BRYANT PARK!! They do the cutest holiday fair. Pricey but very artsy stuff. It's my favorite holiday thing in the city. Well one of my favorites. And there is a free skating rink there.
We are going in on Sunday to do downtown though- a nostalgic trip for us lunch with the cousins where my Grandma used to take us all. Won't be crowded. But I am hoping to hit up Bryant Park.
All the other tips mentioned are good ones. Have a great time! Really just walking around 5th or Madison is fun during the holiday season. Oh and there is the "farmer's Market" in Grand Central Station that helps me fill my Penzey addiction.
Oh and cupcakes! Our favorite is Billy's on 9th ave near 22nd? I think. We are definitely stopping there on Sunday!
I like Top of the Rock more than the Empire State building now.
And Janey I think you mean Bloomingdales not Barneys. If you head down there get a Frozen Hot Chocolate at Serendipity. But I am guessing that'll be packed this weekend.
Nope, I meant Barney's at 61 and Madison!
Also, the Penzeys stall in Grand Central market has been closed for a few months now.

Jane