I did Cleveland - Akron - Youngstown - Pittsburgh - DC as a "Steel Wheels" tour maybe a decade ago, using Amtrak from/to Boston at both ends. I spent three days each in Cleveland and Pittsburgh as these were new to me and I like exploring cities on a bike, but am also interested in industrial landscape/architecture - faded or otherwise. I don't camp and am used to urban riding from commuting, and don't recall any horrible places, but may have just coped with it at the time and then suppressed it. Another tour I did not too far away was Buffalo - Philly (could also be Baltimore), again using Amtrak connections, which is getting harder to do each year. Some nice riding along the West Branch of the Susquehanna River, with a gorgeous day between Emporium and Lock Haven.