Roof at Park South

Overlooking the Chrysler and Empire State buildings, this top-notch cocktail haunt sits perched atop Gramercy's Park South Hotel. The copper-sided lounge is decked out with cantilevered banquettes, sunset-orange canopies and a crackling glass-front fireplace. Pro tip: Snag a seat near the hearth to keep you toasty on breezy summer nights—if the flowing Negronis (fortified with fruit-forward grappa) haven’t warmed you up already. While the classic quaffs are well executed, there are also over a dozen local and imported beers and just as many wines available for alfresco sipping. The bar also elevates pub fare for its small-plates operation, serving wagyu cheeseburgers crowned with dashi pickles, truffle-parmesan fries, and achiote-marinated shrimp skewers.