Find the top rated horseback riding trails in Streetsboro, 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.
I went to the Alexander Rd trailhead on 10/25/25 planning to ride south over Brandywine Falls area, but the trail is completely blocked off with fencing and heavy equipment for an apparent repair. It was disappointing, but I rode north into the Bedford reservation instead for a hilly, beautiful ride. Just wanted everyone to be aware of the closure. There is no posting when it may be opening again.
I’m a newer rider and decided to ride from Ira trailhead north to Boston Mills. It was about a 14 mile round trip, mostly flat ride. It was absolutely beautiful for a crisp, fall ride! There were some areas of congestion along the way, but most of the ride was quiet and relaxing. I look forward to trying other areas of the trail!
Though roughly 2.5ish miles in length, the trail is always enjoyable to be on. This time of the year it's not real buggy. Trail is paved and in decent condition. The posts at the end of the trail have recently been painted by a member of Mercer County Trails Association.
Went from Nth River Road to Orwell. Ate at the Homestead Diner just east of the trail on Route 322. Amish Cooking. Excellent. Have a slice of the pumpkin pie. The bridge is no longer out.
The trail has been resurfaced and the section up to the Medina Career Center has been paved with asphalt. Trail is in excellent condition. Nice job Medina county!
This is by far the worst bike I have ever rode on. There is trash everywhere. tree limps are grown far into the trail, broken glass windows everywhere on the trail and old furniture is the type of view that you are subject to enjoy. I would rather take my chances riding on the streets of Warren, then on that trail.
Holmes County trail has recently been extended an extra 4 miles from the Glenmont trailhead. Killbuck trailhead is now approximately a 3 mile highway ride from the end of this new addition.
7 September 2025 - rode north from the North River Road trailhead for 10 miles then back. This is an excellent trail, relatively flat and well maintained. The surface is asphalt and smooth. There are a few road crossing but the roads are not busy. There were not many people on the trail even though this was a nearly perfect day for biking. This trail could be described as a destination trail, well worth a one or two hour drive.
This map is not accurate. The Northern trailhead, with ample parking, is on Leon Road, near the intersection at 3596 Stanhope-Kelloggsville Road (Dorset, OH)41°39'13.0"N 80°36'46.8"W
Rode out on Old Muskingum. He people, flat quiet, not too much to look at. then back on towpath but closed at Crystal Springs.
This trail is a hidden gem. Excellent ride to Lisbon today and back. 25 miles round trip give or take. I saw 9 deers and several brave squirrels darted around my tires. If you get a chance, ride this 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
Map Search
