Chesterton Trails and Maps

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
52 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

18.5 mi
State: IL
Asphalt, Concrete

Des Plaines River Trail

54.8 mi
State: IL
Crushed Stone

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

77.4 mi
State: IL
Crushed Stone, Grass, Gravel

Illinois Prairie Path

61 mi
State: IL
Asphalt, Concrete, Crushed Stone

Indiana-Michigan River Valley Trail

2.2 mi
State: MI
Asphalt

Iron Horse Heritage Trail

5 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

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

23 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

8.3 mi
State: IN
Asphalt

Old Plank Road Trail

20.2 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

21 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)

18.8 mi
State: IL
Asphalt

Tinley Creek Trail (South)

3.6 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 2.7-mile, elevated rail-trail on Chicago’s northwest side. Built on a former rail line, the trail sits nearly 20 feet above four of the...
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
Located east of Lakeshore Drive, the Chicago Lakefront Trail is an 18.5-mile linear park along Lake Michigan that includes beaches, volleyball courts, playgrounds, baseball diamonds, tennis courts and...
IL 18.5 mi Asphalt, Concrete
The Des Plaines River Trail and Greenway traverses north–south along the route of its namesake river along its course through both Lake and Cook counties. The corridor protects 85% of the riverine...
IL 54.8 mi Crushed Stone
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 (EL) Trail represents the longest contiguous trail in Northwest Indiana, running 17-miles from Crown Point north to Hammond. This trail passes through wetlands and open space on an...
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 & Michigan Canal provided the final link in the water route from the east coast to the Gulf of Mexico by connecting Lake Michigan to the Mississippi River via the Illinois River. Today,...
IL 77.4 mi Crushed Stone, Grass, Gravel
The Illinois Prairie Path (IPP) is one of the country's first rail-trail conversions. It consists of five connected trail segments with three main branches that converge at Volunteer Park in Wheaton....
IL 61 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 5 miles between Max Mochal Road (SR 149) at the east end and County Line Road near US 20 at the west end. The trail passes through a...
IN 5 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
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 beautiful North Branch Trail is named for the North Branch of the Chicago River, along which it winds. At its northern end, the trail begins at the south end of the Chicago Botanic Garden and...
IL 23 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
The Oak Savannah Trail takes its name from the unique ecosystem that it runs through. Once pervasive throughout northern Indiana, the oak savannah is a transitional zone between forest and prairie,...
IN 8.3 mi Asphalt
The 20-mile Old Plank Road Trail travels over the original Michigan Central Rail Road (MCRR) line, a railroad started about 1850 that ran from Lake Station in East Gary to Joliet. The rail was...
IL 20.2 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 links Winamac to Kenneth and communities in between, 21 miles of paved cycling, skating and walking. This spectacular rail-trail passes through bucolic Midwestern farmland,...
IN 21 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
As its name implies, the beautiful Prairie Duneland Trail offers snapshots of the flora and fauna—from hardwood forest to remnant prairie grasslands—that once dominated this region. In spite of the...
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 Tinley Creek Trail is currently in two segments. This northern segment stretches from Palos Heights to Oak Forest and largely falls with several Cook County Forest Preserve areas, including Rubio...
IL 18.8 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
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
Traveling along the Wauponsee Glacial Trail, you'll be surprised just how quickly you can move from an urban environment into the rolling fields of the Midwest. Starting in Joliet, within shouting...
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

Illinois Prairie Path

IL - 61 miles

The Illinois Prairie Path (IPP) is one of the country's first rail-trail conversions. It consists of five connected trail segments with three main branches that converge at Volunteer Park in Wheaton....

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 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...

Panhandle Pathway

IN - 21 miles

Indiana's Panhandle Pathway links Winamac to Kenneth and communities in between, 21 miles of paved cycling, skating and walking. This spectacular rail-trail passes through bucolic Midwestern farmland,...

Accordion

Chicago Lakefront Trail

IL - 18.5 miles

Located east of Lakeshore Drive, the Chicago Lakefront Trail is an 18.5-mile linear park along Lake Michigan that includes beaches, volleyball courts, playgrounds, baseball diamonds, tennis courts and...

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...

Oak Savannah Trail

IN - 8.3 miles

The Oak Savannah Trail takes its name from the unique ecosystem that it runs through. Once pervasive throughout northern Indiana, the oak savannah is a transitional zone between forest and prairie,...

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,...

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...

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...

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...

Tinley Creek Trail (South)

IL - 3.6 miles

The Tinley Creek Trail is currently in two segments. This southern segment is within the South Green Belt Forest Preserve between Flossmor and Matteson, just west of I-57. The trail traverses wooded...

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...

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...

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...

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....

Bloomingdale Trail (The 606)

IL - 2.7 miles

The Bloomingdale Trail, part of “The 606” park system, is a 2.7-mile, elevated rail-trail on Chicago’s northwest side. Built on a former rail line, the trail sits nearly 20 feet above four of the...

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...

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...

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...

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...

Wauponsee Glacial Trail

IL - 22.3 miles

Traveling along the Wauponsee Glacial Trail, you'll be surprised just how quickly you can move from an urban environment into the rolling fields of the Midwest. Starting in Joliet, within shouting...

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...

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...

Accordion

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...

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...

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...

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,...

Thorn Creek Trail

IL - 17.2 miles

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...

Waterfall Glen

IL - 9.5 miles

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

North Branch Trail

IL - 23 miles

The beautiful North Branch Trail is named for the North Branch of the Chicago River, along which it winds. At its northern end, the trail begins at the south end of the Chicago Botanic Garden and...

Old Plank Road Trail

IL - 20.2 miles

The 20-mile Old Plank Road Trail travels over the original Michigan Central Rail Road (MCRR) line, a railroad started about 1850 that ran from Lake Station in East Gary to Joliet. The rail was...

Des Plaines River Trail

IL - 54.8 miles

The Des Plaines River Trail and Greenway traverses north–south along the route of its namesake river along its course through both Lake and Cook counties. The corridor protects 85% of the riverine...

Bloomingdale Trail (The 606)

IL - 2.7 miles

The Bloomingdale Trail, part of “The 606” park system, is a 2.7-mile, elevated rail-trail on Chicago’s northwest side. Built on a former rail line, the trail sits nearly 20 feet above four of the...

Cal-Sag Trail

IL - 10 miles

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...

Iron Horse Heritage Trail

IN - 5 miles

The Iron Horse Heritage Trail in Portage, Indiana, runs for 5 miles between Max Mochal Road (SR 149) at the east end and County Line Road near US 20 at the west end. The trail passes through a...

Erie Lackawanna Trail

IN - 17.7 miles

The Erie Lackawanna (EL) Trail represents the longest contiguous trail in Northwest Indiana, running 17-miles from Crown Point north to Hammond. This trail passes through wetlands and open space on an...

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...

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...

Tinley Creek Trail (South)

IL - 3.6 miles

The Tinley Creek Trail is currently in two segments. This southern segment is within the South Green Belt Forest Preserve between Flossmor and Matteson, just west of I-57. The trail traverses wooded...

Erie Lackawanna Trail

IN - 17.7 miles

The Erie Lackawanna (EL) Trail represents the longest contiguous trail in Northwest Indiana, running 17-miles from Crown Point north to Hammond. This trail passes through wetlands and open space on an...

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...

Chicago Lakefront Trail

IL - 18.5 miles

Located east of Lakeshore Drive, the Chicago Lakefront Trail is an 18.5-mile linear park along Lake Michigan that includes beaches, volleyball courts, playgrounds, baseball diamonds, tennis courts and...

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...

Accordion

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,...

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...

Cal-Sag Trail

IL - 10 miles

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...

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...

Bloomingdale Trail (The 606)

IL - 2.7 miles

The Bloomingdale Trail, part of “The 606” park system, is a 2.7-mile, elevated rail-trail on Chicago’s northwest side. Built on a former rail line, the trail sits nearly 20 feet above four of the...

Pennsy Greenway

IL,IN - 7.9 miles

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...

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...

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...

Waterfall Glen

IL - 9.5 miles

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

Burnham Greenway

IL - 5.3 miles

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...

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...

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...

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....

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...

Recent Trail Reviews

Des Plaines River Trail

ChariQ

August, 2017 by dochqmd

Great trail! Accessible, scenic and well-kept. I've lived walking distance from the trail for 20 years. It can be perfect walking, jogging and biking. We've enjoyed it for family outings with the kids when they were children. For safety, solo activities are best avoided as the trails can be isolated and very wooded in some areas. avoided for worecommend group outing

Illinois & Michigan Canal State Trail

a good ride

August, 2017 by mikebike313

I rode most of the trail below Joliet on July 28 , 2017. Except for the closures shown on the DNR website (downtown Morris, Marseilles to Ottawa, and two bridges out near Utica), the trail was in decent condition. (I was glad I was on a hybrid and not a skinny bike.)

Joliet to Morris was in good shape. Some of this section is dull, some parts are pleasant.

The closure in Morris has been there for years, and the street detour is easy and not too long.

Morris to Seneca is my new favorite section: quieter and more woodsy than the rest. No trail problems.

Seneca to Marseilles was fine. There’s a good view of the Illinois River if you go a few blocks south of the trail in downtown Marseilles.

Marseilles to Ottawa was mostly dull and pointless. I went around the barricade just west of Marseilles and had to carry my bike over downed trees, which I expected. It got old after a while, though, and since the trail was boring at that point, I wish I hadn’t bothered. There’s a nice paved road next to the trail – use that instead.

Ottawa to Utica is in decent shape, except for the bridge that’s out, and I like this section. I went about 9 miles west from the Fox River aqueduct in Ottawa and came to the bridge. I was tempted to take my shoes and socks off and wade through the two inch deep stream and continue, but turned around instead. (It’s only another mile or so to downtown Utica).

I like the section below Utica, but with the bridge out, I didn’t feel like continuing.

If you accept the closures and the dull parts, the I&M is a good Illinois trail.

Panhandle Pathway

Confusing

August, 2017 by jdlanier

tried to find the southern terminus by following the map directions. Ended on a private road with no sign of the trail. Because I grew up in that area I was able to find the trail access point at CR 50N, not 50S like in the map. May confuse those counting on trail access from Berry Lane; there is none.

Accordion

Skokie Valley Trail (Cook County)

My favorite run in Skokie

August, 2017 by stewpot76

Just the right distance now that it connects with the the trail in
Lincolnwood. It connects to Emily Oaks Nature Center (more trails), and has several water fountains. Very nice urban trail.

North Branch Trail

Extension Opening FYI

August, 2017 by lenandlizheinrich

Southern 3 mile extension opening Saturday, August 12, at Foster and Kostner aves. Irene C. Hernandez Picnic Grove, LaBaugh Woods, Chicago.

Bloomingdale Trail (The 606)

The 606

August, 2017 by heochief

Being a Chicagoan I had yet to ride the 606 until last week. My first impression was what a great trail. The idea of traveling without motor traffic and no stops for almost three miles flies by. The ride on the return trip was much slower as there was more traffic on The 606. Still it was the fastest way to travel through this area. The 606 has also improved an area that at one time the term less desirable would of been an understatement. The area has improved and the beauty of The 606 matches the surrounding homes and neighborhoods. This in my opinion is from The 606. We found all the people very pleasant on our journey and they seemed to be very proud of The 606. we saw the Chicago Police Department in a strong presence on our Saturday journey. The CPD was on both foot and bicycle. My only complaint is that it is too short of a trail. Hopefully Chicago will develop more of these useful neighborhood enhancing trails. It is all good on The 606.

Erie Lackawanna Trail

Love this trail

August, 2017 by dave_railfan

Even before this trail connected with Wicker Park, I rode this trail often each summer, sometimes going to Griffith, sometimes about a mile short of the end, sometimes all the way to Griffith. I love this trail. I rode it for the first time in several years on 7Aug 2017, and hasn't changed much, except for a couple detours. And as a RR fan, love that it crosses Griffith Junction and with all the old cabooses, cars, etc.

Des Plaines River Trail

DPRT Awesome trail.

August, 2017 by vhines1101

I love this trail. Lots of shades, beautiful scenery, lots of animals like birds squirrels bunny's deer... Bears.... ;-) (just kidding about the bears). So.. yeah its an awesome trail. I will keep coming back here.

Bloomingdale Trail (The 606)

inline skating

August, 2017 by bmartin222

The 606 ultra-smooth surface is great for inline skating!

Prairie Duneland Trail

great quality trail in northwest Indiana

July, 2017 by brian91

Very nice 10 mile trail with direct connection to 2.5 mile spur to Iron Horse Heritage Trail. Travels through woods with a few road crossings and suburban scenes. About 6 miles of the trail was newly paved and very high quality. The rest was somewhat bumpy as others have noted but nothing that was too distracting or dangerous. I spent two weekend mornings here (30 miles and 40 miles) traveling from Michigan City by car (~25 mins) to easily accessible parking lot in Chesterton.

Southern Dupage County Regional Trail

Good trail that connects a lot of local forest preserves and other trails

July, 2017 by keckler

I often take this trail when I want to get places, not just as a way to spend some time outdoors. The trail connects directly with the West Branch Dupage River Trail, which then if you take north ~6 miles connects to the Illinois Prairie Path, which then connects you to basically everything. Additionally, the path goes through three of the best forest preserves in the region -- Springbrook Prairie, Greene Valley, and Waterfall Glen.

The section along 75th St east of Plainfield/Naperville Rd is somewhat narrow and not used a lot, but is made of crushed gravel and has a nice connection at Washington St via an underpass to the West Branch Dupage River Trail.

Illinois & Michigan Canal State Trail

so-so

July, 2017 by ltlarrow

rode sw from Brandon Road lock. do not ride this trail on a road bike with anything less than 700x28. I flatted on one of the sections of loose gravel. The ride itself is pleasant enough in that area...lots of tree cover...but the canal itself is overgrown, and not what I expected as far as scenery goes

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