We always have fun at the Bar located at the Paramount Hotel. I think it is Whisky or something like that.
Two great restaurants I can recommend while you are in NY are:
La Mela - Italian food - no menu - about $40-$60 a person - food just keeps on coming. When we went there during the first Expo in NYC (2000), the Indiana Pacers players were eating right next to us.
Tuscan Steak - The best steak I have ever had (2001) - I spent $650 for three of us, but a big part of it was the 1994 and 1997 Jordan wine. It is pricey.
My favorite Pizza place is on St. Marks and 1st ave. It is out of the way, but we used to take a cab from Brookline to eat there late night in the early 90's when I visited my crazy trading buddies. I might go there on Sat. (I hope it's still in biz).
The delis are awesome as well. There is one very close to the hotel, but I forgot the name. Get'em Hot pastrami or Corned Beef sandwiches. Damn here I gain another 10Lbs in a week...
Anyhow, please introduce yourself if you see me. I'd really like that.
Tony