+ years. Much of it is tree lined, and as a result, has some roots pushing up the pavement here and there. If your on a road bike around 15 mph, keep your eyes open, especially West of Cedar. They do a great job maintaining it, but you can’t keep every bump fixed. But other than that, this is an awesome beautiful trail.

Green Bay Trail

Memorial Day Ride

May, 2020 by sagrosso2

The first part of the trail was really nice with paved paths. Sometimes it can be hard to follow the path but luckily I found other bikers to lead the way. Once you hit Glencoe it’s not paved so if it’s rained a lot recently chances are you’ll go through mud. It was cool following the Metra train line and passing Ravinia.

Accordion

Wauponsee Glacial Trail

Could use some grade improvements and a lot fewer tire ruts, but overall a really good, easy trail.

May, 2020 by jebus27

Could use some grade improvements and a lot fewer tire ruts, but overall a really good, easy trail.

John Husar I&M Canal Trail

Rough Ride

May, 2020 by bjohns3

Needs some TLC. This will be a nice trail once it is resurfaced and the extension completed.

Illinois Prairie Path

Love This Trail

May, 2020 by garthliebhaber

I think we are lucky to have this regional trail which has created network of other trail offshoots. I have no complaints, the general shadiness of the trail provided by trees is nice. I’m excited to make it my summer goal to ride the whole trail. It’s a nice gesture to be able to ride out to Aurora, Geneva or Elgin and take the Metra back, Just one note, bring plenty of water as the water fountains are closed during the COVID quarantine.

Des Plaines River Trail

DRP veteran

May, 2020 by ives1

Amazing path crossing all of Lake County North/South. Plenty of bathrooms along the way. Mile 1 begins at Russel Rd parking lot. Check for Flooding Nearby businesses include 1. The Duck Inn Bar Wadsworth 2. Capt Porky & the Shanty Wadsworth 3. DQ : Grand Ave in Gurnee. 4. Schwinn cyclery Libertyville 5. Hansa Coffee Libertyville 6. Lots of dining in Libertyville 7. Chipotle in Vernon Hills I

Waterfall Glen

loved it!

May, 2020 by cae.unifei

Great family and fun trail!

Cal-Sag Trail

awesome trail!!

May, 2020 by sonyaandonov

what an awesome trail! all paved! no street crossing. perfect for riding with the younger set!! loved it!

Old Plank Road Trail

Great trail w/ many amenities at Frankfort.

May, 2020 by cbqjoe357

This is very well maintained trail with a couple trail connections throughout. The highlight is downtown Frankfort In The middle of the trail. Great bathrooms, parking, restaurants, farmers market Sunday’s and more. It does get crowded in Frankfort so you will need go slow down and there are a decent amount of street crossings as well. If you loop around at Sauk Lake to the East and do the whole route as a loop it’s a nice 50 ish mile route. Quite level with elevation and decline on the east end.

Salt Creek Trail (IL)

Don't start in Addison

May, 2020 by tiffany.trinco

I started in Addison where Oak Street drops in to head north to Busse Woods, and the first 3 miles or so through the industrial park and along the power lines are crap. Not fun on a road bike, at all. Even though it's paved, it's buckled, and there are sharp bumps every like, 50 feet or so, jarred my wrists and made for a rough ride.

Chicago Lakefront Trail

beautiful views

May, 2020 by jlogan740

I rode this trail back in 2017 from solider field to North Beach I want to complete the whole thing some day but from what I saw this trail is full of nice city views and lake Michigan

Find Nearby City trails

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

OR

Register for free!

Join TrailLink (a non-profit) to view more than 30,000 miles of trail maps and more!

Register with Google

OR