Where to Take Her

Because every man needs a plan, and some of us need that plan with pretty pictures, we present Where to Take Her: a series that answers a gentleman’s most pressing lifestyle questions and recurs whenever we get around to it. This go-round: the local holiday.

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Your Key:

The Broome – SoHo – City of Lights meets Big Apple. A romantic red brick revival along SoHo’s cobblestones with clean, modern abodes arranged around a vine-covered Parisian-flavored courtyard perfect for a morning cuppa. Be sure to filch the toiletries, crafted custom for the hotel by a French parfumier.

Greenwich Hotel – Tribeca – Tucked behind a signless brown brick facade on Greenwich Street you’ll find 88 individually designed rooms owned by none other than Bobby De Niro. In addition to plush, cozy digs, you’ll also find Shibui Spa, a tranquil Asian oasis where you and the lady can enjoy “omakase” massage treatments featuring a combination of therapies created personally for you.

Mandarin Oriental – Columbus Circle – Budget friendly it is not, but when you book a room and spa treatments at the Mandarin, you’re paying for the ability to tell your lady “I booked us a room and spa treatments at the Mandarin.” And after a day of pampering at the city’s most iconic spa and a white-tablecloth meal overlooking the twinkling city lights below, she will be grateful in a way that makes you forget all about the dent in your wallet.

Smyth, a Thompson Hotel – Tribeca – Smyth’s decor is hip and its rooms stylishly appointed. But the true feather in its cap is the one-two-punch of Little Park and Evening Bar, both by acclaimed restaurateur Andrew Carmellini, who’s had more hit restos than most chefs have knives. Do spiced shellfish ragu for dinner and then adjourn across the lobby for a Porcini Nog nightcap — way tastier than it sounds, trust.

Ty Warner Penthouse at the Four Seasons – UES – At $45K a night, the Ty Warner isn’t just the most expensive suite in New York, it’s the most expensive in North America. Eight-hundred feet above the city bustle (highest in the city), you’re treated to a 24-hour butler, chauffeured Rolls Royce, $65,000 Hastens bed with an actual gold bedspread, and crystal bathroom featuring an infinity tub from which you can roll up the electronic blinds and survey your domain. You tycoon, you.

Urban Cowboy – Williamsburg – Think of this place as a trip to the Adirondacks without the whole hassle of, you know, driving to the Adirondacks. A Brooklyn townhouse transformed into a charmingly rustic oasis boasting woodburning stoves, a gorgeous communal kitchen for cookin’ and all necessary creature comforts. Ask for Jersey, UC’s resident mother hen and nicest human you will ever meet.

Wythe Hotel – Williamsburg – Staunch Manhattanites take note: checking out a new hood is key to an effective local holiday. And as the gold standard of hipsterdom hospitality, the Wythe is an excellent choice for exploring the area. Centrally located, sparsely but handsomely appointed, and ridiculous views of the city skyline from the rooftop bar.