Pleasant Prairie, WI Trails and Maps

815 Reviews

Looking for the best trails around Pleasant Prairie?

Explore the best rated trails in Pleasant Prairie, WI. Whether you're looking for an easy walking trail or a bike trail like the New Berlin Recreation Trail and Brown Deer Recreational Trail. With more than 75 trails covering 898 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
Surfaces
Type
75 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

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

53.4 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

Great Western Trail (IL)

17 mi
State: IL
Asphalt, Crushed Stone
Accordion

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

Kinnickinnic River Trail

2.3 mi
State: WI
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

120 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

2 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-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

Stone Mill Trail

1.5 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 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 53-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 53.4 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
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
Accordion
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
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 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 120 miles in and around the city of Milwaukee on a changing terrain of flat...
WI 120 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 short trail on both sides of the reconstructed Pike River in the Village of Mount Pleasant. The path is convenient to several neighborhoods in the community. Birds, frogs...
WI 2 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
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 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 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

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Trails by activity

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...

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...

Root River Pathway

WI - 6.6 miles

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...

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...

Accordion

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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,...

Pike River Pathway

WI - 2 miles

The Pike River Pathway is a short trail on both sides of the reconstructed Pike River in the Village of Mount Pleasant. The path is convenient to several neighborhoods in the community. Birds, frogs...

Glacial Drumlin State Trail

WI - 53.4 miles

The 53-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...

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....

Long Prairie Trail

IL - 13.9 miles

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...

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...

Long Prairie Trail

IL - 13.9 miles

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...

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...

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...

Accordion

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...

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,...

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...

North Shore Trail (WI)

WI - 3 miles

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...

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...

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...

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...

Stone Mill Trail

IL - 1.5 miles

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...

Randall Road Bike Trail

IL - 3.9 miles

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...

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...

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....

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...

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...

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...

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....

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...

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....

Bugline Trail

WI - 15.6 miles

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...

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...

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...

Accordion

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...

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...

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...

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...

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....

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...

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...

Long Prairie Trail

IL - 13.9 miles

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...

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....

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...

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...

Illinois Prairie Path

IL - 58.4 miles

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...

Root River Pathway

WI - 6.6 miles

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...

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...

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...

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...

Recent Trail Reviews

Hank Aaron State Trail

Riding the Tandem in Milwaukee

July, 2019 by utpaduke

Mel & I drove from Raleigh to Milwaukee to see the Braves play the Brewers for a Mon-Wed series. We brought the Tandem bike. On Mon-Tues we rode out 6.2 miles from the west trail end-point to the Three Bridges Park and back. For convenience, We parked @ the Target parking lot. Along this section, The trail is mostly flat, well-paved, and very clean. It passes behind some industrial complexes, the State Fair complex, and some residential subdivisions. The street crossings requiring more care, were few, as the major street intersections utilized trail overpasses! As baseball fans, we felt honored to ride the HANK AARON TRAIL! If I come back with my single trail bike, I would love to ride the entire trail, and also the Oak Leaf Trail which joins up right where we began our ride!

Fox River Trail (IL)

Fox River Trail

July, 2019 by farrells3

We’ve only done Oswego to Geneva so far but I’m already so impressed. Beautiful well maintained trail. While it’s a great trail for getting a workout in you’ll be torn between it and stopping to take in the amazing scenery.

Seven Waters Bike Trail

Above average trail

July, 2019 by ericevan

I recently rode this trail from south of Burlington to Wind Lake round trip. I'll be honest, I thought it would be more scenic than it was, but it didn't disappoint either. The portion through Burlington goes fast as there's plenty to see in the town, including nice views along the river. In between, there are long-winded stretches that don't excite. Think crushed limestone path, lots of sun, and nothing else. Case Eagle Park and Saller Woods were nice, but not a large segment of path either. Heading north you've got a few places to stop for amenities like Rochester, Waterford and Wind Lake, where I chose to stop. I know the trail extends up close to Franklin but I chose to turn around near Muskego Lake. This provided me with a 30+ mile round trip ride. Along the way and I can't recall where it was, is a VFW (or similar entity) that houses a tank, helicopter and a couple of jets. They're right on the path and worth stopping to admire. Cheers.

Accordion

Chicago Lakefront Trail

A+

July, 2019 by ericevan

Simply put, it doesn't get any better than this in Illinois. Referred to as the Lake Michigan Trail, this one can be ridden along the lake for more than the advertised 19 miles. I've done every inch of this path numerous times and always look forward to coming back. The entire trail is cement or asphalt making it an easy mover. Wind can obviously play a role (yeah, go figure) as can traffic (many walk, peddle and run this trail). The sites...well...they are as you can imagine, limitless. There are an endless number of places to stop for a rest and an equal number of curiousities to pull over and check out. My favorite is north of Oak Street beach. After a good number of miles I like to pit stop here and jump into the lake to cool off. This isn't for everybody. : ) In all seriousness this path has so much to offer you might ride it 50 times before noticing something new.

Great Western Trail (DuPage County)

This isn't the GWT Kane County offers!

July, 2019 by ericevan

Unlike its superior sister trail to the west, the GFT-D falls short. While living in Wheaton for years I rarely gave this path any of my time. It was sun-baked, not the best kept and didn't offer any of the scenery that its sister trail does in Kane County. In all honesty, I would recommend avoiding this path and making your way west to the 'better' segment. Or test both out and come to the same conclusion.

Poplar Creek Trail

A short favorite

July, 2019 by ericevan

At less than 10 miles this trail isn't going to be a grand adventure. But take it for what it is, a rolling, scenic, half sun/half canopy trail with views of the forest, street-side, ponds, prairie, and wildlife. My son and I knocked out this path last summer and enjoyed it. Plenty of places to start/end your ride as there are multiple parking areas/parks in the area. On your ride be sure to try and find the lions (2). They roam in the same spot and do not move. Cheers.

Illinois Prairie Path

Classic Illinois bike trail

July, 2019 by ericevan

For close to five years I lived at the zero marker for the IPP in Wheaton. This gave me unabated access to a wonderful path that offered multiple paths in every direction. Each path differed in terms of scenery but the trail was always kept up nicely and offered great views of parks, towns and history. I don't ride the IPP much these days as I live near the Fox River Trail and call that my favorite now. But I have very fond memories of riding every inch of the IPP more than many times. Cheers.

Fox River Trail (IL)

My 'Home' trail

July, 2019 by ericevan

I've been riding the FRT from Oswego to South Elgin for over 25 yrs. And there isn't a bad part. Traveling along a scenic river while riding from town to town will please all bikers of any age. The FRT is a string of majestic sites like a huge windmill, island parks, sculptures, Riverboats, picturesque river views, a slew of bike shops, plenty of parks and places to stop. The path runs on both sides of the river and for many stretches on both. The trail itself is always in impeccable condition and varies in traffic from bikers, joggers and walkers. This is one of the best trails in Illinois, if not the best.

Great Western Trail (IL)

Hidden gem in Kane County

July, 2019 by ericevan

For several years I've ridden this path and waited for word to get out as to how GREAT it is. To get the full effect I usually ride from Dean Street in St. Charles out to Sycamore. That's about 35 miles. The trail is a mix of asphalt and crushed limestone and it's 100% well maintained. There's a good split of canopy and sunlight offering riders an opportunity to cool off under the tree's and get decent views in other spots. The trail takes you through a couple of small towns, each of which offers opportunities for food/water. There are several bridges along the way as well as benches and picnic tables for rest breaks. West of Campton Hills you'll probably see a drastic drop in traffic. You'll also see a nice mix of wildlife out here. A great number of birds including an electric blue finch-like bird frequents the area, as do horse farms and other small critters. Just a beautiful path that runs through forested areas, over small streams and b offers great views of the distant prairie. Cheers

Busse Woods Trail

love

July, 2019 by jessiesnxdr

Great !! Clean! Smooth! Scenic! Shady Wish this was closer to home

Chicago Lakefront Trail

A sight to see!

July, 2019 by kc9qqm

I have road most of this trail twice now, one as part of the LATE ride which the last one was in 2016, riding down the lakefront seeing the sun rise was fantastic! It was so good I went back (a 150 mile drive for me) again to just ride it from end to end.

Part of it needs better signage as around some of the marinas it was confusing but over all it was great. Seeing all the high rises on one side and Lake Michigan on the other sets it above a lot of other trails I have ridden.

I look forward to getting back up there in the next year or 2 to ride again.

Des Plaines River Trail

Des Plaines River Trail

June, 2019 by stclaircarl6

great trail to walk on if it is not muddy have walked from Devon to Algonquin road and had no problems

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