Rooftop real estate is the hottest commodity in New York during the summer, but few places keep the same prestige and popularity in the winter. The Gramercy Park Hotel’s Private Roof Club is the exception to the rule. By closing the retractable rooftop and turning the air conditioners to heaters, the ivy laced and dimly lit trendy summer hotspot becomes a cozy winter, well, hotspot.

The Sophia Room epitomizes the warm romance that makes this rooftop so unique from other penthouse locations. The ceiling is actually an art piece, with 17,000 lightbulbs hanging on the wall, and the rest of the room includes two real (and very pricey) Damien Hirsts, two large, chocolate leather couches and one crackling fireplace. The “outdoor” terrace is lit with candles and beautifully placed hanging lights with overgrown trees and flowers separating each couch, making it feel private and quiet for each party. And the view, no matter what the season, is always exceptional with Empire, Chrysler and Union Square skyline views.

A favorite for the A-list guests who stay at the hotel, and New York elite, famous clientele include Eva Mendes, Sienna Miller, Ashely Olsen, Helena Christensen and socialite Olivia Palermo- before she was on The City. The signature martinis are made with the freshest ingredients and are seriously tasty. The rooftop also has a perfect lounge menu, prepared by the chefs from Danny Meyer’s prestigious Union Square Hospitality Group.

The Private Roof Club lives up to its name, because technically it is private to all non-hotel guests. But, by calling ahead, the key-only entrance can be opened to you.