Manhattan: Bemelmans Bar at The Carlyle
One of the classiest of all the old-school cocktails, this potent creation is best sipped in an elegant setting that channels Gotham glam. We like the Bemelmans Bar at The Carlyle Hotel, where you can drink your combo of whiskey and vermouth underneath a gold-leaf ceiling to the tunes of a live piano player. There are other hotel haunts that pay homage to the same era as Bemelmans, but drinking here you'll get all of the class without any tourist trap vibes. Oh, and we especially like the Manhattan because of the extra little bit that comes in any mini-pitcher alongside - even though this place is pricey (the drink is $36), it makes you feel like you are getting a little extra for free.