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TravelLong Island Getaways

Visit Long Island's East End: 5 can't-miss winter deals

If the thought of crowds has kept you away from the Hamptons, Shelter Island and the North Fork, it’s safe to travel now. Visit the East End in winter and you will have the place to yourself. Bikini season may be over, but the windswept beaches are still beautiful. North Fork tasting rooms beckon oenophiles, museums and theaters offer culture without the throngs. If you bundle up, there are plenty of ways to enjoy the outdoors, including skating, hiking and seal watching. 

Room rates automatically drop with the temperatures, and the following innkeepers offer extra discounts and deals. 
 

SHELTER ISLAND HOUSE

With an offseason population of less than 3,000,
Photo Credit: Randee Daddona

With an offseason population of less than 3,000, Shelter Island offers plenty of peace and quiet. Brave the cold to explore Mashomack Preserve, which offers both short trails and longer hikes through woodlands, salt marshes and picturesque coastline. Get a sense of the island’s complex history at 17th century Sylvester Manor (sylvestermanor.org), built as a provisioning plantation for the Barbadian rum trade. Year-round dining options include the upscale, romantic 18 Bay (18bayrestaurant.com) and the farmhouse-style Vine Street Café (vinestreetcafe.com). 

Winter rates start at $175 per night for the hotel’s 10 rooms. Take advantage of the hotel’s Winter Date Night Special, which includes one night’s stay, a three-course dinner for two at The Tavern restaurant and continental breakfast the next morning, for $325 plus tax. 

INFO 631-749-1633, shelterislandhouse.com 
 

SHELTER ISLAND HOUSE

The fireplace lounge with a wood-burning fireplace at
Photo Credit: Randee Daddona

The rambling Shelter Island House was built in the 1800s but has a beachy, modern feel, thanks to upgrades and renovations by its new owners, sisters Suzanne Walsh and Janet Rogler, who purchased it in 2015. Pictured: The fireplace lounge with a wood-burning fireplace at the Shelter Island House.

BRIDGEHAMPTON INN

The Bridgehampton Inn and Restaurant in Bridgehampton has
Photo Credit: Randee Daddona

Innkeeper Sybille van Kempen took over the Bridgehampton Inn in 1994, in partnership with her mother, chef and cookbook author Anna Pump.

A few minutes by foot from Bridgehampton’s commercial district, the inn is a good base for sampling some of the village’s classic eateries. Take a seat at the Candy Kitchen’s counter for diner specialties plus milkshakes and ice cream. Enjoy the lively bar scene and some oysters on the half shell at Bobby Van’s (bobbyvans.com/bridgehampton). Almond Restaurant (almondrestaurant.com) offers rustic dishes made with local ingredients. World Pie (worldpiebh.com) is Bridgehampton’s pizza and red sauce Italian spot.

After a recent renovation and expansion, the antiques-filled rooms at the Bridgehampton Inn are among the most refined and comfortable in the area. Until April 1, rooms are being offered at $150-$210 per night, 30 percent off normal winter rates. (Call and ask for this deal on the phone.) In addition, guests get 15 percent off dinner at the inn’s restaurant, and 10 percent off purchases at the Loaves & Fishes Cookshop.

INFO 631-537-3660, bridgehamptoninn.com

BRIDGEHAMPTON INN

Loaves and Fishes Cookshop is attached to the
Photo Credit: Randee Daddona

Over the years, the Bridgehampton Inn has grown into a food lover’s destination, home to a highly regarded restaurant and a beautiful kitchenware store, the Loaves & Fishes Cookshop, pictured.

WHITE FENCES INN, WATER MILL

White Fences Inn in Water Mill offers 5
Photo Credit: Randee Daddona

If you want to stay near the treasure-filled Parrish Art Museum (parrishart.org), you can’t get any closer than the White Fences Inn in Water Mill. This historic lodging, an old mill manager’s home, is just steps away from the spectacular collection of works by Hamptons-affiliated artists, including William Merritt Chase, Fairfield Porter, Willem de Kooning and Jackson Pollock. Other nearby institutions to check out: The Southampton Arts Center, which holds film screenings and lectures in addition to gallery shows with contemporary local artists, and Robert Wilson’s Watermill Center (watermillcenter.org), which offers guided tours of its collection as well as lectures and performances by artists in residence. 

Winter room rates range from $275 to $445 per night. Book a three-night stay and the fourth night is free. Can’t stay four nights? They’ll take 20 percent off your three-night stay. Stay any two or more nights including a Sunday, and they’ll take 50 percent off Sunday’s rate.

INFO 631-500-9013, whitefenceswatermill.com

WHITE FENCES INN, WATER MILL

The Little Cobb room at White Fences Inn
Photo Credit: Randee Daddona

White Fences has been entirely remodeled by owners Eric and Liz Brodar to reflect the region’s contemporary tastes. No Victorian doll collections or doilies here. The 1740 structure contains sleek guest rooms with crisp, white Frette linens, minimalist gas fireplaces and deep soaking tubs. Pictured: The Little Cobb room.

STIRLING HOUSE, GREENPORT

Wine tasting is a hobby for all seasons.
Photo Credit: Randee Daddona

Wine tasting is a hobby for all seasons. To learn more about the North Fork wine scene at a great price, check into the Stirling House in Greenport for the Vine Time special. This all-inclusive package, at $549 per person ($649 during the summer), includes a two-night stay at the waterside B&B, breakfast each morning, two dinners for two at a selection of North Fork area restaurants, a full-day winery tour in a luxury van with wine tastings at each winery and a gourmet lunch at the winery of your choice. In addition, innkeeper Clay Sauer teases special surprises — in the past, guests have enjoyed vineyard walks with winemakers, barrel tastings or live music in a tasting room. Sauer’s award-winning B&B has a liquor license, serves complimentary local wine, and from February through April offers classes in Parisian bread baking on Sunday afternoons. Classes cost $60, and room discounts are available to Sunday night guests. 

INFO 631-477-0654, thestirlinghouse.com
 

STIRLING HOUSE, GREENPORT

The sun porch at the Stirling House Bed
Photo Credit: Randee Daddona

The sun porch at the Stirling House in Greenport.

C/O THE MAIDSTONE, EAST HAMPTON

If you've been dying to hygge, as the
Photo Credit: Randee Daddona

If you’ve been dying to hygge, as the Danish say, East Hampton’s c/o The Maidstone might be the place to do it. Owner Jenny Ljungberg bills it as a Scandinavian lifestyle hotel and offers the simple, cozy winter pleasures that northern Europeans embrace to make the cold weather tolerable. These include in-room aromatherapy, afternoon tea, velvet sofas in front of crackling fireplaces and woolly sheep hides on floors and furniture. The hotel’s 19 rooms are decorated to celebrate famous Scandinavians. Add 24/7 room service, Hästens beds and pillows, and your dog (pets are welcome in a selection of rooms), and you might not want to go outside. 

If you get the urge to skate, the NHL regulation-sized ice rink at the Buckskill Winter Club (buckskillwinterclub.com) is nearby. Or book a Swedish massage at A.Studio Day Spa (astudiodayspa.com) in town. A little farther down Route 27 in Montauk is the spa at Gurney’s Inn, where holders of day passes can enjoy the Finnish rock sauna, Russian steam room and indoor seawater pool. Winter rates at c/o The Maidstone range from $285-$725 per night on weekdays, $335-875 on weekends. Take advantage of two specials until the end of May: The Romantic Rendezvous includes two nights in a room or cottage, breakfast, a bottle of sparkling wine and 20 percent off at the Living Room restaurant. The Spring Fever Stay includes two nights lodging, continental breakfast, picnic lunch for two and 20 percent off at the Living Room. 

INFO 631-324-5006, themaidstone.com 

C/O THE MAIDSTONE, EAST HAMPTON

A box lunch sample at C/O The Maidstone
Photo Credit: Randee Daddona

A box lunch at c/o The Maidstone in East Hampton.

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