The first 500 miles of by bicycle tour took me from NYC to Niagara Falls along the Barge Canal Trail colloquially known as the Erie Canal Trail. I left NYC on a Sunday morning and I began my tour on highway 9W (a stretch of highway west of the Hudson River) -- by far the most horrible bike riding I've ever done. From NYC to Albany, 130 miles, I was on 18-24 inches of shoulder and finally I connected to the trail 30 miles north of Albany.
During my second night of camping I had this guy stop by to chat and it turned out that he's done cross country trips on his bicycle and motorcycle. He gave me 20 bucks and said that I should start a donation jar. Though I never took him on that advise, throughout the trip I had plenty of people share their hospitality and generosity.
From this point on I was on the Barge Canal Trail. There were a few times the trail disconnected and I got on highways or farm roads, but it was 90% trail for about 350 miles.
I relied heavily on Warmshowers to secure hosts throughout my trip. Andy, in Utica, was kind enough to let me have my first rest day in 6 days (left). And the stop after that was Syracuse (right).
Communities along the trail varied a lot. I by passed tiny house communities, trailer home communities, and there were water base communities. The pictures above are of these communities that had their entire structures built on the canal.
The first major section of my tour is done. I completed 500 miles in 10 days of cycling and my next segment will be going through The Rust Belt.