Find the top rated cross country skiing trails in Chesterton, whether you're looking for an easy short cross country skiing trail or a long cross country skiing trail, you'll find what you're looking for. Click on a cross country skiing trail below to find trail descriptions, trail maps, photos, and reviews.
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The 9-mile Green Bay Trail runs parallel to Chicago's Metra commuter rail line north of the Chicago city limits. Stretching through North Shore towns such as Kenilworth, Winnetka, Highland Park and...
Leave the cars at home: the Route 30 Bike Path gives users an alternative way to travel from the Village of Frankfort in the east, through Mokena to New Lenox in the west, a distance of over 7.5...
Prairies and dunes are just two of the natural features you’ll experience on the Prairie Duneland Trail, located just a few miles south of the Lake Michigan shoreline and the Indiana Dunes National...
Just 1 mile long, the Valley Line Trail—also known as the Sauganash Trail—extends between Bryn Mawr Avenue and Devon Avenue in the Chicago neighborhood of Sauganash. Two bridges allow for safe...
The Calumet Trail traverses the south side of the Indiana Dunes National Lakeshore, a unique ecosystem of forest, marsh, dunes and beach along Lake Michigan. This dirt and crushed limestone path...
Indiana’s Panhandle Pathway follows a former Pennsylvania Railroad corridor out of Winamac south to Kenneth. Along the way, the trail links the communities of Star City, Thornhope, and Royal Center...
When complete, the LaSalle Trail will travel an arrow-straight 3.5 miles between Roseland Town Park in Roseland and the Indiana–Michigan state line. Michigan is currently working on building a trail...
The Major Taylor Trail is named after legendary African American cyclist Marshall “Major” Taylor, who was one of the most celebrated bicycle racers of the late nineteenth century, setting several...
In just a few short miles, the Wauponsee Glacial Trail leaves the urban confines of Joliet to bask in open farmland and reclaimed tallgrass prairie where the bison roam again. Named for a glacial lake...
The Cal-Sag Trail (or, Calumet-Sag Trail) is currently under active construction. It currently has a competed section of over 15 miles, stretching from near its western terminus at the John Husar I&M...
The John Husar I&M Canal Trail is the northernmost trail developed on the Illinois & Michigan Canal National Heritage Corridor. The Illinois & Michigan Canal provided the final link in the water route...
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The Monon Trail in Lake County, Indiana—not to be confused with the trail of the same name in Indianapolis—links the two Chicago suburbs of Hammond and Munster. The paved trail occupies an abandoned...
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The Tinley Creek Trail is currently in two segments. This southern segment is within the South Green Belt Forest Preserve between Flossmor and Matteson, just west of I-57. The trail traverses wooded...
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...
The North Branch Trail follows the North Branch of the Chicago River over 20 miles through Cook County. The trail was originally a dirt path often used for horseback riding; though it’s now paved, an...
The Techny Trail links downtown Glenview, a charming village northwest of Chicago, with the Techny Basin, a scenic wetlands area adjacent to the West Fork of the Chicago River's North Branch....
Running between the suburbs of Chicago Heights and Joliet, the Old Plank Road Trail offers views of oak trees and sugar maples, prairie grasses, and wildflowers that peek up through the...
Although just shy of three miles, the Veterans Memorial Trail provides a wooded, paved trail experience for residents in the Chicago suburbs of Romeoville, Lemont, and Woodridge. Those seeking a...
The Thorn Creek Trail offers a paved route traversing woodlands abundant with wildlife through several communities on the southern outskirts of Chicago. The trail travels from Brownwell Woods in...
The Marquette Trail offers picturesque views of Lake Michigan as it travels through the Indiana Dunes National Lakeshore. This scenic route follows an abandoned rail line through a variety of diverse...
The Techny Trail links downtown Glenview, a charming village northwest of Chicago, with the Techny Basin, a scenic wetlands area adjacent to the West Fork of the Chicago River's North Branch....
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...
The Thorn Creek Trail offers a paved route traversing woodlands abundant with wildlife through several communities on the southern outskirts of Chicago. The trail travels from Brownwell Woods in...
When complete, the LaSalle Trail will travel an arrow-straight 3.5 miles between Roseland Town Park in Roseland and the Indiana–Michigan state line. Michigan is currently working on building a trail...
The Marquette Trail offers picturesque views of Lake Michigan as it travels through the Indiana Dunes National Lakeshore. This scenic route follows an abandoned rail line through a variety of diverse...
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...
Prairies and dunes are just two of the natural features you’ll experience on the Prairie Duneland Trail, located just a few miles south of the Lake Michigan shoreline and the Indiana Dunes National...
Leave the cars at home: the Route 30 Bike Path gives users an alternative way to travel from the Village of Frankfort in the east, through Mokena to New Lenox in the west, a distance of over 7.5...
The John Husar I&M Canal Trail is the northernmost trail developed on the Illinois & Michigan Canal National Heritage Corridor. The Illinois & Michigan Canal provided the final link in the water route...
Indiana’s Panhandle Pathway follows a former Pennsylvania Railroad corridor out of Winamac south to Kenneth. Along the way, the trail links the communities of Star City, Thornhope, and Royal Center...
The Tinley Creek Trail is currently in two segments. This southern segment is within the South Green Belt Forest Preserve between Flossmor and Matteson, just west of I-57. The trail traverses wooded...
Although just shy of three miles, the Veterans Memorial Trail provides a wooded, paved trail experience for residents in the Chicago suburbs of Romeoville, Lemont, and Woodridge. Those seeking a...
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...
Just 1 mile long, the Valley Line Trail—also known as the Sauganash Trail—extends between Bryn Mawr Avenue and Devon Avenue in the Chicago neighborhood of Sauganash. Two bridges allow for safe...
The Major Taylor Trail is named after legendary African American cyclist Marshall “Major” Taylor, who was one of the most celebrated bicycle racers of the late nineteenth century, setting several...
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...
The Monon Trail in Lake County, Indiana—not to be confused with the trail of the same name in Indianapolis—links the two Chicago suburbs of Hammond and Munster. The paved trail occupies an abandoned...
The Calumet Trail traverses the south side of the Indiana Dunes National Lakeshore, a unique ecosystem of forest, marsh, dunes and beach along Lake Michigan. This dirt and crushed limestone path...
Running between the suburbs of Chicago Heights and Joliet, the Old Plank Road Trail offers views of oak trees and sugar maples, prairie grasses, and wildflowers that peek up through the...
In just a few short miles, the Wauponsee Glacial Trail leaves the urban confines of Joliet to bask in open farmland and reclaimed tallgrass prairie where the bison roam again. Named for a glacial lake...
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,...
When complete, the LaSalle Trail will travel an arrow-straight 3.5 miles between Roseland Town Park in Roseland and the Indiana–Michigan state line. Michigan is currently working on building a trail...
The John Husar I&M Canal Trail is the northernmost trail developed on the Illinois & Michigan Canal National Heritage Corridor. The Illinois & Michigan Canal provided the final link in the water route...
Although just shy of three miles, the Veterans Memorial Trail provides a wooded, paved trail experience for residents in the Chicago suburbs of Romeoville, Lemont, and Woodridge. Those seeking a...
The Monon Trail in Lake County, Indiana—not to be confused with the trail of the same name in Indianapolis—links the two Chicago suburbs of Hammond and Munster. The paved trail occupies an abandoned...
Indiana’s Panhandle Pathway follows a former Pennsylvania Railroad corridor out of Winamac south to Kenneth. Along the way, the trail links the communities of Star City, Thornhope, and Royal Center...
The Techny Trail links downtown Glenview, a charming village northwest of Chicago, with the Techny Basin, a scenic wetlands area adjacent to the West Fork of the Chicago River's North Branch....
Leave the cars at home: the Route 30 Bike Path gives users an alternative way to travel from the Village of Frankfort in the east, through Mokena to New Lenox in the west, a distance of over 7.5...
The Major Taylor Trail is named after legendary African American cyclist Marshall “Major” Taylor, who was one of the most celebrated bicycle racers of the late nineteenth century, setting several...
The Thorn Creek Trail offers a paved route traversing woodlands abundant with wildlife through several communities on the southern outskirts of Chicago. The trail travels from Brownwell Woods in...
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...
The 9-mile Green Bay Trail runs parallel to Chicago's Metra commuter rail line north of the Chicago city limits. Stretching through North Shore towns such as Kenilworth, Winnetka, Highland Park and...
Running between the suburbs of Chicago Heights and Joliet, the Old Plank Road Trail offers views of oak trees and sugar maples, prairie grasses, and wildflowers that peek up through the...
The Marquette Trail offers picturesque views of Lake Michigan as it travels through the Indiana Dunes National Lakeshore. This scenic route follows an abandoned rail line through a variety of diverse...
The Cal-Sag Trail (or, Calumet-Sag Trail) is currently under active construction. It currently has a competed section of over 15 miles, stretching from near its western terminus at the John Husar I&M...
Prairies and dunes are just two of the natural features you’ll experience on the Prairie Duneland Trail, located just a few miles south of the Lake Michigan shoreline and the Indiana Dunes National...
The Tinley Creek Trail is currently in two segments. This southern segment is within the South Green Belt Forest Preserve between Flossmor and Matteson, just west of I-57. The trail traverses wooded...
The North Branch Trail follows the North Branch of the Chicago River over 20 miles through Cook County. The trail was originally a dirt path often used for horseback riding; though it’s now paved, an...
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...
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...
Overall, this was a great trip. It's a towpath so as you expect, almost no change in elevation. Most of the trail is hardpacked gravel, with some pavement. I wouldn't recommend any portion of the trail after much rain, the trail would be too muddy (particularly between Utica and Ottawa). We were really impressed with the staff who seemed to be keeping the trail working. On Utica to LaSalle, there was a downed limb blocking the trail, but it was gone by the time we returned an hour later. Everywhere else, the trail was mostly free of litter except in some of the towns.
The western third from LaSalle to Ottawa is very scenic, with a few of canal, river, caves, flora, fauna, and sandstone cliffs. Someone created a small bridge at the washout between Utica and Ottawa. The middle third from Ottawa to Morris is not as nice, although the stops in Marseilles, Seneca, and Morris are nice. The trail in Seneca stops right next to a well kept Casey's with a clean bathroom, friendly staff, cold gatorade, and a free air compressor. Most of this segment the canal is gone and the trail is down to a small single file track, but still heavily wooded at least. Morris itself is really scenic, but you have to detour around another washed out bridge, I think the route was Ottawa to Fremont/Jefferson to Nettle. Morris to Channahon was our favorite segment, particularly around McKinley Woods and Channahon State Park. The woods and river views were beautiful and the canal waterway was in the best shape here. The section from I-55 to Rockdale was again not-so-nice, reasonably well wooded, but few amenities and not the greatest scenery.
There are few places to stop close to the trail east of Morris. Near Channahon State Park where the trail crosses US Route 6, there's a subway and gas station nearby.
This is a great trail for people looking for something scenic, straightforward, and fun. Very few hills/tough spots and not terribly crowded (on a gorgeous September Saturday) so it was a great choice to bike with our tween and teenager as well. It’s kind of a no-brainer...even where there are no signs, the trail is obvious and, if you get off by accident, you run along a parallel path until it joins back up.
Not the most scenic trail, but it’s pleasantly quiet and good for short morning or evening rides. The surface is new and in excellent condition.
From riding the bluffs to the west and then down close to the Cal Sag in the middle and finally a little more urban to the east you wouldn't know you were in a major metropolitan area. This is a ride that can be taken as the seasons change again and again.
For short family rides, moderate rides or long rides (the maps show a ride to Calumet City) this is one of Chicago lands's finest. Coo-do's to the Cook County Forest Preserve.
Starting at the southernmost point, near the zoo, is great for 2-3 miles. Woodsy, well-maintained asphalt. Very promising. Sadly, the trail then goes onto a big main road, next to a golf course...not fun.
Then we tried from the Northernmost point, at Busse Woods. Terrible. 3 miles through suburban streets, and then onto *terribly* maintained asphalt...bumping along waiting for it to end. We rode a total of 6.5 miles in this direction and then turned around. Very disappointing.
The middle portion of the trail looks promising, so perhaps we'll give that a try one of these days.
Not too bad. Wish they’d repair the bumps like they did Rock Run. I don’t mind the branches and there are a few spots between Joliet and New Lenox; that you can stop for something to snack on if you were riding a long way. They were doing repairs in August, east of Frankfort, on the trail. Going to give it 4 stars. Further away from busy Frankfort you get, the less people you see walking across the trails blocking the path. Remember to share the trails with each other.
The part through the downtown of Lemont is very nice but going west is in bad shape and east bound is gravel, not well maintained. In parts, if you had an accident they might find you for a few days. Short trail in both directions - goes no where. Skip this trail and ride the Cenntenial Trail on the other side of the river. It is a 5 star trail - Lemont is a 1 star
This could be an awesome trail if some repaving were done, from Crown point to tunnel where Sherrerville section starts it’s great. But from that point north it has deep cracks about every 10 or 15 feet and feels like you are riding over perpetual railroad tracks. It hooks right into the oak Savannah trail as well but you have to endure a rough ride to get there. Real shame this trail has been neglected, it could and should be a great trail
My friends and I first rode the original trail from the zoo to I-294 in about 1963. It was a dirt horse path and we often ran into horses near the west end of the trail. After it rained it was a sloppy mess. We often bounced over the hoof prints stamped into the wet soil after it dried up. We could only dream of it some day being paved. There was only a short distance of about 400 feet paved east of Maple Avenue (17th Ave).
There are shelters along the way on the west portion that were built during the depression. The park area just east of Il Rt 45 (La Grange Rd) is shown in aerial photographs taken in the 1930’s. The railroad underpass is part of the old horse trail.
Part of old La Grange Road is on the right just south of Cermak Road. Check out the old La Grange Road bridge abutments heading south from Cermak Road on the left. There is a yellow rope up so you don’t accidentally walk off the edge. An old subdivision that was never built is off to the right south of 31st St. Only the side walks were built and they are covered over with vegetation. There were street lights along the sidewalks when I was a kid.
The path was paved sometime in the late 1960’s or early 1970’s. It nice trail and it’s been extended at both ends over the years. I have been riding up and down it for about 57 years. Time goes fast. Don’t miss it.
My friends and I first rode the original trail from the zoo to I-294 in about 1963. It was a dirt horse path and we often ran into horses near the west end of the trail. After it rained it was a sloppy mess. We often bounced over the hoof prints stamped into the wet soil after it dried up. We could only dream of it some day being paved. There was only a short distance of about 400 feet paved east of Maple Avenue (17th Ave).
There are shelters along the way on the west portion that were built during the depression. The park area just east of Il Rt 45 (La Grange Rd) is shown in aerial photographs taken in the 1930’s. The railroad underpass is part of the old horse trail.
Part of old La Grange Road is on the right just south of Cermak Road. Check out the old La Grange Road bridge abutments heading south from Cermak Road on the left. There is a yellow rope up so you don’t accidentally walk off the edge. An old subdivision that was never built is off to the right south of 31st St. Only the side walks were built and they are covered over with vegetation. There were street lights along the sidewalks when I was a kid.
The path was paved sometime in the late 1960’s or early 1970’s. It nice trail and it’s been extended at both ends over the years. I have been riding up and down it for about 57 years. Time goes fast. Don’t miss it.
I started out in Vernon Hills off of Milwaukee and Rt 22. I went south and it was a great ride. I crossed the bridge at Lake Cook Rd to Cook co. OMG it's a nightmare. Cook country should be ashamed of itself for calling it a trail.
This is a MESS,PERIOD. big stones, at some point you can't figure out where the trail is. UNSAFE FOR ANYONE. It's so shady in the forest floor you can't see the ruts until it's too late. You will get hurt on this trail on the Cook Co. side.
I hit two of them and one I got knocked into a tree. Don't be fooled , stay North of Lake Cook Rd and you will have a ride. Nice gravel and level trail. NEVER AGAIN will I travel South of the LC rd bridge.
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