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Overstory is as cozy as a music box in the sky inside, with views that seem to go on forever out on the wrap-around terrace. Perched on the 64th floor of 70 Pine Street above sibling spots Crown Shy and Saga, it's the just-drinks cherry on top of the trio of outstanding spots. The futniture's plush, the cocktails are crafty and even the ice is extra nice at what's become one of NYC's most elegant cocktail destinations since it opened last year.
This Revolutionary-era tavern now operates as the first stateside outpost of Dublin’s Porterhouse Brewing Company. Tangles of filament bulbs above the bar and distressed mirrors on the walls smack of artificial ye-oldeness, but the real pedigree of the place still holds appeal for beer-swilling history buffs, who can geek out over the thought of George Washington drinking here in the 1700s. Hoist imperial pints of Porterhouse’s own brews—we like the smooth, slightly tangy Oyster Stout and the easy-drinking Porterhouse Red—or sample the globe-trotting selection of guest beers, including Victory Prima Pils on tap and bottles of Schlenkerla smoked beer.
Five and Dime NYC is located within the lobby of the iconic Woolworth Building and serves as a coffee bar by day and cocktail hotspot by night. Stop in for happy hour every day from 3-6pm for discounted drinks, with live opera music on Tuesdays from 7-9pm. They also screen original films by local filmmakers—so head to their Instagram for dates and times.
Down in the Financial District, you can find a few spaces animated by the threadbare spirit of old New York. And though it may not be even close to the oldest establishment in the city, the neighborhood, or even this list, The Dead Rabbit cultivates that all-too elusive atmosphere to great effect. That’s not to say this place is old-man-y; though you can certainly enjoy an expertly-pulled Guinness or nice glass of wine in the warm, inviting environs, Dead Rabbit’s inventive cocktail program earns it a place on critics’ lists year after year.
The vibe: Old New York but innovative.
The food: The food menu consists mostly of well-realized Irish-core but it there’s plenty of vegetarian takes on the favorites, so how can I not recommend the all-day Irish Breakfast?
The drink: Order a citrusy Sunlit Sin cocktail starring vodka, Yuzu, and tangerine.
Bouncing back from Hurricane Sandy, Abraham Merchant (Merchant Rivers House) unveiled a beer-focused waterfront bar on the restored Pier 15. On offer are sea-inspired bar bites like lobster rolls, fish-and-chips, crab cakes and shrimp cocktail with heirloom tomato gazpacho. Sip local craft beers like Bluepoint on red bar stools as you watch sports games on seven flatscreens or, better yet, take in scenic skyline views through the floor-to-ceiling windows. During the day, the bar also doles out cones of Ben & Jerry's ice cream, sorbets and frozen yogurt, fit for indulging your inner kid as you soak up rays on the outdoor deck.
If there ever was a bar fit for the Sherman McCoys and Patrick Batemans of New York, this new offering from David Tobias and Eric Adolfsen should technically be it. Tucked into the base of the storied Woolworth Building, an old-world skyscraper with a $110 million penthouse under construction, a 100-year-old gilded lobby and a location plumb in the heart of the Financial District, all the stars seemed aligned for the bar to fulfill its soft-jazz, $25-cocktail destiny. Instead, the publike barroom—a sister bar to private-event space the Wooly—touts its stately ancestry not with highfalutin fare or snooty service but with cheeky woolly mammoth paintings and Whitney Houston on blast. The inevitable suits gather by the bar, but a more mixed crowd can be found munching burgers and sipping cocktails among hanging plants, framed vintage photos and faux-marble wallpaper in the sitting area. It may not exude the luxe grandiosity that F.W. Woolworth envisioned for his skyscraper, but it certainly gives his vision a rollicking run for its money.
ORDER THIS: The cocktail menu by Eryn Reece (Death & Co.) is divided into two sections: Old Souls and New Editions ($15), with the former riffing on early-20th-century drinks and the latter comprising modern quaffs. Of the New Editions, the vodka-based Icelandic Pop evokes none of its frosty name, instead manifesting as a rich, bittersweet twist on a tropical drink with aquavit, raspberry syrup and ginger. Twisting the Lion’s Tail, a 1930s...
A stone's throw from its 19th-century namesake, Castle Clinton—America's first beer garden—the folks behind Watermark Bar honor the storied nabe with a 4,000-square-foot Battery Park beer hall of their own. At the marble bar, 20 taps rotate selections of hard-to-find German and domestic brews, available in pints, half pints or third pints. A flux capacitor behind the bar controls the carbonation and temperature of each tap, ensuring that pints are served at an optimal 34 degrees. Pub grub includes 10 different types of burgers, a sweet-and-salty donut grilled cheese, and classic bar bites like waffle fries and Bavarian-style soft pretzels.
Puff celebratory stogies (Padron, Arturo Fuente, Ashton, La Aurora, Don Pepín García, Carrillo and more) any day of the week at this secluded member-only smoking hideaway. For a hefty price tag, cigar aficionados get access to a private locker in the walk-in duplex humidor with a snazzy ambiance. Follow the staircase downstairs, where you’ll be greeted with exposed brick walls, antiques, leather seating, bookshelves and a piano. Prepare to multitask—that is, with a toke in one hand and a glass of single-malt Scotch in the other.
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Been there, done that? Think again, my friend.
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