A Night Out

Toast the Season at the Best Winter Rooftops in NYC

Where to drink up and warm up…way up...in the city.

Photo by Noah Fecks/Courtesy of William Vale Hotel

Looking for a cool place to keep warm this winter? Make your way to one of these rooftop spots high above NYC—from Eataly’s intriguing Italian Alps–inspired pop-up in the Flatiron District to the cool (but certainly not chilly) observation deck at the TWA Hotel.

Serra Alpina in Flatiron

The seasonal Alps return to Manhattan this winter at Eataly Flatiron. The biergarten, located on the 14th floor and featuring a retractable glass roof, has been transformed into a cozy retreat decorated with twinkle lights and flecked with rustic foliage. The pop-up’s lunch menu showcases classic Italian fare, which Eataly always does well: risotto with 24-months aged parmigiano reggiano, bone-in pork milanese, and truffle-infused vodka cocktails. In the evenings, a new educational vino series hosted at the wintry space invites diners to enjoy multicourse meals with wine pairings, alongside renowned Italian vintners and culinary luminaries. 200 Fifth Avenue (between West 23rd and 24th Streets), Flatiron

Photo courtesy of Eataly
Mr. Purple on the Lower East Side

Sip festive cocktails and indulge in chocolate and cheese fondue (a must!) at this cozy hideaway atop Hotel Indigo’s rooftop–turned–après-ski lodge. Inside, get comfy with ample blankets, digital fireplaces, and funky decor. Outside, enter the Clicquot Chalet: a Veuve Clicquot–themed snow globe, where you can indulge in special pop-up menu items, festive cocktails, and a champagne bar. And the sprawling outdoor terrace—dotted with chaise longues and high-top communal tables overlooking 360-degree views of the city—makes for a wonderful place to cuddle even on the coldest days. 180 Orchard Street (between Stanton and East Houston Streets), Lower East Side

Photo courtesy of Clicquot Chalet at Mr. Purple
The Skylark in Midtown

Decked out in warm, welcoming hues and plush velvet and leather, this sophisticated locale provides the perfect escape from inclement winter weather. We love watching the rain or snow sprinkle over Times Square, the Empire State Building, and the Hudson River through the bar’s floor-to-ceiling windows while cozying up with a deep glass of wine or an Instagram-friendly cocktail (we like the Applejack Crusta with Combier orange, Luxardo maraschino, apple cider, and Angostura bitters). 200 West 39th Street (between Seventh and Eighth Avenues), Midtown

skylark winter rooftop bars nyc
Photo by Dillon Burke/Courtesy of the Skylark
Westlight in Greenpoint

Head to this hip Brooklyn hangout—which touts panoramic views of the city, thanks to a glass-encased main lounge and a large outdoor terrace—for innovative seasonal libations like the Frida Kahlo–inspired Magadalena (gin, génépy, Thai basil, and lime garnished with a shiso leaf) and the Cafe Juarez (mezcal, arrack, coconut, coffee, cinnamon, and vanilla). If you’re feeling peckish, load up on duck carnitas tacos (our fave) and butternut squash hummus, and definitely end with something sweet—the coconut-marshmallow bites are a perfectly pillowy treat. 111 North 12th Street, Greenpoint

The Roof in Midtown

Take a seat on one of the bespoke walnut-and-leather sofas and soak in the spectacular views of Central Park from the Roof, perched on the 29th floor of Le Méridien New York, Central Park. The stylish lounge offers a large collection of small-batch spirits, local craft brews, and global wines, plus elevated bar bites including sourdough grilled cheese, tuna tartare tacos, and its signature sliders. 124 West 57th Street (between Sixth and Seventh Avenues), Midtown

Photo courtesy of Gerber Group
The Rooftop Pool & Observation Deck at TWA Hotel at JFK Airport

Have an extra-long layover at JFK? Watch planes land and take off from the airport’s 12,000-foot-long runway from the rooftop deck of the TWA Hotel, where the stunning infinity pool turns into a heated pool-cuzzi in the colder months. (The Pool Bar is closed during the colder months, but you can still grab a drink and bite to eat at Connie, the Paris Café, or The Sunken Lounge.) This spot always makes us want to miss our flight entirely. 6 Central Terminal Area, Jamaica

The Rooftop at Pier 17 in South Street Seaport

Although Pier 17 was named Pollstar’s best new concert venue for summer 2018, this open-air rooftop still has a lot to offer during the winter. Witness the same award-winning music space transform into Winterland, an elevated ice-skating rink that gives skaters unparalleled views of the Brooklyn Bridge and Manhattan skyline. After spinning on the rink (which is larger than last year’s!), treat yourself to a seasonal cocktail at one of the pier’s dining-and-drinking locations, such as Bar Wayo or R17. 89 South Street (off FDR Drive), Seaport District

pier 17 Ice Skating winter rooftop bars nyc
Photo courtesy of Pier 17 New York
Magic Hour Rooftop Bar in Times Square

Manhattan’s largest hotel rooftop bar is opening its first-ever seasonal pop-up, with a color scheme inspired more by Elle Woods than Santa Claus. Expect floor-to-ceiling bubblegum-colored twinkle lights reflected in rotating mirror balls, a carousel with “human-size festive bears,” and themed bites like a pink version of the bar’s famous Dough-Pie (which you’ll want to wash down with a Snow Globe cocktail). 485 Seventh Avenue, 18th floor (between West 36th and 37th Streets), Times Square 

Photo by Eric Cunningham/Courtesy of Magic Hour Rooftop Bar
Rooftop Reds in the Brooklyn Navy Yard

For the first time in its history, Brooklyn’s only rooftop winery opens its vineyard for special hours during November and December. In addition to sampling its best whites, reds, and rosés, patrons can now cozy up with a warm glass of mulled wine—all $2 off during the new winter happy hour—while chatting in bubble tents and heated tasting rooms. Stay for the end-of-the-week lasagna suppers—starring LaRina lasagna, olive bread, and salad—happening every Sunday until December 15. 299 Sands Street, Building #275, Brooklyn Navy Yard

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