Find the top rated horseback riding trails in Cleveland, 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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We rode the GAP from Cedar Creek Park to the Boston trailhead at the base of the Historic Boston Bridge and back. About 36 miles round trip. What a great ride. Smooth trail with lots of benches and several picnic areas and toilet facilities. Well maintained. Passed through several little communities along the trail. No major highways and very few little roads to cross making it very safe. Got a delicious huge “medium” size ice cream cone at the “Big Twist” in Blythedale, right off the trail. Highly recommend this ride!
We biked from mile 0 at the Trumbull/Ashtabula county line to Austinburg and back. Passed through Orwell and had lunch. Trail very well shaded and in good condition but a few root liftings in the asphalt but not a deal breaker. Enjoyed our stop in Austinburg but saddened to see that Shannon's mini mart is now closed since the owners retired after almost 20 years there.
We travel almost 2 hours to get to this trail and worth the drive. One of Ohio's nicest trails. Asphalt paved in very good condition, pretty scenery, well maintained by Geauga County Parks, numerous benches along the route, grass cut, trash cans emptied and nice restrooms. There are 5 covered bridges along the trail. Most of the trail is full sun so make sure you slather up with sunscreen on a sunny day. We parked at Headwaters Park and biked up to Chardon for lunch and back. Then biked down to Middlefield. Total miles 30 round trip. Was sad to see the fountain at the Middlefield end of the trail was not working and the trellis removed and no hanging flower baskets.
We really enjoyed this trail. It checked all the boxes for me!! It was mostly shady with trees/woods lining most of the trail, benches to rest, flat, no hills, 14 total miles, lovely scenery, a train track running along side, and a small town at the end of the trail head to shop or eat. Even though it had rough gravel in spots, knowing it is still being worked on, I give it a 5/5. When the trail is completed I think it will be near perfect. We started in Greenwich and ended in New London. We rode around town and found the beautiful New London Recreation Park at 2 Blake St. We had a nice picnic and the park had very clean bathrooms. A horse arena was built there in 2025, and as our extra bonus, they happened to be having an event that day. I love riding bikes, but sometimes the best part of the trails are the surprises you'll find along the way,
We parked in Orwell and biked South to Bristolville and turned around. Then back to Orwell for lunch at the Mexican restaurant along the trail. Great food and service with outdoor seating. They will also fill your water bottles with water and ice. After lunch we headed North to Rock Spring. Total 36 miles round trip. This trail is virtually flat as well as straight. Most of it is very well shaded. Trail in very good paved condition though between Oakfield and Bristol a stretch about 1/10 of a mile with some kind of speed bumps every 20 feet. We are not sure what the purpose of that is, they are marked with paint. If you can just overlook that, the rest of the trail is super!
This "trail" is made up of many smaller trails and some of it is on roads. Do as much research on this as you can before your trip!
Hats off to Portage County for repaving last year and redoing the RR crossing near Ravenna. Whether it was the RR or the County you did a fantastic job on a hazardous crossing. Very nice trail. Hopefully it gets extended east
This is a nice short trail that is flat and uncrowded, with nice views of farmland. It’s paved except for about a mile long road section that’s fresh, chunky gravel, chip and seal. I walked it with my thin tires, but wider tires would do just fine.
This trail is wider, better kept condition than adjacent Ohio to Erie trail, probably can be muddy during wet weather I enjoyed the ride, well marked!
We rode from Warren trailhead on the Southern end to North Bloomfield and back (about 28 miles round trip). It’s kind of a boring trail, mostly woods on each side with not many views. There are HORRENDOUS bumps on a stretch just north of Rt. 88. 17 huge “speed bumps” in a half mile stretch that are marked with red and yellow paint. Needs fixed badly. We will most likely not ride this section of the trail again. Will attempt the northern end from Orwell to see if it’s any better.
Parked at Swine Creek. Traveled up to Middlefield, where we picked up the trail. Went north to Chardon. Turned west down to Spinners Diner for lunch and biked back. On the way up, there was a small tree across the trail. By the time we got back, it was cleared. Hit two Amish Markets in Middlefield for some baked goods. After, we went south to Garrett’s Mill and Brewing in Garrettsville, OH for a pint. Great day trip!!
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