My advice to you is to NOT stay in the Hotel Pennsylvania. It's across from Madison Square Garder, and the lobby is deceptively beautiful. I went there on a band trip two years ago, and was digusted by the conditions of the rooms. There were a hundred of us staying there, and we all had horror stories. Pubic hair in the bathtubs, stains on the sheets, toenails on the floor..Oh, it was so bad, the rooms are tiny and the mini-fridges smell like rotting corpses..BLUCH.
We're going again this year, and not staying overnight in NYC at all, we're going to a hotel in New Jersey. Only hitting the Empire States Building, seeing Broadway (Phantom of the Opera) and doing three hours of shopping and a bus tour. Same things we did when I was in grade ten, but I'm so excited anyway. We live in a month! You'll love New York, it's so fast paced and exciting!