Find the top rated walking trails in Bolingbrook, whether you're looking for an easy short walking trail or a long walking trail, you'll find what you're looking for. Click on a walking trail below to find trail descriptions, trail maps, photos, and reviews.
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The Kankakee River Trail is fairly wooded and runs primarily through Kankakee River State Park. Walkers, bicyclists, and cross-country skiers can enjoy more than ten miles of trail along the north...
The Bartlett Trail is a recreational trail in the Village of Bartlett, Du Page county. Though short, the trail is conveniently located as a space for exercise, while providing a safe route to school...
The H.U.M. Trail (a.k.a. the Huntley-Union-Marengo Trail) was planned to link all three of its namesake northern Illinois towns, but so far only connects Marengo and Union. Interestingly, the...
This regional trail connects two of DuPage County's forest preserves—Herrick Lake and Danada—on a crushed stone pathway nearly 6 miles long. Together, the preserves cover more than 1,600 acres of...
The village of Palatine has connected many of its community assets with two long sections of off-road, multi-use trail. The more popular northern section is the one most references call simply and...
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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...
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 Buffalo Creek Trail makes a loop around the scenic Buffalo Creek Forest Preserve in Long Grove. The crushed-gravel trail provides access to facilities throughout the park. Along the way, you’ll...
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...
El Paseo runs through the vibrant Chicago neighborhood of Pilsen, once home to a large Czech population but now the center of the Lower West Side’s Latino community. The neighborhood is filled with...
Blackberry Trail follows a stretch of Blackberry Creek in Montgomery, Illinois. The trail is accessible from the forest preserve entrance at Caliendo Circle. Heading north, the trail reaches Mayfield...
The Stearns Road Bike Path is a dedicated sidepath traveling from Hanover Park to the Bartlett, in the Chicago suburbs. The asphalt path sits on the north side of Greenbrook Boulevard/ Stearns Road,...
The Marquette Trail, also known as the Marquette Greenway, will one day span more than 50 miles through Northwest Indiana, connecting communities along the southern shore of Lake Michigan. The...
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The the Fox River Trail (FRT) was built on stretches of three former railroads: Chicago, Aurora & Elgin; Aurora, Elgin, & Fox River Electric; and Chicago & North Western. Today, it hosts a multitude...
The Chesapeake and Ohio Greenway (also referred to as the C&O Trail) offers a short, paved route through Merrillville, a town just a few miles south of Gary and the southern tip of Lake Michigan. The...
The Joliet Junction Trail is a paved path that travels north–south through the west side of Joliet. It occupies an abandoned Elgin, Joliet and Eastern Railway corridor that in its last years was known...
The Ottawa Riverwalk runs directly beside the beautiful Fox River, just north of its confluence with the larger Illinois River. It's a tranquil walkway with river views along its entire length. To...
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The Salt Creek Trail travels nearly 27 miles from the Brookfield Zoo to Busse Woods Forest Preserve. Along the way it connects several beautiful county forest preserves and other woodland...
The Millennium Trail currently spans just over 30 miles in two disconnected segments, but there are plans to extend it to 35 miles and connect it to the Des Plaines River Trail. The trail goes through...
The East Northbrook Trail is a 1-mile route through a wooded corridor adjacent to an out-of-service rail corridor in the Village of Northbrook. The trail provides access to residential neighborhoods,...
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,...
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....
Blackberry Trail follows a stretch of Blackberry Creek in Montgomery, Illinois. The trail is accessible from the forest preserve entrance at Caliendo Circle. Heading north, the trail reaches Mayfield...
The Stearns Road Bike Path is a dedicated sidepath traveling from Hanover Park to the Bartlett, in the Chicago suburbs. The asphalt path sits on the north side of Greenbrook Boulevard/ Stearns Road,...
The Prairie Point Trail is a scenic neighborhood route that connects twice to the longer Grove Road Trail. While never far from houses, the trail offers surprising scenery, including a stretch along a...
The Poplar Creek Trail is a 9.5-mile paved loop around Poplar Creek Forest Preserve near Hoffman Estates. The trail has a couple of hills but is otherwise level and makes for a pleasant journey...
The Salt Creek Trail travels nearly 27 miles from the Brookfield Zoo to Busse Woods Forest Preserve. Along the way it connects several beautiful county forest preserves and other woodland...
Note: Erosion caused by surging waves off Lake Michigan has caused the trail to collapse in sections. The eastern half of the trail along Lake Michigan is closed indefinitely. See the Chicago Park...
The Bartlett Trail is a recreational trail in the Village of Bartlett, Du Page county. Though short, the trail is conveniently located as a space for exercise, while providing a safe route to school...
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...
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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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An excellent example of land use in greater Chicago, the entire Skokie Valley Trail corridor is a rail-with-trail, paralleled by double tracks that sit about 40 feet to the west of the trail surface....
Moraine Hills State Park Trail offers a wonderful experience for any geology or nature aficionado. A moraine is an accumulation of earth and stones carried and finally deposited by a glacier....
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The Fort Beggs Bike Trail (North) is a nearly mile-and-a-half long trail in Plainfield, Illinois. The trail shares the electric utility right-of-way, stretching from Fort Beggs Drive south to Spring...
The Southern Dupage County Regional Trail connects multiple of the larger forest preserves in Dupage county together. Starting near the intersection of 75th st and Ogden Ave in Aurora, the trail runs...
Ridgefield Trace currently consists of two short segments open for use. The western section runs from McHenry County College on US 14 in Crystal Lake to just west of N. Oak Street. Active railroad...
The Middlefork Savanna Forest Preserve is a natural gem hidden in an high-income neighborhood of Lake Forest, Illinois. Those 600 acres are home to perhaps the best-preserved example of the rare...
The Preservation Path is a two-mile paved trail in the community of Matteson, Illinois. The path begins on Vollmer Road and terminates at the Old Plank Road Trail. The trail is paved with center...
The Great Divide Trail sits is a one mile non-motorized trail through a negihborhood at the northern tip of Joliet, Illinois. The paved trail, which sits in the shadow of electric transmission lines,...
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...
Ridgefield Trace currently consists of two short segments open for use. The western section runs from McHenry County College on US 14 in Crystal Lake to just west of N. Oak Street. Active railroad...
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...
The DeKalb Nature Trail provides a pleasant, tree-lined route in northern DeKalb. Near its western trailhead, it crosses the Kishwaukee River and passes through the Nehring Forest Preserve. Further...
Although the Phyllis Harmon Path is short, it's an important connector in an east-west bike/ped route between Arlington Heights and Glencoe. Following Dundee Road, the paved trail goes from the Des...
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The Skokie Valley Trail in Cook County parallels active train tracks in the Village of Skokie, providing easy access to both the Oakton–Skokie and Dempster–Skokie stations on the CTA’s Yellow Line....
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 Prairie Point Trail is a scenic neighborhood route that connects twice to the longer Grove Road Trail. While never far from houses, the trail offers surprising scenery, including a stretch along a...
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 Stearns Road Bike Path is a dedicated sidepath traveling from Hanover Park to the Bartlett, in the Chicago suburbs. The asphalt path sits on the north side of Greenbrook Boulevard/ Stearns Road,...
The Fort Beggs Bike Trail (North) is a nearly mile-and-a-half long trail in Plainfield, Illinois. The trail shares the electric utility right-of-way, stretching from Fort Beggs Drive south to Spring...
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The Bloomingdale Trail, part of “The 606” park system, is a 3-mile, elevated rail-trail on Chicago’s northwest side. Built on a former rail line, the trail sits 17 feet above four of the city’s...
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The eastern segment of the Great Western Trail in Illinois follows 12 miles of an abandoned railway corridor through DuPage County, between Villa Park and West Chicago. There are plans to extend the...
The Pennsy Greenway stretches between Calumet City, Illinois, and Schererville, Indiana. The trail begins at the southern end of the Burnham Greenway on the eastern edge of the Forest Preserve...
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 Erie Lackawanna Trail connects Crown Point and Hammond, two former rail junctions whose early fortunes were tied to the tracks carrying people and goods to and from Chicago. Despite traveling...
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 the Fox River Trail (FRT) was built on stretches of three former railroads: Chicago, Aurora & Elgin; Aurora, Elgin, & Fox River Electric; and Chicago & North Western. Today, it hosts a multitude...
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...
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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....
I frequent this trail almost twice a month or more for inline skating because of the asphalt. A few bridges to cross but nothing to difficult. The trail crosses into Naperville where you go into a part of a forest preserve but then goes out into open fields. Beautiful all year round and always clean.
It’s clean with some recently repaired spots where roots broke through. Careful crossing by Walmart. Beautiful riding to the power plant.
Prairie Duneland was the first rail trail we rode, so for us it's a sentimental favorite. It's also close to home, so we ride it often.
As others have noted, most of the trail is well shaded and screened by trees, making it a cooler ride on hot days. The tree screening also helps make windy days more manageable.
But, with trees come roots, which often are the source of bumps and cracks on paved trails. Other than a short stretch near the Cleveland Avenue trailhead in Hobart, this trail mostly has escaped that problem. (Technically, that stretch is actually on the Oak Savannah trail, see below.)
Another good thing about Prairie Duneland is that it connects to several other trails. Just west of 149, the Iron Horse Heritage Trail branches off to the north - at about 2 miles it's a relatively short but nice trail.
Prairie Duneland also connects seamlessly at its west end to the Oak Savannah trail - in fact, if you start in Chesterton and head west, the last mile and a half or so before Cleveland Ave is actually the Oak Savannah. If you're so inclined (and willing to put up with a stretch of some twists and turns with non-existent signage through downtown Hobart), you can ride the entire Oak Savannah, link to the Erie Lackawanna Trail in Griffith, and end up in Crown Point.
These trails are all almost entirely flat and well paved. The one warning is that a rail crossing at roughly mid-point on Oak Savannah can sometimes be blocked by stopped trains.
I've been riding this trail since the early 90s and absolutely adore it. In high school I would ride from St Charles to Batavia and back every morning, and now I love doing 50 mile round trips from Oswego up to St Charles.
Absolutely scenic any time of year. As some have mentioned it can get busy on summer weekends, but nothing too bad. 99% of it is paved so road bikes should have no problems at all.
Tons of parks to take breaks at, lots of great restaurants and food stops as well. The trolley museum in Elgin, the Fabyan museum, Japanese tea garden, and windmill in Batavia are must-stops.
The FRT also links up to the Virgil Gilman Trail, the Prairie Path (one of its spurs), and quite a few others, so if you're really looking to rack up the milage you have a lot to choose from!
I have to agree with the previous reviewer in that this trail is not a destination in itself but does connect two very good trails. Leroy Oaks on the south end is very nice and worth some time (yes the bridge is rough, it has always been that way, I often wonder why). If you make the loop through St Charles using the Fox River Trail it’s a nice 15 or so mile trip.
I agree with the reviews of the trail south of Lake Cook Rd. It’s ok for a few miles south but there’s a notable difference of trail conditions from the trail north. Two different counties and budgets to maintain them, I assume. Traveled this trail multiple times this past COVID season. It’s my first year biking in 40 yrs and wow, what a great trail.
Runs along the river. The park is nice but the trail seems a little dirty with trash around the sides. There are multiple benches along the trail for resting. Not a bad trail, but not a very pretty trail either. So if you’re looking for some sight-seeing as you run then this may not be the ideal spot to run.
Runs along the river. The park is nice but the trail seems a little dirty with trash around the sides. There are multiple benches along the trail for resting. Not a bad trail, but not a very pretty trail either. So if you’re looking for some sight-seeing as you run then this may not be the ideal spot to run.
This trail is the beat I’ve ridden on. I’m new to biking but this trail, so far, is my favorite. Paved the entire way or off roading choice if you’d like as well. I like to mix it up a bit.
Started at Fairfield and 176 (waconda). Ample parking but not that crowded. Went north past the dog park through some gentle turns and inclines. Beautiful ponds along the way with plenty of benches along the way to stop and rest Went all the way to Ray’s and looped back around with a total of about 8-9 miles It is our go to trail for fresh air They also have a two other trails there, one goes northwest and one that goes east toward Mundelein
We rode this trail in early Nov 2020, and liked it so much we returned two weeks later for another run. This is one of the most interesting of the suburban trails we have ridden, with a number of bridge crossings of the creek. The trail winds through various Forest Preserve forests and meadows on its north end, before veering due south at Glenwood for a long straight stretch, then wanders through several pleasant neighborhood-adjacent parks before ending at Sauk Lake.
Well worth adding the very peaceful and scenic Black Trail loop around Sauk Lake, just be prepared for that one steep hill at the back, lol! An added benefit is that Thorn Creek Trail is amazingly smooth, with very few of those root-bump cracks that you always seem to feel so much more on the return trip.
Ignore the nonsense in the "Parking and Trail Access" section about the northern trailhead being at "Wapum" (Actually Wampum) Lake Woods. There's no trailhead there, they need to change that. Park at Lansing Woods on 186th just east of Torrence.
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