If you'll be there on a Wednesday night, I can't recommend Amateur Night at the Apollo enough
https://www.apollotheater.org/all/de...N%20Show%20Off
The talent level is generally very good, and the theatre itself is an icon of American music. I'd go back again everytime I'm in NY.
As for restaurants, there's only about 4,000 good ones. One of my favourites is the Gramercy Tavern. The bar side is no reservations, and is a great room with outstanding food.