I'm going to say a Marriott in Manhattan, roughly in August 2007. I forget exactly where, but it was close to the WTC site.
I was on a business trip, and I wasn't paying for it. The room wasn't dirty or anything, but its just felt delapidated. There was wallpaper peeling in a couple of spots.
It certainly wasn't horrible, but I just remember thinking about the fact that this just-adequate room in a major chain hotel was costing five hundred dollars a night.
Well, it was twenty years ago, so my memory might not be fresh, but we would go out to lunch, then head back to the office, so there was some elapsed time in between.
Nice! Things seem to be working well, so far. Great work.