dlish: Thanks for the suggestions. I'm not sure if we'll be able to manage it if a hotel is needed, but we have a number of other options. On top of asking here, ono and I are meeting an old HS friend this weekend who, coincidentally, also lives in NYC now. After catching up, I figure I'll mention it to her as well and see how she feels about it. I'd prefer to stay with someone we know at least a little bit, but couch surfing is also something I considered as a possibility. I just don't know what the standard etiquette is when it comes to that. Onodrim also mentioned
www.airbnb.com as a place to look, and it seems to me that's the most affordable way to go if we end up paying.
Maybe we could mirror your NYC and Chi visits and meet up with BOTH groups!