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.
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The Virgil Gilman Trail travels through forest and prairie, from a quiet, rural community college campus all the way into suburban Chicago. The trail's namesake, Virgil Gilman,was director of the Fox...
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 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 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 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 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,...
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 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,...
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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....
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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 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 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 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...
Prospect Heights Bike Path runs between Woodland Trails Park and Country Garden Park, paralleling the commuter rail tracks on its northsouth leg. The trail provides a nice off-road route through the...
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 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 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...
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 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...
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...
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....
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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 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...
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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 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 Illinois & Michigan Canal provided the final link in the water route from the east coast to the Gulf of Mexico by connecting Lake Michigan to the Mississippi River via the Illinois River. Today,...
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 popular Rock Run Greenway Trail is a balanced mix of natural areas and cityscapes that alternate over the length of the trail. The natural areas are frequented by recreational users. 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...
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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 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,...
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The Bloomingdale Trail, part of “The 606” park system, is a 2.7-mile, elevated rail-trail on Chicago’s northwest side. Built on a former rail line, the trail sits nearly 20 feet above four of 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...
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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 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 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...
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...
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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 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 Millennium Trail is a planned 35-mile route through Chicago’s northern suburbs that will connect communities and forest preserves in northwestern Lake County. Currently, 28.5 miles of this...
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 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 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 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 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 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...
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 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 Virgil Gilman Trail travels through forest and prairie, from a quiet, rural community college campus all the way into suburban Chicago. The trail's namesake, Virgil Gilman,was director of the Fox...
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 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...
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...
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...
Prospect Heights Bike Path runs between Woodland Trails Park and Country Garden Park, paralleling the commuter rail tracks on its northsouth leg. The trail provides a nice off-road route through 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 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...
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 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 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...
What a mess, needs some gravel, no signs pointing to where to go.
I road my bike from the 1800 block of Glenn Drive to 33rd Street in Zion and found it to be a tiring yet exhilarating experience.
North Chicago and Waukegan isn't as bad as some people think it is. I've never heard of anyone being mugged or assaulted while biking, walking, running or jogging through North Chicago and Waukegan. AVON runners do an annual run on the bike path from Milwaukee to Chicago in the name of breast cancer awareness and to raise money for research. Ragnar runners also come through on an annual basis.
There are some really parts to the trail once you get into Waukegan and beyond.
This trail is a pretty good shorter trail. I rode it in June, so views of the Kankakee River (which runs close to the trail) were limited because of the dense vegetation. But still, there are great wide-open views of the river in the State Park area, as well at as the Warner Bridge area, west of the park (the park has a great viewing platform right next to the trail that sits high above the river, great for photos). Be aware that there are some steep grades on this trail in spots. The section of the trail that I rode (from the state park westward) was completely paved and pretty smooth. There are nice brick washrooms in the State Park, right next to the trail.
Last fall, the FPD extended this trail to Forest Glen Park, near the Metra stop and across from the Chicago Canine Rescue. It is a wonderful addition and saves me the trouble of taking 1.5 miles of city streets to the trailhead at Devon & Caldwell. Others have covered this trail extensively. I just wanted to add that the total distance from Devon & Caldwell to the southern gate of the Chicago Botanic Gardens is just over 17 miles (not 20 miles as it says on Google maps and the FPD map). The 20 miles includes the entire circuit around Skokie Lagoon. You obviously wouldn't be riding around the entire Skokie Lagoon circuit in order to get to the Chicago Botanic Gardens. Once inside the southern gate, it is approximately 1 mile to the main building at the Gardens. All together, it is about 19.5 miles from Forest Glen to the main building at the Gardens.
The Lincolnwood connection to the Sauganash Trail mentioned in another review is now in place. The trail is now around 5 miles long, but has busy road crossings at Devon, Touhy, Lincoln and Howard. Also the photos on this page are of the Lake County section of the SV Trail. It will still be awhile before the two are connected.
Just spent an hour trying to find parking to get on trail in Lombard. Street parking limited to 1 hour and public parking limited to Lombard residents. Very frustrating. Web site should have been more helpful as should trailheads
Essentially, worse than an unpaved road as we biked thru standing water with tadpoles swimming about.
The section beginning near Knock Knolls park in Naperville/Bolingbrook heading north into downtown Naperville is great. The path avoids most interaction with the nearby roads, allowing you to ride on smooth pavement, uninterrupted, for many miles until you hit downtown. The section downtown Naperville is a bit windy through some streets, but downtown is a great place to stop for some food and whatnot.
The trail from Knock Knolls to Lake Whalon in Bolingbrook is also great, with a lot of good scenery and wildlife along the way.
I have done this trail a few times with my friend. It was semi-open and is a nice easy flat ride. The view is nice to ride through but would not be my choice for a windy day for lack of protection. If you looking for a nice all day ride path this is it. Start on one side, do a nice lunch at the other side town and ride back. The path is not busy even on weekends so have fun with it.
My friend and I love doing the I&M canal as it is mostly shade and flat. The path is crushed stone and covered with trees. The path comes close to the river once in a while, but don't come to this path expecting a nice river view. This is a remote path with few rural towns in between. I recommend the part between Morris and Channahon as this part seems to be kept up regularly. Also check for path closures on the I&M before you go. We have had to re-plan our trip a few times finding out the part we wanted to go on was closed. Currently west of Seneca is not kept up with over run grass on the path and around it, we just found that out.
My husband, son and myself rode this trail May 24, 2017. We started at the Lake Avenue, Wilmette trailhead. We quickly ran out of both path and trail signs when we got to Cumnor Road at the end of a section traversing Townley Field in Winnetka. We used Google Maps on our phone to find the trail again by turning left on Cumnor, right on Melrose, left on Abbotsford, left on Ivy Lane, and looked for the trail on our right. North of there we had no troubles following the trail.
We passed several playgrounds and parks, some rustic areas and others which had been re-planted with native flora, as well as easy access to several North Shore downtown areas.
When we reached the crossing at Lake-Cook Rd we turned left (west) and rode past the Turnbull Woods and McDonald Woods Forest Preserves to reach the Chicago Botanic Gardens. Entrance is free and the Gardens are extensive. There is a charming cafe at which we refreshed and relaxed before returning to our starting point in Wilmette.
This is a trail to which you can return again and again, and take many fun side trips.
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
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