I am planning on doing a 4-day trip to The Snake in October. The route is planned but the departure is totally weather dependent. When I see a good window of weather on a weekend, it's kickstands up. I'm hoping to get some fall foliage in the mix.
Day 1 - Pittsburgh to Marion (VA) via 119, 20, 16
Day 2 - Marion to Norton via VA52, The Snake, Roan Mtn, etc
Day 3 - Norton to Ashland (KY) via 160, 119, and Ky32
Day 4 - Ashland up through southeast OH to Bellaire, then slab to home.
You could park your truck at my house in Pittsburgh. We have a modest little house, but there is a guest room you would be welcome to use.