With a map in front of you, follow 250 from Ohio's Amish Country southeast. The entire route is pleasant riding, but it's sensational once you hit the Monongahela NF in West Virginia! I'd probably take the Blue Ridge Parkway south to the Cherokee NF in North Carolina before turning east and taking rural roads to Cherry Point.
Of course that assumes you enjoy riding more than shopping and other urban tourist things.
Semper fi to your son!
I got a sidecar to travel with my dog. He never complains, is delighted to be with me, approves of my dietary choices, is a social butterfly who helps me meet folks, appreciates a good beer, snuggles better than my wife, and hangs on my every word as if it's the most profound thing he's ever heard. TravelsWithBarley.com