The folks at HikingUpward.com recommend a route that starts from the trailhead off WV 75 and heads down Bear Rocks Trail, picks up the Raven Ridge Trail, followed by Rocky Ridge Trail (the trail gets rocky and can be especially hard to follow here; since this is a wilderness the trails are not blazed, so keep an eye peeled for the occasional cairn). From the summit you’ll catch views of the Canaan Valley to the southwest. Pick up the Dobbin Grade Trail, which brings you back to the Bear Rocks Trail and the return to the trailhead. Since you’ve driven all this way, you likely won’t be content with just a one (or two.. or three) day trip. Worry not: The Dolly Sods and Monongahela National Forest offer plenty of additional backpacking options. HikingUpward.com is a good place to search for those options. An important note, however, if you're making your way into the wilderness- the roads are notoriously rocky and gravel-y within Dolly Sods. Be ready for some serious driving.
More info: https://www.fs.usda.gov/r09/monongahela/recreation/dolly-sods-wilderness, https://myhikes.org/trails/dolly-sods-loop
GPS Coordinates: 39.06352, -79.30326
https://myhikes.org/trails/dolly-sods-loop (map of specific hike).