Late last year there were several interesting posts at H-Connecticut on overland migration routes through New York state and Pennsylvania to the Western Reserve of Ohio some 200 years ago. Here's a taste, from the post by Alden O'Brien of the DAR Museum:
There were two main routes to Ohio: thru NY State on a variety of new
turnpikes, and thru Pennsylvania on the "Forbes Road". Roots and Routes
lists some published diaries c 1810 detailing travel on the Forbes road.
I hadn't encountered Roots and Routes before. They say they're
"about family history, heritage travel and more.Our idea is to
use the cultural connections, great migrations, settlements and
symbolic landscapes of North America to inform these popular
avocations and make them more meaningful."