I'm in a New York State of Mind

So, I've been invited by a BFF to go hang out in NYC for three days, sans children and husbands. Right on! So, we bought some train tickets, claimed a great hotel, and are busy making plans to hit as many of the shops as we can, plus take in the Broadway show Wicked (which was a fantastic book and has gotten rave reviews, so I can't wait!).

But as the planning progressed, reality set in. New York is a lot different than Virginia Beach. What passes for streetwear here probably doesn't work in sophisticated New York. And I don't have a sophisticated wardrobe. At least, not a fall one. So I took myself over to Gap.com to see if they had anything. I decided on this dress:

I think I will wear my new Steve Madden flat boots with it and some black tights. I'm feeling all black and gray this season. I also grabbed this skirt:

Then I decided that these shoes also had my name all over them, since my black flats right now are a mess:

Am I on the right track? I don't know. I obviously have more shopping to do.