Find the top rated horseback riding trails in Chicago, whether you're looking for an easy short horseback riding trail or a long horseback riding trail, you'll find what you're looking for. Click on a horseback riding trail below to find trail descriptions, trail maps, photos, and reviews.
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This bike trail is a straight shot from Lansing to calumet city Illinois.
We rode the entire northern section this spring. 10 miles one way. Best place to park if you want to start in Round Lake Beach is the Round Lake Beach Elementary School parking lot. It's about a block and a half off the trail near the west terminus.
Most of the trail is well manicured fine limestone. Very good condition throughout. Scenery is excellent.
The signage is ok. Some intersections are well marked and others not marked at all.
There are several spur loops and many neighborhood access spurs. Use a map, these can get very confusing.
It loses a star for the signage and some rather intimidating grade crossings near the west end.
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.
Highly recommend this beautiful and well kept trail. Beautiful to ride along the trees and over the 2 epic ohiopyle bridges.
My wife and I just purchased two e-Bikes and decided to use this place for our maiden voyage. This was also our first time at this state park. We really enjoyed the tails and the nature. We will be returning with cameras and fishing poles.
Simple, short loop. You will end up sharing the loop with a lot more people when the weather gets good
A short but pleasant ride, with lots of shade, smaller wildlife, rest benches, even a couple pet stops with water dishes for the fur babies.
Kankakee is half gravel half asphalt. It’s a perfect 15 miles so back & forth you can get a nice 30. Adding miles through town isn’t hard just watch the areas you go through. It is a BEAUTIFUL trail! It travels through Kankakee State Parks & along the Kankakee River. Some rises & falls, nice little hills. Cute bridges one big suspension bridge over a creek where locals swim in the summer. The far (NW) side of the trail has a pit toilet & an archery setup with a big stand. You ride through campgrounds, suburb sections, fairgrounds, parks, make sure to stop at the Indian Cave. Lots of photos ops along the trail. I really highly recommend checking it out!
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.
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