Hamptons Travel Guide, Montauk – Where to Stay in the Hamptons


When it comes to the Hamptons and Montauk, popular knowledge would have it that if you head east you are either traveling home or crashing as a guest into someone’s summer home. other. But let’s face it, within a 2 hour drive (not during rush hour, of course), Long Island’s pull can be felt by almost anyone in New York once the temperatures hit 80. And who doesn’t need a bit of a break from the city every now and then? With fresh farm stalls, quaint seaside towns, and of course sprawling beaches, there’s not much more to ask for.

If you are looking for a long weekend or perhaps want to book a stay, there is no better place than the Atlantic coast of Long Island. Here, where to stay, where to eat, what to do … and if you feel like you need help packing, what to bring too.

Where to stay

A view of the bungalows at A Room At The Beach.

Courtesy of ARATB

A bedroom at the beach, Bridgehampton

Think of this as the perfect quaint hideaway just off the Montauk Highway. Nestled in redwoods (which were planted by none other than Martha Stewart-when his family lived on the property), A Room at the Beach offers 10 comfortable and serene rooms in the most dreamy places (think: vine-covered pergola and twinkling lights hung between the trees). In addition, as the name suggests, you are a stone’s throw from the beach.


Shou Sugi Ban House, Watermill

If you are looking for a great spa weekend then Shou Sugi Ban House is for you. And all year round, no less. Reset yourself to the Water Mill Retreat, which features a cluster of refurbished barns and 13 guest studios, indulging in nourishing plant-based meals, soothing sound baths, and almost any spa treatment under the sun. Pro tip: If you like taking baths, it’s worth booking a trip here for the tubs alone.


gurney seaside resort beach club
A view of the beach at Gurney’s Resort in Montauk.

Courtesy of Gurney

Baron’s Cove, Sag Harbor

So you think you’re an intellectual, eh? Well then Baron’s Cove is the place for you. The newly renovated, nautically-themed Sag Harbor lair was the favorite haunt of literary demigods Truman Capote and Kurt Vonnegut as well as painter Jackson Pollock. Bonus: if the beach isn’t really your thing, Baron’s Cove has a pool.


Surf Lodge, Montauk

If you want to be in the center of Montauk’s nightlife, the convenience of Surf Lodge is hard to beat. With its ultra relaxed atmosphere (there are hammocks in their 19 guest rooms), expertly organized beauty bars in every room and a general beach vibe of the surf that frequents the spot, it’s hard not to relax and take advantage. Plus, with live music performances almost every weekend, you’ll probably be stopping by the property anyway.


Gurney’s Resort Montauk

If the traditional vibe of a resort (sprawling property, multiple restaurants, a state-of-the-art spa, and gym) is more your thing, there’s no better place than Gurney’s. The beach club is super fun (and exclusive), and it’s a great place to stay with a large group or if you have kids.


topping rose house hotel
The Topping Rose House in Bridgehampton.

Courtesy of TRH

Topping Rose House, Bridgehampton

By far the fanciest of the Hamptons, Topping Rose House (which has been restored from a 19th-century Greek Revival style home) is located on a one-acre farm, which supplies produce for the restaurant Jean Georges on site. Think full-service luxury with airy and spacious guest rooms fitted with Frette linens, Matouk towels and luxurious toiletries. Oh, and they have a shuttle that will also take you to and from the beach.


Where to eat

Le Charlot, Southampton

A transplant from the Upper East Side which brings European know-how. The crowd is elegant and, yes, the steak tartare and fries are worth every tasty bite.


Le Bilboquet, Sag Harbor

Much like its Upper East Side sister, Bilbo in Sag is the ultimate mix of see and be seen and good food. Everything from the ambiance to the outdoor patio is spotless and the Cajun chicken is equally fabulous. Just be sure to dress to impress.


Si Si, East Hampton

An immersive experience that mixes the cuisines of Italy, Greece, Spain, Morocco for Mediterranean flavors out of this world. The only thing that can possibly compete? The breathtaking view of the sunset from the restaurants.


Clam Bar, Amagansett

Sometimes you want a good old fashioned lobster roll, clam chowder, whatever you can dream of fried. And for that, head to the Clam Bar just off Route 27. The outside seating is super laid back, but you will never fail to have a great meal. It’s a great pit stop when driving from the end to where you’re staying.


Suki Zuki, Watermill

If you know, you know. Suki Zuki is the perfect casual choice for a night out where you want to go out but don’t want to go out. Order Teriyaki Chicken Salad and Tuna Sandwich … you won’t regret it.


Duryea’s Lobster Deck

A staple of OG Montauk, Duryea has some serious hype, but it’s deserved. The high casual fare is matched with a clean waterfront setting worthy of a European summer vacation. Worth a trip to Montauk for the cobb lobster salad alone.


What to do

Ditch plains

If you are heading for ditch plains you are probably surfing. With a rocky ocean floor as opposed to sand, the waves attract water sports enthusiasts and novices alike. In addition, the beach is also dog friendly and has a spectacular green viewpoint and cliffs.

Dan Flavin Art Institute

Part of the Dia Art Foundation, the Institute is open to the public and houses a permanent collection of fluorescent light installations by Dan Flavin as well as temporary exhibits in a refurbished turn-of-the-century fire station. For when you want a bit of capital C culture.

United States, New York, Suffolk County, Montauk Ditch Plains Beach in summer
Surfers at Ditch Plains Beach, Montauk.

lisadimsterGetty Images

Balm farm stand

If you want to experience some of the fresh produce harvested in the region, stop by the Balsam farm stand. It’s the perfect Saturday morning activity: fresh fruit and flowers. A recipe to start a good day.

Sagg main beach

Easily walkable in either direction and with public restrooms as well as rotating dining options, Sagg Main remains one of the most pristine and fun-filled beaches for a day in the sand. Sometimes it really is that simple.

What to pack

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