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It is supposed to be cold this week so bring winter clothes.
I recommend that you dress nicely when you go to the theatre, i.e. no jeans, sneakers, etc. Since a trip to Broadway theatre is rare for you, I think that you should wear a dress. Enjoy the total experience.
A great restaurant near your hotel is the Oyster Bar & Restaurant in Grand Central Station. It is expensive, but worth it if you like seafood.
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