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Winnetka, IL Trails and Maps

1301 Reviews

Looking for the best trails around Winnetka?

Explore the best rated trails in Winnetka, 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 122 trails covering 4865 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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Activities
Length
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122 Results
Activities
Length
Surfaces
Type

Almond Road Bike Path
1.5 mi
State: IL
Asphalt

Bartlett Trail
1.23 mi
State: IL
Asphalt

Blackberry Trail

1.5 mi
State: IL
Asphalt

Bloomingdale Trail (The 606)
2.7 mi
State: IL
Asphalt, Concrete

Buffalo Creek Trail
3.2 mi
State: IL
Crushed Stone

Bull Valley Road Shared-Use Path
1.1 mi
State: IL
Asphalt

Burnham Greenway
5.3 mi
State: IL
Asphalt

Busse Woods Trail
11.2 mi
State: IL
Asphalt

Cal-Sag Trail
15 mi
State: IL
Asphalt

Calumet Trail
9.1 mi
State: IN
Crushed Stone

Centennial Trail (IL)
13 mi
State: IL
Asphalt

Chain O' Lakes Bike Path
3.2 mi
State: IL
Asphalt

Chesapeake and Ohio Greenway
1.9 mi
State: IN
Asphalt

Chicago Lakefront Trail
19 mi
State: IL
Asphalt, Concrete

ComEd Greenway
2 mi
State: IL
Asphalt

Commonwealth Edison Bikeway
1.5 mi
State: IL
Asphalt

Danada and Herrick Lake Regional Trail
5.8 mi
State: IL
Crushed Stone

Deer Grove Trail
3.9 mi
State: IL
Asphalt

Des Plaines River Trail
56.2 mi
State: IL
Asphalt, Crushed Stone, Dirt, Gravel

DuPage River Trail
33.1 mi
State: IL
Asphalt
Accordion

Dunes Kankakee Trail
5.5 mi
State: IN
Asphalt

East Northbrook Trail
1.1 mi
State: IL
Asphalt

El Paseo
0.1 mi
State: IL
Asphalt

Erie Lackawanna Trail
17.7 mi
State: IN
Asphalt

Fermilab Trail
5.8 mi
State: IL
Asphalt, Concrete

Fort Beggs Bike Trail (North)
1.4 mi
State: IL
Asphalt

Fort Beggs Bike Trail (South)
2.1 mi
State: IL
Asphalt

Fort Hill Bike Path
2.4 mi
State: IL
Asphalt

Fox River Trail (IL)
44.6 mi
State: IL
Asphalt, Concrete, Crushed Stone

Grant Woods Bike Path
5.9 mi
State: IL
Crushed Stone

Great American Rail-Trail
3743.9 mi
State: DC, IA, ID, IL, IN, MD, MT, NE, OH, PA, WA, WV, WY
Asphalt, Concrete, Crushed Stone

Great Divide Bike Trail
1 mi
State: IL
Asphalt

Great Western Trail (DuPage County)
12 mi
State: IL
Crushed Stone

Great Western Trail (IL)
17 mi
State: IL
Asphalt, Crushed Stone

Green Bay Trail
8.9 mi
State: IL
Asphalt, Concrete, Crushed Stone

Grove Road Trail
3 mi
State: IL
Asphalt

H.U.M. Trail
3.5 mi
State: IL
Asphalt

Hebron Trail
6.7 mi
State: IL
Crushed Stone, Gravel

Hickory Creek Bikeway
3.7 mi
State: IL
Asphalt

Illinois & Michigan Canal State Trail
79.5 mi
State: IL
Asphalt, Crushed Stone, Grass, Gravel

Illinois Prairie Path
58.4 mi
State: IL
Asphalt, Concrete, Crushed Stone

Iron Horse Heritage Trail
2.4 mi
State: IN
Asphalt

John Husar I&M Canal Trail
8.9 mi
State: IL
Asphalt

Joliet Junction Trail
4.3 mi
State: IL
Asphalt

KR Trail
1.5 mi
State: WI
Asphalt, Boardwalk

Kenosha County Bike Trail
18.6 mi
State: WI
Asphalt

Kenosha Pike Bike Trail
6.95 mi
State: WI
Concrete

Kuhn Road Trail
1.4 mi
State: IL
Asphalt

Lake Andrea Multi-Use Path
2.3 mi
State: WI
Asphalt

Lake Arlington Walking Path
2 mi
State: IL
Asphalt

Lake Geneva Bike Path
8.9 mi
State: WI
Asphalt

Lake George Trail
3.1 mi
State: IN
Asphalt

Lake Michigan Pathway
14 mi
State: WI
Asphalt, Concrete, Crushed Stone

Lake Renwick Bikeway
3.35 mi
State: IL
Asphalt

Lies Road Trail
2.8 mi
State: IL
Asphalt

Lily Cache Greenway
2.5 mi
State: IL
Asphalt

Lincolnwood Valley Line Trail
1.3 mi
State: IL
Asphalt

Little Calumet River Levee Trail

13 mi
State: IN
Asphalt

MRK Trail
4.6 mi
State: WI
Crushed Stone

Major Taylor Trail
7.6 mi
State: IL
Asphalt

Marquette Trail
2.1 mi
State: IN
Crushed Stone

Middlefork Savanna Trail

4.3 mi
State: IL
Crushed Stone, Gravel

Millennium Trail
30.7 mi
State: IL
Asphalt, Concrete, Crushed Stone

Monon Trail (Lake County)
4.4 mi
State: IN
Asphalt

Moraine Hills State Park Trail
11.4 mi
State: IL
Asphalt, Crushed Stone

North Branch Riverwalk
0.6 mi
State: IL
Asphalt

North Branch Trail
21.3 mi
State: IL
Asphalt

North Shore Bike Path
7.7 mi
State: IL
Asphalt, Crushed Stone

North Shore Channel Trail
6.7 mi
State: IL
Asphalt, Concrete, Dirt

North Shore Trail (WI)
3 mi
State: WI
Asphalt

Northerly Island Trail
1 mi
State: IL
Asphalt, Concrete

Oak Savannah Trail
9.5 mi
State: IN
Asphalt

Old Plank Road Trail (IL)
21.7 mi
State: IL
Asphalt

Orchard Road Trail
4.5 mi
State: IL
Asphalt

Orland Park Bikeway
6.7 mi
State: IL
Asphalt, Concrete

Oswego Prairie Trail
0.5 mi
State: IL
Asphalt

Palatine Trail
9.6 mi
State: IL
Asphalt, Concrete

Palos Heights Bike Trail
2 mi
State: IL
Asphalt

Paul Douglas and Crabtree Preserve Trail System
9.2 mi
State: IL
Asphalt

Pennsy Greenway
12.5 mi
State: IL, IN
Asphalt

Phyllis Harmon Path
1.1 mi
State: IL
Asphalt

Pike River Pathway
5.3 mi
State: WI
Asphalt

Poplar Creek Trail
9.5 mi
State: IL
Asphalt

Prairie Crossing Bike Path
3.7 mi
State: IL
Asphalt

Prairie Duneland Trail
10.3 mi
State: IN
Asphalt

Prairie Farms Trail
1.8 mi
State: WI
Crushed Stone, Dirt

Prairie Point Trail
2 mi
State: IL
Asphalt

Prairie Trail (IL)
26.5 mi
State: IL
Asphalt, Crushed Stone, Dirt, Gravel

Preservation Path
2.1 mi
State: IL
Asphalt

Prospect Heights Bike Path
4.2 mi
State: IL
Asphalt

Racine County Bike Trail
1.4 mi
State: WI
Asphalt, Concrete

Racine-Sturtevant Trail
3.5 mi
State: WI
Asphalt

Randall Road Bike Trail
3.9 mi
State: IL
Asphalt

Ridgefield Trace
7 mi
State: IL
Asphalt

River Bend Trail (Silver Glen Trail)
4.4 mi
State: IL
Asphalt

Robert McClory Bike Path
25.4 mi
State: IL
Asphalt, Concrete, Crushed Stone

Rock Run Greenway Trail
12.3 mi
State: IL
Asphalt, Concrete, Crushed Stone

Root River Pathway
6.6 mi
State: WI
Asphalt

Route 30 Bikeway

7.6 mi
State: IL
Asphalt

Salt Creek Trail (IL)
26.7 mi
State: IL
Asphalt, Cinder, Woodchips

Seven Waters Bike Trail
17.6 mi
State: WI
Asphalt, Crushed Stone, Gravel

Skokie Valley Trail (Cook County)
2 mi
State: IL
Asphalt

Skokie Valley Trail (Lake County)
9.8 mi
State: IL
Asphalt

Southern Dupage County Regional Trail
46 mi
State: IL
Asphalt, Crushed Stone

Stearns Road Bike Path
3.54 mi
State: IL
Asphalt

Struckman Boulevard Bike Path
1.1 mi
State: IL
Asphalt

Tall Grass Greenway Trail
3.83 mi
State: IL
Asphalt

Techny Trail
3 mi
State: IL
Asphalt, Concrete

Thorn Creek Trail
17.2 mi
State: IL
Asphalt

Timber Ridge Trail
1 mi
State: IL
Gravel

Tinley Creek Trail (North)
24 mi
State: IL
Asphalt

Tinley Creek Trail (South)
3.6 mi
State: IL
Asphalt

Turkey Creek Trail
0.8 mi
State: IN
Asphalt

Union Pacific Recreation Path
1 mi
State: IL
Asphalt

Valley Line Trail
1.1 mi
State: IL
Asphalt

Veterans Memorial Trail
2.7 mi
State: IL
Asphalt

Virgil L. Gilman Trail
11.4 mi
State: IL
Asphalt

WE Energies Trail
2 mi
State: WI
Asphalt, Gravel

Waterfall Glen
9.5 mi
State: IL
Crushed Stone, Grass

Waubonsie Trail
3.2 mi
State: IL
Asphalt

Wauponsee Glacial Trail
22.3 mi
State: IL
Asphalt, Crushed Stone

White River State Trail
19 mi
State: WI
Concrete, Crushed Stone, Gravel
Trail Image Trail Name States Length Surface Rating
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...
 IL 1.5 mi Asphalt
The Bartlett Trail is a recreational trail in the Village of Bartlett, Du Page county. Though short, the trail is conveniently located as a space for exercise, while providing a safe route to school...
 IL 1.23 mi Asphalt
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...
 IL 1.5 mi Asphalt
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...
 IL 2.7 mi Asphalt, Concrete
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...
 IL 3.2 mi Crushed Stone
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,...
 IL 1.1 mi Asphalt
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...
 IL 5.3 mi Asphalt
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...
 IL 11.2 mi Asphalt
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...
 IL 15 mi Asphalt
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...
 IN 9.1 mi Crushed Stone
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...
 IL 13 mi Asphalt
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,...
 IL 3.2 mi Asphalt
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...
 IN 1.9 mi Asphalt
The Chicago Lakefront Trail is aptly named; it spans 19 miles along the shore of Lake Michigan, going right through downtown Chicago and passing many cultural and tourist attractions throughout the...
 IL 19 mi Asphalt, Concrete
The ComEd Greenway is an asphalt multiuse pathway running north-south through the village of Bollingbrook. The trail's name is an abbreviation of Commonwealth Edison, the name of the electric utility...
 IL 2 mi Asphalt
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...
 IL 1.5 mi Asphalt
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...
 IL 5.8 mi Crushed Stone
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...
 IL 3.9 mi Asphalt
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...
 IL 56.2 mi Asphalt, Crushed Stone, Dirt, Gravel
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...
 IL 33.1 mi Asphalt
Accordion
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...
 IN 5.5 mi Asphalt
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,...
 IL 1.1 mi Asphalt
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...
 IL 0.1 mi Asphalt
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...
 IN 17.7 mi Asphalt
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...
 IL 5.8 mi Asphalt, Concrete
The Fort Beggs Bike Trail (North) is a nearly mile-and-a-half long trail in Plainfield, Illinois. The trail shares the electric utility right-of-way, stretching from Fort Beggs Drive south to Spring...
 IL 1.4 mi Asphalt
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...
 IL 2.1 mi Asphalt
The Fort Hill Bike Path trail sits on the north side of Peterson Road/ County Road 20. The trail peels away from the Prairie Crossing Bike Path at Midlothian Road and extends west, passing industries...
 IL 2.4 mi Asphalt
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...
 IL 44.6 mi Asphalt, Concrete, Crushed Stone
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...
 IL 5.9 mi Crushed Stone
Note: This developing route is not yet fully contiguous – it is just over 50% complete. Please refer to the Trail Map for more information on the existing sections of trail, as well as the online...
 DC, IA, ID, IL, IN, MD, MT, NE, OH, PA, WA, WV, WY 3743.9 mi Asphalt, Concrete, Crushed Stone
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,...
 IL 1 mi Asphalt
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...
 IL 12 mi Crushed Stone
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....
 IL 17 mi Asphalt, Crushed Stone
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...
 IL 8.9 mi Asphalt, Concrete, Crushed Stone
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...
 IL 3 mi Asphalt
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...
 IL 3.5 mi Asphalt
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....
 IL 6.7 mi Crushed Stone, Gravel
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...
 IL 3.7 mi Asphalt
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...
 IL 79.5 mi Asphalt, Crushed Stone, Grass, Gravel
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...
 IL 58.4 mi Asphalt, Concrete, Crushed Stone
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...
 IN 2.4 mi Asphalt
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...
 IL 8.9 mi Asphalt
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...
 IL 4.3 mi Asphalt
The KR Trail is a new addition to Kenosha County’s growing bike-ped network. The trail picks up where the Kenosha County Bike Trail leaves off, in Petrifying Springs Park. From the northwest corner of...
 WI 1.5 mi Asphalt, Boardwalk
The Kenosha County Bike Trail is open in two sections separated by dense neighborhoods in the City of Kenosha. The northern segment runs northeast from 35th Street in the city to 1st Street at the...
 WI 18.6 mi Asphalt
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...
 WI 6.95 mi Concrete
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...
 IL 1.4 mi Asphalt
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...
 WI 2.3 mi Asphalt
Lake Arlington is an artificial lake and popular recreation area in Arlington Heights in Cook County. The park features amenities to interest visitors of all ages and it is a local favorite for family...
 IL 2 mi Asphalt
The Lake Geneva Bike Path runs through the scenic resort city, offering connections to many of the community’s amenities. The trail has five unique, color-coded segments. The Blue Route is the...
 WI 8.9 mi Asphalt
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...
 IN 3.1 mi Asphalt
The 13.5-mile Lake Michigan Pathway keeps you in close touch with the sixth-largest freshwater lake in the world as it links rail-trails north and south of the port city of Racine. Along the way, the...
 WI 14 mi Asphalt, Concrete, Crushed Stone
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...
 IL 3.35 mi Asphalt
This shared-use path runs east-west through the village of Carol Stream in Du Page county. Sitting on the grassy north side of Lies Road between Fair Oaks Road and Gary Avenue, the path is used as an...
 IL 2.8 mi Asphalt
The Lily Cache Greenway travels east-west across Bollingbrook, from the ComEd Greenway to the Plainfield border. The trail more or less follows the course of its namesake creek, and is characterized...
 IL 2.5 mi Asphalt
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...
 IL 1.3 mi Asphalt
The Little Calumet River Levee Trail zig-zags east-west between Gary and Munster in Lake County, bringing residents to the river and its wetlands, and offering ample opportunities for birding and...
 IN 13 mi Asphalt
Racine County's eastern edge is home to the MRK Trail, a rail-with-trail that extends north from the City of Racine to the Village of Caledonia. Because Racine County standardized its signs several...
 WI 4.6 mi Crushed Stone
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...
 IL 7.6 mi Asphalt
The Marquette Trail is part of the Marquette Greenway, which will one day span more than 50 miles through Northwest Indiana, connecting communities along the southern shore of Lake Michigan. The...
 IN 2.1 mi Crushed Stone
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...
 IL 4.3 mi Crushed Stone, Gravel
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...
 IL 30.7 mi Asphalt, Concrete, Crushed Stone
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...
 IN 4.4 mi Asphalt
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....
 IL 11.4 mi Asphalt, Crushed Stone
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...
 IL 0.6 mi Asphalt
The North Branch Trail follows the North Branch of the Chicago River over 20 miles through Cook County. The trail was originally a dirt path often used for horseback riding; though it’s now paved, an...
 IL 21.3 mi Asphalt
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...
 IL 7.7 mi Asphalt, Crushed Stone
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...
 IL 6.7 mi Asphalt, Concrete, Dirt
Racine’s southeastern neighborhoods are home to the North Shore Trail, which extends south to the Racine–Kenosha county line. Because Racine County standardized its signs several years ago, you won't...
 WI 3 mi Asphalt
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...
 IL 1 mi Asphalt, Concrete
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...
 IN 9.5 mi Asphalt
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...
 IL 21.7 mi Asphalt
Located in the west side of Illinois' second largest city, this flat, straight bike path sits on the side of Orchard Road. The trail passes by commercial, residential and natural areas, and crucially,...
 IL 4.5 mi Asphalt
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...
 IL 6.7 mi Asphalt, Concrete
The Oswego Prairie Trail is a short paved route that occupies an overhead electric utility corridor owned by Commonwealth Edison. The path forms a direct link between two parks in Oswego—Farmington...
 IL 0.5 mi Asphalt
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...
 IL 9.6 mi Asphalt, Concrete
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...
 IL 2 mi Asphalt
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...
 IL 9.2 mi Asphalt
The Pennsy Greenway stretches between Calumet City, Illinois, and Schererville, Indiana. The trail begins at the southern end of the Burnham Greenway on the eastern edge of the Forest Preserve...
 IL, IN 12.5 mi Asphalt
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...
 IL 1.1 mi Asphalt
The Pike River Pathway is a paved, multi-use trail that runs along both sides of the reconstructed Pike River through the Village of Mount Pleasant and unincorporated parts of Racine County. The path...
 WI 5.3 mi Asphalt
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...
 IL 9.5 mi Asphalt
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...
 IL 3.7 mi Asphalt
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...
 IN 10.3 mi Asphalt
With farmland to the east and the Des Plaines River Floodplain to the west, this picturesque trail is a relaxing adventure on two feet or on wheels. The crushed stone trail runs from Prairie Springs...
 WI 1.8 mi Crushed Stone, Dirt
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...
 IL 2 mi Asphalt
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...
 IL 26.5 mi Asphalt, Crushed Stone, Dirt, Gravel
The Preservation Path is a two-mile paved trail in the community of Matteson, Illinois. The path begins on Vollmer Road and terminates at the Old Plank Road Trail. The trail is paved with center...
 IL 2.1 mi Asphalt
Prospect Heights has very few sidewalks, so biking, inline skating or walking are moved to the streets or in the parks. Don't underestimate the Prospect Heights Bike Path which is over four miles of...
 IL 4.2 mi Asphalt
Helping to extend the excellent network of trails around the city of Racine deeper west into the heart of the county, the Racine County Bike Trail serves as a disconnected addition to the...
 WI 1.4 mi Asphalt, Concrete
The Racine-Sturtevant Trail runs for 3.5 miles from the western side of Racine to near the eastern edge of the Village of Sturtevant. The trail occupies an abandoned rail corridor for most of its...
 WI 3.5 mi Asphalt
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...
 IL 3.9 mi Asphalt
The Ridgefield Trace is a multi-use pathway that runs through suburban Crystal Lake, Illinois. The trail takes its name from the original Indian trace that once ran along the route of what is now...
 IL 7 mi Asphalt
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...
 IL 4.4 mi Asphalt
The Robert McClory Bike Path runs the length of Lake County, knitting together a string of communities on the north shore of Chicago all the way to the Wisconsin border. In 1997, the trail was named...
 IL 25.4 mi Asphalt, Concrete, Crushed Stone
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...
 IL 12.3 mi Asphalt, Concrete, Crushed Stone
The Root River Pathway uses a combination of off-road trail and on-road route to form a crescent around the City of Racine. The trail closely follows the bends of the Root River, making it a great...
 WI 6.6 mi Asphalt
Leave the cars at home: the Route 30 Bike Path gives users an alternative way to travel from the Village of Frankfort in the east, through Mokena to New Lenox in the west, a distance of over 7.5...
 IL 7.6 mi Asphalt
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...
 IL 26.7 mi Asphalt, Cinder, Woodchips
The Seven Waters Bike Trail is a scenic corridor stretching more than 17 miles north–south between Burlington and Muskego Lake into Waukesha County. The trail was originally three trails, locally...
 WI 17.6 mi Asphalt, Crushed Stone, Gravel
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....
 IL 2 mi Asphalt
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....
 IL 9.8 mi Asphalt
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...
 IL 46 mi Asphalt, Crushed Stone
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,...
 IL 3.54 mi Asphalt
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,...
 IL 1.1 mi Asphalt
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...
 IL 3.83 mi Asphalt
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....
 IL 3 mi Asphalt, Concrete
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...
 IL 17.2 mi Asphalt
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,...
 IL 1 mi Gravel
The northern section of the Tinley Creek Trail is a series of color-coded connected loops and spurs that weave through several forest preserves in Cook County. The 24-mile trail system is paved,...
 IL 24 mi Asphalt
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...
 IL 3.6 mi Asphalt
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...
 IN 0.8 mi Asphalt
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...
 IL 1 mi Asphalt
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...
 IL 1.1 mi Asphalt
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...
 IL 2.7 mi Asphalt
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...
 IL 11.4 mi Asphalt
The WE Energies Trail, so named because it uses a Wisconsin Energy Corporation utility corridor for much of its route, links Racine and Oak Creek in Racine and Milwaukee counties. Despite the presence...
 WI 2 mi Asphalt, Gravel
The trail system in Waterfall Glen Forest Preserve makes a loop around the entire park. The preserve is geologically significant, featuring glacier-carved rock ridges, ravines and wetland potholes,...
 IL 9.5 mi Crushed Stone, Grass
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...
 IL 3.2 mi Asphalt
In just a few short miles, the Wauponsee Glacial Trail leaves the urban confines of Joliet to bask in open farmland and reclaimed tallgrass prairie where the bison roam again. Named for a glacial lake...
 IL 22.3 mi Asphalt, Crushed Stone
The White River State Trail is composed of two separate segments: a 12-mile stretch that runs between Elkhorn and just west of Burlington in Walworth County, and a 7-mile section that connects the...
 WI 19 mi Concrete, Crushed Stone, Gravel

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Trails by activity

Bloomingdale Trail (The 606)

IL - 2.7 miles

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...

River Bend Trail (Silver Glen Trail)

IL - 4.4 miles

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...

Middlefork Savanna Trail

IL - 4.3 miles

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...

Timber Ridge Trail

IL - 1 miles

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,...

Accordion

Lincolnwood Valley Line Trail

IL - 1.3 miles

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...

Lake Michigan Pathway

WI - 14 miles

The 13.5-mile Lake Michigan Pathway keeps you in close touch with the sixth-largest freshwater lake in the world as it links rail-trails north and south of the port city of Racine. Along the way, the...

Prairie Crossing Bike Path

IL - 3.7 miles

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...

Orland Park Bikeway

IL - 6.7 miles

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...

Lake Arlington Walking Path

IL - 2 miles

Lake Arlington is an artificial lake and popular recreation area in Arlington Heights in Cook County. The park features amenities to interest visitors of all ages and it is a local favorite for family...

John Husar I&M Canal Trail

IL - 8.9 miles

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...

Techny Trail

IL - 3 miles

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....

Pike River Pathway

WI - 5.3 miles

The Pike River Pathway is a paved, multi-use trail that runs along both sides of the reconstructed Pike River through the Village of Mount Pleasant and unincorporated parts of Racine County. The path...

Great American Rail-Trail

DC,IA,ID,IL,IN,MD,MT,NE,OH,PA,WA,WV,WY - 3743.9 miles

Note: This developing route is not yet fully contiguous – it is just over 50% complete. Please refer to the Trail Map for more information on the existing sections of trail, as well as the online...

Kuhn Road Trail

IL - 1.4 miles

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...

Palos Heights Bike Trail

IL - 2 miles

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...

Tinley Creek Trail (South)

IL - 3.6 miles

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...

Lies Road Trail

IL - 2.8 miles

This shared-use path runs east-west through the village of Carol Stream in Du Page county. Sitting on the grassy north side of Lies Road between Fair Oaks Road and Gary Avenue, the path is used as an...

Tinley Creek Trail (North)

IL - 24 miles

The northern section of the Tinley Creek Trail is a series of color-coded connected loops and spurs that weave through several forest preserves in Cook County. The 24-mile trail system is paved,...

Dunes Kankakee Trail

IN - 5.5 miles

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...

Grant Woods Bike Path

IL - 5.9 miles

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...

More Winnetka bike trailsView Fewer Winnetka bike trails

Illinois & Michigan Canal State Trail

IL - 79.5 miles

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...

Monon Trail (Lake County)

IN - 4.4 miles

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...

Iron Horse Heritage Trail

IN - 2.4 miles

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...

North Shore Channel Trail

IL - 6.7 miles

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...

Accordion

Fort Beggs Bike Trail (North)

IL - 1.4 miles

The Fort Beggs Bike Trail (North) is a nearly mile-and-a-half long trail in Plainfield, Illinois. The trail shares the electric utility right-of-way, stretching from Fort Beggs Drive south to Spring...

Skokie Valley Trail (Lake County)

IL - 9.8 miles

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....

Busse Woods Trail

IL - 11.2 miles

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...

Commonwealth Edison Bikeway

IL - 1.5 miles

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...

Southern Dupage County Regional Trail

IL - 46 miles

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...

Lily Cache Greenway

IL - 2.5 miles

The Lily Cache Greenway travels east-west across Bollingbrook, from the ComEd Greenway to the Plainfield border. The trail more or less follows the course of its namesake creek, and is characterized...

Virgil L. Gilman Trail

IL - 11.4 miles

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...

Techny Trail

IL - 3 miles

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....

East Northbrook Trail

IL - 1.1 miles

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,...

Oak Savannah Trail

IN - 9.5 miles

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...

Lake Michigan Pathway

WI - 14 miles

The 13.5-mile Lake Michigan Pathway keeps you in close touch with the sixth-largest freshwater lake in the world as it links rail-trails north and south of the port city of Racine. Along the way, the...

Fermilab Trail

IL - 5.8 miles

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...

Great Divide Bike Trail

IL - 1 miles

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,...

Great Western Trail (DuPage County)

IL - 12 miles

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...

Chesapeake and Ohio Greenway

IN - 1.9 miles

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...

Union Pacific Recreation Path

IL - 1 miles

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...

More Winnetka walking trails View Fewer Winnetka walking trails

River Bend Trail (Silver Glen Trail)

IL - 4.4 miles

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...

Lake Geneva Bike Path

WI - 8.9 miles

The Lake Geneva Bike Path runs through the scenic resort city, offering connections to many of the community’s amenities. The trail has five unique, color-coded segments. The Blue Route is the...

Waterfall Glen

IL - 9.5 miles

The trail system in Waterfall Glen Forest Preserve makes a loop around the entire park. The preserve is geologically significant, featuring glacier-carved rock ridges, ravines and wetland potholes,...

Buffalo Creek Trail

IL - 3.2 miles

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...

Accordion

ComEd Greenway

IL - 2 miles

The ComEd Greenway is an asphalt multiuse pathway running north-south through the village of Bollingbrook. The trail's name is an abbreviation of Commonwealth Edison, the name of the electric utility...

Kenosha County Bike Trail

WI - 18.6 miles

The Kenosha County Bike Trail is open in two sections separated by dense neighborhoods in the City of Kenosha. The northern segment runs northeast from 35th Street in the city to 1st Street at the...

Tall Grass Greenway Trail

IL - 3.83 miles

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...

Salt Creek Trail (IL)

IL - 26.7 miles

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...

Commonwealth Edison Bikeway

IL - 1.5 miles

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...

Racine-Sturtevant Trail

WI - 3.5 miles

The Racine-Sturtevant Trail runs for 3.5 miles from the western side of Racine to near the eastern edge of the Village of Sturtevant. The trail occupies an abandoned rail corridor for most of its...

H.U.M. Trail

IL - 3.5 miles

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...

Lake Andrea Multi-Use Path

WI - 2.3 miles

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...

Hickory Creek Bikeway

IL - 3.7 miles

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...

Pike River Pathway

WI - 5.3 miles

The Pike River Pathway is a paved, multi-use trail that runs along both sides of the reconstructed Pike River through the Village of Mount Pleasant and unincorporated parts of Racine County. The path...

Stearns Road Bike Path

IL - 3.54 miles

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,...

Iron Horse Heritage Trail

IN - 2.4 miles

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...

White River State Trail

WI - 19 miles

The White River State Trail is composed of two separate segments: a 12-mile stretch that runs between Elkhorn and just west of Burlington in Walworth County, and a 7-mile section that connects the...

Old Plank Road Trail (IL)

IL - 21.7 miles

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...

Palatine Trail

IL - 9.6 miles

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...

Bloomingdale Trail (The 606)

IL - 2.7 miles

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...

More Winnetka running trailsView Fewer Winnetka running trails

Recent Trail Reviews

Des Plaines River Trail

From Just North of the Border

May, 2022 by wayno311

I park at the trailhead just over the border on Russel Rd. I frequent this trail because it's only 10 min. from my home. I enjoy riding through marshland and near the river to see the diverse foliage and wildlife. This trail does undulate a bit so your legs and gears are gonna get a workout. (but not too bad) This trail gives me the opportunity to ride pretty much as long or short a distance I wish. Some of the crushed gravel does get soft in spots, but I do believe it from when it floods on certain occasions. The trail does provide a few restrooms along the way. i do recommend this trail to anyone. Thanks.

read more …

Hebron Trail

From Just North of the Border 5/23/2022

May, 2022 by wayno311

I parked at the trailhead off of Keystone and was happily surprised there were toilets available. I had driven nearly an hour from Kenosha. The trail West started with a slight gradient, but nothing steep. The trail enters into what I would call a corridor of trees almost giving me the feeling of a tunnel. Gorgeous ride on crushed gravel. About 3 miles in you come to the end, BUT, if you take the road south just over the tracks and a quick right, you can pick the trail back up to completion at around 5.7 miles. From red barns to an overlook of water, this trail was spot on! I rode back past the parking lot to get to the Prairie Trail. Get ready for a nice hill to climb! (WHEW!) It is a 1.5 mile ride east to the Prairie Trail from the parking lot. I was simply amazed how nice this little jem of a trail is down here in Hebron. Thanks!

read more …

Wauponsee Glacial Trail

Horrible Stone Material

May, 2022 by frugality2

This use to be a great path to ride on with the crushed stone but the new rocks make it hard to ride a bike now.

read more …
Accordion

Great Western Trail (IL)

Relatively uncrowded ride through agricultural scenery

May, 2022 by hilbertdr

We've ridden the Great Western trail from St. Charles to Sycamore and back a bunch of times. It became one of our favorite rides during the pandemic because it is much less crowded than the trails in the more densely populated parts of the Chicago area. It's pretty straight and reasonably flat. There are a reasonable number of trail users near the St. Charles trail head but the trail is never crowded and the Sycamore end of the trail is pretty deserted. The scenery is more agricultural than wild but it's nice nevertheless. The trail surface is a mix of asphalt and gravel and is in pretty good shape. If you follow the trail towards Sycamore from the Great Western trailhead there is a park with tables, benches and a restroom which is where we usually take a break before returning to St. Charles.

read more …

Prairie Trail (IL)

Great on a road bike (on a dry day)

May, 2022 by chsty29d9b

I recently rode the Prairie Trail as part of a ride from Geneva, IL to Lake Geneva, WI. It is a beautiful trail and definitely rideable on a road bike if the path is dry (I had 28mm tires). It’s crushed limestone for ~8 miles from Ringwood, IL to Genoa City, WI — exactly like the Illinois Prairie Path or Great Western Trail. Like the description says- only the northernmost 1/4 mile between the Hebron Trail and Genoa City is chunkier gravel.

Thanks everyone for your previous reviews!

read more …

Prairie Trail (IL)

Great on a road bike (on a dry day)

May, 2022 by chsty29d9b

I recently rode the Prairie Trail as part of a ride from Geneva, IL to Lake Geneva, WI. It is a beautiful trail and definitely rideable on a road bike if the path is dry (I had 28mm tires). It’s crushed limestone for ~8 miles from Ringwood, IL to Genoa City, WI — exactly like the Illinois Prairie Path or Great Western Trail. Like the description says- only the northernmost 1/4 mile between the Hebron Trail and Genoa City is chunkier gravel.

Thanks everyone for your previous reviews!

read more …

Fermilab Trail

Open again!

May, 2022 by kpbo24

Great path. Some of the roads within Fermilab that used to be accessible are now off limits, so stay on the trail!

read more …

Rock Run Greenway Trail

First Day

May, 2022 by 26h7wtkhzm

This was the first day I rode this trail. 19.1 miles in 1 hour and 22 minutes. Really nice!

read more …

Veterans Memorial Trail

Very nice trail but 355 is noisy.

April, 2022 by jmbb6kcd7p

Good trail to walk but because of 355, it’s not a very peaceful walk.

read more …

Bartlett Trail

Good short walking trail .

April, 2022 by annsunde

Good short walking trail .

read more …

Bartlett Trail

Great walking trail to the store. Or just a short nice day walk.

April, 2022 by annsunde

Great walking trail to the store. Or just a short nice day walk.

read more …

Bartlett Trail

This trail is nice to walk on Maybe to go to the store or just enjoy the day it's a short trail it's mostly used by I think the people that live right next to it . the trail is along the road.

April, 2022 by annsunde

This trail is nice to walk on Maybe to go to the store or just enjoy the day it's a short trail it's mostly used by I think the people that live right next to it . the trail is along the road.

read more …
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