I haven't logged on here in a while, and when I did this morning I saw this request, so I thought I would offer my 2 cents.
When you get off the train be prepared for heavy traffic and congestion. Be ready for cold weather also, as that time of year the weather is unpredictable, It could be pleasant or really cold. Keep in mind, the higher the elevation, the colder it will be.
If you have never ridden Skyline Drive, head west to Front Royal and get on at the north end, follow it to it's south end (at Waynesboro) and then get on the Blue Ridge Parkway. You can't go wrong with this road, unless it is snowing, of course.
Along the way you might want to stop at Natural Bridge (VA) to see the bridge and maybe the caverns. Roughly 5 miles north of there on US11 is one of my all time favorite restaurants, the Pink Cadillac Diner. It is a fun 50's theme place with great food, especially the onion rings. As you go north from Natural Bridge on US11 look for Foamhenge on the west side of the road.
Take your time through Virginia, see the sights and meet the people.
I hope you and Rick are doing well and have a great trip!