The day we left, he revealed that we (meaning he, my two brothers and I) were going on a trip much like the ones we took when we were kids. Every few years, my grandparents would herd all of us and our parents upstate, either to Cooperstown or Niagara Falls. This trip would combine the two. Maybe that's not your idea of bachelor trip craziness, but it was exactly what I wanted. Nostalgic, silly, and awesome.
The first night of the trip, we stayed in a small town a few miles outside of Cooperstown, in the same strip motel we stayed in as kids (which we did some serious damage to the first time around; I'm surprised we didn't check in under aliases). If you've never been to the area, know that Cooperstown itself is pretty small, in both size and temperament. Being a suburb of Cooperstown is like being a suburb of Hooterville.