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Find Trails > Indiana > Chesterton > Chesterton Dog Walking Trails

Chesterton, IN Dog Walking Trails and Maps

1051 Reviews

Looking for the best Dog Walking trails around Chesterton?

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

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Activities
Length
Surfaces
Type
75 Results
Activities
Length
Surfaces
Type

312 RiverRun
1.1 mi
State: IL
Asphalt

Bloomingdale Trail (The 606)
2.7 mi
State: IL
Asphalt, Concrete

Cal-Sag Trail
16.2 mi
State: IL
Asphalt

Centennial Trail (IL)
13 mi
State: IL
Asphalt

Chesapeake and Ohio Greenway
5.5 mi
State: IN
Asphalt

Chicago Lakefront Trail
19 mi
State: IL
Asphalt, Concrete

Des Plaines River Trail
56.1 mi
State: IL
Asphalt, Crushed Stone, Dirt, Gravel

Erie Lackawanna Trail
17.6 mi
State: IN
Asphalt

Erie Trail
11.1 mi
State: IN
Asphalt

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

Hickory Creek Bikeway
3.7 mi
State: IL
Asphalt

Illinois Prairie Path
58.52 mi
State: IL
Asphalt, Concrete, Crushed Stone

Indiana-Michigan River Valley Trail
32.7 mi
State: IN, MI
Asphalt, Concrete

Iron Horse Heritage Trail
2.4 mi
State: IN
Asphalt

John Husar I&M Canal Trail
8.9 mi
State: IL
Asphalt

Lake George Trail
3.1 mi
State: IN
Asphalt

Lincolnwood Valley Line Trail
1.3 mi
State: IL
Asphalt

Major Taylor Trail
7.6 mi
State: IL
Asphalt

Marquette Trail
2.1 mi
State: IN
Crushed Stone

Monterey Erie Trail
0.6 mi
State: IN
Asphalt
Accordion

North Branch Trail
25.5 mi
State: IL
Asphalt

North Shore Channel Trail
8.3 mi
State: IL
Asphalt, Concrete, Dirt

Northerly Island Trail
1 mi
State: IL
Asphalt, Concrete

Northside Trail (IN)
3 mi
State: IN
Concrete

Oak Savannah Trail
10.2 mi
State: IN
Asphalt

Old Plank Road Trail (IL)
21.6 mi
State: IL
Asphalt

Orland Grassland Trail
8 mi
State: IL
Asphalt

Panhandle Pathway
22.5 mi
State: IN
Asphalt

Pennsy Greenway
14.5 mi
State: IL, IN
Asphalt

Prairie Duneland Trail
10.3 mi
State: IN
Asphalt

Riverside Trail (IN)
3.4 mi
State: IN
Asphalt

Route 30 Bikeway

7.6 mi
State: IL
Asphalt

Salt Creek Trail (IL)
30.4 mi
State: IL
Asphalt, Cinder, Woodchips

Skokie Valley Trail (Cook County)
2 mi
State: IL
Asphalt

Southern Dupage County Regional Trail
46 mi
State: IL
Asphalt, Crushed Stone

Thorn Creek Trail System
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

Valley Line Trail
1.1 mi
State: IL
Asphalt

Veterans Memorial Trail (IL)
2.7 mi
State: IL
Asphalt

Veterans Memorial Trail (IN)
2.5 mi
State: IN
Asphalt

Waterfall Glen
9.5 mi
State: IL
Crushed Stone, Grass

Burnham Greenway
5.3 mi
State: IL
Asphalt

Coal Line Trail
1.5 mi
State: IN
Concrete

Dunes Kankakee Trail
1.8 mi
State: IN
Asphalt

East Bank Trail
1.7 mi
State: IN
Asphalt, Concrete

Gary Green Link Trail
2 mi
State: IN
Asphalt, Concrete

Green Bay Trail
6.5 mi
State: IL
Asphalt, Concrete, Crushed Stone

Illinois & Michigan Canal State Trail
79.5 mi
State: IL
Asphalt, Crushed Stone, Grass, Gravel

LaSalle Trail
3.5 mi
State: IN
Asphalt

Little Calumet River Levee Trail

13 mi
State: IN
Asphalt

Mishawaka Riverwalk
2.6 mi
State: IN
Asphalt, Brick, Concrete

Monon Trail (Lake County)
4.4 mi
State: IN
Asphalt

Orland Park Bikeway
6.7 mi
State: IL
Asphalt, Boardwalk, Concrete, Gravel

Singing Sands Trail
3.6 mi
State: IN
Asphalt

Spring Creek Greenway Trail
8.45 mi
State: IL
Boardwalk, Crushed Stone

Techny Trail
3 mi
State: IL
Asphalt, Concrete

Union Pacific Recreation Path
1.2 mi
State: IL
Asphalt

Wauponsee Glacial Trail
22.3 mi
State: IL
Asphalt, Crushed Stone

Calumet Trail
9.1 mi
State: IN
Asphalt, Crushed Stone

Chessie Trail
1.45 mi
State: IN
Asphalt, Concrete

El Paseo
0.1 mi
State: IL
Asphalt

Granger Paths
5 mi
State: IN
Concrete

Link Trail
1.5 mi
State: IN
Concrete

Northwestern University Lakefill
0.9 mi
State: IL
Asphalt

Vale Park West Pathway
0.7 mi
State: IN
Concrete

Fairview Walking Trail
0.7 mi
State: IN
Asphalt

Great American Rail-Trail, Midwest
522.7 mi
State: IL, IN, OH
Asphalt, Boardwalk, Concrete, Crushed Stone, Dirt, Gravel

Lake Max Trail
1.63 mi
State: IN
Asphalt, Concrete

Lincoln Memorial Trail
1.8 mi
State: IN
Asphalt, Concrete

Palos Heights Bike Trail
2 mi
State: IL
Asphalt

Plum Creek Greenway Trail
4.15 mi
State: IL
Crushed Stone, Dirt, Gravel

Preservation Path
2.1 mi
State: IL
Asphalt

Turkey Creek Trail
0.8 mi
State: IN
Asphalt

West Bank Walkway
0.6 mi
State: IN
Concrete
Trail Image Trail Name States Length Surface Rating
The 312 RiverRun is a 1.1-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 School....
 IL 1.1 mi Asphalt
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 Cal-Sag Trail (also known as the Calumet-Sag Trail) runs for 16.2 miles and connects several communities and additional trails, as well as providing access to scenic forest preserves and secluded...
 IL 16.2 mi Asphalt
Illinois’ Centennial Trail runs 13-miles through parts of three suburban counties from Willow Springs Road to Romeo Road/135th Street southwest of Chicago. About the Route The trail occupies a...
 IL 13 mi Asphalt
The Chesapeake and Ohio Greenway (also referred to as the C&O Trail) offers a 5.5-mile paved route through Merrillville, a town just a few miles south of Gary and the southern tip of Lake Michigan....
 IN 5.5 mi Asphalt
The Chicago Lakefront Trail is aptly named; it spans 19 miles along the shore of Lake Michigan, going right through downtown Chicago to pass 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 56.1 mi Asphalt, Crushed Stone, Dirt, Gravel
The Erie Lackawanna Trail runs for 17.6 miles and connects Crown Point and Hammond, two former rail junctions whose early fortunes were tied to the tracks carrying people and goods to and from...
 IN 17.6 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 he east side of North Judson...
 IN 11.1 mi Asphalt
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 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 Prairie Path (IPP) was one of the nation’s first rail-trail conversions. The 58-mile trail consists of five connected trail segments with three main branches that converge at 300 S...
 IL 58.52 mi Asphalt, Concrete, Crushed Stone
The Indiana Michigan River Valley Trail connects the towns of Niles, MI, and Mishawaka, IN via. 17 miles of paved multi-use trails. The trail passes different sites like Notre Dame University as well...
 IN, MI 32.7 mi Asphalt, Concrete
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
As the name suggests, the Lake George trail travels along the north shore of Lake George, turning north at Calumet Ave/US 41 to skirt the east shore of Wolf Lake. From Lake George the trail also heads...
 IN 3.1 mi Asphalt
The Lincolnwood Valley Line Trail connects the existing Valley Line Trail (Sauganash Trail) to the Skokie Valley Trail in Cook County.  Like the previous segments, this trail occupies a former Union...
 IL 1.3 mi Asphalt
The Major Taylor Trail is named after legendary African American cyclist Marshall “Major” Taylor, who was one of the most celebrated bicycle racers of the late nineteenth century, setting several...
 IL 7.6 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 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
Accordion
The North Branch Trail follows the North Branch of the Chicago River for 25.5 miles through Cook County. The trail was originally a dirt path often used for horseback riding; though it’s now paved, an...
 IL 25.5 mi Asphalt
The North Shore Channel Trail extends 8.3 miles from the junction of Green Bay Road and McCormick Boulevard in northern Evanston to the junction of Lawrence Avenue and Francisco Avenue in...
 IL 8.3 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
The Indiana Michigan River Valley Trail connects the towns of Niles, MI and Mishawaka, IN via. 17 miles of paved multi-use trails, some of which have their own unique identity. The trail also passes...
 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 10.3 miles between Hobart and Griffith in northern Indiana’s...
 IN 10.2 mi Asphalt
Running between the suburbs of Chicago Heights and Joliet, the Old Plank Road Trail runs for 21.6 miles and offers views of oak trees and sugar maples, prairie grasses, and wildflowers that peek up...
 IL 21.6 mi Asphalt
The Orland Grassland trail is a perfect escape from the Chicago suburbs. The grassland itself is an Illinois Nature Preserve, and has been restored from farmland and now boasts 750 acres of...
 IL 8 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 22.5 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 14.5 mi Asphalt
Prairies and dunes are just two of the natural features trail users will experience on the Prairie Duneland Trail, located just a few miles south of the Lake Michigan shoreline and the Indiana Dunes...
 IN 10.3 mi Asphalt
The Indiana Michigan River Valley Trail connects the towns of Niles, MI and Mishawaka, IN via. 17 miles of paved multi-use trails, some of which have their own unique identity. The trail also passes...
 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
Closure Notice: Starting 05/01/2023 through 12/31/2026, there will be intermittent trail closures under the Tri-State Tollway (I-294) bridge, spanning from Ogden Ave to 31st St due to ongoing...
 IL 30.4 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 Thorn Creek Trail System offers a paved 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
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 2.5 mi Asphalt
The trail system in Waterfall Glen Forest Preserve makes a loop around the entire park and totals 9.5 miles. About the Route The Waterfall Glen Forest Preserve is geologically significant,...
 IL 9.5 mi Crushed Stone, Grass
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 Coal Line Trail runs along the abandoned Notre Dame & Western Railroad coal line, which used to deliver coal to the Notre Dame Power Plant. Developing in stages, the route primarily uses the old...
 IN 1.5 mi Concrete
The Dunes Kankakee Trail is a 1.8-mile walking and bike path that carries trail users throughout Indiana Dunes National Park.  Starting at the trail's southern endpoint just outside the park at the...
 IN 1.8 mi Asphalt
The Indiana Michigan River Valley Trail connects the towns of Niles, MI and Mishawaka, IN via. 17 miles of paved multi-use trails, some of which have their own unique identity. The trail also passes...
 IN 1.7 mi Asphalt, Concrete
The Gary Green Link Trail is part of the Buchanan Street Green Gateway project and follows the Grand Calumet River starting at Bridge Street on its way to Broadway at City Hall. It is about 4.4 miles...
 IN 2 mi Asphalt, Concrete
The 6.5-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 6.5 mi Asphalt, Concrete, Crushed Stone
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 Indiana Michigan River Valley Trail connects the towns of Niles, MI and Mishawaka, IN via. 17 miles of paved multi-use trails, some of which have their own unique identity. The trail also passes...
 IN 3.5 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 Mishawaka Riverwalk is a multiuse loop trail that winds along both banks of the St. Joseph River for 2.6 miles in the City of Mishawaka. Pedestrian bridges provide connections between the...
 IN 2.6 mi Asphalt, Brick, Concrete
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 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, Boardwalk, Concrete, Gravel
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 Spring Creek Greenway Trail, separated into distinct eastern and western portions of the trail, spans 8.45 miles throughout two distinct sections of preserved and protected lands. At its...
 IL 8.45 mi Boardwalk, 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 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 1.2 mi Asphalt
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
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. About the Route The dirt and...
 IN 9.1 mi Asphalt, Crushed Stone
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
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 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
The Link Trail, which came from a partnership between the City of South Bend and the University of Notre Dame, is a multi-use trail that connects downtown South Bend and the college, as well as the...
 IN 1.5 mi Concrete
The Lakefill is 74-acres of reclaimed earth, that juts out into Lake Michigan on Northwstern University's Evanston Campus. About the Route In addition to a one-mile asphalt path, the Lakefill is...
 IL 0.9 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
Following a former rail corridor for less than a mile through Lake Station, the Fairview Walking Trail is a flat and paved multiuse path. The rail-trail runs through a small linear park in a...
 IN 0.7 mi Asphalt
The Midwest portion of the Great American Rail-Trail runs through Ohio, Indiana, and Illinois for more than 500 miles, and will comprise about 740 miles when complete. The Midwest has many calling...
 IL, IN, OH 522.7 mi Asphalt, Boardwalk, Concrete, Crushed Stone, Dirt, Gravel
The Lake Max Trail follows a former rail corridor south through Culver and provides new community connections. Eight- to ten-feet-wide with a surface of concrete and asphalt, the multi-use trail is...
 IN 1.63 mi Asphalt, Concrete
The Lincoln Memorial Trail is a 1.8-mile multiuse path in the community of Westville, which is located just 15 minutes from Lake Michigan in Indiana's La Porte County.  The southwest trailhead on...
 IN 1.8 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
The Plum Creek Greenway Trail meanders for 3.15 miles through the Goodenow Grove Nature Preserve, with an unconnected 1-mile section in Plum Valley Preserve. About the Route The Plum Creek...
 IL 4.15 mi Crushed Stone, Dirt, Gravel
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
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 Indiana Michigan River Valley Trail connects the towns of Niles, MI and Mishawaka, IN via. 17 miles of paved multi-use trails, some of which have their own unique identity. The trail also passes...
 IN 0.6 mi Concrete

Recent Trail Reviews

Burnham Greenway

Lansing to Calumet City Illinois

June, 2026 by darylcf108

This bike trail is a straight shot from Lansing to calumet city Illinois.

read more …

Calumet Trail

good parts and not so good parts

June, 2026 by snlvr

Trail was ok. Accessed by Beverly shores train station and headed toward Chesterton first. First section was Ricky but not bad. Beyond that there were many areas of pooling water that nearly spanned the trail in many places. Just be aware of that. From BS train station toward Mich city it was again initially rocky terrain but rideable. Beyond that it connected to the next trail. I don’t recall the name of that one. That one was paved and great. The rocky areas also have tall grass. (Think two track). All in all we enjoyed the ride but just be aware it can be a bit mushy in spots. have fairly tw grasshave.

read more …

Great American Rail-Trail

Airbnb right on trail in Burgettstown

June, 2026 by dowiakp

Discovered this comfortable place with great accommodations for two bike travelers. They offer a pullout sofa if you do not wish to share a bed. Indoor bike storage with a comfy bed and a hot shower! Distillery right next-door and two restaurants to fuel up in the morning to get back on the trail. Close to the panhandle of West Virginia. Their name is Harmony Trail Haven on Airbnb.

read more …
Accordion

Prairie Duneland Trail

Pleasantly surprised

June, 2026 by lifeisgood6163

We just completed the trail. What a Gem!!! Extremely smooth!!!!

read more …

Wauponsee Glacial Trail

Always a good ride

May, 2026 by iamrube

This is my favorite rail to trail in the Chicago area. I ride a gravel bike. The wide open spaces and rural scenery is a relaxed vibe. I park at Sugar Creek Admin Center which has a nice parking lot and go all the way to the end just over the Kankakee River at Custer. My favorite section is the area that’s next to the Midewin Tall Grass Prairie. My tips for you if you’re going 40 miles round trip, water, a Gatorade, small snack. Folks on the trail are friendly and wave however once you get to the bridge crossing Hwy 102, things get weird. I don’t know why but the vibes are negative and you can feel it. I always want to see the river but again, bad vibes.

read more …

Granger Paths

Be careful trail is unsafe

May, 2026 by trudy-scott

Bike ran me over even though I went in the grass on the right. We have hiked numerous of paths from the Rocky Mountains to Alaska. Runners and bikes have always passed on the left and given some type of warning. The biker rang his bell and then plowed into the back of me. He hit so hard that he had to put his 10 speed bike together.

read more …

Great American Rail-Trail

Highly recommend this beautiful and well kept trail. Beautiful to ride along the trees and over the 2 epic ohiopyle bridges.

May, 2026 by sarahraekratz

Highly recommend this beautiful and well kept trail. Beautiful to ride along the trees and over the 2 epic ohiopyle bridges.

read more …

Northwestern University Lakefill

a simple, short loop

May, 2026 by vivekipsingh

Simple, short loop. You will end up sharing the loop with a lot more people when the weather gets good

read more …

Thorn Creek Trail System

I live in the area, caution following map

April, 2026 by d9cjtq6qd8

I have been walking the woods around here for decades. The main bike trail is fine. Do not attempt to go in at jurgensen woods and try to head east though. Start at sweet woods across the street and stay on the main. Cook country forest preserve actively tries to only maintain the main paved bike trail. The very nice little jog which is shown here in jurgenson is not maintained at all and it’s a shame because it was a nice out of the way side quest 20 years ago.

read more …

Waterfall Glen

amazing trail

March, 2026 by totalpromochicago

I don’t know how anyone could give this trail less than five stars. There are hills of course. It does have fine P gravel. it gets busy with hikers during the weekends when the weather… because it’s a great trail! I have been hiking and biking this trail for years now and it’s one of the most scenic spots. If you are a street rider, obviously you would want pavement and a more even trail. As long as you know how to use your gears and pace yourself ..pay attention and look ahead. You’ll be fine. I am no expert bike rider. But this is a great trail. I highly recommend for all levels.

read more …

Veterans Memorial Trail (IL)

Love this trail

March, 2026 by totalpromochicago

Easy paved trail with lots of wildlife. steep incline after bluff road though.

read more …

Panhandle Pathway

love this trail

February, 2026 by rollin1219

We ride this trail a lot. I believe the patrons of this trail set the standard for great maintenance. 2 porta pottys along this trail are much appreciated.

read more …
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