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Lifestyle

The most luxurious — yet wildly expensive — places to stay in the Hamptons this summer

News RoomBy News RoomJune 29, 2026No Comments5 Mins Read
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The most luxurious — yet wildly expensive — places to stay in the Hamptons this summer
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Summer is peaking, and the sundrenched affluence of the Hamptons is calling.

In the past 75 years, the succession of coastal hamlets and villages on the eastern end of Long Island has transitioned from a charming artists’ enclave to a Riviera for the rich, with high-end accommodations to match.

It’s become a who’s who summer destination with lively bars that made their way out east from NYC, looking at you, Dante, and wildly expensive hotels.

With an array of old favorites and a crop of newly appointed hotels to choose from, The Post rounded up some of the priciest stays out east, where the well-heeled can unwind, while the less fortunate can covet or condemn.

The Roundtree, Amagansett

While The Roundtree, located conveniently on Main Street, which allows for easy access to all the historic, manicured hamlet Amaganasett has to offer, is considered an intimate property, the 2-acre, woman-owned, nature-inspired estate doesn’t skimp on luxury.

The boutique hotel is perfect for bougie guests looking to escape the hustle and bustle of the city as it has a menagerie of peaceful, countryside-esque rooms, suites, and private cottages, including a “reimagined” barn, a two-bedroom main house, and a four-bedroom beach house — the latter a former home of playwright Neil Simon of “Barefoot in the Park” fame.

For those wanting a memorable summer without needing to lift a finger, a night at the Roundtree will set them back anywhere between $1,495 and $4,395 per night.

Pricey but worth it for the hotel’s famous continental breakfast spread delivered every morning, in addition to beach cruisers on call whenever guests need a ride to the beach.

The lauded guest services team is also on hand and bended knee to arrange private walking tours of LongHouse Reserve, vineyard tastings, fishing excursions or clambake dinners. 

Topping Rose House, Brigehampton

Set in a renovated 19th-century mansion, Brigehampton’s Topping Rose House is a 22-room luxury compound set on two acres of former farmland.

A room at this fancy abode, which is known for its on-site farm-to-table restaurant headed by Chef Jean-Georges, where $38 will buy you a head of cauliflower, a stunning one-acre organic garden, and historic charm, will cost you anywhere between $976 and $4,395 per night.

After dining at the elegant eatery, guests can check out the property’s impressive, rotating contemporary art collection, curated by Winston Wächter Fine Art, before posing for aesthetically pleasing selfies outside by the hotel’s stunning hydrangeas.

Beaches are accessible via a luxury car shuttle.

The Hedges Inn, East Hampton

The recent recipient of what Vanity Fair called “the best facelift in the Hamptons,” the historic Hedges Inn in East Hampton, was redesigned by designer David Netto, who speculated that the update was “going to get a lot of people laid.”

Given the cost of an overnight stay, anywhere between $799 and $3,499 a night, let’s hope so, Dave.

The interiors of the 12-room inn evoke the feeling of staying in your rich friend’s summer home, if your rich friend happened to be the son of Ralph Lauren and Miss Havisham born out of wedlock,

Guests can opt in to a signature beach butler experience at nearby Main Beach, a pink-drenched day on the sand that includes transportation, setup, and refreshments. Breakfast is blessedly included.

EHP Resort, East Hampton

For those with deep pockets, the EHP Resort offers both luxury and seclusion on a large swath of Three Mile Harbor Marina for $797 to $4,900 per night.

The vibe here is Mediterranean minimalist with top notes of Italophile, expressed in the Frette linens for bedding down and Acqua di Parma bath products for basting.

Really leaning into the Dolce Vita ethos, EHP Resort graciously offers daily, complimentary boat rides aboard their 40’ Van Dutch motoryacht and free electric bike rentals.

In an unexpected mix, dogs are welcome, smoking is forbidden, sunset views are unparalleled, and there’s reggae music every Sunday.

Montauk Yacht Club, Montauk

Perfect for those who prefer to travel by yacht over plebeian modes of transport like jitneys or flights, the Montauk Yacht Club, located on the Montauk peninsula, offers understated elegance with a nightly rate of $1,016 to $2,242, equivalent to a midwestern monthly mortgage.

First opened in 1929, when the club counted the Astors, Whitneys, and Vanderbilts among its members, the resort underwent a major overhaul in 2024.

Highlights of the 35-acre property include the floating Cabana Spa, located inside a docked boat on Lake Montauk and featuring luxe ELEMIS treatments and “body rituals.”

Sustainability is a cornerstone here, where harbor cruises are run on electric X Shore boats, AKA the “Teslas of the water.”

Appealing to a young-ish, cerebral but dancey, healthy but hedonistic clientele, resort bait includes reformer Pilates classes, pickleball, nightly DJ sets, backgammon tournaments, and sunset s’mores.

The Faraway, Sag Harbor

Dubbed “the only place we’d recommend staying in Sag Harbor” by the famously highfalutin, chickpea-worshipping folks at Goop, the Faraway Sag Harbor is a recently opened resurrection of the old Baron’s Cove.

The Faraway is the latest addition to the hotel brand, whose properties include hotels in equally pop-collared and top-dollared Nantucket and Martha’s Vineyard.

The hotel, which charges $952 to $2,420 per night, is home to Zagara, an Amalfi-inspired restaurant helmed by chef Jarad McCarroll (formerly of the Ritz in London and Hotel Le Toiny in St. Barts). 

The lobby of the 67-room boutique hotel is laden with the scent of the hotel’s signature Maison 21G fragrance, presumably wafting notes of tartar sauce, insider trading, salt spray, and Aperol-stained seersucker.

Staff is fully appointed in Alex Mill, and the lobby and bar have a luxe “under the sea” aesthetic – think seashell bar stools, tentacle handles, and framed nautical prints, part Captain Ahab, part Ariel if she went to Brown.

The feel persists in the on-site speakasy dubbed “Pearl’s Room,” named for a fictional oyster diver, Mother Pearl, because the rich, especially the rich products of divorce, must have their whimsy.

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Iowa Dem who touted ‘strong work ethic’ misses more than half of her House votes

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