Rivnuts from Homestead, PA on 10/17/2022 9:21:12 PM:
With the prospective 5-day itinerary I noted, the last day to Cumberland is, by far, the easiest as the last 23.5 miles is noticeably downhill. The first day is the longest because there are very few places to stay after leaving Pittsburgh until you get to West Newton. However, nineteen of those miles leaving Pittsburgh are paved but there are some bridge overpasses and a couple of uphill grades along the way.
Noble Invention Bike Touring offers various GAP tours of different durations. You could contact them to simplify the planning and reservation process.