Chesterton, IN Trails and Maps

648 Reviews

Looking for the best trails around Chesterton?

Explore the best rated trails in Chesterton, IN. Whether you're looking for an easy walking trail or a bike trail like the Illinois & Michigan Canal State Trail and North Judson Erie Trail. With more than 58 trails covering 639 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
58 Results
Activities
Length
Surfaces
Type

Bloomingdale Trail (The 606)

2.7 mi
State: IL
Asphalt, Concrete

Burnham Greenway

5.3 mi
State: IL
Asphalt

Cal-Sag Trail

13.8 mi
State: IL
Asphalt

Calumet Trail

9.1 mi
State: IN
Crushed Stone

Centennial Trail (IL)

13 mi
State: IL
Asphalt

Chesapeake and Ohio Greenway

1.9 mi
State: IN
Asphalt

Chicago Lakefront Trail

19 mi
State: IL
Asphalt, Concrete

Des Plaines River Trail

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

Dunes Kankakee Trail

5.5 mi
State: IN
Asphalt

East Bank Trail (IN)

1.7 mi
State: IN
Asphalt, Concrete

El Paseo

0.1 mi
State: IL
Asphalt

Erie Lackawanna Trail

17.7 mi
State: IN
Asphalt

Green Bay Trail

8.9 mi
State: IL
Asphalt, Concrete, Crushed Stone

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

Indiana-Michigan River Valley Trail

5.3 mi
State: MI
Asphalt

Iron Horse Heritage Trail

2.4 mi
State: IN
Asphalt

John Husar I&M Canal Trail

8.9 mi
State: IL
Asphalt

LaSalle Trail

3.5 mi
State: IN
Asphalt
Accordion

Lake George Trail

3.1 mi
State: IN
Asphalt

Lincolnwood Valley Line Trail

1.3 mi
State: IL
Asphalt

Little Calumet River Levee Trail

6 mi
State: IN
Asphalt

Major Taylor Trail

7.5 mi
State: IL
Asphalt

Marquette Trail

2.1 mi
State: IN
Crushed Stone

Monon Trail (Lake County)

4.4 mi
State: IN
Asphalt

Monterey Erie Trail

0.6 mi
State: IN
Asphalt

North Branch Riverwalk

0.6 mi
State: IL
Asphalt

North Branch Trail

21.3 mi
State: IL
Asphalt

North Judson Erie Trail

9 mi
State: IN
Asphalt

North Shore Channel Trail

6.7 mi
State: IL
Asphalt, Concrete, Dirt

Northerly Island Trail

1 mi
State: IL
Asphalt, Concrete

Northside Trail

3 mi
State: IN
Concrete

Oak Savannah Trail

9.5 mi
State: IN
Asphalt

Old Plank Road Trail

21.7 mi
State: IL
Asphalt

Orland Park Bikeway

6.7 mi
State: IL
Asphalt, Concrete

Palos Heights Bike Trail

2 mi
State: IL
Asphalt

Panhandle Pathway

22 mi
State: IN
Asphalt

Pennsy Greenway

9.4 mi
State: IL, IN
Asphalt

Prairie Duneland Trail

10.3 mi
State: IN
Asphalt

Preservation Path

2.1 mi
State: IL
Asphalt

Riverside Trail (IN)

3.4 mi
State: IN
Asphalt

Route 30 Bikeway

7.6 mi
State: IL
Asphalt

Salt Creek Trail (IL)

26.7 mi
State: IL
Asphalt, Cinder, Woodchips

Southern Dupage County Regional Trail

46 mi
State: IL
Asphalt, Crushed Stone

Techny Trail

3 mi
State: IL
Asphalt, Concrete

Thorn Creek Trail

17.2 mi
State: IL
Asphalt

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

Vale Park West Pathway

0.7 mi
State: IN
Concrete

Valley Line Trail

1.1 mi
State: IL
Asphalt

Veterans Memorial Trail

2.7 mi
State: IL
Asphalt

Waterfall Glen

9.5 mi
State: IL
Crushed Stone, Grass

Wauponsee Glacial Trail

22.3 mi
State: IL
Asphalt, Crushed Stone

West Bank Walkway

0.6 mi
State: IN
Concrete
Trail Image Trail Name States Length Surface Rating
TRAIL CLOSED: As a precaution to help limit the spread of COVID-19, the local managing authority has temporarily closed this trail. The Bloomingdale Trail, part of “The 606” park system, is a...
IL 2.7 mi Asphalt, Concrete
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 Cal-Sag Trail (or, Calumet-Sag Trail) is currently under active construction. As of early 2018, it has a competed section of about 13 miles, stretching from near its western terminus at the John...
IL 13.8 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 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
TRAIL CLOSED: As a precaution to help limit the spread of COVID-19, the local managing authority has temporarily closed this trail. The Chicago Lakefront Trail is aptly named; it spans 19 miles...
IL 19 mi Asphalt, Concrete
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 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 northern portion of the East Bank Trail was one of the first rail-trails in Indiana, opening in 1988. The asphalt-surfaced trail stretches for about 0.5 mile through tree-lined South Bend...
IN 1.7 mi Asphalt, Concrete
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 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 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 Indiana-Michigan River Valley Trail currently runs for more than 5 miles through Niles, Michigan, on the eastern bank of the St. Joseph River. The trail occupies a former New York Central Railroad...
MI 5.3 mi Asphalt
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
When complete, the LaSalle Trail will travel an arrow-straight 3.5 miles between Roseland Town Park in Roseland and the Indiana–Michigan state line. Michigan is currently working on building a trail...
IN 3.5 mi Asphalt
Accordion
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 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
Little Calumet River Levee Trail stretches from Munster to Gary, Indiana. The trail zigs and zags through a number of local parks including Riverside Park, Wicker Memorial Park, Homestead Park,...
IN 6 mi Asphalt
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 7.5 mi Asphalt
The Marquette Trail offers picturesque views of Lake Michigan as it travels through the Indiana Dunes National Lakeshore. This scenic route follows an abandoned rail line through a variety of diverse...
IN 2.1 mi 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
The Monterey Erie Trail occupies the same railbanked corridor as the longer North Judson Erie Trail to its west, and the two rail-trails are planned to be linked in the future. The paved pathway...
IN 0.6 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 Judson Erie Trail occupies the railbanked right-of-way of the former JK Line Railroad, running 9 miles from downtown North Judson southeast to US 35 near Bass Lake. Eventually, the trail...
IN 9 mi Asphalt
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
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
South Bend’s Northside Trail closely follows the east bank of the St. Joseph River from Howard Park to the western edge of Mishawaka. Along the way, you’ll have access to Viewing Park and Veterans...
IN 3 mi 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
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 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
Indiana’s Panhandle Pathway follows a former Pennsylvania Railroad corridor out of Winamac south to Kenneth. Along the way, the trail links the communities of Star City, Thornhope, and Royal Center...
IN 22 mi Asphalt
The Pennsy Greenway is currently open in two segments between Calumet City, Illinois, and Schererville, Indiana. The northern portion begins at the southern end of the Burnham Greenway in Calumet City...
IL, IN 9.4 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
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
The Riverside Trail winds along the west bank of the St. Joseph River for just over 3 miles in northern Indiana's South Bend. Several benches along the way allow you to take in the beautiful river...
IN 3.4 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 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
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 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 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
The Vale Park West Pathway is a multiuse trail in the Chicago suburb of Valparaiso. At 0.7 mile long, the trail passes through a mix of woodland and prairie, as well as over a creek on a 220-foot...
IN 0.7 mi Concrete
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 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
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
Although less than 1 mile long, the West Bank Walkway offers lovely views of the St. Joseph River in downtown South Bend. Midway, a converted railroad trestle over the waterway connects trail-goers to...
IN 0.6 mi Concrete

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

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...

Monterey Erie Trail

IN - 0.6 miles

The Monterey Erie Trail occupies the same railbanked corridor as the longer North Judson Erie Trail to its west, and the two rail-trails are planned to be linked in the future. The paved pathway...

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....

Thorn Creek Trail

IL - 17.2 miles

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...

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...

Veterans Memorial Trail

IL - 2.7 miles

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...

North Branch Trail

IL - 21.3 miles

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...

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....

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...

Vale Park West Pathway

IN - 0.7 miles

The Vale Park West Pathway is a multiuse trail in the Chicago suburb of Valparaiso. At 0.7 mile long, the trail passes through a mix of woodland and prairie, as well as over a creek on a 220-foot...

Erie Lackawanna Trail

IN - 17.7 miles

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...

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...

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...

Centennial Trail (IL)

IL - 13 miles

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...

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...

LaSalle Trail

IN - 3.5 miles

When complete, the LaSalle Trail will travel an arrow-straight 3.5 miles between Roseland Town Park in Roseland and the Indiana–Michigan state line. Michigan is currently working on building a trail...

West Bank Walkway

IN - 0.6 miles

Although less than 1 mile long, the West Bank Walkway offers lovely views of the St. Joseph River in downtown South Bend. Midway, a converted railroad trestle over the waterway connects trail-goers to...

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...

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...

Erie Lackawanna Trail

IN - 17.7 miles

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...

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...

Thorn Creek Trail

IL - 17.2 miles

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...

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...

Indiana-Michigan River Valley Trail

MI - 5.3 miles

The Indiana-Michigan River Valley Trail currently runs for more than 5 miles through Niles, Michigan, on the eastern bank of the St. Joseph River. The trail occupies a former New York Central Railroad...

Major Taylor Trail

IL - 7.5 miles

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...

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...

Northside Trail

IN - 3 miles

South Bend’s Northside Trail closely follows the east bank of the St. Joseph River from Howard Park to the western edge of Mishawaka. Along the way, you’ll have access to Viewing Park and Veterans...

Calumet Trail

IN - 9.1 miles

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...

Cal-Sag Trail

IL - 13.8 miles

The Cal-Sag Trail (or, Calumet-Sag Trail) is currently under active construction. As of early 2018, it has a competed section of about 13 miles, stretching from near its western terminus at the John...

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...

Lake George Trail

IN - 3.1 miles

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...

Des Plaines River Trail

IL - 56.2 miles

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...

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...

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...

Centennial Trail (IL)

IL - 13 miles

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...

Panhandle Pathway

IN - 22 miles

Indiana’s Panhandle Pathway follows a former Pennsylvania Railroad corridor out of Winamac south to Kenneth. Along the way, the trail links the communities of Star City, Thornhope, and Royal Center...

Bloomingdale Trail (The 606)

IL - 2.7 miles

TRAIL CLOSED: As a precaution to help limit the spread of COVID-19, the local managing authority has temporarily closed this trail. The Bloomingdale Trail, part of “The 606” park system, is a...

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...

Des Plaines River Trail

IL - 56.2 miles

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...

Old Plank Road Trail

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...

Indiana-Michigan River Valley Trail

MI - 5.3 miles

The Indiana-Michigan River Valley Trail currently runs for more than 5 miles through Niles, Michigan, on the eastern bank of the St. Joseph River. The trail occupies a former New York Central Railroad...

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...

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...

Vale Park West Pathway

IN - 0.7 miles

The Vale Park West Pathway is a multiuse trail in the Chicago suburb of Valparaiso. At 0.7 mile long, the trail passes through a mix of woodland and prairie, as well as over a creek on a 220-foot...

LaSalle Trail

IN - 3.5 miles

When complete, the LaSalle Trail will travel an arrow-straight 3.5 miles between Roseland Town Park in Roseland and the Indiana–Michigan state line. Michigan is currently working on building a trail...

West Bank Walkway

IN - 0.6 miles

Although less than 1 mile long, the West Bank Walkway offers lovely views of the St. Joseph River in downtown South Bend. Midway, a converted railroad trestle over the waterway connects trail-goers to...

Pennsy Greenway

IL,IN - 9.4 miles

The Pennsy Greenway is currently open in two segments between Calumet City, Illinois, and Schererville, Indiana. The northern portion begins at the southern end of the Burnham Greenway in Calumet City...

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...

Preservation Path

IL - 2.1 miles

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...

El Paseo

IL - 0.1 miles

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...

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...

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...

Calumet Trail

IN - 9.1 miles

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...

Prairie Duneland Trail

IN - 10.3 miles

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...

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...

Lake George Trail

IN - 3.1 miles

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...

Monterey Erie Trail

IN - 0.6 miles

The Monterey Erie Trail occupies the same railbanked corridor as the longer North Judson Erie Trail to its west, and the two rail-trails are planned to be linked in the future. The paved pathway...

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...

Recent Trail Reviews

Wauponsee Glacial Trail

Could use some grade improvements and a lot fewer tire ruts, but overall a really good, easy trail.

May, 2020 by jebus27

Could use some grade improvements and a lot fewer tire ruts, but overall a really good, easy trail.

John Husar I&M Canal Trail

Rough Ride

May, 2020 by bjohns3

Needs some TLC. This will be a nice trail once it is resurfaced and the extension completed.

Illinois Prairie Path

Love This Trail

May, 2020 by garthliebhaber

I think we are lucky to have this regional trail which has created network of other trail offshoots. I have no complaints, the general shadiness of the trail provided by trees is nice. I’m excited to make it my summer goal to ride the whole trail. It’s a nice gesture to be able to ride out to Aurora, Geneva or Elgin and take the Metra back, Just one note, bring plenty of water as the water fountains are closed during the COVID quarantine.

Accordion

Des Plaines River Trail

DRP veteran

May, 2020 by ives1

Amazing path crossing all of Lake County North/South. Plenty of bathrooms along the way. Mile 1 begins at Russel Rd parking lot. Check for Flooding Nearby businesses include 1. The Duck Inn Bar Wadsworth 2. Capt Porky & the Shanty Wadsworth 3. DQ : Grand Ave in Gurnee. 4. Schwinn cyclery Libertyville 5. Hansa Coffee Libertyville 6. Lots of dining in Libertyville 7. Chipotle in Vernon Hills I

Waterfall Glen

loved it!

May, 2020 by cae.unifei

Great family and fun trail!

Cal-Sag Trail

awesome trail!!

May, 2020 by sonyaandonov

what an awesome trail! all paved! no street crossing. perfect for riding with the younger set!! loved it!

Old Plank Road Trail

Great trail w/ many amenities at Frankfort.

May, 2020 by cbqjoe357

This is very well maintained trail with a couple trail connections throughout. The highlight is downtown Frankfort In The middle of the trail. Great bathrooms, parking, restaurants, farmers market Sunday’s and more. It does get crowded in Frankfort so you will need go slow down and there are a decent amount of street crossings as well. If you loop around at Sauk Lake to the East and do the whole route as a loop it’s a nice 50 ish mile route. Quite level with elevation and decline on the east end.

Salt Creek Trail (IL)

Don't start in Addison

May, 2020 by tiffany.trinco

I started in Addison where Oak Street drops in to head north to Busse Woods, and the first 3 miles or so through the industrial park and along the power lines are crap. Not fun on a road bike, at all. Even though it's paved, it's buckled, and there are sharp bumps every like, 50 feet or so, jarred my wrists and made for a rough ride.

Chicago Lakefront Trail

beautiful views

May, 2020 by jlogan740

I rode this trail back in 2017 from solider field to North Beach I want to complete the whole thing some day but from what I saw this trail is full of nice city views and lake Michigan

El Paseo

too short

May, 2020 by goblue3313

This really isn’t too much of a trail. It is a community garden with some spaces to sit and chill

Illinois Prairie Path

good path

May, 2020 by maxrsmith321

I enjoyed riding on the path, but what I didn’t enjoy is how easily it flooded and how much access water there was on the path. As long as you go when there hasn’t been rain, it will be a great time!

Erie Lackawanna Trail

Beautiful Country

April, 2020 by kellam

Rode this trail for the first time and it has moved to the very top of my list of paved rails-to-trails in the greater Chicagoland area. We rode the entire trail from Hammond down to Crown Point and back. A lot of money and effort was spent to make the entire length of the trail a bikers dream. Not only is the pavement very wide but the builders of this trail also cleared a wide area on either side of the pavement. This gives the rider a very open feeling, lots of sun, and panoramic views of the countryside.

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