Looking for the best hotels in the Hamptons? As Memorial Day approaches (and the lazy summertime feeling that comes with it), a trip to the tip of Long Island is top of mind. Between the dunes of Montauk, the polished town of East Hampton, or Shelter Island accessible only by boat, with several additional towns on the South Fork – you can find anything that fits your vacation.
While other famous resorts have many resorts or resorts with 150 rooms, the Hamptons remain very low-key when it comes to accommodation: most options were, at one point, a guest house or a guest house. Bed-and-breakfasts are more common than not, and almost every property can be classified as a “boutique.” Think: friendly staff, free bicycles to ride into town or the beach, and guest rooms decorated with local art and wicker furniture.
So, for those planning or dreaming of a trip to the South Fork, these are the best hotels to stay in the Hamptons.
Sitting on five scenic acres, Amagansett’s Reform club looks more like a well-kept house than a hotel: the guest rooms, all clean and air-conditioned, are often housed in a large brown building. For larger groups—or those just looking for more space—several cabins have accommodations.
Such privacy doesn’t come at a cost: The Reform Club is minutes from downtown Amagansett, and there’s a clean bike rack and bike rack so you can easily ride to Woelffer Kitchen or Il Buco.
Resources: Concierge service, in-room spa access, complimentary bicycles
Address: 23 Windmill Lane, Amagansett, NY 11937
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A former parking lot, Bridgehampton’s Beach Room is a museum favorite for those in the know: the 10 guest rooms, decorated with Serena and Lily chairs, are small but well-appointed. Each has its own outdoor area and backyard, perfect for morning coffee or lunch. The pool—which, believe it or not, is rare in most Hamptons hotels—situates in the back of a magnificent 1.5-acre property with indoor tubes set aside for guests to float around. Meanwhile, the redwood trees (planted by the former owner of the property, Martha Stewart) give the place a sense of grandeur.
The operation is relaxed and family-friendly: there’s a fridge stocked with complimentary bottles of rosé and fruit for guests to enjoy while they relax, and in each guest room there’s a list of dining suggestions created by the owners. And the best part? Location – minutes from downtown Bridgehampton and a short bike ride from the beach.
Resources: Pool, sauna, nice bikes, fire pits, and good rosé
Address: 2668 Montauk Hwy, Bridgehampton, NY 11932
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While most Hamptons hotels lean toward the beach, Baron’s Cove—located in the famous fishing town of Sag Harbor—combines with the ocean: aqua blue is the interior color of choice, while anchors and ropes act as accents. Most of its 67 guest rooms boast a dock, inviting you to wake up and watch the boats.
It also has a long history: since the 1950s, the area has attracted many artists including Truman Capote, Jackson Pollock, and Kurt Vonnegut. In 2015, it was completely renovated.
Resources: Pool, restaurant, bar, tennis court, good bikes, free beach service
Address: 31 West Water Street, Sag Harbor, NY 11963
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In terms of offerings, EHP Resort has a lot—there’s a swimming pool, a tennis court, a marina for boaters, a breakfast restaurant that sells breakfast, and a boutique that carries beach housewares and designer dresses. Then there’s Sí Sí, a funky waterfront restaurant that, thanks to its unique sunset angle, has become one of the hardest spots to get into in the Hamptons.
The only accommodations at EHP are cottages, making them ideal for families or those looking for more accommodations.
Resources: Pool, restaurant, bar, tennis court, fitness center, shopping center, beach promenade, concierge service, marina
Address: 295 Three Mile Harbor Hog Creek Rd, East Hampton, NY 11937
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Stay at The Surf Lodge if you want to be sociable: thanks to its very popular weekend concert, there’s always a crowd, with many of its guests jumping in and joining in. But despite the buzz of excitement outside, the guest rooms are surprisingly quiet with their soothing colors of white, blue, and sand. Cocoon chairs are hung from the ceiling, and the stairs have a comfortable sofa or hammock. Smeg fridges stock canned cocktails and CBD-infused drinks, while those looking to get high early can blast music from Marshall speakers. An added bonus? Surf Lodge brunch, featuring avocado toast.
Resources: Restaurant (also essential reservations), restaurant, tourist shop, luxury bicycles, live entertainment, weekend fitness classes
Address: 183 Edgemere Street, Montauk, NY 11954
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Roundtree Mansion—located on the waterfront.
Photo: Courtesy of The Roundtree.
The surrounding Roundtree grass blends into the cornfields at Amagansett’s Balsam Farm, making it feel like part of the country and a beach escape. Stay in one of the guest rooms in the renovated 100-year-old barn, or choose a cabin with an outdoor stone patio. Located near Highway 27-A, therefore, the main town of Amagansett, you can just walk a few feet down the street and find yourself in all the beautiful shops that the hamlet has to offer.
Resources: Continental breakfast, complimentary bicycles, beach shuttle, beach parking, evening s’mores and popcorn
Address: 273 Main Street, Amagansett, NY 11930
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This beautifully designed hotel is located on the Atlantic Ocean, making it perfect for families, or anyone looking to immerse themselves in the surf culture that Montauk is known for. (Appropriately, they offer private lessons and have a surf shack on-site.) Their deck has s’mores grills, storage for chilled glasses of rosé, and a grill. counter—a Uruguayan restaurant that specializes in dishes made with local produce and seafood.
Resources: Access to the beach with private rooms and umbrellas, a pool, a restaurant, fire pits, comfortable bicycles and canoes.
Address: 21 Oceanview Terrace, Montauk, NY 11954
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The Grand Dame Hotel on Shelter Island made a triumphant comeback last summer, unveiling a major renovation that preserves the old charm for which the nearly century-old Crescent Beach property is known. Its 10 acres are full of amenities, including a swimming pool, tennis court, and private beach. What to do? That’s a laundry list too, which includes biking, kayaking, paddleboarding, fishing, and sailing.
Resources: Spa, pool, tennis court, children’s programs, Beach access and private lounge and restaurant, fire pits, bicycles, kayaks, paddleboards, live entertainment, fitness center
Address: 81 Shore Rd, Shelter Island, NY 11964
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