Looking for the best trails around Glenwillow?

Explore the best rated trails in Glenwillow, 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 63 trails covering 4553 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.

Recent Trail Reviews

Portage Hike and Bike Trail

Connects with Freedom Trail

July, 2025 by vicki1960

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.

Sippo Valley Trail

Great trail-Massillon to Dalton

July, 2025 by vicki1960

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.

Freedom Trail (OH)

Checked out the new bridge & switchbacks

July, 2025 by vicki1960

Great new connection to Portage Hike & Bike Trail. We parked at the new trailhead on Middlebury and biked West to Lions Park and back. Most of the trail is shaded. We went the other direction out of the parking lot and took the newly installed pedestrian/bike bridge and used the switchbacks down to the Portage Hike & Bike trail into Kent. Great trail, the bridge is awesome!

Accordion

Portage Hike and Bike Trail

Connects to Freedom trail

July, 2025 by davidmaggiehome

The west end of the Portage trail now connects to the Freedom Trail by a cascading path and a bridge.

Freedom Trail (OH)

Trail end improvements

July, 2025 by davidmaggiehome

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

Rocky River Reservation All Purpose Trail

emerald necklace appropriate

July, 2025 by dogtown

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.

Pyamunting Valley Greenway

Enjoying this nice new trail

July, 2025 by vicki1960

Getting out and enjoying this nice newly built paved trail. We parked on Maple at the police station and headed Northwest to Leon road. There isn't much shade, goes through a few small/short wooded areas but mostly farmlands. Came back into Andover and navigated through town to connect to the Southern section. There is no set route through Andover, it's not that big of a town! We connected to Mill Street at the Car Wash on Main Street. Will say we waited at least 5 minutes to get the opportunity to cross with traffic. Hopped back on that trail at Mill St. and continued Southeast to Marvin Road. That section travels through wetlands and again mostly farmlands. Trail services in Andover: Grocery Store, gas stations, pizza shops, sub shop and ice cream stand.

Heartland Trail

86 deg humid day with breeze

July, 2025 by sandwrickerd

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!

Little Beaver Creek Greenway Trail

good choice for hot day

July, 2025 by dianefarmstronger

Aside from there not being a place to grab a bite close by in Washingtonville (ended up at Fat Ted’s which closes at 2) this was a good choice for a high 80s day. Lots of shade and beautiful. Could use better trail markings in Leetonia where we needed help finding the trail.

Bedford Reservation All Purpose Trail

Great trail

June, 2025 by ekthurow

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.

Pyamunting Valley Greenway

It's open and it's awesome!

June, 2025 by vicki1960

Pymatuning Valley Greenway Trail: Great little trail in Andover. We parked at the police station (they offer about 10 spots worth) and headed Northwest to Leon Road. Trail is flat and asphalt paved and pavement is very smooth since it's so new! This section is about 3.5 miles in length. Some wooded offering shade but most of it is through open farmlands. Parking at the Leon Road end for approx 20 cars. Great new pristine trail. The section that runs Southeast out of Andover is a little less than 2 miles in length. You can connect the two on your own navigating though the Village of Andover, there's a few block gap. This trail is maintained by Ashtabula Metroparks. It's been under development for a few years and happy that it's open and operational. While in the area head on over to PA and visit the Pymatuning Spillway Trail and feed the fish at the spillway. Trail services in Andover: Ice Cream, Food, Convenience Store, Pizza place and grocery store.

County Line Trail (OH)

Nice paved flat trail.

June, 2025 by kstouges

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.

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Accordion

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