Explore the best rated trails in Darien, 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 89 trails covering 953 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 Randall Road Bike Trail offers a 4-mile paved north-south route along its namesake roadway in a suburb west of Chicago. A highlight of the journey is the trail's passage through the LeRoy Oakes...
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 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 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...
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...
Little Calumet River Levee Trail stretches from Munster to Gary, Indiana. The trail zigs and zags through a number of local parks including Riverside Park, Wicker Memorial Park, Homestead Park,...
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 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 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...
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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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 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 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 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 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 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,...
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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....
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...
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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 Cal-Sag Trail (or, Calumet-Sag Trail) is currently under active construction. As of early 2018, it has a competed section of about 13 miles, stretching from near its western terminus at the John...
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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 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 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 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...
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 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 Union Pacific Recreation Path offers a short route through the Village of Lincolnwood's east side between Devon and Touhy avenues. Following the former Union Pacific Railroad, the rail-trail...
The Northerly Island Trail offers access to a vast, natural oasis in one of the largest cities in America. Chicago’s Northerly Island—actually a 91-acre peninsula—was designed by Daniel H. Burnham,...
The Cal-Sag Trail (or, Calumet-Sag Trail) is currently under active construction. As of early 2018, it has a competed section of about 13 miles, stretching from near its western terminus at the John...
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 Deer Grove Trail is one of several great Chicagoland trails located in properties of the Forest Preserve of Cook County. Deer Grove is the oldest of all the Cook County preserves. It's comprised...
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....
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....
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...
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...
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....
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...
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 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 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 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 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 Burnham Greenway is composed of two distinct portions that both run along a former railroad corridor between Chicago and Lansing, Illinois. There are plans to extend and connect these short...
The Virgil L. Gilman Trail travels from quiet forest and prairie lands to bustling neighborhoods in just 11 miles, linking a woodsy community college campus with the eastern Chicago suburb 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...
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 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 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 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 Union Pacific Recreation Path offers a short route through the Village of Lincolnwood's east side between Devon and Touhy avenues. Following the former Union Pacific Railroad, the rail-trail...
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 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 Hickory Creek Bikeway offers nearly 4 miles of paved pathway through a wooded preserve. On its western end, the trail begins at Hickory Creek Barrens Nature Preserve and Lincolnway Road; on the...
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...
Although just shy of two 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 longer...
The Dunes Kankakee Trail is a 3-mile walking and bike path that begins in the Indiana Dunes State Park and travels south to Chesterton. It connects the Calumet Trail, which is also in the state park,...
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 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...
First-time visitors to the Oak Savannah Trail might be surprised at the profusion of natural areas they’ll encounter as they travel the 9.5 miles between Hobart and Griffith in northern Indiana’s...
I love this trail. I was SO DISAPPOINTED that the trail was cut off at Willow Springs Road. Now I am wondering if the trail was open from 135th street to
Willow Springs Road.
I am also wondering what kind kind of promise is for the future.
Loved the ride. Few major road crossings but overall nice trail and not overcrowded at all
We enjoyed this trail. We had serpentineed our way from Wheaton to Batavia on the Prarie Path, were a bit tired and seeking a more direct route back. We left the Batavia Spur off the Fox River Trail, cut on a couple of neighborhood streets and entered Fermi on the Western side. (Kirk Rd and Pine Street) we weren't sure we were on a trail, (there was construction at the entrance)...but then we rode through the very interesting Fermi Labs. Nice easy paved trail on the side of the road. The trail took us to Batavia Rd which had a wide sidewalk for riding all the way to Butterfield Rd to pick the Prarie Path back up in Warrenville. A nice reprieve for our sore legs and enjoyable route!
Had my first ride on the IPP since moving to the western suburbs. I started on the main stem around Hillside, going west. Around Villa Park, I took the Wheaton Branch to Prince Crossing Rd, then picked up the Great Western Trail east, back to the main stem. Of the 37 miles I rode, about 95% was crushed limestone. Fortunately, for my first time out, I took a bike with larger tires and fenders. I came across quite a few puddles and muddy spots, and the larger tires handled the limestone well. I might be comfortable doing this ride on a 'cross bike, but I'm not sure how I'd feel taking my road bike out on it. I've seen enough of the Wheaton Spur already; way too many crossings. However, it would be a great stretch for a relaxing/recovery ride, with intensions of dining, or stopping for a beer or coffee. There are several spots one could pull off around Lombard or Glen Ellyn. I also noticed that large portions of that trail had smooth, paved, lightly trafficked roads running parallel to it. But, even managing to use roads whenever possible, all the stops and crossings break up the momentum. Hopefully, other branches of the trail have a more accommodating surface. Though for a crushed limestone path, it was pretty well packed.
Have to cross busy streets on this trail, but otherwise very nice for walking or riding a bike.
Too many damn trees and straight always. No trail markings. Started at essington/ingles and ended up by the starved rock dam...
The 1890’s working Farm is also a nice bonus including gift shop and modern rest rooms.
Took a early spring hike and path is wide and very easy to navigate. An occasional bench to sit, watch and reflect. Birds were everywhere. Some sightings were red headed woodpeckers, flicker woodpeckers, blue birds, blue jays, sand hill cranes, killdeer,,brown creeper, numerous red wing black birds and robins and many more birds I can’t name. Enjoyed taking the grassy trails that took us closer to water. A delightful place to visit!
We have been riding this trail every weekend for 10+ years. However, we took our first ride of the year for 2019 yesterday, and the trail is in bad shape. With the bridge out, there is no way to get on the Centennial Trail from Willow Springs. Is there a plan to repave the trail anytime soon?
I rode this trail yesterday while I had some time to myself. It was in the 30's, with a very light snow falling. That meant that very few people were out on the trail. That also meant it was a great day for a ride. I parked off of Golf Road next to the Black trail, rode south and did two loops on the red trail before returning to the car. The whole ride came to a bit over 17 miles. I probably saw as many animals as people. Three deer were grazing next to the trail, there were a couple of elk out in their fenced in area, and, most concerning, was coming around a corner and hearing an animal noise only to look over and see a skunk poised to spray me! Fortunately I was going past it, not at it, so I came away clean. Probably due to the lack of sun and my unfamiliarity with the Preserve, I never seemed to have a good sense of what direction I was riding. There were plenty of maps, but I just didn't get a feel for it. The environment varied quite a bit from prairie to forest. There had been a recent controlled burn, primarily in the woods, so there was a light smell of fire still in the air. It's definitely a great trail to ride when the people count is low!
The bridge crossing the Des Plaines River at the east end of the trail (Columbia Woods) is still closed. It was originally scheduled to be finished in October of 2018. Here is an update from IDOT:
"The bridge replacement over Des Plaines River in Willow Springs at Columbia Woods started in early summer 2018 and will be completed in late spring 2019. The project was initially delayed due to higher than normal water levels on the Des Plaines River which impacted reconstruction efforts. Also parts of the project were re-designed which effected the overall project timeline. Thank you for your patience."
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