Find the top rated horseback riding trails in Homewood, 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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Except for the 2 miles of crushed stone from Sheridan Road in Highland Park to County Line Road in Ravinia, the entire trail surface it asphalt!
The first 11 miles of the trail from the Wisconsin border is newer asphalt; no cracks or bumps to worry about. Just a smooth ride. The northern section of the bike path, however, is plagued with several street crossings, all of which must be approached with caution. There is little to no shade on the northern section.
The southern section of the bike path has a lot more points of interest including various sculptures along the trail, Metra train stations, the Ravinia Festival grounds and interesting cities to explore. The southern section offers much more shade, but also has a few street crossings as well.
The trail does give way to the road in both sections, but the signage is good for the most part. There are new mile markers on the west side of the trail every 1/2 mile.
Love walking this trail. Quiet and safe mostly.
My 3 star review is because there needs to be signage when bikes pass, a shout out should be told to the walkers. Frequently I'll be walking and the bikes are so quiet it startles my dog or the bikes just squeeze by. It should be mandatory shout out “on your left!” when passing. Secondly, electric bikes are using the trail more often. Going 25-30 mph is not ok!
Same thing where most do not shout out when passing. Needs to be a rule regarding electric bikes.
We rode the full length from the Chicago Botanic Garden to the end at Foster Ave. and back. About 40 miles round trip.
Nice paved trail with plenty of washrooms along the way. Saw 8 deer at various points, two just standing on the side of the trail as we passed and never moved at all.
There is a $12 fee to park at the Botanic Garden, which was no big deal to us. There are plenty of free parking areas at the many forest preserves along the trail. Botanic Garden is great also, if you have the time to go through it.
The trail makes a loop around the Skokie Lagoons, but I would recommend only doing the east side. It has way better scenery and is quiet. Not so on the west side.
I took a star off for the following:
1. There are a lot of big road crossings. Golf road, Dempster, Touhy, and a really nasty diagonal one at Devon & Caldwell. All the walk buttons worked fine and you need to be patient, but they are wide and rather intimidating. The diagonal bridge over Oakton and US-14 is quite impressive though.
2. This is a greenway, so lots and lots of blind curves. This would not normally be an issue, but the road bikers are going too fast around them and there are a lot of pedestrians.
3. Other people have commented about the rude road bikers and we did encounter a couple of them. Most are courteous and tell you when they are coming by, but we had three at road crossings that pushed their way through and cut people off like they were going to a fire.
Over all, a nice trail and a great getaway for people living in the suburbs, but you've got to pay attention so it's not as nice as many sleepy rail-trails.
We kept the scooter the scooters under 25mph . Perfect tail for walking/ e bikes / scooters . Everything was clean and in good shape when the wife and I visited. Busy trail . Make sure u have a bell on ur motorized anything for the blind corners . Keep the speed down . Highly recommended.
It is July 2026, and the 294 closure on the trail is not open to use. Please update in the review section.
I have been riding this trail for three years now. (2024 - 2026) No more. The gravel has, in many places, turned dusty, deep and slippery. You might enjoy the gravel on a gravel bike. I ride a skinny tire road bike. OK for the first two years. Not OK this year.
Rode the Blackwell Forest Preserve section on July 25, 2026. Despite hot temperatures, the shaded stretches kept us cool. The condition of the crushed limestone surface was smooth but dusty. The only glitch was that several times we rode around a bend only to be run off the trail by groups riding two or three abreast. First time that’s happened In 2000 miles of biking. Wouldn’t keep us from going again…outstanding trail.
This bike trail is a straight shot from Lansing to calumet city Illinois.
Trail was ok. Accessed by Beverly shores train station and headed toward Chesterton first. First section was Ricky but not bad. Beyond that there were many areas of pooling water that nearly spanned the trail in many places. Just be aware of that. From BS train station toward Mich city it was again initially rocky terrain but rideable. Beyond that it connected to the next trail. I don’t recall the name of that one. That one was paved and great. The rocky areas also have tall grass. (Think two track). All in all we enjoyed the ride but just be aware it can be a bit mushy in spots. have fairly tw grasshave.
Discovered this comfortable place with great accommodations for two bike travelers. They offer a pullout sofa if you do not wish to share a bed. Indoor bike storage with a comfy bed and a hot shower! Distillery right next-door and two restaurants to fuel up in the morning to get back on the trail. Close to the panhandle of West Virginia. Their name is Harmony Trail Haven on Airbnb.
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