Summer is in full swing, and the polished, sun-soaked world of the Hamptons is once again beckoning.
Over the last 75 years, the string of seaside villages and hamlets on Long Island’s East End has evolved from a quaint haven for artists into a glossy playground for the wealthy, complete with luxury stays to suit its increasingly rarefied reputation.
Today, it’s a marquee summer address for the well-connected, where buzzy bars with New York City pedigrees — Dante among them — sit alongside hotels with eye-watering nightly rates.
With longtime favorites and newly refreshed properties competing for attention, The Post took a look at some of the most expensive places to stay out east — the kind of retreats where affluent guests can relax in style, while everyone else can admire, envy or critique from afar.
The Roundtree, Amagansett
The Roundtree, set conveniently on Main Street in Amagansett, places guests within easy reach of the historic hamlet’s neatly kept charm. Though it is considered an intimate property, the 2-acre, woman-owned, nature-inspired estate delivers luxury on a grand scale.
The boutique hotel caters to upscale travelers seeking a quiet escape from city life, offering a serene collection of countryside-style rooms, suites and private cottages. Accommodations include a “reimagined” barn, a two-bedroom main house and a four-bedroom beach house — the latter once owned by “Barefoot in the Park” playwright Neil Simon.
Guests hoping for an effortless summer getaway at The Roundtree should expect to pay anywhere from $1,495 to $4,395 per night.
Steep as the rates may be, the perks help soften the blow, including the hotel’s well-known continental breakfast spread delivered each morning and beach cruisers available whenever guests are ready to head for the sand.
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.
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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.
