Explore the best rated trails in Sleepy Hollow, IL, whether you're looking for an easy walking trail or a bike trail like the Illinois & Michigan Canal State Trail and ComEd Greenway . With more than 149 trails covering 4947 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.
This is the portion that is most scenic. Part of the trail from Burlington to Rochester was closed
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'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.
The pavement of the Chicago section between Foster north to Lincoln is in very rough shape, and has only deteriorated since I started using the trail regularly last September (2024). Another priority could/should be the addition of some bridge overpasses (more underpasses are probably not feasible) so that trail users could avoid having to cross several busy (and only getting busier) intersections from Devon all the way up and into Evanston. It has some really enjoyable sections, though, and some stretches in Lincolnwood/Skokie have been recently repaved.
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!
It’s not the ideal path, but to see the city from a different perspective, it’s cool. Little confusing to maneuver, but it’s cool. Nice beach on one side. I like it. I recommend it, but can be confusing.
I did this trail on bike 2 years ago and I hated it, signage is terrible, at one point after Golf road, you literally come to an end and have to carry your bike over train tracks and active train tracks. No signs of any sort. You go through a campground that confuses you even more. I won’t do it again. To ridiculous.
Like other reviews, I agree too many red lights that take forever to change, the smell of the garbage plant near by stinks, it’s an ok trail to walk but bike ride, no. You’ll be done in 20 minutes. From Devon to Greenbay road. I give it 2 stars for riding 4 for walking.
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