Chesterton Trails and Maps

546 Reviews

Looking for the best trails around Chesterton?

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

  • Relevance
  • Name
  • Length
Activities
Length
Surfaces
Type
55 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

10 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

3.2 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

2.2 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

0.8 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

8.4 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

7.9 mi
State: IL, IN
Asphalt

Prairie Duneland Trail

10.3 mi
State: IN
Asphalt

Riverside Trail (IN)

3.4 mi
State: IN
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

Valley Line Trail

1.1 mi
State: IL
Asphalt

Veterans Memorial Bikeway (IN)

8.3 mi
State: IN
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
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 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 August 2015, it has a competed section of about 10 miles, stretching from near its eventual western terminus to...
IL 10 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
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 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 3-mile walking and bike path that begins in the Indiana Dunes State Park and travels south to Chesterton. It connects the Calumet Trail, which is also in the state park,...
IN 3.2 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 rolls nearly 18 miles between Crown Point and Hammond, two former rail junctions whose early fortunes were tied to the tracks carrying people and goods to and from Chicago....
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. The trail runs along the old canal towpath from LaSalle to the historical quarry town of...
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 2 miles through Niles, Michigan, on the eastern bank of the St. Joseph River. The trail occupies a former New York Central Railroad...
MI 2.2 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 0.8 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. Monterey and North...
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
The Northerly Island Trail offers access to a vast, natural oasis in one of the largest cities in America. Chicago’s Northerly Island—actually a 91-acre peninsula—was designed by Daniel H. Burnham,...
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 8 miles between Hobart and Griffith in northern Indiana’s...
IN 8.4 mi Asphalt
The Old Plank Road Trail travels nearly 22 miles between Chicago Heights and Joliet across a densely populated suburban landscape, where you’re never far from a café or espresso stand. Still, you...
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 three segments between Calumet City, Illinois, and Schererville, Indiana. The northern portion begins at the southern end of the Burnham Greenway in Calumet...
IL, IN 7.9 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 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
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 17-mile route traversing woodlands abundant with wildlife through several communities on the southern outskirts of Chicago.  The trail travels from Brownwell Woods...
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
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 Veterans Memorial Bikeway begins in Hebron in northwestern Indiana’s Porter County. From there, it follows the diagonal route of the former Pennsylvania Railroad for just over 8 miles through Lake...
IN 8.3 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

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 30,000 of trail maps
  • Share your trail photos
  • Save your own favourite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Trails by activity

Little Calumet River Levee Trail

IN - 6 miles

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,...

Marquette Trail

IN - 2.1 miles

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...

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...

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

Wauponsee Glacial Trail

IL - 22.3 miles

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...

Old Plank Road Trail

IL - 21.7 miles

The Old Plank Road Trail travels nearly 22 miles between Chicago Heights and Joliet across a densely populated suburban landscape, where you’re never far from a café or espresso stand. Still, you...

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...

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...

Turkey Creek Trail

IN - 0.8 miles

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...

Veterans Memorial Bikeway (IN)

IN - 8.3 miles

The Veterans Memorial Bikeway begins in Hebron in northwestern Indiana’s Porter County. From there, it follows the diagonal route of the former Pennsylvania Railroad for just over 8 miles through Lake...

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...

Southern Dupage County Regional Trail

IL - 46 miles

The Southern Dupage County Regional Trail connects multiple of the larger forest preserves in Dupage county together. Starting near the intersection of 75th st and Ogden Ave in Aurora, the trail runs...

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...

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...

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...

Palos Heights Bike Trail

IL - 2 miles

The Palos Heights Bike Trail offers a north-south route through residential and commercial areas on the west side of the community. It's also a key connector between two regionally important...

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...

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...

Erie Lackawanna Trail

IN - 17.7 miles

The Erie Lackawanna Trail rolls nearly 18 miles between Crown Point and Hammond, two former rail junctions whose early fortunes were tied to the tracks carrying people and goods to and from Chicago....

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...

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...

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...

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...

Erie Lackawanna Trail

IN - 17.7 miles

The Erie Lackawanna Trail rolls nearly 18 miles between Crown Point and Hammond, two former rail junctions whose early fortunes were tied to the tracks carrying people and goods to and from Chicago....

Accordion

Northerly Island Trail

IL - 1 miles

The Northerly Island Trail offers access to a vast, natural oasis in one of the largest cities in America. Chicago’s Northerly Island—actually a 91-acre peninsula—was designed by Daniel H. Burnham,...

Indiana-Michigan River Valley Trail

MI - 2.2 miles

The Indiana-Michigan River Valley Trail currently runs for more than 2 miles through Niles, Michigan, on the eastern bank of the St. Joseph River. The trail occupies a former New York Central Railroad...

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,...

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...

LaSalle Trail

IN - 0.8 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...

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...

Oak Savannah Trail

IN - 8.4 miles

First-time visitors to the Oak Savannah Trail might be surprised at the profusion of natural areas they’ll encounter as they travel the 8 miles between Hobart and Griffith in northern Indiana’s...

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...

Illinois & Michigan Canal State Trail

IL - 79.5 miles

The Illinois and Michigan Canal State Trail follows the eponymous waterway alongside the Illinois River. The trail runs along the old canal towpath from LaSalle to the historical quarry town of...

Monon Trail (Lake County)

IN - 4.4 miles

The Monon Trail in Lake County, Indiana—not to be confused with the trail of the same name in Indianapolis—links the two Chicago suburbs of Hammond and Munster. The paved trail occupies an abandoned...

North Judson Erie Trail

IN - 9 miles

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...

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...

Marquette Trail

IN - 2.1 miles

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...

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...

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...

LaSalle Trail

IN - 0.8 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...

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....

Southern Dupage County Regional Trail

IL - 46 miles

The Southern Dupage County Regional Trail connects multiple of the larger forest preserves in Dupage county together. Starting near the intersection of 75th st and Ogden Ave in Aurora, the trail runs...

Little Calumet River Levee Trail

IN - 6 miles

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,...

Accordion

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. Monterey and North...

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...

North Judson Erie Trail

IN - 9 miles

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...

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...

East Bank Trail (IN)

IN - 1.7 miles

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...

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...

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....

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...

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...

Wauponsee Glacial Trail

IL - 22.3 miles

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...

Northerly Island Trail

IL - 1 miles

The Northerly Island Trail offers access to a vast, natural oasis in one of the largest cities in America. Chicago’s Northerly Island—actually a 91-acre peninsula—was designed by Daniel H. Burnham,...

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...

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...

Riverside Trail (IN)

IN - 3.4 miles

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...

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...

Dunes Kankakee Trail

IN - 3.2 miles

The Dunes Kankakee Trail is a 3-mile walking and bike path that begins in the Indiana Dunes State Park and travels south to Chesterton. It connects the Calumet Trail, which is also in the state park,...

Recent Trail Reviews

North Branch Trail

perfect combo of nature and fitness.

April, 2018 by knitme1pearl

This is the perfect trail in so many ways. Quieter, with water and restrooms, all sorts of native birds and animals, places to picnic and just enjoy the great outdoors. I feel lucky to have this trail just a couple blocks from my home on the south end. Summer here we come !

Old Plank Road Trail

Old plank trail a nice flat trail is a nice bikeing experience one of my favorite trails

March, 2018 by chessrunkb

Nice flat trail , easy too access from different areas that’s a plus , only downside is too manny stops in Frankfort cross traffic, otherwise it’s a gem , a shout out too the Madison county trail in western Illinois 123 miles of trails really nice 👍

Erie Lackawanna Trail

Serious Bikers should avoid

March, 2018 by doug.horton

The trail is great for running, walking, and slow casual bike riding. If you are training for serious bike rides, I would avoid the trail between Crown Point and Griffith. The trail has serious cracks every 15 - 30ft that are harsh on a bike with 100psi tires. 17mph and the ride just hurts. The jarring is terrible.

Accordion

Cal-Sag Trail

Cal Sag Spring 2018

March, 2018 by andrewuk1992

Trail from Ridgeland Ave east to Cicero (2.5 miles) is paved.

Park at 131st and Cicero in Alsip has lots of parking spaces right beside the trail.

Trail east of here is in progress, with new bike/pedestrian bridge spans going into place last week at the East Arm of the Little Calumet River. This will provide a connection to Joe Lewis Golf course which will link to the Major Taylor Trail. Have no timeline for when that bridge will open.

Northside Trail

3 mile run with the kids

March, 2018 by xlichampions

Trail has great view of the St. Joseph river the whole way with old stone walls lining part of the path. Only problem is it’s prone to flooding so you might have to make a slight detour on your route.

Illinois & Michigan Canal State Trail

Start of the trail season warnings

March, 2018 by chubbycheeks

My husband rode his fat tire bike on the trail this morning between Chestnut St., in Ottawa, and the Buffalo Rock trail parking lot. His goal was to check out the conditions of the trail. He said that it was not fun. He came back via the street. The trail was wet, and the 1/2 mile from Chestnut west, as well as the 1/2 mile from Buffalo Rock east had many piles of dog poop. (There is a parking lot at Buffalo Rock that people use when they walk their dogs.) Seems like the dog walkers do not even bother to sweep the poop piles to the side. That is the least you can do if you are not going to pick it up.

Calumet Trail

Pioneers had better wagon trails

January, 2018 by kertai_tl

Not a true bike path. It's just a shared lane with a local utility. It's listed as a County park, no one has even mowed the weeds all year. Trail is closed for utility work.

North Judson Erie Trail

Prairie rider

November, 2017 by kathleenlucas216

Lovely trail! I understand the locals are working hard (without government funding) to extend the trail, add signage and amenities, and smooth rough spots. You will encounter very little traffic on the way, but you will likely see interesting wildlife and prairie plants. Most times you will pass friendly walkers and riders, but it is not so crowded as to be annoying. I highly recommend this trail.

Centennial Trail (IL)

Relaxing Ride

October, 2017 by campbob

This is a nice trail for a relaxing bike ride or walk. The stretch of industrial on the south side is the reason for 4 stars instead of 5. I saw numerous deer along the trail. I lost count at about 15. Given that it was a chilly day and late in the day there weren’t many trail users out. The asphalt is pretty smooth the entire way, but there was a section just before the road riding stretch that was washed over with gravel and had standing water.

Thorn Creek Trail

One of the best

October, 2017 by bruceamiller@comcast.net

In October 2017 three of us rode the Thorn Creek Trail west to east. We marveled at its excellent surface (smooth, no potholes or root bumps) and mostly level route. Signage was excellent, with large area maps periodically, As other reviewers noted, most sections are in trees. Worth noting are several large meadows you ride through or along - very pretty. The Trail connects to Old Plank on the west and other trails to the east, so you can easily ride a day end to end on several trails. The icing on the cake (as it were) was a stop @ Calumet Bakery on Torrance Avenue. Bottom line: congrats to the folks who planned and implemented the trail. We'll be back!

Illinois & Michigan Canal State Trail

good relaxing ride, completed in segments

October, 2017 by eric.dobson2

I finally completed the trail in LaSalle last weekend, I had been completing the entire route in segments throughout the summer. Overall, I enjoyed the experience, I liked the historical placards and informative mile markers. Yes, I stopped and read every one of them! I thought it was really well done, and very interesting history of the canal and its construction and usage. Cool grande finale ending up in LaSalle where the packet boat and mule towpath was in full display with the tour.

I started in Lemont where the trail begins, through Lockport (the old canal headquarters) and got through Joliet. A must see is the old Joliet Iron Works, an interesting historical walking tour. The next segment I completed was from Joliet (Rockdale) to Channahon, with beautiful views of the Illinois River. Saw an abundance of varied wildlife as the canal here is wide with plenty of water still left in it. McKinley Woods Park is a nice diversion to take a break. Channahon to Morris was the next segment, again with nice views of barges on the river and the Dresden dam area. From Morris to Marseilles the trail begins to get more woodsy, and at some points the trail goes from crushed limestone to single track dirt. This is where the canal is hard to see, as it has dried up over the years, thus there is less wildlife to see. From Marseilles to Ottawa the trail is still woodsy, but becomes more industrial as you are riding next to train tracks and grain silos along the river for much of it. Ottawa to Utica becomes more scenic as you start to see the St Peters sandstone cliffs at certain points. Finally from Utica to LaSalle you can see much more of this, and the trail ends with a lock with all of its functioning parts, as would have existed back in the day.

I normally ride on much more challenging, tougher and more hilly terrain with my trail bike, so this was a change of pace for me. The trail is in decent shape, but you can tell that it has not been maintained for awhile. There are bridges out in several spots (easy to get around), and fallen trees that you need to lift your bike over. All in all, I would recommend it to the casual rider, seeking an interesting history of the canal from back in the nineteenth century. Happy riding!

Des Plaines River Trail

Very multi-use

October, 2017 by campbob

I've now ridden the northern 20 or so miles twice, starting at Russell Road both times. The first couple miles are pretty rough due to the horses. That's not a knock on people riding horses on the trail, just the reality of hoofs digging into the crushed limestone surface. It seems to smooth out quite nicely after that and is very pleasant. Not many road crossings, which is great. Yesterday's ride was much cooler than my previous, but there are plenty of places to stop in the shade if needed. I'm not a fan of the crushed limestone surface simply because it leaves my bike caked in dust, but this is a nice trail for a day's use.

Find Nearby City trails

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews
OR

Register for free!

Join TrailLink (a non-profit) to view more than 30,000 miles of trail maps and more!
OR