Pleasant Prairie, WI Walking Trails and Maps

883 Reviews

Looking for the best Walking trails around Pleasant Prairie?

Find the top rated walking trails in Pleasant Prairie, whether you're looking for an easy short walking trail or a long walking trail, you'll find what you're looking for. Click on a walking trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
Surfaces
Type
81 Results
Activities
Length
Surfaces
Type

Beerline Trail

3.7 mi
State: WI
Asphalt

Bloomingdale Trail (The 606)

2.7 mi
State: IL
Asphalt, Concrete

Brown Deer Recreational Trail

1 mi
State: WI
Asphalt

Buffalo Creek Trail

3.2 mi
State: IL
Crushed Stone

Bugline Trail

15.6 mi
State: WI
Asphalt

Bull Valley Road Shared-Use Path

1.1 mi
State: IL
Asphalt

Busse Woods Trail

11.2 mi
State: IL
Asphalt

Chain O' Lakes Bike Path

3.2 mi
State: IL
Asphalt

Chicago Lakefront Trail

19 mi
State: IL
Asphalt, Concrete

Deer Grove Trail

3.9 mi
State: IL
Asphalt

Des Plaines River Trail

56.2 mi
State: IL
Asphalt, Crushed Stone, Dirt, Gravel

Duck Lake Nature Area Trail

2 mi
State: WI
Dirt

East Northbrook Trail

1.1 mi
State: IL
Asphalt

Fox River Trail (IL)

44.6 mi
State: IL
Asphalt, Concrete, Crushed Stone

Fox River Trail (Waukesha)

6 mi
State: WI
Asphalt

Glacial Drumlin State Trail

52 mi
State: WI
Asphalt, Crushed Stone, Gravel

Grant Woods Bike Path

5.9 mi
State: IL
Crushed Stone

Great Western Trail (DuPage County)

12 mi
State: IL
Crushed Stone
Accordion

Great Western Trail (IL)

17 mi
State: IL
Asphalt, Crushed Stone

Green Bay Trail

8.9 mi
State: IL
Asphalt, Concrete, Crushed Stone

H.U.M. Trail

3.5 mi
State: IL
Asphalt

Hank Aaron State Trail

15.2 mi
State: WI
Asphalt, Crushed Stone

Hebron Trail

6.7 mi
State: IL
Crushed Stone, Gravel

Illinois Prairie Path

58.4 mi
State: IL
Asphalt, Concrete, Crushed Stone

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

Kinnickinnic River Trail

2.3 mi
State: WI
Asphalt

Kuhn Road Trail

1.4 mi
State: IL
Asphalt

Lake Country Recreation Trail

15.2 mi
State: WI
Asphalt

Lake Geneva Bike Path

8.9 mi
State: WI
Asphalt

Lake Michigan Pathway

14 mi
State: WI
Asphalt, Concrete, Crushed Stone

Lincolnwood Valley Line Trail

1.3 mi
State: IL
Asphalt

Long Prairie Trail

13.9 mi
State: IL
Asphalt

MRK Trail

4.6 mi
State: WI
Crushed Stone

Meadowbrook Trail

2.4 mi
State: WI
Concrete

Middlefork Savanna Trail

4.3 mi
State: IL
Crushed Stone, Gravel

Millennium Trail

30.7 mi
State: IL
Asphalt, Concrete, Crushed Stone

Milwaukee RiverWalk

3.1 mi
State: WI
Concrete

Moraine Hills State Park Trail

11.4 mi
State: IL
Asphalt, Crushed Stone

Muskego Recreation Trail

6.7 mi
State: WI
Crushed Stone, Dirt

New Berlin Recreation Trail

7 mi
State: WI
Asphalt

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

Oak Leaf Trail

125 mi
State: WI
Asphalt

Ozaukee Interurban Trail

30.1 mi
State: WI
Asphalt

Palatine Trail

9.6 mi
State: IL
Asphalt, Concrete

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 Trail (IL)

26.5 mi
State: IL
Asphalt, Crushed Stone, Dirt, Gravel

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

3 mi
State: IL
Asphalt

Robert McClory Bike Path

25.4 mi
State: IL
Asphalt, Concrete, Crushed Stone

Root River Pathway

6.6 mi
State: WI
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 (Lake County)

9.8 mi
State: IL
Asphalt

Stearns Road Bike Path

3.54 mi
State: IL
Asphalt

Stone Mill Trail

1.5 mi
State: IL
Asphalt

Struckman Boulevard Bike Path

1.1 mi
State: IL
Asphalt

Techny Trail

3 mi
State: IL
Asphalt, Concrete

Timber Ridge Trail

1 mi
State: IL
Gravel

Union Pacific Recreation Path

1 mi
State: IL
Asphalt

Valley Line Trail

1.1 mi
State: IL
Asphalt

WE Energies Trail

2 mi
State: WI
Asphalt, Gravel

West Allis Cross Town Connector

0.9 mi
State: WI
Asphalt

White River State Trail

19 mi
State: WI
Concrete, Crushed Stone, Gravel
Trail Image Trail Name States Length Surface Rating
The Beerline Trail, so named because the corridor was once used by freight trains transporting the ingredients for beer to some of Milwaukee’s famous breweries, has contributed to the revitalization...
WI 3.7 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 Brown Deer Recreational Trail runs through the Village of Brown Deer, a suburb of Milwaukee. The tree-line route parallels an active rail line through commercial and residential areas. Mid-way,...
WI 1 mi Asphalt
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
Broad blue skies strung with white cloud wisps; gem-green fields harboring cattails and butterflies; canopied glens giving way to cavernous quarries. It's all part of the ride on the Bugline...
WI 15.6 mi Asphalt
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 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 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 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 City of Franklin Hike and Bike Trail follows a corridor originally used by the Milwaukee Electric Railway & Light, an interurban railroad in southeastern Wisconsin. The corridor was later acquired...
WI 1.5 mi Asphalt
The Cushing Park Road Recreational Trail begins on the western outskirts of Delafield, a small community about 30 miles west of Milwaukee. From Delafield's Main Street, the trail heads south,...
WI 3 mi Asphalt
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 Duck Lake Nature Area Trail follows the southern side of Lake Como between Lake Geneva and Como, Wisconsin, not far from the Illinois state line. The trail is more rustic than most rail-trails and...
WI 2 mi Dirt
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
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
The Fox River Trail runs diagonally along its namesake waterway through Waukesha in southeastern Wisconsin (just outside of Milwaukee). A trailhead at the E.B. Shurts Environmental Education Center in...
WI 6 mi Asphalt
The 52-mile Glacial Drumlin State Trail between Cottage Grove and Waukesha provides a glimpse into the past when glaciers bore down on southeastern Wisconsin in the last Ice Age. Those gigantic sheets...
WI 52 mi Asphalt, Crushed Stone, Gravel
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
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
Accordion
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 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
In 1957, baseball legend Hank “The Hammer” Aaron led the Milwaukee Braves to the first of two consecutive World Series appearances and a championship over the usually dominant New York Yankees. In...
WI 15.2 mi Asphalt, Crushed Stone
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 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 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
Kinnickinnic River Trail (called the KK River Trail by locals) runs just over 2 miles in southern Milwaukee, following the river through a densely populated and industrial corridor. The trail links...
WI 2.3 mi Asphalt
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 Lake Country Recreation Trail runs from the western edge of Waukesha to Oconomowoc in Wisconsin’s Lake Country area. Most of the trail was built on a former Milwaukee-Watertown Interurban Railway...
WI 15.2 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
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
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 Long Prairie Trail journeys across the width of agricultural Boone County for nearly 14 miles on the railroad corridor previously used by the Kenosha and Rockford Railroad, later known as the...
IL 13.9 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
Meadowbrook Trail parallels Meadowbrook Road offering a useful and convenient off-road route through northwest Waukesha. It begins at a connection to Lake Country Recreation Trail, a 15-mile east-west...
WI 2.4 mi Concrete
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 Milwaukee RiverWalk provides a pleasant way to get around Milwaukee from the Historic Third Ward, through downtown, and north to the Lower East Side. It also has easy connections to three other...
WI 3.1 mi Concrete
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 Muskego Recreation Trail follows a corridor originally used by the Milwaukee Electric Railway & Light, an interurban railroad in southeastern Wisconsin. The corridor was later acquired by...
WI 6.7 mi Crushed Stone, Dirt
The paved New Berlin Recreation Trail runs straight as an east–west compass bearing for 7 miles through the western Milwaukee suburbs, from New Berlin to Waukesha. While it is void of trestles,...
WI 7 mi Asphalt
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
The Oak Leaf Trail is the jewel in the crown of Milwaukee County’s extensive trail system. The trail meanders for more than 125 miles in and around the city of Milwaukee on a changing terrain of flat...
WI 125 mi Asphalt
If you’re going to visit the historical communities that lie just west of Lake Michigan, why not use the former route of the venerable interurban railroad? The Ozaukee Interurban Trail stretches the...
WI 30.1 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 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 Pelishek-Tiffany Nature Trail runs for 6 miles along an abandoned railroad corridor, between the towns of Allens Grove and Clinton. The trail is open to snowmobiles, cyclists, horseback riders and...
WI 6 mi Dirt
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
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
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
Ridgefield Trace currently consists of two short segments open for use. The western section runs from McHenry County College on US 14 in Crystal Lake to just west of N. Oak Street. Active railroad...
IL 3 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 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
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 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 Stone Mill Trail runs between Lawrence Road in Harvard and Maxon Road in Chemung. The 1.5-mile, paved trail mostly parallels County Highway 17 (Ramer Road) and active railroad tracks, and will...
IL 1.5 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 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 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 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
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
Although short, the West Allis Cross Town Connector represents an important start to a future link between three trails in Milwaukee County. Currently, the trail begins at a junction with the New...
WI 0.9 mi Asphalt
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

Now, More Than Ever, Trails Matter!

During COVID-19, trails are being counted on as places where people can find solace and respite and we need your support to keep trails open and provide these critical FREE resources! Please continue to practice physical distancing and check the status of your trail before heading out!

Trails by activity

KR Trail

WI - 1.5 miles

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...

Fox River Trail (Waukesha)

WI - 6 miles

The Fox River Trail runs diagonally along its namesake waterway through Waukesha in southeastern Wisconsin (just outside of Milwaukee). A trailhead at the E.B. Shurts Environmental Education Center in...

Cushing Park Road Recreational Trail

WI - 3 miles

The Cushing Park Road Recreational Trail begins on the western outskirts of Delafield, a small community about 30 miles west of Milwaukee. From Delafield's Main Street, the trail heads south,...

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...

Accordion

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...

Beerline Trail

WI - 3.7 miles

The Beerline Trail, so named because the corridor was once used by freight trains transporting the ingredients for beer to some of Milwaukee’s famous breweries, has contributed to the revitalization...

Meadowbrook Trail

WI - 2.4 miles

Meadowbrook Trail parallels Meadowbrook Road offering a useful and convenient off-road route through northwest Waukesha. It begins at a connection to Lake Country Recreation Trail, a 15-mile east-west...

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...

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...

Valley Line Trail

IL - 1.1 miles

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...

City of Franklin Hike and Bike Trail

WI - 1.5 miles

The City of Franklin Hike and Bike Trail follows a corridor originally used by the Milwaukee Electric Railway & Light, an interurban railroad in southeastern Wisconsin. The corridor was later acquired...

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...

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...

Great Western Trail (IL)

IL - 17 miles

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....

Kenosha Pike Bike Trail

WI - 6.95 miles

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...

Fox River Trail (IL)

IL - 44.6 miles

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...

Robert McClory Bike Path

IL - 25.4 miles

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...

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...

Poplar Creek Trail

IL - 9.5 miles

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...

Milwaukee RiverWalk

WI - 3.1 miles

The Milwaukee RiverWalk provides a pleasant way to get around Milwaukee from the Historic Third Ward, through downtown, and north to the Lower East Side. It also has easy connections to three other...

Millennium Trail

IL - 30.7 miles

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...

West Allis Cross Town Connector

WI - 0.9 miles

Although short, the West Allis Cross Town Connector represents an important start to a future link between three trails in Milwaukee County. Currently, the trail begins at a junction with the New...

Chicago Lakefront Trail

IL - 19 miles

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...

Oak Leaf Trail

WI - 125 miles

The Oak Leaf Trail is the jewel in the crown of Milwaukee County’s extensive trail system. The trail meanders for more than 125 miles in and around the city of Milwaukee on a changing terrain of flat...

Accordion

Hank Aaron State Trail

WI - 15.2 miles

In 1957, baseball legend Hank “The Hammer” Aaron led the Milwaukee Braves to the first of two consecutive World Series appearances and a championship over the usually dominant New York Yankees. In...

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...

Hebron Trail

IL - 6.7 miles

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....

Chain O' Lakes Bike Path

IL - 3.2 miles

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,...

WE Energies Trail

WI - 2 miles

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...

Skokie Valley Trail (Cook County)

IL - 2 miles

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....

Struckman Boulevard Bike Path

IL - 1.1 miles

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,...

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...

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,...

Prairie Trail (IL)

IL - 26.5 miles

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...

Paul Douglas and Crabtree Preserve Trail System

IL - 9.2 miles

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...

Great Western Trail (IL)

IL - 17 miles

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....

KR Trail

WI - 1.5 miles

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...

Ridgefield Trace

IL - 3 miles

Ridgefield Trace currently consists of two short segments open for use. The western section runs from McHenry County College on US 14 in Crystal Lake to just west of N. Oak Street. Active railroad...

Pelishek-Tiffany Nature Trail

WI - 6 miles

The Pelishek-Tiffany Nature Trail runs for 6 miles along an abandoned railroad corridor, between the towns of Allens Grove and Clinton. The trail is open to snowmobiles, cyclists, horseback riders and...

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...

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...

Millennium Trail

IL - 30.7 miles

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...

Ozaukee Interurban Trail

WI - 30.1 miles

If you’re going to visit the historical communities that lie just west of Lake Michigan, why not use the former route of the venerable interurban railroad? The Ozaukee Interurban Trail stretches the...

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...

Accordion

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...

Brown Deer Recreational Trail

WI - 1 miles

The Brown Deer Recreational Trail runs through the Village of Brown Deer, a suburb of Milwaukee. The tree-line route parallels an active rail line through commercial and residential areas. Mid-way,...

Pelishek-Tiffany Nature Trail

WI - 6 miles

The Pelishek-Tiffany Nature Trail runs for 6 miles along an abandoned railroad corridor, between the towns of Allens Grove and Clinton. The trail is open to snowmobiles, cyclists, horseback riders and...

Prospect Heights Bike Path

IL - 4.2 miles

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...

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,...

Oak Leaf Trail

WI - 125 miles

The Oak Leaf Trail is the jewel in the crown of Milwaukee County’s extensive trail system. The trail meanders for more than 125 miles in and around the city of Milwaukee on a changing terrain of flat...

Poplar Creek Trail

IL - 9.5 miles

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...

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...

KR Trail

WI - 1.5 miles

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...

North Branch Riverwalk

IL - 0.6 miles

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...

Green Bay Trail

IL - 8.9 miles

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...

Racine County Bike Trail

WI - 1.4 miles

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...

Seven Waters Bike Trail

WI - 17.6 miles

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...

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,...

West Allis Cross Town Connector

WI - 0.9 miles

Although short, the West Allis Cross Town Connector represents an important start to a future link between three trails in Milwaukee County. Currently, the trail begins at a junction with the New...

Moraine Hills State Park Trail

IL - 11.4 miles

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....

Recent Trail Reviews

Chicago Lakefront Trail

blue water paradise

July, 2020 by jlogan740

I completed most of this trail South side to Ohio St Beach I had to stop due to construction but it is very beautiful scenery I don't care what time of day u ride this trail will be busy

Bloomingdale Trail (The 606)

Smooth But busy

July, 2020 by jlogan740

Nice smooth trail u get views of different types of neighborhoods you will be weaving thru people because it is extremely busy

Millennium Trail

Quiet Trail

July, 2020 by diablurita

Today was a beautiful day to go out and explore. I loved it that it was quiet and not too crowded, it was very relaxing to venture in such as tranquil place. We brought bikes and it was just perfect!

Accordion

Des Plaines River Trail

North End of Trail is Nice!

July, 2020 by jkowalczyk33574

The north part of this trail from 137 to near the Wisconsin border is really nice thru Independence Grove thru some spectacular oak forest, scrub and savannah. Flooding has closed some underpasses at times but overall good trail when open, well marked, easy access and much fun. Lots of birds, small mammals, and the occasional snake. Nice but preserves along the way. Good to get out and enjoy!

Salt Creek Trail (IL)

I love this path!

June, 2020 by thea710

I have lived in Elmhurst a majority of my life, and I love this path so so much! I recommend it to all my friends.

Des Plaines River Trail

I've ridden the trail in Lake County a number of times and it's great. This stretch though is pretty rough. Lots of loose gravel, ruts and no markings. I won't go back. Start at the Lincolnshire Marriott and head north and you'll have a great trip.

June, 2020 by rbr135

I've ridden the trail in Lake County a number of times and it's great. This stretch though is pretty rough. Lots of loose gravel, ruts and no markings. I won't go back. Start at the Lincolnshire Marriott and head north and you'll have a great trip.

Glacial Drumlin State Trail

beautiful trail...

June, 2020 by tradrrr

A gravel/crushed limestone trail with some shade in parts. I rode it from London east 20 miles today after it poured yesterday and the trail was bone dry. I’d recommend having 28s on your bike as smaller tires can work but it’d be a little more difficult. There was a small stretch on streets but it was well marked and little traffic. I loved the bridges over the water and the small tunnel you pass through (keep your hands on the bars as it’s bumpy in there). There was a smallOverall a great trail.

Poplar Creek Trail

I love this trail

June, 2020 by cwrobel2009

Nice short distance bike trail. I like ShoeFactory woods area. Nice forest preserve!

Long Prairie Trail

Nice trail, not crowded at all

June, 2020 by wphan

Did the entire trail plus stone bridge trail and back with the family(spouse, teenage and pre teen boy). Both trails were nice and not crowded at all. Great trail for family with young kids (hardly any super fast cyclists). Trail get bumpy a bit outside poplar grove. Good mixture of shade and sun.strongly suggest continue on to stone bridge trail.
Had burrito from the Mexican restaurant at the gazebo by the trail in poplar grove.( no dine in during pandemic) supernice staff even brought out food out to gazebo! Will definitely come back.

Illinois Prairie Path

Eastern end not great

June, 2020 by ricter87

I can only comment on the eastern end of the path starting in Maywood. There are numerous streets to cross although less as you move west. The asphalt has too many cracks and bumps to enjoy a smooth ride. I will try the west end soon and hope it is better.

Palatine Trail

Terrible for inline skating. Hills with poor pavement, blacktop repairs that get sticky with heat.

June, 2020 by labyrne

Terrible for inline skating. Hills with poor pavement, blacktop repairs that get sticky with heat.

Pike River Pathway

Couldn't get too far because of construction projects ¿¿

June, 2020 by draeg002

Couldn't get too far because of construction projects ¿¿

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