If you have a drinks date in midtown east during nice weather, check out Upstairs at the Kimberly. It is not cheap and you should make a reservation, but it is a great setting to enjoy a higher end cocktail without the hassle of some of the more popular venues.
Dress business casual and expect to spend more than a typical bar. There is also food, which is good too. Most of all enjoy the views and the low key vibe.