I have several CM friends who are going. I'm not sure how many have an active profile here, but I would suggest that if you don't talk a friend into going with you, that you can chat up several of the people who are signed up here and get to know them a little beforehand. That way, you'll feel more at ease.
I think there's a facebook page related to the NCSC, too. You might check into it. If so, you can ask questions/get to know people there, too.
I attended Chicago and Denver and had a really good time at both conferences. Here are some answers to your questions. You can get single rooms, I would phone the hotel to find out availability. I was able to get them in the past. Regarding the meals, there are sign-ups where you can join others for dinner on Friday and Saturday nights. In Denver, there were 5 or 6 local restaurants to choose from, within walking distance of the hotel.
Hope that helps:)