Chesterton, IN Running Trails and Maps

850 Reviews

Looking for the best Running trails around Chesterton?

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

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Activities
Length
Surfaces
Type
63 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

15 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

Chessie Trail (IN)

1.45 mi
State: IN
Asphalt, Concrete

Chicago Lakefront Trail

19 mi
State: IL
Asphalt, Concrete

Des Plaines River Trail

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

Dunes Kankakee Trail

5.5 mi
State: IN
Asphalt

East Bank Trail (IN)

1.7 mi
State: IN
Asphalt, Concrete

El Paseo

0.1 mi
State: IL
Asphalt

Erie Lackawanna Trail

17.7 mi
State: IN
Asphalt

Erie Trail

11.1 mi
State: IN
Asphalt

Granger Paths

5 mi
State: IN
Concrete

Great American Rail-Trail

3743.9 mi
State: DC, IA, ID, IL, IN, MD, MT, NE, OH, PA, WA, WV, WY
Asphalt, Concrete, Crushed Stone

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
Accordion

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

Lake George Trail

3.1 mi
State: IN
Asphalt

Lincolnwood Valley Line Trail

1.3 mi
State: IL
Asphalt

Little Calumet River Levee Trail

13 mi
State: IN
Asphalt

Major Taylor Trail

7.6 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 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 (IL)

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

12.5 mi
State: IL, IN
Asphalt

Prairie Duneland Trail

10.3 mi
State: IN
Asphalt

Preservation Path

2.1 mi
State: IL
Asphalt

Riverside Trail (IN)

3.4 mi
State: IN
Asphalt

Route 30 Bikeway

7.6 mi
State: IL
Asphalt

Salt Creek Trail (IL)

26.7 mi
State: IL
Asphalt, Cinder, Woodchips

Singing Sands Trail

3.6 mi
State: IN
Asphalt

Southern Dupage County Regional Trail

46 mi
State: IL
Asphalt, Crushed Stone

Techny Trail

3 mi
State: IL
Asphalt, Concrete

Thorn Creek Trail

17.2 mi
State: IL
Asphalt

Tinley Creek Trail (North)

24 mi
State: IL
Asphalt

Tinley Creek Trail (South)

3.6 mi
State: IL
Asphalt

Turkey Creek Trail

0.8 mi
State: IN
Asphalt

Union Pacific Recreation Path

1 mi
State: IL
Asphalt

Vale Park West Pathway

0.7 mi
State: IN
Concrete

Valley Line Trail

1.1 mi
State: IL
Asphalt

Veterans Memorial Trail

2.7 mi
State: IL
Asphalt

Veterans Memorial Trail (IN)

1.9 mi
State: IN
Asphalt

Waterfall Glen

9.5 mi
State: IL
Crushed Stone, Grass

Wauponsee Glacial Trail

22.3 mi
State: IL
Asphalt, Crushed Stone

West Bank Walkway

0.6 mi
State: IN
Concrete
Trail Image Trail Name States Length Surface Rating
The Bloomingdale Trail, part of “The 606” park system, is a 3-mile, elevated rail-trail on Chicago’s northwest side. Built on a former rail line, the trail sits 17 feet above four of the city’s...
IL 2.7 mi Asphalt, Concrete
The Burnham Greenway is composed of two distinct portions that both run along a former railroad corridor between Chicago and Lansing, Illinois. There are plans to extend and connect these short...
IL 5.3 mi Asphalt
The Cal-Sag Trail (or, Calumet-Sag Trail) is currently under active construction. It currently has a competed section of over 15 miles, stretching from near its western terminus at the John Husar I&M...
IL 15 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
Although its current length is just over a mile, the small-but-mighty Chessie Trail will connect several parks in the northwestern Indiana city of La Porte. At its northern end, the paved pathway...
IN 1.45 mi Asphalt, Concrete
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 5.5-mile walking and bike path that It exists in 2 discrete segments: one that is 2.4 miles paralleling County Road 25 East, and the other segment east of that that is...
IN 5.5 mi Asphalt
Closure Notice: Due to damage to the trail bridge over Leeper Avenue, a portion of the East Bank Trail will be closed between North Shore Drive and Michigan Street/IN-933 until the spring of 2022. Be...
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 Erie Trail (otherwise known as the North Judson Erie Trail) occupies the railbanked right-of-way of the former JK Line Railroad, running over eleven miles from downtown North Judson southeast to...
IN 11.1 mi Asphalt
The community of Granger is tucked into the north end of Indiana, bordering Michigan. The community itself, through the Friends of Granger Paths recognized the need for safe, separate areas for...
IN 5 mi Concrete
Note: This developing route is not yet fully contiguous – it is just over 50% complete. Please refer to the Trail Map for more information on the existing sections of trail, as well as the online...
DC, IA, ID, IL, IN, MD, MT, NE, OH, PA, WA, WV, WY 3743.9 mi Asphalt, Concrete, Crushed Stone
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
Accordion
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
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 Little Calumet River Levee Trail zig-zags east-west between Gary and Munster in Lake County, bringing residents to the river and its wetlands, and offering ample opportunities for birding and...
IN 13 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 7.6 mi Asphalt
The Marquette Trail is part of the Marquette Greenway, which will one day span more than 50 miles through Northwest Indiana, connecting communities along the southern shore of Lake Michigan. The...
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 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 stretches between Calumet City, Illinois, and Schererville, Indiana. The trail begins at the southern end of the Burnham Greenway on the eastern edge of the Forest Preserve...
IL, IN 12.5 mi Asphalt
Prairies and dunes are just two of the natural features you’ll experience on the Prairie Duneland Trail, located just a few miles south of the Lake Michigan shoreline and the Indiana Dunes National...
IN 10.3 mi Asphalt
The Preservation Path is a two-mile paved trail in the community of Matteson, Illinois. The path begins on Vollmer Road and terminates at the Old Plank Road Trail. The trail is paved with center...
IL 2.1 mi Asphalt
The Riverside Trail winds along the west bank of the St. Joseph River for just over 3 miles in northern Indiana's South Bend. Several benches along the way allow you to take in the beautiful river...
IN 3.4 mi Asphalt
Leave the cars at home: the Route 30 Bike Path gives users an alternative way to travel from the Village of Frankfort in the east, through Mokena to New Lenox in the west, a distance of over 7.5...
IL 7.6 mi Asphalt
The Salt Creek Trail travels nearly 27 miles from the Brookfield Zoo to Busse Woods Forest Preserve. Along the way it connects several beautiful county forest preserves and other woodland...
IL 26.7 mi Asphalt, Cinder, Woodchips
The Singing Sands Trail stretches over 4 miles across Michigan City. The paved trail picks up from the eastern end of the Calumet Trail at US/12 at the border of Porter and LaPorte Counties. The trail...
IN 3.6 mi Asphalt
The Skokie Valley Trail in Cook County parallels active train tracks in the Village of Skokie, providing easy access to both the Oakton–Skokie and Dempster–Skokie stations on the CTA’s Yellow Line....
IL 2 mi Asphalt
The Southern Dupage County Regional Trail connects multiple of the larger forest preserves in Dupage county together. Starting near the intersection of 75th st and Ogden Ave in Aurora, the trail runs...
IL 46 mi Asphalt, Crushed Stone
The Techny Trail links downtown Glenview, a charming village northwest of Chicago, with the Techny Basin, a scenic wetlands area adjacent to the West Fork of the Chicago River's North Branch....
IL 3 mi Asphalt, Concrete
The Thorn Creek Trail offers a paved route traversing woodlands abundant with wildlife through several communities on the southern outskirts of Chicago.  The trail travels from Brownwell Woods in...
IL 17.2 mi Asphalt
The northern section of the Tinley Creek Trail is a series of color-coded connected loops and spurs that weave through several forest preserves in Cook County. The 24-mile trail system is paved,...
IL 24 mi Asphalt
The Tinley Creek Trail is currently in two segments. This southern segment is within the South Green Belt Forest Preserve between Flossmor and Matteson, just west of I-57. The trail traverses wooded...
IL 3.6 mi Asphalt
Turkey Creek Trail is a short but sweet walk or ride through the beautiful Ivan Gatlin Nature Preserve in the northwestern Indiana community of Schererville. This wetland area provides the opportunity...
IN 0.8 mi Asphalt
The Union Pacific Recreation Path offers a short route through the Village of Lincolnwood's east side between Devon and Touhy avenues. Following the former Union Pacific Railroad, the rail-trail...
IL 1 mi Asphalt
The Vale Park West Pathway is a multiuse trail in the Chicago suburb of Valparaiso. At 0.7 mile long, the trail passes through a mix of woodland and prairie, as well as over a creek on a 220-foot...
IN 0.7 mi Concrete
Just 1 mile long, the Valley Line Trail—also known as the Sauganash Trail—extends between Bryn Mawr Avenue and Devon Avenue in the Chicago neighborhood of Sauganash. Two bridges allow for safe...
IL 1.1 mi Asphalt
Although just shy of three miles, the Veterans Memorial Trail provides a wooded, paved trail experience for residents in the Chicago suburbs of Romeoville, Lemont, and Woodridge. Those seeking a...
IL 2.7 mi Asphalt
When complete, the Veterans Memorial Trail will stretch close to 12 miles, connecting a series of memorials honoring US veterans from every era. At present, 1.9 miles are complete and usable, located...
IN 1.9 mi Asphalt
The trail system in Waterfall Glen Forest Preserve makes a loop around the entire park. The preserve is geologically significant, featuring glacier-carved rock ridges, ravines and wetland potholes,...
IL 9.5 mi Crushed Stone, Grass
In just a few short miles, the Wauponsee Glacial Trail leaves the urban confines of Joliet to bask in open farmland and reclaimed tallgrass prairie where the bison roam again. Named for a glacial lake...
IL 22.3 mi Asphalt, Crushed Stone
Although less than 1 mile long, the West Bank Walkway offers lovely views of the St. Joseph River in downtown South Bend. Midway, a converted railroad trestle over the waterway connects trail-goers to...
IN 0.6 mi Concrete

Now, More Than Ever, Trails Matter!

During COVID-19, trails are being counted on as places where people can find solace and respite and we need your support to keep trails open and provide these critical FREE resources! Please continue to practice physical distancing and check the status of your trail before heading out!

Trails by activity

Recent Trail Reviews

Des Plaines River Trail

From Just North of the Border

May, 2022 by wayno311

I park at the trailhead just over the border on Russel Rd. I frequent this trail because it's only 10 min. from my home. I enjoy riding through marshland and near the river to see the diverse foliage and wildlife. This trail does undulate a bit so your legs and gears are gonna get a workout. (but not too bad) This trail gives me the opportunity to ride pretty much as long or short a distance I wish. Some of the crushed gravel does get soft in spots, but I do believe it from when it floods on certain occasions. The trail does provide a few restrooms along the way. i do recommend this trail to anyone. Thanks.

Wauponsee Glacial Trail

Horrible Stone Material

May, 2022 by frugality2

This use to be a great path to ride on with the crushed stone but the new rocks make it hard to ride a bike now.

Erie Trail

Great Trail

May, 2022 by amrosenow

This trail is a great gem for the community. I stopped by while visiting family and was thoroughly impressed by this trail. Yes there are some cracks, but not nearly as many as many other rail trails and most have pink spray paint to point them out for bikers and, I am assuming, to fix them. The trail is also a decent distance and is close by to an ice cream shop (perfect after a 90 degree ride!).

Accordion

East Bank Trail (IN)

nice!

April, 2022 by ginanoffsinger

Beautiful and clean sidewalk paved trail along the river.

Veterans Memorial Trail

Very nice trail but 355 is noisy.

April, 2022 by jmbb6kcd7p

Good trail to walk but because of 355, it’s not a very peaceful walk.

Northside Trail

Easy Fun Paved Path

April, 2022 by calebjordan79

Easy bike path, Just watch for geese. Only point of needing to stop is the light at Ironwood. The Norte Dame canoe teams can be seen all the time on the water. There are covered areas to stop at along the away and benches by the river.

Centennial Trail (IL)

Hidden Gem!

April, 2022 by swhouseworth

If you are in the Chicago suburbs and love long bike rides, this trail is a must. Not crowded at all, very few roads to cross, and fairly well maintained. The hills are practically non-existent, but frankly, that's perfectly fine. I have nothing bad to say about this trail.

Salt Creek Trail (IL)

Plenty Of Great Paths, Some Not So Great

April, 2022 by swhouseworth

Starting at the Brookfield Zoo, the Salt Creek Trail is excellent for biking with a few roads to cross along the way. The path is well maintained all the way to I-294. I have not been on the section between I-294, where it bends north, to Addison. Once you get north of Addison, it becomes an awful, bumpy, poorly marked mess, sharing roads with semis.

Hickory Creek Bikeway

Very Beautiful Bike Ride!!! Highly Recommend

March, 2022 by wfbv4mr4jc

Very beautiful bike path, just be careful for people passing by, otherwise is a beautiful photography place!! the place also has benches which is a nice addition

Tinley Creek Trail (North)

Detours by Turtlehead Lake trailhead

March, 2022 by tmoran11339

If you head west from the Turtlehead Lake parking lot on the spur to meet the red trail, be aware that the red trail is closed for construction where the spur intersects the red trail on the map. FPDCC has installed two paved trails to get around the construction that do not appear on the
TrailLink map. If you want to go south on the red trail, take the south (left turn) trail at the end of the parking lot. After traveling a few hundred yards along the south side of the lake you will encounter a spur heading south (left turn.) Take it and the spur will travel southwest avoiding the construction and will link up with the southbound red trail. If you want to go north, take the north (right turn) trail at the end of the parking lot and it will loop around the north side of the lake and hook up with the northbound red trail.

Wauponsee Glacial Trail

Pesticide drift

February, 2022 by t.makie64

I have ridden the whole trail which structurally is in fine condition. The thing nobody talks about is pesticide spraying. At least 3/4 of the trail is bordered by large industrialized farms. They start spraying in April and continue til Sept. These toxic chemicals get in the air. There are no warning signs.

John Husar I&M Canal Trail

love this trail

December, 2021 by daniel.shaw813

Rode all the way too Joliet. Once you get too lemony it turns into crushed gravel but you get too see some illinois history. It’s got some bumps and cracks here and there but imperial brewing at the beginning of this trail makes the ride so much better once you are finished.

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