Explore the best rated trails in Chesterton, IN, whether you're looking for an easy walking trail or a bike trail like the Indiana-Michigan River Valley Trail and Riverside Trail (IN) . With more than 75 trails covering 5004 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
The layout is a bit confusing at first and it's a mostly urban setting here but otherwise not too bad.
This bike trail is a straight shot from Lansing to calumet city Illinois.
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.
We just completed the trail. What a Gem!!! Extremely smooth!!!!
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.
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.
Highly recommend this beautiful and well kept trail. Beautiful to ride along the trees and over the 2 epic ohiopyle bridges.
Simple, short loop. You will end up sharing the loop with a lot more people when the weather gets good
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.
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.
Easy paved trail with lots of wildlife. steep incline after bluff road though.
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
Scan the QR code to get TrailLink on your phone
