Explore the best rated trails in Cleveland, OH, whether you're looking for an easy walking trail or a bike trail like the Lake-to-Lakes Trail and Euclid Creek Reservation All Purpose Trail . With more than 58 trails covering 4521 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.
We accessed this trail at Middlebury Road in Kent at the new trailhead. We also rode the Freedom Trail. Newly constructed shared parking lot on Middlebury Road for both trails. We took the new pedestrian bridge and switchbacks to connect the two trails. 1324 Middlebury Road GPS addr.
This trail is nicely paved and scenic.
We cycled the trail in its entirety located in Wayne & Stark Counties. Trail is mostly wooded providing a good bit of shade and also scenery of open fields/farmlands. Surface switches between crushed limestone to asphalt pavement. Some of the limestone was loose and other areas down to the dirt. Trail has many short bridges along it's 10 mile length. Very clean trail, zero trash and grass was cut. Dalton end of the trail you take streets into town. Massillon end is under a bridge. We ate a place near the trail on Bison Street which had sandwiches and cold drinks. Clean establishment with friendly service as well.
The west end of the Portage trail now connects to the Freedom Trail by a cascading path and a bridge.
The north end now connects to the Portage Bike & Hike trail. They added a bridge and a cascading trail. The south end is under construction and will eventually connect to the Ohio & Erie Trail in Akron, they did add an access trail to a road and you could connect the Ohio & Erie trail via this, need a good gps device, the existing trail is in good condition. homeless people
A gem of a trail from Royalton Rd to the Marina. I’d probably avoid during weekends or after work due to increased foot traffic. Smooth tarmac except for detour near Cedarpoint Rd bridge reconstruction but fun gravel.
Great day for a ride. This was a nice family ride with 9 year old. Beautiful farm fields, bird activity. Some shade, too (around 2pm)! Not crowded at all! (7/13/2025). We’ll be back!
Very nice trail, hilly and punchy. You will get a workout. Well maintained, recent fresh asphalt. Almost entirely in the shade on a hot June morning. Meets up with the hike and bike trail at the lower end.
Mostly flat, very light inclines at times, sunny and shade areas. Trail does break and jag near railroad crossing roughly 1/2 way through. Beautiful farmland and woodland areas, raspberries and elderberries alongside trail. Hardly any trail traffic...my friend and I rode side by side majority of trail. Not much to do or see in Rittman or Creston, but occasional bar or tiny restaurant if you need refreshment at either end of trail. I parked nearby Creston police station and was welcomed by a friendly officer. If you want to experience the country and small town bliss, this is the trail.
This trail is still in phase two of a three phase project which won’t finish until 2026. The New London and Greenwich ends are finished and nice crushed cinder but the middle between Greenwich is very rough. Fencing has been put up in some areas, a bench or two but it has shade and some nice farm, wooded views. There are restaurants and small shops at both ends of the trail. It will be great once complete!
A mix of cinder(about 2 miles in New London) and large stone and rough terrain the rest of the trail made for a rough, uncomfortable and tricky ride. The nice mix of sun and shade along the entire trail was a positive. Not recommended.
Beautiful Spring day for a ride. Got through that rough Winter and mostly rainy Spring now time to enjoy the trail. Parked at the North Bloomfield trailhead on Route 87. Headed south for about 10 miles and turned around then North to Orwell and back. Enjoyable trail and ride!
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