Ride for a couple of days, mostly in West Virginia on two US highways. US 50 is the northern leg from Winchester, VA to Parkersburg, WV and crosses the western tip of Maryland for about 10 miles. See the Google map.
The southern leg is on US 33 from Ripley, WV to Harrisonburg, VA. There's more to ride just south on US 250, which travels northwest from Staunton, VA all the way to Sandusky, OH on Lake Erie.
This ride is just south of Pittsburgh, near Front Royal, VA (the north end of the Blue Ridge Parkway and Skyline Drive) and is easily accessible from Ohio, Pennsylvania, and Maryland. It touches I-77, I-79, & I-81. Enjoy the ride.