Find the top rated horseback riding trails in Sycamore, 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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Our annual women’s biking trip did this ride on our 3rd day, a total of 36 miles round trip. Woodstock needs to have a marked bike route from the end of Ridgefield Trace into downtown Woodstock as there is a lot of traffic where the trail ends. Some spots on the trail have a lot of bumpy cracks, but overall was OK for what we needed to get from Crystal Lake to Woodstock. Downtown Woodstock is very cute with lots of shops & restaurants with a cute park/square & where Groundhog Day was filmed.
Rode just about 8 miles on the Palos Hills end. Beautiful paved trail, beautiful weather on 8/24/25. Definitely would ride again.
After riding 7,000 or so miles since 2019; all over the country (but primarily N IL, Iowa, WI); today is the day I got to enjoy a paved trail in Cook County. We parked in the west and rode to East end in Alsip and back. Roughly 25 miles round trip. Hot humid and windy 92F. I felt like shade was about 50% of trail length. It is a Great trail as in you do not even know you are in one of the busiest counties in the nation. I wish we could figure out how to connect from Alsip to the lakefront. We tried to bike about a mile further east on the road but then it started to seem like an industrial park so we turned around.
My buddy and I rode the trail from Big Hill Park to downtown Janesville yesterday. What a great ride. About 60% of the trail is shaded. The blacktop three miles or so from Janesville is heavily cracked and rough but not too bad. The first 9mi it’s a very smooth trail. We’ll be doing this one again.
Reportedly, a guy got arrested and thrown in jail in July 2025 for riding an e-bike on the Joliet Junction trail. Like, what do these people have against e-bikes? Especially when they are riding responsibly and using common sense, not colliding with anything or anyone else. Totally can not recommend at all. And the cops will stop you, too. They don't care if you're doing 5 mph, if your bike even looks like an e-bike, they'll still stop you.
I ride on the Prarie Path almost all the time and I love it! Goes by many downtown areas and the places you ride by are pretty nice. I would recommend!
I've been biking this trail for over 30 years at varying degrees of fitness. It is in part, protected from sun with shade and also from wind. This offers a reprieve from really hot days with heavy wind. It can get congested so being aware of others and biking courteously is important. There is pedestrian traffic that occasionally has no clue it's a shared path, as well as the over enthusiastic cyclist that equally behaves rudely. Most people however are genuinely out enjoying nature and each other.
I’ve been walking and cycling this trail for most of my life and it’s always a wonderful experience, such beautiful scenery along the river. It’s by far my favorite trail in the Chicagoland area.
Rode the Busse Forest trail on a busy, sunny Saturday morning in late June 2025. The surroundings are terrific but the asphalt has many cracks that made the ride a bit bumpy. Still it is a great ride and I encourage everyone to try it. There are elks there although I didn’t see any.
Rode part of the Prairie Part starting in Warrenville a couple of days after substantial rain in June 2025. The trail had some very minor puddles but was in great shape. When in Warrenville don’t miss the great bike shop where I got some excellent advice about which way to go on the trail. Highly recommend this route. Thanks to the bike shop guys!
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