Find the top rated trails in Crestwood, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.
_134498_st.jpg)
_144368_st.jpg)
_138551_st.jpg)
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...
The Illinois Prairie Path (IPP) is one of the country's first rail-trail conversions. It consists of five connected trail segments with three main branches that converge at Volunteer Park in Wheaton....
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 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 Oak Savannah Trail takes its name from the unique ecosystem that it runs through. Once pervasive throughout northern Indiana, the oak savannah is a transitional zone between forest and prairie,...
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...
_136547_sc.jpg)
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 Cal-Sag Trail (or, Calumet-Sag Trail) is currently under active construction. As of August 2015, it has a competed section of about 10 miles, stretching from near its eventual western terminus to...
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...
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...
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...
Traveling along the Wauponsee Glacial Trail, you'll be surprised just how quickly you can move from an urban environment into the rolling fields of the Midwest. Starting in Joliet, within shouting...
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...
_119089_sc.jpg)
The Prairie Trail—not to be confused with the Illinois Prairie Path—runs border-to-border, entirely within McHenry County, Illinois, and is managed by the McHenry County Conservation District. It is...
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 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 20-mile Old Plank Road Trail travels over the original Michigan Central Rail Road (MCRR) line, a railroad started about 1850 that ran from Lake Station in East Gary to Joliet. The rail was...
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,...
As its name implies, the beautiful Prairie Duneland Trail offers snapshots of the flora and fauna—from hardwood forest to remnant prairie grasslands—that once dominated this region. In spite of 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 beautiful North Branch Trail is named for the North Branch of the Chicago River, along which it winds. At its northern end, the trail begins at the south end of the Chicago Botanic Garden and...
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 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...
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...
_0_sc.jpg)
The Veterans Memorial Bikeway begins in Hebron in northwestern Indiana’s Porter County. From there, it follows the diagonal route of the former Pennsylvania Railroad for just over 8 miles through Lake...
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 Prairie Trail—not to be confused with the Illinois Prairie Path—runs border-to-border, entirely within McHenry County, Illinois, and is managed by the McHenry County Conservation District. It is...
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 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...
The Des Plaines River Trail and Greenway traverses north–south along the route of its namesake river along its course through both Lake and Cook counties. The corridor protects 85% of the riverine...
As its name implies, the beautiful Prairie Duneland Trail offers snapshots of the flora and fauna—from hardwood forest to remnant prairie grasslands—that once dominated this region. In spite of the...
_49791_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 9-mile Green Bay Trail runs parallel to Chicago's Metra commuter rail line north of the Chicago city limits. Stretching through North Shore towns such as Kenilworth, Winnetka, Highland Park and...
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 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 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 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 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 Pennsy Greenway is currently open in three segments between Calumet City, Illinois, and Schererville, Indiana. The northern portion begins at the southern end of the Burnham Greenway in Calumet...
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 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...
_135428_sc.jpg)
The western segment of the Great Western Trail in Illinois follows 17 miles of an abandoned railway corridor through DeKalb and Kane counties, between LeRoy Oakes Forest Preserve and the town 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...
The 9-mile Green Bay Trail runs parallel to Chicago's Metra commuter rail line north of the Chicago city limits. Stretching through North Shore towns such as Kenilworth, Winnetka, Highland Park and...
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 Prairie Trail—not to be confused with the Illinois Prairie Path—runs border-to-border, entirely within McHenry County, Illinois, and is managed by the McHenry County Conservation District. It is...
The Veterans Memorial Bikeway begins in Hebron in northwestern Indiana’s Porter County. From there, it follows the diagonal route of the former Pennsylvania Railroad for just over 8 miles through Lake...
_122211_sc.jpg)
The Tinley Creek Trail is currently in two segments. This northern segment stretches from Palos Heights to Oak Forest and largely falls with several Cook County Forest Preserve areas, including Rubio...
The Iron Horse Heritage Trail in Portage, Indiana, runs for 5 miles between Max Mochal Road (SR 149) at the east end and County Line Road near US 20 at the west end. The trail passes through a...
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 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 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 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 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 Oak Savannah Trail takes its name from the unique ecosystem that it runs through. Once pervasive throughout northern Indiana, the oak savannah is a transitional zone between forest and prairie,...
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 Erie Lackawanna (EL) Trail represents the longest contiguous trail in Northwest Indiana, running 17-miles from Crown Point north to Hammond. This trail passes through wetlands and open space on an...
The Pennsy Greenway is currently open in three segments between Calumet City, Illinois, and Schererville, Indiana. The northern portion begins at the southern end of the Burnham Greenway in Calumet...
The Robert McClory Bike Path is notorious for its conglomeration of names over the years. At any given time—and depending on whom you ask—it has been called the Green Bay Trail and the North Shore...
Great trail! Accessible, scenic and well-kept. I've lived walking distance from the trail for 20 years. It can be perfect walking, jogging and biking. We've enjoyed it for family outings with the kids when they were children. For safety, solo activities are best avoided as the trails can be isolated and very wooded in some areas. avoided for worecommend group outing
I rode most of the trail below Joliet on July 28 , 2017. Except for the closures shown on the DNR website (downtown Morris, Marseilles to Ottawa, and two bridges out near Utica), the trail was in decent condition. (I was glad I was on a hybrid and not a skinny bike.)
Joliet to Morris was in good shape. Some of this section is dull, some parts are pleasant.
The closure in Morris has been there for years, and the street detour is easy and not too long.
Morris to Seneca is my new favorite section: quieter and more woodsy than the rest. No trail problems.
Seneca to Marseilles was fine. There’s a good view of the Illinois River if you go a few blocks south of the trail in downtown Marseilles.
Marseilles to Ottawa was mostly dull and pointless. I went around the barricade just west of Marseilles and had to carry my bike over downed trees, which I expected. It got old after a while, though, and since the trail was boring at that point, I wish I hadn’t bothered. There’s a nice paved road next to the trail – use that instead.
Ottawa to Utica is in decent shape, except for the bridge that’s out, and I like this section. I went about 9 miles west from the Fox River aqueduct in Ottawa and came to the bridge. I was tempted to take my shoes and socks off and wade through the two inch deep stream and continue, but turned around instead. (It’s only another mile or so to downtown Utica).
I like the section below Utica, but with the bridge out, I didn’t feel like continuing.
If you accept the closures and the dull parts, the I&M is a good Illinois trail.
Southern 3 mile extension opening Saturday, August 12, at Foster and Kostner aves. Irene C. Hernandez Picnic Grove, LaBaugh Woods, Chicago.
Being a Chicagoan I had yet to ride the 606 until last week. My first impression was what a great trail. The idea of traveling without motor traffic and no stops for almost three miles flies by. The ride on the return trip was much slower as there was more traffic on The 606. Still it was the fastest way to travel through this area. The 606 has also improved an area that at one time the term less desirable would of been an understatement. The area has improved and the beauty of The 606 matches the surrounding homes and neighborhoods. This in my opinion is from The 606. We found all the people very pleasant on our journey and they seemed to be very proud of The 606. we saw the Chicago Police Department in a strong presence on our Saturday journey. The CPD was on both foot and bicycle. My only complaint is that it is too short of a trail. Hopefully Chicago will develop more of these useful neighborhood enhancing trails. It is all good on The 606.
Even before this trail connected with Wicker Park, I rode this trail often each summer, sometimes going to Griffith, sometimes about a mile short of the end, sometimes all the way to Griffith. I love this trail. I rode it for the first time in several years on 7Aug 2017, and hasn't changed much, except for a couple detours. And as a RR fan, love that it crosses Griffith Junction and with all the old cabooses, cars, etc.
I love this trail. Lots of shades, beautiful scenery, lots of animals like birds squirrels bunny's deer... Bears.... ;-) (just kidding about the bears). So.. yeah its an awesome trail. I will keep coming back here.
The 606 ultra-smooth surface is great for inline skating!
Very nice 10 mile trail with direct connection to 2.5 mile spur to Iron Horse Heritage Trail. Travels through woods with a few road crossings and suburban scenes. About 6 miles of the trail was newly paved and very high quality. The rest was somewhat bumpy as others have noted but nothing that was too distracting or dangerous. I spent two weekend mornings here (30 miles and 40 miles) traveling from Michigan City by car (~25 mins) to easily accessible parking lot in Chesterton.
Popular with birders, bikers, or hikers, wildlife almost always on view. Northern end near eateries. Trail runs parallel to stream, ponds, and wetlands.
I often take this trail when I want to get places, not just as a way to spend some time outdoors. The trail connects directly with the West Branch Dupage River Trail, which then if you take north ~6 miles connects to the Illinois Prairie Path, which then connects you to basically everything. Additionally, the path goes through three of the best forest preserves in the region -- Springbrook Prairie, Greene Valley, and Waterfall Glen.
The section along 75th St east of Plainfield/Naperville Rd is somewhat narrow and not used a lot, but is made of crushed gravel and has a nice connection at Washington St via an underpass to the West Branch Dupage River Trail.
rode sw from Brandon Road lock. do not ride this trail on a road bike with anything less than 700x28. I flatted on one of the sections of loose gravel. The ride itself is pleasant enough in that area...lots of tree cover...but the canal itself is overgrown, and not what I expected as far as scenery goes
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
_49791_st.jpg)
_135428_st.jpg)
_132697_st.jpg)
_119089_st.jpg)
_76589_st.jpg)
_136547_st.jpg)
_144630_st.jpg)
_0_st.jpg)
_122211_st.jpg)
_111257_st.jpg)
_0_st.jpg)
