Hamptons: Guides

Visiting The Hamptons

Fall Farm Stand

Visitors | Getting Here | Weekend | 7 Days | Kids | Facts

Don’t tell anyone, but fall and winter are among the best times to visit the Hamptons. Yes, summer has the glamour, the big parties and the hours of lounging on the beach—but it also has its drawbacks. Like traffic, the inability to get restaurant reservations and even more traffic. But once the madness of summer has passed, the beauty and idyllic nature of the place once again shines through and reveals what it is that has attracted people to the far eastern end of Long Island for so many years.

Stretching about forty miles from Westhampton to Montauk with the Atlantic Ocean to the south and Peconic and Gardiner’s Bays to the north, the string of towns and villages known as the Hamptons have been attracting artists, writers, fisherman, farmers and the wealthy for over 100 years. You can spend time biking through the Estate Section of Southampton with its enormous mansions built at the turn of the century for the wealthy summering New York aristocracy. Or head to East Hampton with its chic boutiques and high-end restaurants. Stroll through Sag Harbor and explore the town's 19th century whaling past when its population was greater than that of New York City and it wasn't uncommon to encounter sailors from South Africa and the South Pacific. Or take a drive through The Springs to see where Jackson Pollock worked and the true Bonackers still call home. Stop in Sagaponack and Wainscott where the farm fields have yet to be developed and catch sweeping views out to the ocean. And head to The End, Montauk, where fishing is still king and clam chowder is both a noun and a verb.

Each area has its own distinct charm and character and one trip just isn’t enough to take it all in. But we’ll help you try. Fall and winter are the perfect times to head out wine tasting at the local vineyards, indulge in the harvest menus at the restaurants, take seal-spotting hikes along the empty beaches in Montauk, do a little surfcasting, take a traffic-free scenic drive, and stop in at the local town events and festivals that reveal what this place is all about.

 

Sleeping: Get Comfortable

When Bill and Hillary Clinton come to the Hamptons, they don’t stay at The American Hotel in Sag Harbor, they stay at Steven Spielberg’s place on Georgica Pond. But if they didn’t stay at Spielberg’s, they’d stay at The American Hotel and if you haven’t gotten your invite to Spielberg’s yet, you should definitely stay at The American Hotel. It has an old-world charm and elegance, along with an award-winning wine cellar and restaurant, that just can’t be beat, coupled with a central location—halfway between Southampton and East Hampton—that makes it the perfect spot from which to explore. Should you prefer to stay in East Hampton (and indulge in a little pampering) the Baker House 1650 offers similar accommodations as well as a state-of-the-art spa and an indoor pool, all just a short walk from the boutique-filled streets of East Hampton. And if your escape to the Hamptons is really planned as an escape, then consider the Ram’s Head Inn on Shelter Island. You won’t find a quieter, more romantic spot overlooking Gardiner’s Bay than Ram’s Head Island and it’s the perfect spot to be if you want to spend some time exploring the Hamptons or wine tasting on the North Fork.

Another benefit of visiting the Hamptons during the winter are the deals that you can find. Southampton Inn offers winter packages, romantic getaways, cooking classes and holiday parties, all right in the heart of Southampton. And if Fido is along for the trip there are a handful of spots ready to cater to his every doggone whim, though one of the best is Bassett House Inn in East Hampton.

 

Dining: Harvest Menues and Intimate Eats

One thing that we do well here in the Hamptons is eat. The vast majority of our regular visitors are New Yorkers who don’t leave their refined palates in the city when they head to the Hamptons. This has the beneficial affect of raising the culinary bar a bit higher than you might find in other resort towns. That said, some places are doing it better than others. If you haven’t already heard of Nick & Toni’s, you have now. Consistently some of the best food you’ll find in the Hamptons and also the place that you’re most likely to spot the aforementioned Steven Spielberg. Farther west, in Southampton is red bar, which turns out spectacular food in an intimate, romantic setting just outside of town. For the steak lovers, two options should be considered: the East End outpost of Bobby Van’s in Bridgehampton does serious steak (and it’s not a bad place to find your second or third husband or the ladies looking for second or third husbands) and The Palm in East Hampton. Also worth mentions in the high-end category are 1770 House in East Hampton, Alison in Bridgehampton, F.O.O.D. in Hampton Bays (a little-known spot that many say has the best food in the Hamptons) and Annona in Westhampton, where they do special fall menus and where you can buy that Ferrari you’ve had your eye on for awhile in their attached high-end car dealership—sounds cheesy, but it’s actually really cool.

Beyond these white-tablecloth standouts, there are a few other spots that shouldn’t be overlooked. The Candy Kitchen in Bridgehampton is to breakfast what Nick & Toni’s is to dinner. Say hi to actor Roy Scheider who’s there every morning and don’t be afraid to order a milkshake on the way out. One of the newer—and outrageously popular spots—is Townline BBQ in Sagaponack where you’ll find true Texas bbq matched with true Texas prices. If the wind is blowing cold and bitter, Almond in Bridgehampton is the perfect, cozy spot to snuggle up with a bottle of wine and tuck into the exceptional bistro fare at very reasonable prices. And sometimes you just need a burger, so think about Rowdy Hall in East Hampton or—a local favorite—The Corner Bar in Sag Harbor.

 

Nightlife: Sip It Rather Than Shake It

Summer is when the clubs are hopping and $1,500 bottle service is the only way you’ll get in the door if you’re not a celebrity. Fall and winter are the times to settle down with a snifter and have a nice chat. 75 Main in Southampton has a great bar and a wine list to match. Ditto 1770 House where the best spot to head is to the pub downstairs where you can have a seat in front of the fire and sample amply from their wine and cheese bar. The American Hotel is also a good spot for a good cocktail, which always seem to taste a little better when served by a bartender in a tie.

If you want a little more action, The Stephen Talkhouse in Amagansett has live music year-round and they attract some great acts. Beer lovers won’t want to miss The Southampton Publick House where they brew their own beer and—if awards are any indication—they seem to know what they’re doing. And if all you really want is a Budweiser and to meet a functional alcoholic, then Murf’s Backstreet Tavern in Sag Harbor is the spot—just watch out for the ghost.

 

Shopping: Seeking Out the Super Chic

Rodeo Drive, Fifth Avenue, Main Street in East Hampton. If it’s luxury you’re looking for, look no farther than East Hampton. Coach, Gucci, Ralph Lauren, Tiffany & Co., Catherine Malandrino, Cynthia Rowley, Elie Tahari—the list goes on—they’re all in East Hampton. Couple these spots with London Jewelers, Mayfair Jewelers, Scoop, Blue & Cream and a host of others and you can’t find a better street in America to max out a credit card. And it’s not just clothes and jewelry you’ll find: East End Books and Glenn Horowitz have rare and exceptional books, Turpan has design products to rival MoMA, and if you’ve got a sweet tooth, Dylan’s Candy Bar is the spot to go. In Southampton tastes run more towards the Upper East Side where you’ll find Brooks Brothers, Calypso, Christopher Fischer Cashmere, Hollis Reh & Sharif, Vilebrequin and Saks Fifth Avenue. (Also an easy place to max out a credit card.)

If your interests run more towards the active than the acquisitive, then there are plenty of spots that you can gear up for some fun. Main Beach Surf + Sport in Wainscott has—yeah, shocker—surfboards, but also kayaks and all the other gear you’ll need if you want to get out on the water. They also do lessons and lead kayaking trips if you’re in the mood to learn. Flying Point in Southampton has a similar selection of gear and services on offer. Bikers will want to checkout Rotations in Southampton or Cycle Path Bikes in Wainscott and if you’ve a mind to do some fishing the best guy to talk to is Tony at Tight Lines Tackle in Sag Harbor.

 

Activities: Outdoor and Indoor

Happily, the Hamptons offer a wide enough range of activities and pursuits that just about any taste can be satisfied. Whether it’s art or architecture, paddling or performances, there’s something for everyone.

For art lovers, there are two don’t-miss-this spots: The Pollock-Krasner House in The Springs, where Jackson Pollock worked is a monument to one of last century’s greatest artists and it has been left just as it was when he worked there. In Southampton, The Parrish Art Museum has one of finest collections of artwork by turn-of-the-century artists to be found anywhere. The Hamptons have a long and rich history of playing host to the greatest artists of the day, from William Merrit Chase in the late 1800s to Jackson Pollock in the mid-1900s to the great artists of today—including Chuck Close, Julian Schnabel, John Chamberlain, Eric Fischl, Ross Bleckner and others. Coupled with the history, museums and art galleries that line the Main Streets of each town, the Hamptons are the perfect spot to indulge any art lover.

For oenophiles: Thirty years ago the Borghese family had the radical idea that the eastern end of Long Island would be a good place to start a vineyard. Today there are more than three-dozen vineyards spread across the North and South Forks of Long Island. The three in the Hamptons are notable for the exceptional wines they produce and idyllic settings in which they are situated. Heading east from Southampton, Duckwalk Vineyards is the first vineyard visitors will encounter. Farther east in Bridgehampton is Channing Daughters Winery where they focus on varietals that many of the other wineries eschew and the vineyard is decorated by the giant tree sculptures of retired venture capitalist Walter Channing. And just a few miles down the road you’ll find Wolffer Estate Vineyards where winemaker Roman Roth oversees the award winning wines and a tasting room that has views out across the vineyard. Each has tastings every weekend and there are few better ways to spend a Saturday afternoon.

For the active: If sleeping, shopping and eating need to be rounded out with a little activity, then opportunities abound. Surfers hit the water year-round if there are waves (in really thick wetsuits, natch), kayakers can take paddles out around Georgica Pond or around Peconic Bay with Main Beach Surf + Sport in Wainscott or Weekend Warriors in Sag Harbor. Bikers will the find the area’s relatively flat terrain a joy to pedal and the local bike shops, Rotations and Cycle Path Bikes, are always happy to recommend routes. There always something biting and fishing enthusiasts should call Tightlines Tackle in Sag Harbor or any of the numerous charter and party boats in Montauk. If hiking is more your speed get in touch with Group for the East End, where you can get trail maps (check out Hither Hills and the routes around the Montauk Lighthouse where you can often spot seals on the beach).

And everything else: Fall and winter weekends often feature local festivals and fairs and it’s the perfect time to get a sense of the real flavor of the area. Check out Plum’s calendar of events and head out to see the locals and what it is that makes the Hamptons one of the most popular destinations summer, fall, winter or spring.

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