Tom, you're not the only one planning to ride the GAP + C&O this late. I've leaving Akron OH 10/20, picking up the Adventure Cycling Underground Railroad route in New Castle, and will be coming through Pittsburgh on 10/21.
Spinnaker, I plan to follow your directions - thanks much cause I've been concerned about getting to the GAP once I get to Pittsburgh.
I'd like to stay overnight at Yough Shore Inn on 10/21, but that's probably 70-75 miles from New Castle so I want to have a shorter option for Plan B. Do you have any suggestions for lodging closer to Pittsburgh or perhaps Homestead?