Find the top rated mountain biking trails in Chesterton, whether you're looking for an easy short mountain biking trail or a long mountain biking trail, you'll find what you're looking for. Click on a mountain biking trail below to find trail descriptions, trail maps, photos, and reviews.
Drove down from South Bend. Started at CR700 and rode to North Judson and back. Class 2 e-bikes. Nice, quiet trail. Maybe saw 10 people total. Decent shape for the most part. A few rough spots and low hanging vegetation. Plenty of shade. Didn’t venture into town this trip. Will definitely be back.
I have been riding this trail for three years now. (2024 - 2026) No more. The gravel has, in many places, turned dusty, deep and slippery. You might enjoy the gravel on a gravel bike. I ride a skinny tire road bike. OK for the first two years. Not OK this year.
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.
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.
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
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