Explore the best rated trails in Westchester, 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 115 trails covering 4790 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.
_183583_st.jpg)
_176080_st.jpg)
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 DuPage River Trail spans over 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 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 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 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...
Lake Renwick Preserve is home to an artificial lake of the same name that was created from former quarries where aggregates for concrete were once mined. Today, the lake is a recreational amenity in...
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...
_144630_sc.jpg)
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 Great American Rail-Trail highlights some of the country’s most iconic landmarks, well-known geography and storied history across a 3,700-miles-plus route between Washington and Washington....
_183583_sc.jpg)
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 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 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 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 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...
_177065_sc.jpg)
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...
_173410_sc.jpg)
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 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...
_0_sc.jpg)
The city of Joliet saw its electric utility corridors as a recreational opportunity. One such trail is the Fort Beggs Bike Trail, which starts on Theodore Street and heads northwest in the shadow of...
The 2.3-mile multiuse trail wraps around Lake Andrea in Pleasant Springs Park. The trail is an easy walk, run or ride around the lake, and is accessible for a wide range of users. It also helps users...
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 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 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 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 Busse Woods Trail system is located within Ned Brown Forest Preserve, a 3,700-acre property in the northwestern suburbs of Chicago. There are 11.2 miles of paved trails for cyclists, equestrians...
_0_sc.jpg)
When complete, the Veterans Memorial Trail will stretch close to 12 miles, connecting a series of memorials honoring US veterans from every era. At present, 1.3 miles are complete and usable, located...
Helping to forge a connection between the northern and southern segments of the Kenosha County Bike Trail, the Kenosha Pike Bike Trail also has plenty to offer in its own right, giving trail users a...
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 Bull Valley Road Shared-Use Path travels along the south side of Bull Valley Road in the city of McHenry, Illinois. The paved path is suitable for non-motorized uses including walking, jogging,...
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 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...
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...
The Lincolnwood Valley Line Trail connects the existing Valley Line Trail (Sauganash Trail) to the Skokie Valley Trail in Cook County. Like the previous segments, this trail occupies a former Union...
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 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 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 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 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...
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...
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...
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 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,...
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...
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...
Lake Renwick Preserve is home to an artificial lake of the same name that was created from former quarries where aggregates for concrete were once mined. Today, the lake is a recreational amenity in...
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 Bull Valley Road Shared-Use Path travels along the south side of Bull Valley Road in the city of McHenry, Illinois. The paved path is suitable for non-motorized uses including walking, jogging,...
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 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 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...
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 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 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 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 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...
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 Dunes Kankakee Trail is a 5.5-mile walking and bike path that It exists in 2 discrete segments: one that is 2.4 miles paralleling County Road 25 East, and the other segment east of that that is...
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....
_111257_sc.jpg)
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...
Rode early May and a section south of Elgin was torn up and destined for replacement. No Detour signs seen. A worker alleged all repaired by mid month. Any update on this?
Easy flat trail that is very well maintained. Lots of stops to cross busy streets but many people stop their cars to let us cross. The trail mostly goes behind houses and neighborhoods.
Great asphalt trail with minimal intersections. Could use a bit of a resurface in some areas though.
Only did about 5 miles starting in Carpentersville near Main Street Bicycles and rode south for a bit towards Elgin. Stopped on our way back in Dundee at Diamond Jim’s for lunch. Was a fun day! Beautiful trail along the river, a lot of shade because most of it is wooded along the way.
Rode the OPRT for the second time yesterday (4/25), covering 31 miles from Western to Cedar and back.
Most importantly, it's a great ride through the far south suburbs - easy to access at several points and with Frankfort more or less midway-ish if you want a break to eat or drink. Also, the trail is almost completely straight and flat, not counting a few moderate climbs for overpasses and some stretches of *very* gradual incline or decline. A few areas with root-bumps in the trail, I've seen better and worse in this regard.
This may be unique to our chosen days of riding, but we have found the OPRT to be a very windy trail. There is a fair amount of tree and brush cover, but also large open areas (including one area where you traverse a large pond on a narrow causeway). Our first ride was last November, this time mid-spring. So, granted, spring and fall can be turbulent weather seasons. But both times the trail was so windy, we decided it would be a great place to return on one of those 90-degree summer days! Your mileage may vary on this issue.
Also, strangely, we encountered FOUR motor vehicles on the trail yesterday - three cars and one trail bike. All were east of Frankfort, and the three cars were near Western where we parked. One parked, one idling, and one moving - ahead & away from us. Haven't seen anything like this on other trails, other than an occasional vehicle doing trail maintenance; this was not that. The trail is clearly posted, no motor vehicles, so these folks were just flouting the rules. Again, don't know if this is common on OPRT but we didn't see it the first time. At one point we were BETWEEN the parked and idling cars, which felt a little hinky. But no issues, we weren't accosted, etc. Just a few individuals using a resource for its other-than-intended purpose.
This trail is close to my home and so easy to walk. Beautiful views of random artwork and the city. Will be my go-to when I need to be outside.
Good workout due to the many hills, maybe not for beginners but not too advanced either. A lot of people walking but fairly wide trail. I went counterclockwise from the Lemont parking lot so it’s more downhill at the beginning and more uphill towards the end.
This is my go-to trail. It's a straight shot, and fairly open to the wind and sun, but I love it for the meditational aspects. There's light traffic on the trail and crossroads (and better yet, bridges over some crossroads). This lets my mind wander and enjoy the ride. I love to start at Wasco and ride west out-and-back toward Virgil and Sycamore.
I rode the north end of this trail three years ago. It was very enjoyable and I would give that ride 5 stars. Ever since, I've looked forward to riding the south section.
I made the trip on Easter Sunday. I started at the trailhead at the NE corner of Midewin off Hoff Road. From there, I rode south, a 25 mile out-and-back to Custer Park. Pros: beautiful weather, interesting little towns, wide open vistas, light traffic, friendly folks, Kankakee River bridge. Con: the trail remembers everything that traversed it when it was wet and soft. There were petrified bike tire ruts, snowmobile/washboard tracks, deer hoofprints, bootprints, etc. In addition, as others as mentioned, there are a few soft spots, but worst of all, a verrry rocky section along Midewin. The ride was a boneshaker and I spent way too much time looking at the trail instead of the scenery. The south section could be a 5-star section, too, but based on the rough surface, I give it 3 stars.
Will County FPD says they're making improvements: https://www.reconnectwithnature.org/News-Events/News/Limestone-Screening-Work-Begins-on-Two-Mile-Sectio . Hopefully future riders have smoother experiences!
The trail doesn’t really get you to the lake, or go around the lake, like the name implies. And instead of a trail, it’s basically a glorified sidewalk, so you don’t need to worry about biking in the road. We use it to get to the bakery, which is in downtown Fox Lake. You can take your pastry 2 minutes down Nippersink and eat it by the lake, but the bike path fizzles out pretty much at the Metra station.
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.
TrailLink is a free service provided by Rails-to-Trails conservancy
(a non-profit) and we need your support!
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
Map Search
_0_st.jpg)
_0_st.jpg)
_172068_st.jpg)
_173410_st.jpg)
_173035_st.jpg)
_177065_st.jpg)
_185922_st.jpg)
_140728_st.jpg)
_189601_st.jpg)
_144630_st.jpg)
_40060_st.jpg)
_179560_st.jpg)
_111257_st.jpg)
_0_st.jpg)
