Set upon five acres—one of which includes an apple orchard—Amagansett’s Reform Club is the most idyllic place to stay in the Hamptons. Well-appointed rooms are housed in quaint brown shingled cottages or the airy main house, and thoughtful touches abound: there’s a bike rack with white and navy cruisers so you can ride into town or the beach, and a dispenser filled to the brim with summer fruit-flavored water that you can drink upon your return. –Elise Taylor
With quaint, spacious cottages, an idyllic pool, and a tennis court, EHP Resort in East Hampton Springs checks all the boxes for a leisurely weekend in the Hamptons, and then some: their on-site, waterfront café serves up some seriously strong iced coffee and perfectly flaky croissants. If you’re looking for a heartier meal overlooking the harbor, you’re in luck—Si Si, a full-service (and stunning) restaurant is on site. –Elise Taylor
Topping Rose House is a beautiful B&B in Bridgehampton with a lovely restaurant on the ground floor. The perfect place for summer birthday dinners and celebrations. -Alexandra Macon
The owners of The Colony Hotel in Palm Beach are breathing new life into the Hedges Inn, a beloved landmark right on the cusp of East Hampton town. While a full renovation will be unveiled in summer 2026, they’ve already made some notable changes, including bringing Swifty’s—a famous Upper East Side restaurant—to town. Oh, did we mention inside there is also a Chanel salon? -Elise Taylor
After many afternoons turned late evenings and Sunday “Fundays” at The Surf Lodge, I recently had the pleasure of staying over at the hotel for the first time. It gave me a newfound love for its buzzy music and bar scene. I enjoyed a peaceful breakfast on the patio, explored Montauk on yellow and white beach cruisers, and took a power nap in the room’s hammock just before getting ready for dinner and the musical acts of the night. -Madeline Fass
Set right off of Amagansett’s Main Street, The Roundtree is also not your typical see-and-be-seen Hamptons resort. There’s no bar, restaurant, cabanas, or even lobby. The main draw? The Roundtree’s set of charming cottages, framed by leafy bushes and flanked by pleasant purple flower pots—and their scrumptious complimentary breakfast, served on their rolling lawn. -Elise Taylor
When I stayed at Marram Montauk, owner Atit Jariwala described its vibe as “barefoot luxury.” That pretty much sums it up—this impeccably designed boutique hotel, nestled within the dunes, is perched right upon the Atlantic Ocean. Take a yoga class in the courtyard, and then indulge in some fresh seafood from their café, Mostrador Marram. -Elise Taylor
The Baker House 1650 (East Hampton)
Imagine visiting the home of your most elegant friend—someone who is as happy to have you as they are happy to leave you to your own devices—and that’s what it’s like at the Baker House…but possibly even better? It’s a bed and breakfast par excellence, with five very comfortable rooms in the main house—parts of which date back to the mid-17th century—and then, in the Carriage House at the rear of the lush property, another ground-floor room and massive loft suite. (I’ve stayed in three of the rooms myself, and I can’t decide if I like the cozy Fithian or the handsome Huntting better.) And that’s to say nothing of the actual breakfast, which is complementary and completely divine (think: freshly baked croissants, scrambled eggs with herbs from the garden, and a stack of pancakes so tall and buttery you’ll want a nap after eating them), nor the small yet perfectly appointed spa—open to just two guests at a time—with a dry sauna, jacuzzi, a counter-current swimming pool, and a full treatment menu.
Another mark in the Baker House’s favor is its location: a four-minute walk from 1770 House, a 10-minute walk from the shops on Main Street, and, in the opposite direction, a very pleasant 20-ish minutes from Main Beach. Yes, the Hamptons are lovely in high summer, but in October, the trip from the Baker House to the beach—past South End Cemetery and the Pantigo Windmill; the Maidstone Inn and the Hedges Inn; and the big, fine houses lining Ocean Avenue—is especially gorgeous, an explosion of blazing, autumnal color right up until your feet touch the sand. I couldn’t recommend it more highly. -Marley Marius
What to Pack
This is the time to go all-in on coastal clichés like breezy linen and nautical stripe; in the form of pieces from New York brands TWP and La Ligne, these features feel timeless. Bring a canvas tote to house farmstand produce and snacks for a picnic on the beach.
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