Winter in the Hamptons

2 Days

The Hamptons are a famed summer destination, but the region is just as magical in the winter. Check out our two-day guide to winter in the Hamptons for an intimate, holiday experience that includes art museums, spa rejuvenation, shopping, and great eats!

Day 1

  • 279 Montauk Highway
  • (631) 283-2118

The Parrish Art Museum celebrates the artistic legacy of Long Island’s East End, one of America’s most vital creative centers. Since the mid 1950s the Museum has grown from a small village art gallery into an important art museum with a collection of more than 2,600 works of art by contemporary…

Photo Op

Take a picture at Hook Windmill located at 34 N Main Street. It was built in 1806 and remains an iconic location in the Hamptons.

  • 143 Main Street
  • (631) 324-1770

With just six guest rooms and a two-story carriage house, skilled staff personally cater to the needs of each guest for a customized and relaxed stay. Each suite is fitted with plush Frette linens, Molton Brown amenities, snacks from Dean & DeLuca, flat screen television, a private safe and WIFI.

Insider Tip

Weather permitting, head to LongHouse Reserve, sixteen acres of gardens are punctuated with over 70 pieces of contemporary sculpture.

Relax, rejuvenate and revitalize at the Baker House Spa. Choose between an array of facials, hot stone, deep tissue and Swedish massages, reflexology, and more. Get the relaxation you need this season while enjoying a living piece of history.

This award-winning restaurant is quietly tucked away inside the Huntting Inn, one of East Hampton’s most popular B&Bs. Celebrities, politicians, and local business leaders all frequent The Palm because of its talented chefs, large menu, and upscale dining room.

  • 181 Main Street
  • (631) 324-4081

Nestled in the beautiful, historic Village of East Hampton, NY, The Baker House 1650 is a masterpiece of 17th Century Cotswold-inspired architecture. While possessing the homey, yet majestic aura of a superb English manor, The Baker House 1650 caters to its guests with the utmost in beautiful…

Day 2

What better way to spend your than by exploring the vibrant downtowns and shops? Whether it’s a present, a sentiment from the trip, or a gift to yourself, the charming downtowns of these villages are guaranteed to have something that catches your eye.

Insider Tip

Check out the limited time Carriage House Holiday Shop at the Southampton History Museum for items by local artisans.

  • 17 Meeting House Lane
  • (631) 283-2494

The Southampton History Museum was organized in 1898 and incorporated in 1910. In its early days, the Museum collected and exhibited historical objects and documents relating to the history and development of Southampton, organized pageants and gave lectures on antiques. By 1960 the Rogers Mansion…

Serving up the freshest selection of hand-pressed burgers along with colorful hand-spun milkshakes & eclectic collection Long Island craft beers on the menu. You can even choose to make-your-own signature burger.

Insider Tip

Stop at Tate’s Bake Shop for a sweet treat (where these delicious cookies originated!)

Set inside the first Black-owned barbershop in Southampton, the museum’s mission is to promote an understanding and appreciation of African American culture by creating programs and exhibitions that preserve the past, encourage learning, and enhance the life of the community. Here, guests will find…

Grab a taste of the south shore from Manna at Lobster Inn. This seafood-centric restaurant is relatively new to the Southampton dining scene but the critics already love it! From hearty appetizers to freshly caught entrees and indulgent desserts, Manna is any foodie’s oasis.

  • 91 Hill Street
  • (631) 283-6500

The Southampton Inn's 90 luxury rooms are set on 5 manicured acres in Southampton village, within walking distance to village restaurants, boutiques, museums, galleries and nightlife. Claude's Restaurant is open year round for Breakfast daily from 7am - 11am, Weekday Lunch 12 - 4pm and Dinner from…