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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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...
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...
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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...
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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...
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...
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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...
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....
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...
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...
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...
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...
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...
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...
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...
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...
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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...
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...
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...
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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...
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...
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...
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...
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,...
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...
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...
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...
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...
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...
The North Branch Trail follows the North Branch of the Chicago River nearly 20 miles through Cook County. The trail was originally a dirt path often used for horseback riding; though it’s now paved,...
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...
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...
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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,...
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...
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...
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...
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...
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...
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...
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...
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...
The North Branch Trail follows the North Branch of the Chicago River nearly 20 miles through Cook County. The trail was originally a dirt path often used for horseback riding; though it’s now paved,...
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...
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...
The Cal-Sag Trail (or, Calumet-Sag Trail) is currently under active construction. As of August 2015, it has a competed section of about 10 miles, stretching from near its eventual western terminus to...
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...
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,...
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...
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...
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...
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...
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...
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....
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,...
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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...
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...
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...
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...
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...
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...
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...
In October 2017 three of us rode the Thorn Creek Trail west to east. We marveled at its excellent surface (smooth, no potholes or root bumps) and mostly level route. Signage was excellent, with large area maps periodically, As other reviewers noted, most sections are in trees. Worth noting are several large meadows you ride through or along - very pretty. The Trail connects to Old Plank on the west and other trails to the east, so you can easily ride a day end to end on several trails. The icing on the cake (as it were) was a stop @ Calumet Bakery on Torrance Avenue. Bottom line: congrats to the folks who planned and implemented the trail. We'll be back!
I finally completed the trail in LaSalle last weekend, I had been completing the entire route in segments throughout the summer. Overall, I enjoyed the experience, I liked the historical placards and informative mile markers. Yes, I stopped and read every one of them! I thought it was really well done, and very interesting history of the canal and its construction and usage. Cool grande finale ending up in LaSalle where the packet boat and mule towpath was in full display with the tour.
I started in Lemont where the trail begins, through Lockport (the old canal headquarters) and got through Joliet. A must see is the old Joliet Iron Works, an interesting historical walking tour. The next segment I completed was from Joliet (Rockdale) to Channahon, with beautiful views of the Illinois River. Saw an abundance of varied wildlife as the canal here is wide with plenty of water still left in it. McKinley Woods Park is a nice diversion to take a break. Channahon to Morris was the next segment, again with nice views of barges on the river and the Dresden dam area. From Morris to Marseilles the trail begins to get more woodsy, and at some points the trail goes from crushed limestone to single track dirt. This is where the canal is hard to see, as it has dried up over the years, thus there is less wildlife to see. From Marseilles to Ottawa the trail is still woodsy, but becomes more industrial as you are riding next to train tracks and grain silos along the river for much of it. Ottawa to Utica becomes more scenic as you start to see the St Peters sandstone cliffs at certain points. Finally from Utica to LaSalle you can see much more of this, and the trail ends with a lock with all of its functioning parts, as would have existed back in the day.
I normally ride on much more challenging, tougher and more hilly terrain with my trail bike, so this was a change of pace for me. The trail is in decent shape, but you can tell that it has not been maintained for awhile. There are bridges out in several spots (easy to get around), and fallen trees that you need to lift your bike over. All in all, I would recommend it to the casual rider, seeking an interesting history of the canal from back in the nineteenth century. Happy riding!
Pros:
-After Dundee, no unsafe crossings (to my knowledge)
-Varied scenery ranging from swamp, light and dense forest, restored prairies, and old farmland
-Pretty empty on most days (south of Milwaukee can see more traffic)
-Can sporadically see larger animals (deer, raccoons, skunks, turtles, snakes). Guaranteed to see some warblers, woodpeckers, hawks, and finches when in season
Neutral
-Some areas are pretty desolate. The solitude can be nice, but I can imagine it attracts criminals.
-The gravel/packed dirt is OK for the most part. Around Lincolnshire you start seeing more asphalt.
Cons
-South of Milwaukee trail is muddy and swamp-like, very narrow paths
-Underpasses can close as can parking lots (I once drove from Milwaukee Ave. to Beck Lake without finding an open lot)
-Can be a bit confusing especially south of Milwaukee
To sum up, start north at Milwaukee. There's a big lot but you have to cross unprotected and bike beyond a hotel before the trail picks up again. After this there is only one other crossing at Dundee. Some people start across Dundee so they don't have to cross at all.
I was also surprised by the abundance of old ruins sometimes right along the trail. There's an old POW Camp, tons of old farm remains, and scattered agricultural machinery,
My husband and I wanted to take a different trail this weekend. Overall, the trail was in great shape just a couple of soft spots. It was a very hot day so we had the trail basically to ourselves. We had trouble finding the trail head in Joliet but really enjoyed a picnic lunch at the Kankakee river park.
When people ask me if I've ridden the "Hilly Hundred" the well known Brown County IN ride I respond: "No but I've done the 'Flat Forty' in Northern Indiana.
The Panhandle Trail runs from Logansport IN to Winamac about 22 miles. I like to start in Royal Center which is about half way between the two trail ends. I usually bike down to Logansport, up to Winamac and back to Royal Center, that makes if about a forty mile ride.
It's about as flat a trail as you'll find with a slight incline going North most noticeable coming out of Logansport (Kenneth) which is why I like to do that portion first. (Those under 60 won't even notice the incline).
There is now a nice parking area at the Logan end with a well kept porta-potty. The Royal Center Marathon station and store is a good half way stop for water, treats and facilities. Casey's General Store (near the Winamac trail head) has clean rest rooms and everything you need for your ride. There's a great Mexican Restaurant at the trail head as well.
The Winamac end of the trail has been extended about 2 miles which takes you to the old train station which is beautifully done and is in walking distance to downtown.
A great ride especially if you want to get a taste of No Indiana; it's mile after mile of soybeans, corn fields and grain silos. Local color stops in Star City, Royal Center and Winamac gives you a good feel for Northern Indiana. The most scenic portion of the ride is crossing the Tippecanoe river near the Winamac trailhead.
It's a well maintained trail and is a great ride if you want a casual ride or if you're a serious biker and just want to let it rip for about 20 miles or so.
I don't know how anyone could rate this anything but 5 stars. There are sections of this trail (Channahon to Ottawa) that are absolutely breathtaking - especially on a warm fall day when the leaves are turning color. There are long sections of the trail where you are riding between two bodies of water and it is absolutely spectacular. Access the train in Channahon and ride northeast toward Ottawa. You will not regret it!
I see a lot of five star reviews and I am guessing those come from people at the north end of this long trail. South of where it crosses Milwaukee Avenue, there are some pretty poor areas. It floods out, there are unsafe road crossings. In one place it comes down to a worn path barely a tire's width. South of Touhy Avenue the surface is uneven with some rocks and old broken asphalt. I ride this trail often because it is the one closest to me, but for the stretch I know, I cannot give this a high rating. The North Branch Trail is much better, a few miles east.
I started at Custer Park, where there is a small lot for parking. I rode the entire trail on 12SEP17 starting at 7:30 am. I didn't see anyone the first ten miles, but later in the day, I came across fellow bikers as well as runners and hikers. The trail is well kept and mostly shaded. Only about 2 miles of it is paved, the rest is crushed limestone. Although I was riding my mountain bike, it has a thin smooth tread 'commuter' tire on the front. I had zero problems with the trail surface. In fact, I'm fairly certain I could use my road bike on the trail, but I'm not going to risk it. There are benches at irregular intervals for breaks, restrooms, and a couple water fountains. Overall it was a great ride and I'm looking forward to doing it again.
Interesting, but a bit confusing. This is a mix of a 'real' trail around the Techny conservation area (big depression) and sidewalks converted for bike use (or so it appeared). It goes through an industrial park where the path is not very clear, then along city streets later. The part around the conservation area is quiet and pretty; the lower stretch along Lehigh Avenue is clear to follow with not much traffic (mid-day; mid-week). Positive is that there is only one major road crossing and it has buttons to request a walk signal. I liked it enough to ride it again, but would not say it is the best in the area. It is not a long ride, so the really serious might want to use other paths.
An amazing escape from city life, the North Branch Trail is truly amazing. There are a few major road crossings but in between, it's nothing but shade, chipmunks, squirrels, and deer. A lot of deer. A word of warning: if the trail is wet, be careful around corners while biking. I crashed my bike riding through a leaf covered wet corner. No real problems with this Trail, except for your occasional bump but someone has come through and marked them with spray paint to warn riders. The trail has been extended past where this map ends on the south side, and the entirety of the trail is around 20.4 miles, not the 23 miles this map advertises. Just rode the entire trail today. Highly recommend completing this trail at least once.
This trail has not been developed yet. It would be great if someone on the planning board would write a review, providing information covering the future plans for this trail.
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