Chances are, if you love all things summer in the Hamptons, you’ve at least visited more than a few times during the warmer months of the year—but what about a trip when ice and snow rule?
Between Memorial Day and Labor Day, the Hamptons bustle and thrive from early morning to late at night when seasonal residents swell the population—with many of those non-locals then leaving come the fall, assuming the off-season will be a dreadfully desolate time. In reality, a solid number of restaurants and shops remain active—even during the height of winter—but there are hardly enough people in town to dampen the getaway feel that exists on Long Island’s East End when summer-only folks check out. So, if you’re up to sampling what the Hamps’ has to offer before spring even dares to bare its soul, consider one of these scenic, year-round bed-and-breakfasts to serve as both billet and toasty respites from the cold.
When visiting the 1708 House, know that you are dipping your spiritual toe into the waters of American antiquity. This B&B takes its name comes from its historic structure, told to be occupied since 1708—but its story starts even earlier, as the wine cellar beneath the house was once the basement of a domicile previously standing at this address in 1648. However, despite its early beginnings, it is set in the center of today’s dynamic Southampton Village, putting much of the area’s shopping and dining within walking (or very short driving) distance.
Four of its rentable rooms date back to the 18th Century, each with a private bath, and no bed found in any of these particular spaces is smaller than queen-size. The sole 19th Century room also offers a queen-size bed, and not only features a private entrance but also a Jacuzzi and shower. A quad of 20th Century flats are also available—also with private baths—but for the most modern option consider of the three rooms located in the ‘House’s annex, which are equipped with flat screen TVs (and also, private baths), with all leading to a parlor room fortified with a fireplace. Then again, if you are coming through with more than just you and your sweetie, there are three cottages—each with two bedrooms (two of which featuring kitchens). (126 Main St.)
Although supplying a somewhat contemporary approach, Baker House 1650 also describes a 1648 beginning, with its 1650 purchase by Thomas Baker (one of East Hampton’s earliest residents) inspiring its current appellation. After serving as a tavern, house of worship and town hall, it was renovated in 1911—providing the Baker House with its current appearance.
The guest suites all possess such current amenities as free WiFi, cable and DVD players, private baths, climate control and flat screen TVs. Furthermore, lodgers can also aim for a stay in the Carriage House, a separate abode behind the main building—but all should consider spending some me-time in the Baker Spa, with a sauna and swimming pool complimentary for guests (who can also reserve massages and facials). In addition, the famed Guild Hall theater and museum is just a short walk east, and further down the road is the village shopping district—or if you are driving/cabbing, Sag Harbor is a 10-15 minute drive north on Rt. 114 from Baker House. (181 Main St.)
Conversely, for a much more rural stay way off the beaten path, East Hampton is also home to the Art House, located in Springs close to Gardiners Bay—a site that puts intrepid travelers extremely close to nearby Springs-Fireplace Road, where a glimpse of the enigmatic (and 100% private) Gardiner’s Island is possible from its waterside end (bring binoculars to spot the Gardiners Island Windmill).
There’s also plenty to see inside the Art House, as guests will find creative décor (artists Rosalind Brenner and Michael Cardacino are the proprietors, and artwork is ever-present), a game room, exercise pool and a media room. As for the accommodations, the Master Guest Bedroom holds a fireplace, as does the Master Spa Suite—a space also equipped with a sauna and Jacuzzi hot tub. (9 Bon Pinck Way)