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

Offseason on the East End has its own appeal. It may be too chilly for swimming, but the weather is just right for sampling Malbecs and merlots in cozy tasting rooms. Galleries and theaters offer culture without the crowds. Hot-ticket restaurants have tables to spare. And the price of a hotel room drops dramatically with the temperature. As extra enticement, the following inns offer additional discounts and deals during the fall and winter:


A newer entry into the Hamptons luxury inn market, this nine-room hotel in a 17th-century Dutch Colonial building is located right on Southampton’s Main Street, in proximity to upscale retail (check out interior design shops including One King’s Lane and Homenature), classic Hamptons dining (Saint Ambroeus for Italian, Silver’s for lobster salad), and theater and musical performances at the Southampton Cultural Center. A short drive away, the Parrish Art Museum offers world-class exhibitions. Nearby Cooper’s Beach is consistently rated among the most beautiful in the world.

The summer room rate is $1,275, but Maison Vivienne is offering a fall and winter special of $395 per night. Guests will also be able to take advantage of the restaurant’s $42 three-course dinner prix fixe menu.

INFO 136 Main St., Southampton; 631-500-9276,


This East Hampton inn has been welcoming guests for 250 years. Charming rooms decorated with antiques have been updated to include Wi-Fi and flat-screen TVs. There are two restaurants, an elegant dining room on the first floor and a cozy pub in the basement, both with menus by acclaimed East End chef Michael Rozzi. The 1770 House’s in-town location puts guests steps away from Guild Hall, with its exhibition space and theater, and upscale shops including Ralph Lauren and Brunello Cucinelli. If you like windswept beaches, take a quick ride to Main Beach, where parking is free in the colder months.

From Jan. 1 to April 18, the 1770 House is offering 20 percent off already reduced winter rates (which start at $249 per night), plus added incentives including a 50 percent discount on Flywheel spin classes, a 20 percent discount at Naturopathica Spa and a 60-minute in-room massage for $100 rather than the regular price of $150.

INFO 143 East Main St., East Hampton; 631-324-1770,


In a 17th-century Cotswold-style building on Main Street in East Hampton, this luxury inn features sumptuous bedrooms; grand public spaces including a living room with a huge fireplace; a basement spa with pool, sauna and steam shower; and a bar serving fine wines and spirits to guests during Happy Hour. East Hampton shops, restaurants, galleries and theaters are within walking distance, but the comforts of this place in colder weather may dissuade you from venturing outdoors.

Winter rates start at $425 (this is the Hamptons, after all). Choose the Wine Tasting package and you’ll get these amenities thrown in: a bottle of Wolffer wine and a fruit and cheese plate waiting for you in your room, a private wine tasting at the Wolffer Estate, $75 credit toward dinner at a local restaurant and late checkout at 1 p.m.

INFO 181 Main St., East Hampton; 631-329-5931,


If you prefer quiet to crowds, winter is the time to visit Montauk. While many hotels out here close for the season, this full-service resort with dramatic ocean views offers waterfront and water-view rooms and cottages year-round. Take a walk on the beach and then warm up in the hotel’s Regent Cocktail Club.The list of amenities is too long to print in full but includes two full-service restaurants, a coffee bar and a spa with fitness classes, a seawater pool, a Russian steam room and a Finnish rock sauna.

With the Winter Weekend Getaway package you’ll enjoy reduced rates as well as a $125 resort credit and a glass of prosecco on arrival. Check in on a weeknight and you’ll get a $50 resort credit and a room upgrade (subject to availability).

INFO 290 Old Montauk Hwy., Montauk; 631-668-2345,


This grand Italianate mansion, set on 22 acres of formal gardens and farmland, has six luxurious guest rooms with fireplaces, Frette linens and Nespresso machines. A farm-to-table restaurant serves vegetables that are grown on site and eggs that come from the property’s chickens, as well as local seafood, in an elegant setting. A more casual speakeasy offers pub food. A barn on the property hosts art exhibits. When you’re ready to venture out, take advantage of vouchers from the Inn’s winery partners, 14 vineyards in total, for complimentary tastings at their tasting rooms. Riverhead’s thriving craft breweries — Long Ireland, Crooked Ladder and Moustache — are just a few miles west.

The Midweek Break package, starting at $275 per night for two nights, offers early check-in and late check-out, plus a $100 dining credit at the Inn’s restaurant.

INFO 400 S. Jamesport Ave., Jamesport; 631-722-2900,


Overlooking the water in South Jamesport, this newly refurbished 19th-century inn has six guest rooms, a stand-alone cottage and a lively chophouse serving hearty cuts of meat as well as local specialties such as Peconic Bay escargot. In addition to the vineyards, nearby attractions include the Jamesport Country Store (for antiques and old-timey souvenirs), the North Fork Chocolate Company (for confections made by a James Beard Award-nominated pastry chef), Woodside Orchards (for hard cider) and Twin Stills Moonshine (for Long Island corn whiskey).

This fall and winter, book any two-night stay (starting at $150/night) and receive a $50 dining credit at the chophouse.

INFO 46 Front St., South Jamesport; 631-779-3454,


Right in the middle of the North Fork, Peconic is a convenient base for exploring the area. The Harvest Inn, a modern farmhouse custom-built as a B&B, has plenty of charm with no old-house issues. Co-owner Christopher Augusta trained at the CIA, and breakfasts are an event. His wife, Carolyn Augusta, has an encyclopedic knowledge of the surrounding vineyards and will gladly suggest sightseeing itineraries that include plenty of tastings. The Inn offers several fall and winter packages for enjoying wine country. An autumn biking package includes breakfast, a bottle of local wine, and delivery of bikes to the inn for your enjoyment, starting at $299 a night. If you’d rather get around by car, choose the wine counter escape package, which includes a private car service and customized private tour of local wineries, starting at $359 a night.

INFO 40300 Main Rd., Peconic, 631-765-9412,


This family-run inn in an imposing 1870 mansion has charmingly decorated guest rooms with four-poster beds and views of Greenport Harbor. The town is lively, even in winter, with a harbor-side skating rink and glass-enclosed vintage carousel, coffee shops including Crazy Beans and D’Latte, and restaurants including Noah’s and American Beech. Visit dramatically situated Kontakosta winery to enjoy drinks high above Long Island Sound. At the Lin Beach House, a bar features craft cocktails made with liquor from the owners’ distillery.

In November and December, get 15 percent off the second night and 25 percent off the third night of midweek stays, along with a voucher worth $40 redeemable at local wineries, breweries, restaurants and shops.

INFO 424 Fourth St./1 Miller Lane, Greenport; 631-477-2352,


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