Chesterton, IN Trails and Maps

616 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 55 trails covering 624 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
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

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

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

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

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 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
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 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
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 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 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 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
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

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Trails by activity

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...

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...

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...

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...

Accordion

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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 - 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...

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...

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...

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...

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...

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...

Accordion

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...

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...

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...

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...

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...

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,...

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...

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...

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...

Chicago Lakefront Trail

IL - 19 miles

The Chicago Lakefront Trail is aptly named; it spans 19 miles along the shore of Lake Michigan, going right through downtown Chicago and passing many cultural and tourist attractions throughout the...

North 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...

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,...

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...

Bloomingdale Trail (The 606)

IL - 2.7 miles

The Bloomingdale Trail, part of “The 606” park system, is a 3-mile, elevated rail-trail on Chicago’s northwest side. Built on a former rail line, the trail sits 17 feet above four of the city’s...

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...

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...

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...

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...

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

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...

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...

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,...

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...

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...

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...

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...

Oak Savannah Trail

IN - 9.5 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 9.5 miles between Hobart and Griffith in northern Indiana’s...

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...

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...

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...

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...

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...

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...

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...

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...

Recent Trail Reviews

Cal-Sag Trail

Beautiful trail, no street crossings!!

August, 2019 by mcbax

Loved exploring this trail today! A bit hillier than Prairie or Salt Creek but nice rolling up and down both ways. We easily found Sag Quaries with Google Maps off of 83 and jumped right on. Couldn't believe no street crossings all the way to Nicks BBQ at the end of the trail! We stopped for lunch than headed back. Nice 24 miles! Loved the Lake Katherine area and the low traffic on this trail! We'll do it again in the fall as the foliage will be beautiful!

Des Plaines River Trail

From Des Plaines to Libertyville

August, 2019 by ham_man11

I like the canopied forest intermingled with open prairie. I live fairly close to the trail and have frequently ridden the trail from as far south as the city of Des Plaines to as far north as Libertyville. The trail extends farther south and north. For the parts that I ride the trail is mainly dirt, crushed gravel, and paved trails. During heavy rains, it will be washed out in many spots. Even during relatively dry periods, there is standing in several spots on the trail. Heading north from Des Plaines you have to cross railroad tracks. This is the private property of the railroad and they have done many things to dissuade riders from crossing the track. Farther north you have to cross Milwaukee Ave. without a light. Later you have to cross Dundee without a convenient light. You could use any bike on this part of the trail, and I have encountered a few adventurous riders on touring bikes despite some less than ideal conditions for thin tires. Overall it is a spectacular ride, especially when the prairie flowers are blooming.

Major Taylor Trail

Not Your Average Trail

July, 2019 by demondsinbox

When people think of trails, they think of trees, prairies, forest, ponds and lakes. You get very little of that here. But it’s an experience. Carving through the local neighborhoods to complete this “trail”. If you’re not comfortable south of 105th, take your whisk broom back to your cozy higher tax bracket trails. I’m on a mission to bike or walk all Cook county Forest Preserve trails this summer. Wish me luck!

Accordion

Centennial Trail (IL)

First time on trail this year.

July, 2019 by chubbycheeks

We rode the trail Wed, July 25. First time since last fall. We were pleasantly surprised to find the parking lot off of 135th St to be newly paved with the parking spaces marked! In addition, the port-a-potty, which was clean, and handicap accessible, has been replaced by a permanent large vault toilet. It remains clean. We rode from 135th St to the fork that branches off to the Cal-Sag. Great Trail, but no other facilities or benches other than the two, one and two miles from 135 St. Great trail, but could use some flashing lights just before you cross the road to enter the industrial area. Lots of traffic there. I believe that is Lamont Rd. Loved riding through Waterfall Glen.

Illinois Prairie Path

Not much Prairie- boring grind of a ride.

July, 2019 by tim.springer78

I've ridden this trail many times at different times of the year. There are several branches - Elgin, Geneva, Aurora, Batavia - and it also extends eastward from Wheaton/Dupage County. Most recently on a perfect day (July 24, 2019) I rode the Fox River Trail to the Geneva branch to the Aurora branch. Each time I hope it will be a better experience but alas it's just a flat out boring grind. It should really be called the ComEd trail since a lot of it follows ComEd high tension wires - which means straight as a ruler flat as a pancake boring as heck miles. The only other trail that is straighter an more boring is the so-called Great Western Trail from Sycamore to St. Charles. - yuk.

Granted, some of the path goes through nicely wooded areas - for example from West Chicago to Wheaton and the Aurora branch to 59 with the exception of a mile or so is fairly nice.

About 90% of the trail is crushed stone - some of it badly in need of attention and maintenance. I realize it was an unusually wet Spring and lots of flooding - but some of the path is dicey. There's a stretch just west of Farnsworth Road that has been "patched" with rough cut stone - NOT crushed rock - that is dangerous - especially if one hits it as speed.

From Geneva to West Chicago and from West Chicago to Aurora it's just a grind. Nothing much to look at, very little variation in direction and mild change in elevation - just pounding out the miles. Lots of weeds to ComEd's "Prairie Restoration" especially in comparison to the Prairie Restoration at Fermi Lab which is much more diverse and interesting - and authentic.

With the beauty of the Fox River trail is an alternative - as well as several others - I'm writing the Prairie Path off my list.

Chicago Lakefront Trail

A+

July, 2019 by ericevan

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

Illinois Prairie Path

Classic Illinois bike trail

July, 2019 by ericevan

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

Oak Savannah Trail

July 4th 19 ride.

July, 2019 by abn2nds

Very nicely marked trail. We had ridden the trail that connects at this starting point. Nice shade along the way, couple of nice bathrooms as well. Very scenic, passes over a lake and next to one. It connects to another trail at the end, Erie Lackawana. Will do that one next time.

Illinois & Michigan Canal State Trail

Muddy muddy

July, 2019 by georgiadawne

Lasalle to Buffalo Rock Trail was a muddy mess. Might’ve worked with those big snow tires, but anything else wouldn’t have worked today. Trail is missing a bridge about 2 miles east of Utica Several trees down across the trail. The tree one-half mile west of Buffalo Rock was completely covered with poison ivy, AND had a hornets nest in it. Several other riders told us they had been stung multiple times. On a dryer day, it might’ve gone better. Bring your bug spray!

Calumet Trail

Google maps is wrong

July, 2019 by juliewilde71

Don't rely on Google Maps if you're trying to access this trail from MIchigan City. We realized after much frustration that it tries to take you through the power plant property, which is not actually an option.

Wauponsee Glacial Trail

Joliet south

July, 2019 by kylemarsden

Wanted to try a new trail this year, for as remote this trail is it's well kept, several street crossings with low traffic volume. Some open areas that could make the ride hot depending on the temps or hard depending on wind speed and direction, bring plenty of water the farther south you go the fewer stops with water supplies there are. overall nice trail

Chicago Lakefront Trail

A sight to see!

July, 2019 by kc9qqm

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

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

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

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