Explore the best rated trails in Crestwood, 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 110 trails covering 4778 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.
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.
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.
I do this trail at least 3 times a week, it’s a beautiful trail. You can get lost if you don’t know it. Stick to the trail close to drive. I know it all too well so I don’t get lost. But the scenery coming around the corner of Fullerton is just spectacular, the view north from the museum campus is amazing. I love this trail and it’s my comfort zone.
Trail is closed at Rt. 30 heading North from Erie Lackwana trailhead.
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.
I rode on this trail for the first time yesterday. It is well maintained, pretty shady, and has well placed maps. I will definately go again. I gave it 4 stars instead of 5 because there aren't any water sources at either end or along the trail. There are toilets (vault and a porta potty) at the ends, so that's a plus. At the Willow Springs end, about 2 blocks from the trail end, there's a Speedway gas station with snacks and beverages. You can see it from the trail. So if you go, make sure to bring plenty of water!
I was traveling through to Ohio and wanted to ride this trail. Due to traffic on a Saturday with a concert at Soldier Field, I arrived a couple later than I had hoped. So I had to push the speed to do the whole trail. I got done as it was getting dark. I would encourage others to allow more time to enjoy it. Not knowing this in advance, I parked near trail construction and where the following day's event parking was being set up, so it was congested. I found the main trail (lots of sidewalks/paths going everywhere) and headed north. A few miles north and I was at the end. Going south, I got goofed up by the detour signs and other trails. A "north" or "south" sign on the detour signs might have helped. Maybe just me. I finally got on the trail and went north. The write-up says it is 19 miles long and ends at South Shore Cultural Center; however, the mile post ends at 18 (with a zero on the other side of the post) was at 71st street. That was where the red line on TrailLink also ended. Both close to each other, but I wasn't sure why the difference in mileage. I didn't have time to explore more. I turned around there.
Even though I don't like city driving and it all looked hectic to me (thankful for GPS voice commands), I wouldn't mind doing it again in the summer when more venues would be open and take all day to ride it by going a slower pace and seeing the sights. And maybe with someone else who will do the driving!
This is such a cool trail corridor, but it's a bit of an adventure to ride it. The scenery is great--there's some neat canal lock remains, the trail has lots of shade, and there aren't a lot of road crossings. It's also nice that the trail passes through several towns, so there are good opportunities for meals or snacks. The trail itself is just okay. It is mostly dirt, with a little gravel, and is rather over-grown for large sections. Many sections are basically single track--keep your wheels on the narrow dirt trail and it's smooth, but it's grass and weeds close on either side. Probably not a good ride for narrow tires or trikes. We went a few miles past Ottawa to ride into Buffalo Rock State Park, the trail west of Ottawa was a bit better. Overall it was a good ride and I'd do it again, but go in knowing that it isn't a smooth wide trail.
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
Scan the QR code to get TrailLink on your phone
