Find the top rated horseback riding trails in Carol Stream, 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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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.
I rode out-and-back on this trail and the connecting DeKalb Nature Trail on a warm Sunday afternoon. The good news is that there is no on-road component to this trail. It is all paved and passes under a few roads and a railroad as it follows the S. Branch Kishwaukee River. I started at the south end at Lions Park and immediately had to cross Taylor Street. There is basically no signage along the trail. Fortunately someone had painted some arrows on the pavement, apparently for a 5K race. The crossing at Lucinda was a little odd where you have to cut slightly west to cross at a driveway. There's a nice ramp to get you under, then over, the N. 1st Street bridge, then there's an at grade crossing at Hillcrest. All-in-all, it's not bad getting across those roads.
The trail smoothness varies. It's a little bumpy in areas, but not too bad. The least pleasant ride is adjacent to Sycamore Road near the north end of the trail. Through the wooded sections, there were areas of crunchy Osage orange and walnut(?) shells to traverse, but it's fall so that's probably to be expected. The scenery is suburban with a good dose of parkland. The trail seems to have more use by walkers than by riders. The round trip was 11.5 miles.
I understand what this was meant to be. But it’s so overgrown that you end up walking in the street. That’s an issue for me because I wanted to have a trail the kids could walk.
Rode the trail and continued up and over the bridge to connect with the Centennial Trail. Turned around at the flags just before Lemont road for a nice 15 mile loop.
Did a round trip from Dean Street to Sycamore and back. Trail surface is pretty good however there are a few washouts and gopher holes. You just have to be careful. True to a former railroad bed, it is flat except for a few bridges. No busy streets to cross. The elevation profile shows a gentle rise from each end to the middle.
Do not just ride the trail and go home. At the west end take a few minutes to ride through downtown Sycamore. It is a delightful town. Enjoy some of the classic old homes on South Somonuk Street.
This path is in poor condition and needs to be redone. It is asphalt but time is not on its side. Wish I did not waste my time on this path.
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.
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.
The Red Paved Loop is great for inline skaters. The path is fairly clear of sticks and rocks. There are a couple of nice declines to build up a little speed, and the inclines aren't too steep. The trail is accessible right from the parking lot
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