any outerwear store in new york will be heavily overpriced, i suggest just buying online. everything in new york is at least 15% more expensive than it should be
if that was a monoply reference then i'm still laughing - oscar there is no boardwalk.
hit up williamsburg south side there are a bunch of small shops that have some pretty cool tees and some skate shops and such, where on park ave u gonna be?
The Waldorf is located near the "high end" shopping of Manhattan. Walk a few blocks over and your in Louis Vuitton land. But def check out the Nike store at 57th and 5th. Its worth going to
For the shopping you'll prob want to do, you can head to Brooklyn as Korn said above and you can head down to the village. Its sort of a shit show down there but there are some shops on Broadway and all the side streets. You'll see.
There are a few good sneaker stores on The Upper West Side on 72nd Street also. One is called West. I would def check it out. I go there pretty often.
NYC kinda sucks its just crowded and polluted, i mean theres some stuff to see but nothing that great. Be careful everybody is really arrogant and thinks there always right. If you need to buy stuff just find cheap rip offs on the streets