Explore the best rated trails in Bolingbrook, IL. Whether you're looking for an easy walking trail or a bike trail like the Illinois & Michigan Canal State Trail and Tall Grass Greenway Trail. With more than 110 trails covering 4755 miles you’re bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
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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 Grove Road Trail parallels the local thoroughfare in the Village of Oswego, located near the southwestern edge of the Chicagoland metropolitan area. In the north, the trail begins on the east...
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...
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 DeKalb-Sycamore Trail—also known as the Peace Road Trail—parallels the eastern side of Peace Road from DeKalb to Sycamore in northern Illinois. Along the way, you'll pass a mixture of residential...
The Orland Park Bikeway provides a great connector across the Chicago suburb of Orland Park. On its southern end, the trail begins at W. 159th Street and winds its way through Centennial Park, which...
Turkey Creek Trail is a short but sweet walk or ride through the beautiful Ivan Gatlin Nature Preserve in the northwestern Indiana community of Schererville. This wetland area provides the opportunity...
The Chicago Lakefront Trail is aptly named; it spans 19 miles along the shore of Lake Michigan, going right through downtown Chicago and passing many cultural and tourist attractions throughout the...
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...
This shared-use path runs east-west through the village of Carol Stream in Du Page county. Sitting on the grassy north side of Lies Road between Fair Oaks Road and Gary Avenue, the path is used as an...
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 North Branch Riverwalk is a 0.6 mile biking and walking trail located on Chicago's northside along the North Branch of the Chicago River, nestled between Gordon Tech High School and Lane Tech High...
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 Tall Grass Greenway Trail is a trail that runs along the right of way for ComEd powerlines. The trail goes mainly through neighborhoods in south Naperville, and meets up with the south branch of...
Prospect Heights has very few sidewalks, so biking, inline skating or walking are moved to the streets or in the parks. Don't underestimate the Prospect Heights Bike Path which is over four miles of...
The Little Calumet River Levee Trail zig-zags east-west between Gary and Munster in Lake County, bringing residents to the river and its wetlands, and offering ample opportunities for birding and...
This bike path sits on the east side of Almond Road between Washington Street and Fairfield Lane in Gurnee. The 8-foot wide asphalt path is used by residents as a spot for exercise and recreation, but...
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...
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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 Kuhn Road Trail starts on Lies Road, at Glenbard North High School and continues south along Kuhn Road, past single-family homes and Friendship Park. The trail officially ends at Barbara O'Rahilly...
The Commonwealth Edison Bikeway is a short paved trail that occupies an overhead electric utility corridor owned by Commonwealth Edison, the local utility company—hence the trail's name. While lacking...
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 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...
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....
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...
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The 4.4-mile River Bend Trail is so named for the loop of Fox River along which it follows on its eastern end. It's here that you can connect to the scenic Fox River Trail to travel 43 miles along the...
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Illinois’ Centennial Trail runs through parts of three suburban counties from Willow Springs Road to Romeo Road/135th Street southwest of Chicago. The trail occupies a thin strip of land between the...
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 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...
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...
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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...
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...
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 Fermilab Trail garners its name by running though the campus of the Fermi National Accelerator Laboratory (Fermilab), the former home of the Tevatron particle accelerator. The 3.9-mile particle...
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...
The Struckman Boulevard Path is just over a mile long, stretching between Bartlett Road and State Route 59, (although the path narrows from the end of Sunset Park up to the end on SR 59). That said,...
The Kishwaukee-Kiwanis Trail winds through the northern Illinois town of DeKalb, coursing along a river, through woodlands, among open spaces through parks and through suburban back yards. The trail...
As the name suggests, the Lake George trail travels along the north shore of Lake George, turning north at Calumet Ave/US 41 to skirt the east shore of Wolf Lake. From Lake George the trail also heads...
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...
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 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 Kuhn Road Trail starts on Lies Road, at Glenbard North High School and continues south along Kuhn Road, past single-family homes and Friendship Park. The trail officially ends at Barbara O'Rahilly...
The Gary Green Link Trail is part of the Buchanan Street Green Gateway project and follows the Grand Calumet River starting at Bridge Street on its way to Broadway at City Hall. It is about 4.4 miles...
The North Shore Bike Path runs for nearly 8 miles between Lake Bluff and Mundelein, paralleling State Route 176 for the path's entire length. The trail is one of dozens in the Chicagoland area, all of...
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...
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 Kishwaukee-Kiwanis Trail winds through the northern Illinois town of DeKalb, coursing along a river, through woodlands, among open spaces through parks and through suburban back yards. The trail...
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 Robert McClory Bike Path runs the length of Lake County, knitting together a string of communities on the north shore of Chicago all the way to the Wisconsin border. In 1997, the trail was named...
The Waubonsie Trail links Boulder Hill and the Village of Oswego via a greenway corridor within a residential community. The eastern trailhead is in Jaycee Park, which offers a playground, picnic...
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 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...
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....
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 Oswego Prairie Trail is a short paved route that occupies an overhead electric utility corridor owned by Commonwealth Edison. The path forms a direct link between two parks in Oswego—Farmington...
The Chain O' Lakes Bike Path is a paved trail that runs between E. Grand Avenue in Fox Lake and Grant Woods Forest Preserve to the east. The trail parallels the railroad track and Rollins Road/CR 31,...
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,...
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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 Timber Ridge trail is located on the eastern side of the Timber Ridge Forest Preserve in west Chicago. The preserve offers several trails, fishing, picnicking, and is home to Kline Creek Farms,...
Went from Wilmette to Highland Park where I just turned around and went home.The trail markings up to Highland Park were easy to read and came up often.In Highland Park, the trail markings became less often and confusing.I gave up and went home.The trail is flat and can give a feeling of being closed in at times,not a trail of open spaces.
A nice ride. The hub is a good place to start.
Started from the Bourbonnais side and did the entire thing as a loop. There's about three miles of crushed limestone which turns out is the most predictable part of the trail. The rest is asphalt, but it's just… ok. This entire trail is "just ok".
Let's start with the asphalt: it's not great. It's not terrible, but it's got some really bad root upheave throughout. There are a handful of actually dangerous potholes in there as well. Because so much of the trail is partially shaded it can be difficult to spot any of the rough spots (if it was fully open or fully shaded your eyes could adjust, but the dappled light makes it impossible to ever fully acclimate).
Then there's the overall design of the trail. While it has some interesting hills and turns, they're often innundated with blind curves. Even some of the straight sections have overgrowth encroaching on the trail making this even worse.
Finally this trail is seemingly used by people who don't seem to have a lot of shared trail experience. People walk on both sides of the path. Announcing yourself will have people moving in lots of unpredictable directions; instead of moving to the right, they may act startled and actually move LEFT. One person who knew I was coming up and I approached very slowly from behind didn't even acknowledge me – instead they just started, very slowly, moving to the left side of the trail until they were OFF the trail. On shared paths you want every person to move predictably. This was not a thing on this trail apparently.
What this adds up to is that you end up having to constantly be on extra high alert and you're not going to be going very fast. You'll maintain a medium speed, and any time you really want to push it, the conditions of the trail will quickly make you dial it back.
The scenery was ok. Some good glimpses of the river, but nothing dramatic. A lot of similar looking woods. A few breaks in the woods as you go through the park system, meaning picnic shelters and overlooks. No real meadows or fields or even sections right up next to the water. The trail did provide good shade from the sun, so if it's a hot day, this trail should be fine temperature-wise.
The crushed limestone section was the best part of the trail, primarily because it was (as mentioned above) the most predictable. Far less traffic. No weird asphalt cracks / root upheave / holes to deal with. They were fine even on my narrow 700x23 tires.
This trail is really designed for recreational riders, and it's fine for that. If you want to go faster look elsewhere. Probably decent for a recovery ride. Not worth a longer drive than 30 minutes unless you're already in the area.
1. A bridge across the channel just north of Lincoln Avenue now connects the two main sections of the trail. This means you can go from Devon Avenue to Argyle Avenue with no street crossings.
2. The trail through the Evanston arboretum is now paved, so the west side path is continuous from Lincoln to Green Bay Road.
Hit this trail in two different trips. Came on 7/21/2022 and started at Daniel Wright Woods and headed north, rode about 20 miles north. The trail was limestone and appeared to be in relatively good shape. Trail was a mixture of shade and sun. This part of the trail was well maintained and enjoyable. On 7/28/2022, we came back, started at the Half Way Forest Preserve and headed south. The first 5 miles were just like the week before, well maintained and after that things drastically got worse. There was a lack of signage and also the trail was very poorly maintained. We had to worry about going around so many mud puddles and also there were plenty of areas where it looked like rain at one time washed out the area and made nice sized gulley's. We got 11 miles in and the trail abruptly ends...no signage or maps at all to tell you where you need to go. Luckily, I had my phone and checked the traillink app, but we decided, that we had enough of the rough terrain, that we headed back. Such a disappointment.
One issue with this trail is the entry spur that parallels Bode road just west of Barrington. This section is full of tiny GLASS particles that are causing numerous flat bike tires.
Trail Connects some really nice smaller trails together and some larger trails as well like the Illinois prairie path. The connectors between a smaller trails generally run long busy streets and are not very well-maintained but if they were this would be an outstanding way to see some really nice trails that are scattered all out in the southwest suburbs.
This was not at all about prairies or dunes. It was nicely paved and shady suburban trail. Needed to be trimmed back some but over all very nice. Had more road crossings than we like but I would ride it again.
I agree with the other reviewers that the trail is generally much better in Lake county north of Lake Cook road. Although sections of the trail south of Lake Cook Road are rough, I did not have any problems riding it with my no suspension, narrow tire hybrid bike. The trail is also not well marked in Cook county. Some may consider those as negative but I actually liked that the Cook county portion was more natural and challenging. In some ways it was more enjoyable to ride than the well manicured portion further north.
I rode the Cook county portion in mid summer. I can see that sections may be flooded at times, especially in the spring.
I started from the eastern trailhead off Hill Avenue. The parking lot is quite small – it can fit about six cars or so. There are other plenty of other access points with parking lots with more space, but the eastern side didn't seem to be nearly as busy as the other parts of the trail.
I will say this trail is pretty interesting from a road bike perspective. It goes through a decent amount of variety – everything from suburban backyards to country homes to pretty farmland to city parks to extremely dense forest, some of which was absolutely breathtaking. The western end was particular jaw dropping in this regard; as someone who's seen plenty of typical Illinois forests, this was something else. It was both lush and dense, but you could see far into the woods. This is the middle of summer so it was shockingly green – not just typical forest preserve green, but glowing green. In addition, there were a number of bridges to cross, either over roadways or bodies of water, ranging from ultra modern to some that looked positively rustic.
I split this trail into the eastern and western sections. The eastern section is a bit more rough – there's much more root upheave to the paved surface. It's not overwhelming (I'm looking at you Old Plank Road Trail), but there are enough that you need to be paying attention or some may sneak up on you and cause a crash. For that reason plus the fact that there are far more road crossings (that cars never seem to stop for you) on the eastern section, and it's a bit slower than the western section.
The western section has far fewer road crossings and allows you to pick up some speed and momentum. You can easily hit 25 MPH in some sections, especially off the bigger bridges. By the way, you should maintain control on the descent from those bridges; one has a rough patch of pavement (there are signs warning you about this), but more importantly, sometimes there are turns that sneak up on you. Speaking of which, there ARE a number of turns throughout that you may need to slow down, especially if you're riding it for the first time. It makes the ride interesting, but I'm so used to extremely straight trails here in Illinois that I was caught by surprise a few times. Not enought to cause an issue, but it did get my heart pumping a few times.
I did stop at Bliss Woods when it turns gravel and skipped the last half mile of the western section, as I didn't want to ride the crushed limestone of that part on my road bike. You could do it though easily with any bike though. Also note that there is a very small section that takes surface streets through an odd industrial / residential neighborhood and it's not well marked where you should turn when the trails dumps you there. Really there's only one way to go with one turn (which is marked) but it would probably be helpful to make a note of it. This happens going westward when you cross South Lake Street.
My suggestion is to start on the eastern side – you can use the rapid-fire road crossings and rougher surface to warm up and cool down, leaving the western section for a fun, speedy ride. Definitely a ride to hit if you're in the area.
Trail use to have a hard packed crushed stone surface. Was a great ride. Very beautiful route. New surface is large loose stone. Stone makes for a very slow rough ride. Some sections the stone is too deep and could cause a spill.
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