Park Blue on W. 58th is my go-to when I'm around there. Terrific wine list and better-than-your-average-bar food. When the owner is there he often gives buybacks, which are far too rare in this city, and even more rare for a higher end bar.
I don't think so - from what I remember they don't have a fussy door. It can get crowded so there may be standing room only. I think they take reservations too which might be a good option since you are planning on eating.
Try MoBar...it's located on the thirty-something floor of the Mandarin Oriental Hotel. Fabulous drinks and snacks that won't make you feel full or heavy after you eat them. Also, best views in Manhattan!