Explore the best rated trails in Naperville, 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 94 trails covering 969 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 Pennsy Greenway is currently open in two segments between Calumet City, Illinois, and Schererville, Indiana. The northern portion begins at the southern end of the Burnham Greenway in Calumet City...
The Palos Heights Bike Trail offers a north-south route through residential and commercial areas on the west side of the community. It's also a key connector between two regionally important...
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...
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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...
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 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...
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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...
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...
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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....
The Kishwaukee Riverfront Path winds nearly 7 miles through downtown Belvidere, east of Rockford in northern Illinois. As its name implies, the paved scenic trail follows the waterway for most of its...
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 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 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 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 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...
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...
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...
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...
About an hour northwest of Chicago, the beautiful Grant Woods Forest Preserve spans more than 1,000 acres, offering an outdoor respite of prairie, woodlands and marshes. The crushed limestone pathway...
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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....
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,...
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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...
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,...
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...
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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 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 Prairie Crossing Bike Path is a hard surface trail connecting Mundelein to Grayslake in central Lake County, Illinois. The trail is perpendicular to the 30-plus-mile Millennium Trail, which it...
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 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....
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...
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 Hebron Trail rolls across the northern Illinois prairie through the former corridor of the Kenosha and Rockford Railroad, known as the Kenosha Division Line at the time of its demise in 1939....
The Paul Douglas and Crabtree Preserve Trail System connects two large nature preserves in northwestern Cook County. The trail begins at the Old Stover Trailhead in the Crabtree Preserve, near the...
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...
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...
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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...
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,...
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 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 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 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 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 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 Pennsy Greenway is currently open in two segments between Calumet City, Illinois, and Schererville, Indiana. The northern portion begins at the southern end of the Burnham Greenway in Calumet City...
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...
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 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 Prairie Crossing Bike Path is a hard surface trail connecting Mundelein to Grayslake in central Lake County, Illinois. The trail is perpendicular to the 30-plus-mile Millennium Trail, which it...
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 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 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 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 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...
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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....
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 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 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 DuPage River Trail spans nearly 30 miles across two counties: DuPage and Will. It's currently open in several disconnected segments mainly in parks and forest preserves beginning in Warrenville...
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 Kishwaukee Riverfront Path winds nearly 7 miles through downtown Belvidere, east of Rockford in northern Illinois. As its name implies, the paved scenic trail follows the waterway for most of its...
I've rode nearly 90% of this trail and enjoyed 100% of it! Definitely not a paved trail as many have noted and a bit muddy in spots (West of Marseilles), you have to appreciate the awesome views this trail has to offer! Small towns spaced every 5-6 miles offer a rich historical past, shopping, dining, many parks, and a glimpse of life as it was back in the days. Plenty of nature to photograph so make sure you bring your camera. The trail can use some much needed maintenance in areas, while other spots offer a flat and firm surface. Recent trees that have fallen over the trail have been cut. At one section between Utica and Ottawa there is a bridge out, but a small wooden plank has been erected to navigate the small creek. Plan an all day ride and you will not be disappointed with the scenic views and fun this trail can offer!
The Fox River Trail is a gem in so many ways. I usually park in Dundee or Geneva, IL. I can go north or south on the trail from either of these towns and get a 24 mile ride in. The towns along the way are just super for stopping for lunch, coffee, shopping and of course ice cream. The trails are so well maintained and there is a scenery change no matter what direction you go. I don't have a favorite direction each one is great. The Fox River is never too far away. I would recommend this trail to everyone and will continue to ride the trail as much as I can. The Fox River Trail also connects to the Illinois Prairie Path which takes you to another great town Wheaton. I park in South Elgin and ride south to connect to the Illinois Prairie Path. Wow! lots of places to eat in Wheaton. Hope everyone gets out and enjoys the Fox River Trail.
What a great trail to just kick back, ride your bike and enjoy the scenery. No pressures of getting lost - well marked trail. If you wind around a couple times through the different spurs you can get quite a few miles in. I loved the day and will return next summer. Herrick Lake is so peaceful.
I try and ride this trail every spring. Great way to get your legs back in shape after a long winter in Illinois. I usually take the main loop around twice. I go one direction and then turn around and go the other way getting a look at the scenery both ways. The main loop is about 8 miles around so I end up getting 16 miles in. The scenery is nice and the trail is well maintained. You are hardly ever riding alone.
I use the southern most part of Trail from Bloomindale Ave up to Ohare mostly. Trail is great, views, water at groves is close, only negative is all dead wood after flooding. I t can sit and block trails for months until its removed.
The bridge that crosses the DesPlaines River at the east end of the trail (along Willow Springs Road) has been replaced and is now open.
2 WOMEN ATTACKED BY MAN WITH HAMMER ON CRYSTAL LAKE BIKE TRAIL 9/24/19 515pm7https://abc7chicago.com/2-women-reportedly-attacked-by-man-with-hammer-on-crystal-lake-bike-trail/5566978/
We rode the main trail and explored a few trails leading off the main trail on our mountain bikes. The only complaint is the lack of water. We are going back in a couple of days to do two loops and try more side trails. We will bring a cooler with our supplies
We came thru off of Batavia Rd and was an easy no traffic ride. Easy loop back to Prairie Path Trail. Headed north on Kirk and is under construction and west side bike trail is terrible going up to Faybian Pkwy.
We’ve spent many hours on this trail since we started riding a tandem two and a half years ago. We live close the Virgil Gilman trail in Sugar Grove and have spent most of our time on the southern half of the Fox River trail north and south of its junction with the Gilman Trail. The Fox River Trail also connects with the Illinois Prairie Path and its spurs as you venture north of Aurora through Elgin.
Six weeks or so ago we decided that we would try to ride the entire length of the trail and back. We spent the last couple of weeks on the northern section of the trail making sure that we knew our way through the northern half which has a few sections that go around short breaks in the paved trail such as north of State Street in South Elgin and heading south into South Elgin where the trail meets Raymond Street, there is also a junction to the Elgin spur of the Prairie Path. If you cross Raymond Street, you’ll be on the Prairie Path which you can use to go around South Elgin. To stay on the Fox River Trail, do not cross Raymond – go around the corner to the right. Each of these practice runs also included the hilliest section of the trail between South Elgin and Batavia. Tandems are crazy fast downhill due to the mass and aerodynamics but riding up long hills takes a special kind of love!
Yes, the trail can be busy around the towns; especially on weekends. The same reasons we are attracted to this trail also brings out the people walking and families. We thought doing our end to end ride would be better on a Friday but there were a surprising number of folks enjoying the beautiful day with us. We’re just patient with passing and give a thank you as we go by. More so than some other trails, there are many surface crossings so this trail will not boost your average speed, but we find these limitations to be a reasonable trade-off for this well-maintained trail.
The ride yesterday was generally incident free and went according to plan and was our longest ride to date on the tandem. We started out with a rear derailleur skipping issue which was very annoying (you shift more on a tandem than a single) but a quick adjustment at our first rest stop and all was well. The only other issue was a bridge replacement over Poplar Creek just north of South Elgin. Last Sunday there was no sign of construction, but we approached yesterday to find the trail closed. We checked it out to find that the old bridge had been removed but the new one was not yet installed. Fortunately, we found an unofficial detour and continued. Southbound, there was a sign that indicated the trail would be closed through the end of the month.
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