Just 90 miles outside of New York City, the Hamptons span across Long Island’s South Fork with a vibrant collection of idyllic beaches, verdant vineyards, whimsical farms, and historical homes. In lieu of revered hotel brands, you’ll be delighted to discover these windswept beach towns are teeming with intimate 50-room-and-under hotel rooms and cozy cottages that exude coastal charm and laid-back luxury. This year, lean into the solitude and solace “Out East” while exploring this sandy-shored playground that has proven time and time again to be one of the best ways to enjoy a New England summer.
Marram Montauk
4 Stars | Website | T.F. Green Airport
96 | Outdoor pool; Free WiFi; Beach front | 0
Montauk Point Lighthouse Museum; Hither Hills State Park; Montauk Point State Park
Marram is a ninety-six-room boutique hotel offering both an innate and intimate sense of barefoot luxury. Named after the wild sea grass that grows on the dunes, this boutique hotel evokes Montauk’s natural beauty with warm jute rugs, airy duvets, and a light muted color palette that screams serene. A short walk away from Shadmoor State Park, this swarth of sand boasts some of the most breathtaking uninterrupted views of Montauk’s seashore.
The Roundtree, Amagansett
4 Stars | Website | Long Island MacArthur Airport
15 | Free WiFi; Free breakfast; Pet friendly | 0
Wölffer Estate Vineyard; Pollock-Krasner House; East Hampton Main Beach
If it’s historic architecture you seek, Amagnesett’s newest boutique hotel, The Roundtree, may have only opened in 2020, however, the building’s origins can be traced back to Amagansett’s historic farmsteading legacy circa the 1700s. Adorned with a classic wood-shingled exterior, these cozy cottages exude elegance and laid-back luxury with a sleek minimalist design as well as a communal backyard adorned with lounge chairs, day beds, vibrant greenery, and a proper s’mores station come nightfall.
Gurney’s Montauk Resort & Seawater Spa
4 Stars | Website | T.F. Green Airport
152 | Free WiFi; Indoor/Outdoor pool; Beachfront | 2
Theodore Roosevelt County Park; Gin Beach; Montauk Point State Park
This luxe Hamptons haunt just reopened its fresh-from-a-renovation Seawater Spa, which, in addition to having the only ocean-fed pool in North America, has partnered with prestigious wellness brands, from Dr. Dennis Gross to Biologique Recherche, to provide guests with top-line, tantalizing treatments. This summer Dior is hosting a Dioriviera pop up boutique at Gurney’s Montauk Resort (they are also doing a special activation at the spa, which is pure vacation goals if you ask us).
Sunset Beach
3 Stars | Website | Long Island MacArthur Airport
20 | Free WiFi; Pet friendly; Beach access | 1
Sparkling Pointe; Kontokosta Winery; Pindar Vineyards; Wölffer Estate Vineyard
Owned by hotelier André Balazs, Shelter Island’s Sunset Beach hotel paints a scene reminiscent of St. Tropez with twinkling lights, yellow and white striped umbrellas, and ice-cold frosé. Aptly named for its west-facing beach and spectacular sunsets, the twenty guest rooms here all feature private porches looking onto the water as well as the European-style restaurant and bar that offers seasonal seafood and expertly prepared produce.
Baron’s Cove
4 Stars | Website | Long Island MacArthur Airport
67 | Free WiFi; Swimming pool; Bar | 1
North Main Street Historic District; Pantigo Road Historic District; Southhampton Main Street
As Sag Harbor’s first resort development, Baron’s Cove has played host to some of the town’s most prominent guests and artists alike, such as Jackson Pollock, Truman Capote, and Paul Newman. With sixty-seven charming village and harbor-facing rooms, the old-school design and playful nautical nods have transcended to the 21st century with modern amenities, decor, and linens, complemented by an equally as pleasant saltwater pool, cocktail lounge, and seafood-centric restaurant.
The Montauk Beach House
4 Stars | Website | T.F. Green Airport
33 | Free WiFi; Swimming pool; Bar | 1
Gin Beach; Montauk Point State Park; Camp Hero State Park; Montauk Point Lighthouse
This boutique hotel boasts a vibrant social scene that draws in out-of-towners and creatives alike to experience the easy-going vibes, open landscapes, and spectacular natural beauty of this East Coast surf town. Happening hangs by the pool and a warm and cozy gathering by the fire at night make the thirty-three art-centric guest rooms and colorful common spaces the perfect gathering spot for you to eat, drink, and be relaxed with friends, just steps away from the beach.
Topping Rose House
5 Stars | Website | Long Island MacArthur Airport
16 | Free WiFi; Swimming pool; Bar | 1
Southhampton Main Street; Agawam Park; North Main Street Historic District
Nestled in Bridgehampton, this reimagined 19th-century mansion blends traditional architecture with reimagined contemporary design and flair. The main historic house and cottage rooms pay homage to a former century where elegant rooms are cozy, clean, and, most importantly, warm and inviting. Of course, No visit to Topping Rose would be complete without a visit to the on-site Jean-Georges restaurant which utilizes the one-acre working farm to source fresh produce in the ultimate farm-to-table dining experience.
EHP Resort & Marina
4 Stars | Website | Long Island MacArthur Airport
n/a | Free WiFi; Swimming pool; Bar | 1
Pantiago Road Historic District; Indian Wells Beach; Atlantic Avenue Beach
Blending historic exteriors with modern interiors, the EHP Resort in Springs elevates coastal-grandma-aesthetic with bespoke cottages and luxury suites via the Harbour House. Grab an Aperol spritz and an order of paella at the hotel’s Mediterranean-inspired restaurant, Sí Sí, while you dine al fresco watching mother nature show off with a spectacular display of pink and orange hues, making for one unforgettable Hamptons experience.
Hero Beach Club
4 Stars | Website | T.F. Green Airport
30 | Free WiFi; Beachfront; Swimming pool; Bar | 1
Gin Beach; Montauk Point State Park; Camp Hero State Park; Montauk Point Lighthouse
Offset by one of the most popular beaches in Montauk, this thirty-four-room beach club offers a unique blend of tranquility and campy surfer vibes offset with boho furnishings, Hill House linens, and a hard-to-miss smiley face adorned to the side of the building. Hit up the pool, find an umbrella on the beach, or work from “home” on a daybed situated on the property’s well-manicured lawn for the ultimate laid-back Hamptons getaway.
Shou Sugi Ban House
4 Stars | Website | Long Island MacArthur Airport
13 | Free WiFi; Swimming pool; Spa; Fitness center | 1
Parrish Art Museum; Wölffer Estate Vineyard; Cooper’s Beach
Inspired by the Japanese aesthetic wabi-sabi, the physical structure, as well as the namesake, of Shou Sugi Ban refers to the meditative process which involves a Japanese technique of preserving wood by charring the exterior to make the interior more resistant. Similar to their approach to wellness, this thirteen-room retreat and luxury spa is designed to transform you inside and out via organic amenities, yoga, meditation, fitness classes, nutrition, skin rehab, therapeutic massages, and a world-class culinary program.
Journey East Hampton
4 Stars | Website | Long Island MacArthur Airport
22 | Free WiFi; Free parking; Swimming pool | 0
Indian Wells Beach; Pantigo Road Historic District; Two Mile Hollow Beach
Perfectly situated between the villages of East Hampton and Amagansett, Journey East Hampton perfects classical Hampton’s architecture with mid-century modern interiors. While outside, you can enjoy a different type of leisure lounging under a parasol by the saltwater pool, snuggling up by the fire pit in the evenings, or exploring the town with a complimentary Solé bicycle.
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