Chesterton Trails and Maps

557 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.

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  • 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

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

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

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 Bikeway (IN)

8.3 mi
State: IN
Asphalt, Dirt, Gravel

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 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 9.5 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, Dirt, Gravel
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

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...

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...

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,...

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....

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...

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...

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...

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....

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

Accordion

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,...

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...

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...

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...

John Husar I&M Canal Trail

IL - 8.9 miles

The John Husar I&M Canal Trail is the northernmost trail developed on the Illinois & Michigan Canal National Heritage Corridor. The Illinois & Michigan Canal provided the final link in the water route...

Erie Lackawanna Trail

IN - 17.7 miles

The Erie Lackawanna Trail 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....

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...

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...

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...

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...

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...

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...

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...

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...

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 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...

Valley Line Trail

IL - 1.1 miles

Just 1 mile long, the Valley Line Trail—also known as the Sauganash Trail—extends between Bryn Mawr Avenue and Devon Avenue in the Chicago neighborhood of Sauganash. Two bridges allow for safe...

Lake George Trail

IN - 3.1 miles

As the name suggests, the Lake George trail travels along the north shore of Lake George, turning north at Calumet Ave/US 41 to skirt the east shore of Wolf Lake. From Lake George the trail also heads...

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...

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,...

Accordion

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...

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 8 miles between Hobart and Griffith in northern Indiana’s...

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...

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....

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 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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

Recent Trail Reviews

Centennial Trail (IL)

Access closer

June, 2018 by ampozdol

We love riding this trail. Since it does not go through a lot of Forest Preserves you do not see many pedestrians. We rode to the end point off of Willow Springs road 6/16/18 and the bridge to the start of the path was blocked with signs saying that the bridge was closed until October 2018. No warning signs up the week before.

Centennial Trail (IL)

Excellent trail but, FYI

June, 2018 by markecklund

FYI, the bridge you use to access the trail from Columbia Woods in Willow Springs was suddenly closed today, 6/16/16. The sign says bridge out 6/18 which would be Monday & would make more sense but they put concrete barriers across already anyway. You’ll have to access the trail elsewhere until they finish their bridge repairs.

Oak Savannah Trail

Parked trains block the Oak Savannah trail.

June, 2018 by 1diver

Twice in one week a parked train in between Colfax and Hendricks blocked the Oak Savannah trail near the Oak Ridge Prairie. It doesn’t even look like there’s an engine hooked up to it. Riding home from Chesterton is very fusterating when the trail is blocked. The triail from OakRidge Prarie to Chesterton is a beautiful ride but the parked trains make it useless.

Accordion

Waterfall Glen

Agree with other 5 star reviews

June, 2018 by chrishawry

For the most part, I agree with the five star reviews. It is a beautiful trail that takes you through forest, past a beautiful overlook, over bridges and has several bathroom/outhouses every 3-4 miles (located in the parking lots). I did not see horse poop as one review indicated and I was able to handle the 4-5 larger hills (I'm in my 60's so most bikers should handle them fine). The trail wasn't too busy (midweek) and you get the feeling that you are far from civilization because of the vast number of trees and open spaces. I took the advice from one reviewer and went counterclockwise around the circle. I really think that it had better runs in that direction. The only negative for me is that the trail takes you across a couple of busy roads and traffic didn't stop for bikers. My distance clocked in a 10 miles. Finally, this trail is excellent for really hot days because of all the shade. Enjoy!

Chicago Lakefront Trail

Amazing views!

May, 2018 by lamborghiniman75

This trail was perfect. I took my rollerblades with me while on vacation and skated here. It was very cool. The architecture is amazing for admiring and along a beach with things going on in the lake made for great scenery in all directions. Even took an intermission to get my feet in the sand since the trail goes on the beach. I will definitely be back on this trail next time I'm in Chicago!

North Shore Channel Trail

start stop kills this and badly sign posted

May, 2018 by kenneth_j_mitchell

Won’t be riding this again on the road bike. Fumes from roads make this not so pleasant. Sculptures and play ground for kids are great but that’s about it. Got lost when it flips to other side of river. This route is for kids on bikes, not serious cyclists. Fun all the same with the kids for sure

North Branch Trail

Best trail by a mile

May, 2018 by kenneth_j_mitchell

Coming from the uk I was pessimistic about city cycling. After getting bored of the lake front trail and north Sheridan/Green Bay road repeats this trail is a god send. Love it. Perfect for road biking and quiet(midweek) will continue to look for other trails but this one will be hard to beat.

Illinois & Michigan Canal State Trail

Bumpy ride

May, 2018 by ryanalf

I rode Ottawa to LaSalle. Sections of the trail were very rough. Motorbike tracks, moguls and stream remnants made the trail dangerous. The history and the washed out bridge are awesome(see photo).

Erie Lackawanna Trail

A nice spring day

April, 2018 by ryanalf

Rode mid April, the trail is all asphalt. Parking in Crown Point was easy. Many busy streets to cross.

Des Plaines River Trail

First ride of 2018

April, 2018 by riverwoods

Excerpted from my blog (https://desplainesrivertrailcycling.blogspot.com/)

April 12, 2018

First ride of 2018, 42 miles down and only 1,958 to hit my annual target! The afternoon started out warm and sunny, a rare occurrence this Spring as the start of April hasn't been this cold in Chicago in 137 years with multiple snow storms! About 90 minutes into my ride the wind shifted and it was like someone turned on an air conditioner - in five minutes the temp went from high 60's to 50 degrees which is where I usually draw the line on riding 'cause it gets too cold for me.

Overall trail conditions are pretty decent with no flooding from Deerfield Road up to Independence Grove and while the trail surface is somewhat rutted from the long winter it is in reasonably good shape. One word of caution, bring plenty of water as none of the wells along the trail are open for the season and are wrapped in plastic film.

I did the circuit around Independence Grove and from a distance spotted what appeared to be two baby owls peeking out of the hole in tree. I thought it was my lucky day and quickly snapped this pic (see on blog) only to get closer and realize they were fake, the dead giveaway is the yellow glue on their feet - fake news indeed :-)

Not much in the way of color on the trail yet, it has been too cold for any spring flowers.

Burnham Greenway

I lived in Hammond in 2014-2016 and this was one of the nearby trails I would frequent. Very well maintained. It doesn't hit any unique spots or destinations. Just a fine trail for a road or touring bike.

April, 2018 by mbobcek

I lived in Hammond in 2014-2016 and this was one of the nearby trails I would frequent. Very well maintained. It doesn't hit any unique spots or destinations. Just a fine trail for a road or touring bike.

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 !

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