“A hiking trail with portions best described as doubletrack, singletrack, farm fields, and short road connectors.
— John Beeson
The Westside Overland Trail is basically a hiking trail that consists of ATV-wide path to narrow singletrack. It runs through lots of deep forest sections, shared private land farm fields, and some short road sections. There are even a couple of "lean-to's" for overnight stays.
The trail is maintained by the county, and it posts things that are not allowed on it including horses and motorized vehicles, but bikes are not on the list!
In total, it's a 27-mile long trail that extends from the Brokenstraw State Forest to the Chautauqua Gorge (or vice versa). There are two lean-to’s along the way and each has water pumps. Maps can be found here
Portions are certainly not overly technical, though there are some quite steep descents and ascents, some gnarly root gardens, and some old and very shaky bridges. The whole thing is a tough haul. If you can get someone to drop you off, the trail is a fantastic cross-country, shuttle route.