We did the Blue Ridge Parkway and Skyline Drive last summer in a fifth wheel. I suggest that it is not a good idea to take a trailer on either parkway for the simple reasons that parking at many of the viewpoints may not be available if you are towing a trailer and that there are few places to turn around with a trailer.
Given the lower speed at which you will want to drive and the many stops at viewpoints, we planned to make camp for three nights every 100 miles at RV parks near (not on) the parkway. One day for travel between camps, a second day to go 50 miles south on the parkway and return to camp, a third day to go 50 miles north on the parkway and return to camp. Fifty miles and back doesn't sound like much, but it turned out to just right for one day. There were many places to stop, and we enjoyed a picnic lunch each day at a table with view.
We started at the south end and worked our way north. Camps were at RV parks in or near
1) Ashville, NC
2) Boone, NC
3) Meadows of Dan, VA
4) Natural Bridge, VA
Side trip to Charlottesville, VA (3 nights) for Montecello (Home of Thomas Jefferson) and homes of James Madison and James Monroe (U. S. Presidents following Jefferson).
5)Harrisonburg, VA
That was 18 nights counting the side trip to Charlottesville.
I recommend the book "Blue Ridge Parkway -- Road Guide" by Rose Houk (Sierra Press) for a mile-by-mile guide to things of interest along the Blue Ridge.
