Explore the best rated trails in Sycamore, IL, whether you're looking for an easy walking trail or a bike trail like the Illinois & Michigan Canal State Trail and Tall Grass Greenway Trail . With more than 129 trails covering 4799 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.
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.
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!
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.
I started on the West yellow loop. Two routes, either pavement which is terrible or lose gravel which is dangerous. The East side of Quentin is beautiful. New pavement and a nice meadow environment. Short though.
Section between poplar grove and route 76 is getting worse by the day, the chipmunks are taking over and the sharp granite railroad balast is cutting into our tires. No money in illinois budget to repair bicycle trails, the only people enjoying the trail are on those motorized fat tire bikes.
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