Rivnuts from Homestead,PA on 4/16/2024 3:34:45 PM:
This is a recurring question with no definitive answer. If it were me, I’d schedule my trip to try to incur the driest conditions on the Cumberland end upon departing/arriving there.
If you wanted to consider using Amtrak for the one-way portion of your trip, you should check to see in which direction both seats and bike reservations are available.
Otherwise, the choice of direction would be a pickem in my opinion. I’m sure others may have some other thoughts/recommendations.