Explore the best rated trails in Oglesby, IL, whether you're looking for an easy walking trail or a bike trail like the Four Sisters Bike Path and Joe Stengel Trail . With more than 31 trails covering 4206 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 trail segment winds through forest preserves alongside the river without any road crossings. There are some small hills and a short on-road section but a pretty easy ride with great scenery all the way. A few turf trails are in McDowell Grove preserve as a side trip.
This is a short path off the north end of the Kishwaukee-Kiwanis Trail. It was freshly repaved for a smooth ride with nice greenery on each side and a bridge over the river near the northwest end. The path is handicapped accessible and there was no traffic on the neighborhood cross streets. I didn't linger, but based on the number of squirrels crossing the path, I could imagine seeing a fair amount of wildlife at the right time of day.
Started this trail at the east end (Floyd Tilton Park). The trail is asphalt and in good condition. On the east side, the ride parallels the small Kyte River. As others have mentioned, you pass under the busier roads, which is nice. The trail swings around the high school, then south along 20th Street. There is an extension that heads west from Squire Landings, cutting through cornfields and then paralleling the RR tracks. I did an out-and-back on this section, then rode back to the starting point along 10th Ave. Traffic was low on a Saturday afternoon. After the ride, I went down to Rochelle Rail Park to absorb some local history and watch a couple of trains go by. I'd probably ride this trail more often if I lived closer.
My son and I rode from the visitor center east to the first aqueduct, about 20 miles round trip. It was beautiful day, we took our time, looked for turtles and stopped at a Casey's in Wyanet for lunch. Keeping to a healthy diet I went for sausage pizza, Yoo-hoo and an iced sugar cookie. The trail was rough, and rougher in spots but not a problem on my gravel bike with 40 mm tires. My son rides a Synapse with 35 tires and did it have a problem. If you ride a road bike or prefer smooth trails this might not be for you. we enjoyed it.
Aug 2025
Aug 205
I typically ride prairie path area, but like to get out and find something different from time to time.
Did minimal research before heading down to ride here.
The north end of the trail is on a pretty industrial road beneath an underpass for I-80 and just north of a train crossing.
You can find a place to park within short distance of the trail, but next time I will park at one of the following:
#1
Sugar Creek forest preserve
17540 W Laraway Rd
Joliet, IL 60433
https://maps.app.goo.gl/2GMxcK6ZHjynGe8M9
#2
Near one of the businesses with big empty parking lots on the weekend where the trail crosses Mills Road.
https://maps.app.goo.gl/1Grwn9j5QNm4wT6Y7
Heading south the first few miles is paved blacktop that does not appear to be that old, but has numerous bumpy patches from tree roots. After a few miles it becomes the self healing compacted gravel and is a nicer ride.
I did 16 one way, 32 miles round trip with the south end being Symerton, IL
I think 5 more miles gets you to the river.
There are a couple public rest areas with pit toilets, and a couple fountains also with taps to refill your bottle.
Did not see much in terms of food. There may have been if you ventured off a bit.
The only place inviting bikers were these folks.
Symerton Tap and Grill
https://maps.app.goo.gl/bLMprvEBzoduYS6V9
I don't like a big meal while riding, and just had my own snacks.
Nice ride, its little effort for me to get here, but can see doing this again once each year.
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.
This trail was miserable to ride with a hybrid touring bike. It would be completely unusable on a road bike despite what the trail description may say. The gravel is so bumpy and the trail has been barely maintained. Not much of a surprise in hindsight given the fact that I saw zero other cyclists throughout an entire day riding on this trail. I would only ride this trail again with a fat tire. What is nice though is the trail is very remote and quiet.
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.
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.
The 10-mile stretch of the trail from st. charles to elgin is mostly asphalt with a few short lengths that are crushed stone. The trail is in good shape generally with hardly any heavings in the pavement. The scenery is mostly natural woods and very scenic. Between st. charles and the town of south elgin the river takes a big bend around a high bluff and the trail goes down a long hill as you travel north and over 2 bridges. Near the town of south elgin there is a trolley museum with tracks alongside the trail that working trolleys use on the weekends. Between south elgin and elgin there are many hilly sections. It can be a challenging but worthwhile ride.
Ok section, kind of dull. Agriculture & cows. Found a bit of shade by a grain elevator for lunch. Several washouts filled with tumbleweeds as you get closer to Lind.
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