Chesterton, IN Mountain Biking Trails and Maps

648 Reviews

Looking for the best Mountain Biking trails around Chesterton?

Find the top rated mountain biking trails in Chesterton, whether you're looking for an easy short mountain biking trail or a long mountain biking trail, you'll find what you're looking for. Click on a mountain biking trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
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7 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

Illinois Prairie Path

58.4 mi
State: IL
Asphalt, Concrete, Crushed Stone

Iron Horse Heritage Trail

2.4 mi
State: IN
Asphalt

North Judson Erie Trail

9 mi
State: IN
Asphalt

North Shore Channel Trail

6.7 mi
State: IL
Asphalt, Concrete, Dirt

Waterfall Glen

9.5 mi
State: IL
Crushed Stone, Grass
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
The Illinois Prairie Path (IPP) was one of the nation’s first rail-trail conversions. It consists of five connected trail segments with three main branches that converge at Volunteer Park (West...
IL 58.4 mi Asphalt, Concrete, Crushed Stone
The Iron Horse Heritage Trail in Portage, Indiana, runs for over 2 miles between Max Mochal Road (SR 149) at the east end and Hamstrom Rd. at the west end. The trail passes through a greenway corridor...
IN 2.4 mi Asphalt
The North Judson Erie Trail occupies the railbanked right-of-way of the former JK Line Railroad, running 9 miles from downtown North Judson southeast to US 35 near Bass Lake. Eventually, the trail...
IN 9 mi Asphalt
The North Shore Channel Trail extends from the junction of Green Bay Road and McCormick Boulevard in northern Evanston to the junction of Lawrence Avenue and Francisco Avenue in Chicago. All but the...
IL 6.7 mi Asphalt, Concrete, Dirt
The trail system in Waterfall Glen Forest Preserve makes a loop around the entire park. The preserve is geologically significant, featuring glacier-carved rock ridges, ravines and wetland potholes,...
IL 9.5 mi Crushed Stone, Grass

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

North Shore Channel Trail

IL - 6.7 miles

The North Shore Channel Trail extends from the junction of Green Bay Road and McCormick Boulevard in northern Evanston to the junction of Lawrence Avenue and Francisco Avenue in Chicago. All but the...

North Judson Erie Trail

IN - 9 miles

The North Judson Erie Trail occupies the railbanked right-of-way of the former JK Line Railroad, running 9 miles from downtown North Judson southeast to US 35 near Bass Lake. Eventually, the trail...

Illinois Prairie Path

IL - 58.4 miles

The Illinois Prairie Path (IPP) was one of the nation’s first rail-trail conversions. It consists of five connected trail segments with three main branches that converge at Volunteer Park (West...

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...

Iron Horse Heritage Trail

IN - 2.4 miles

The Iron Horse Heritage Trail in Portage, Indiana, runs for over 2 miles between Max Mochal Road (SR 149) at the east end and Hamstrom Rd. at the west end. The trail passes through a greenway corridor...

Illinois Prairie Path

IL - 58.4 miles

The Illinois Prairie Path (IPP) was one of the nation’s first rail-trail conversions. It consists of five connected trail segments with three main branches that converge at Volunteer Park (West...

North Judson Erie Trail

IN - 9 miles

The North Judson Erie Trail occupies the railbanked right-of-way of the former JK Line Railroad, running 9 miles from downtown North Judson southeast to US 35 near Bass Lake. Eventually, the trail...

Waterfall Glen

IL - 9.5 miles

The trail system in Waterfall Glen Forest Preserve makes a loop around the entire park. The preserve is geologically significant, featuring glacier-carved rock ridges, ravines and wetland potholes,...

Accordion

North Shore Channel Trail

IL - 6.7 miles

The North Shore Channel Trail extends from the junction of Green Bay Road and McCormick Boulevard in northern Evanston to the junction of Lawrence Avenue and Francisco Avenue in Chicago. All but 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. 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 Prairie Path

IL - 58.4 miles

The Illinois Prairie Path (IPP) was one of the nation’s first rail-trail conversions. It consists of five connected trail segments with three main branches that converge at Volunteer Park (West...

Iron Horse Heritage Trail

IN - 2.4 miles

The Iron Horse Heritage Trail in Portage, Indiana, runs for over 2 miles between Max Mochal Road (SR 149) at the east end and Hamstrom Rd. at the west end. The trail passes through a greenway corridor...

North Shore Channel Trail

IL - 6.7 miles

The North Shore Channel Trail extends from the junction of Green Bay Road and McCormick Boulevard in northern Evanston to the junction of Lawrence Avenue and Francisco Avenue in Chicago. All but the...

Waterfall Glen

IL - 9.5 miles

The trail system in Waterfall Glen Forest Preserve makes a loop around the entire park. The preserve is geologically significant, featuring glacier-carved rock ridges, ravines and wetland potholes,...

Accordion

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...

North Judson Erie Trail

IN - 9 miles

The North Judson Erie Trail occupies the railbanked right-of-way of the former JK Line Railroad, running 9 miles from downtown North Judson southeast to US 35 near Bass Lake. Eventually, the trail...

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

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.

Accordion

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

El Paseo

too short

May, 2020 by goblue3313

This really isn’t too much of a trail. It is a community garden with some spaces to sit and chill

Illinois Prairie Path

good path

May, 2020 by maxrsmith321

I enjoyed riding on the path, but what I didn’t enjoy is how easily it flooded and how much access water there was on the path. As long as you go when there hasn’t been rain, it will be a great time!

Erie Lackawanna Trail

Beautiful Country

April, 2020 by kellam

Rode this trail for the first time and it has moved to the very top of my list of paved rails-to-trails in the greater Chicagoland area. We rode the entire trail from Hammond down to Crown Point and back. A lot of money and effort was spent to make the entire length of the trail a bikers dream. Not only is the pavement very wide but the builders of this trail also cleared a wide area on either side of the pavement. This gives the rider a very open feeling, lots of sun, and panoramic views of the countryside.

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