A great place for cocktails is Ava Lounge which overlooks Times Square. The drinks they make up are really good - true American cocktails, and the views can be amazing if it's a clear evening and you get a good sunset!
Also nearby for an interesting meal is the fun Benihana. Although if you are more interested in food rather than entertainment then The Red Cat in the heat of Chelsea is a great spot - very intimate but not too stuffy. The food is wonderful but affordable.
www.avaloungenyc.com/
www.benihana.co.uk/
www.theredcat.co.uk/
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