Mcgolrick Park at midnight in the snow. Any early morning with all the bums and drunks passed out on Nassau Avenue. NYC still looks best between 3am and 6am, just before the light comes in to shine on all its flaws.
If I lived closer to the West Village I’d go over to Jack’s every morning for a coffee and occasionally having what is probably the best chocolate chip cookie in New York (and it’s just a dollar!). Even though it’s rarely in my way I try to go here now and then, maybe in combination with a stroll down the beautiful Bleeker Street or to read a book sitting in their window.
Death & Co is my favorite place for delicious cocktails and small bites. Their truffle mac and cheese and lobster rolls are delicious and love just about every drink on their whisky menu.