15 Romantic Winter Weekend Getaways From NYC

Nestled among 5,000 acres of woodland, the culinary program at Troutbeck is a big draw: led by Michelin-starred Chef Gabe McMackin, the hotel’s seasonal menu is locally sourced in the Hudson Valley and offers up delectable concoctions seven days a week. If you’re not one to sit still by the fire, there is plenty to do both on-site and in the area, with hiking, fishing, skiing, horseback riding, and snowshoeing all options for the adventurous traveler. For the more culturally inclined, The Wassaic Project is minutes away. So too are Sharon, Kent, and Millerton—towns that are replete with book and antique shops, farmer’s markets, and great restaurants. Madava Farms, a maple farm focusing on sustainable syrup, is a fun tour to take (and eat your way through)—don’t forget to order pancakes at the farm’s café, where maple is (surprise!) the inspiration for the menu.

Hudson, MASS MoCA, and Dia:Beacon are also within easy reach of the property, making it the perfect upstate retreat for both foodies and art lovers alike.

Sag Harbor, a beloved and intimate seaside community, is filled with as many artists and bohemians as it is history and culinary intrigue. The resort town has long been known as a fishing port turned cultural hotbed, but it’s also become a gorgeous destination for an upscale, relaxing weekend away from the city, especially during the off-season. Hop on a train or Jitney and in an hour and a half (no summer traffic!), and you’ll find yourself a world away from the hustle and bustle.

Baron’s Cove, located at the center of it all, is a gorgeous saltbox cottage designed by Colleen Bashaw that underwent a full renovation in 2015. Each of the 67 rooms boasts charming village and serene harbor views, and some even have their own private patios to take a languid coffee in the morning. Situated just a short walk from Main Street, the hotel has been a favorite with the glitterati since the 1950s: Truman Capote, Jackson Pollock, and Kurt Vonnegut were all once guests. With an array of amenities including a harbor-side heated saltwater pool, tennis court, fitness studio, spa services, and complimentary beach service with transportation upon request, it’s no wonder why.

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