John W. from Pittsburgh, PA on 7/31/2021 10:06:51 PM:
4 days is perfect! I've personally done this itinerary all the way to DC:
Day 1: Pittsburgh to Ohioplyle
Day 2: Ohiopyle to Cumberland
Day 3: Cumberland to Hancock
Day 4: Hancock to Harpers Ferry
Day 5: Harpers Ferry to Washington DC
With this initerary, you'll be in Harpers Ferry in 4 days.
On Day 1 you could stop shorter at Connelsville instead as Day 2 will have 24 miles of gentle downhill from the Continental Divide into Cumberland.
You could also do this in 5 days. Something like nightly stops in Connellsville, Meyersdale, Paw Paw or Little Orleans, Williamsport or Shepherdstown, and Harpers Ferry.
I think if you let the Amtrak station know your plans as well as the local police, you will be fine.