An historic B&B with floral curatins, four-poster beds, wood floors, fireplaces, brick patio, and dining room with Limoges china.
An icon of the whaling era in a gorgeous seaside town that feels more New Englandy than the rest of the Hamptons. There are only eight guest rooms, so it's tough to book. A well-regarded restaurant lets you take a peek into the place. Service can be a little snarky.
Within walking distance of East Hampton village. A sunny breakfast room, pool, 200-year-old wisteria pergola. As a major bonus, guests get coveted beach parking passes.
The newly renovated Baron's Cove hotel opened its doors last summer. Pack for prep-tastic happenings: sailing, tennis, G+Ts by the flag pole.
Scandinavian design group C/O add a fresh — and sustainable — layer of personality to the posh hotel, restaurant, and grounds. Widly decorated rooms are bursting with color, fancy bath products, and the occasional claw-footed bath tub in the middle of the room. Foodie-family friendly (dogs, too).
Thirty beachy guest rooms done up by the guys behind W South Beach and Suf Lodge in Montauk, a Nobu restaurant, and a shop curated by Cynthia Rowley. No doubt it's a scene, especially at The Bathing Club, the hotel's pool lounge. Prepare for beaching with cocktails in hand.
The Chequit reopened with a chic new Hamptons-y look. After waking up in one of the thirty-seven airy, whitewashed rooms with nautical blues and little flower arrangements, you can enjoy a rustic summer breakfast on the sweeping front porch.
Since new owners took over in 2013, the 90-year-old oceanfront resort has been undergoing a major facelift: 42 newly renovated rooms, a 30,000 square-foot spa and sand-filtered seawater pool, new dining options ( is our favorite), and most recently opening this year.
Classically modern cottages and suites with ridiculously lavish amenities,: Duxiana beds, private exercise rooms, rain showers, preferred tee times at Montauk Downs Golf Club.
Nautical inn (navy and white textiles, working lighthouse) you come to expect in a seaside town but rarely find. Play tennis on courts by the water, then repair at sundown with a cognac and cigar on the docks. A well-curated boutique of sundries and sailing bags make good souvenirs.
A nostalgia-inspired summer camp for design-conscious grown-ups. Nineteen rooms are arranged in a semicircle around an open lawn, picnic tables (with cocktail service), and a Tracy Feith-designed teepee. Chef Savannah Jordan and the East Village bistro Virginia's brings a new menu in 2016. A sandy outdoor happy hour bar or Electric Eel dance club provide pre- and post-dinner fun.
Previously known as La Maison Blanche, Shelter Island House is a pet-friendly boutique hotel with eight garden-view rooms, complimentary bicycle use, and pétanque court. Shout-out to the in-house bakery, where fresh breads and croissants are made daily.
A laid-back beach resort with nicely appointed (though not overly lavish) details like modern decor, free WiFi, heated pool, and beach barbecues. Or consider one of the 26 vintage-style rooms at the more affordable Solé East Beach (107 S. Emerson Ave.; +1-631-668-6700).
Classic East End resort in walking distance to town. Engage in preppy Southampton pastimes (tennis, swimming, croquet, cocktailing) on five well-manicured acres. On chilly nites, cozy up to the fireplace.
André Balazs revamps a 1960s motel as a chic summercamp for adults. It's stylish, whimsical, and somewhat secluded (aside from the raucous sunset cocktail hours).
Sixties beach bungalow stylings with 21st-century party vibe. The place is packed, from lobby to deck, and even the well-stocked boutique is sometimes overflowing with stylishly saronged ladies. Load os flip-flops, surfboards, Bob Marley soundtracks, and bonfires on the shores of Montauk Lake.
The 22-room, 1890's-era inn is celebrated chef Tom Colicchio's first foray as a hotelier, and food is a major part of the experience by Kyle Koenig, a Colicchio protégé. We prefer the charm of the main house rooms to the modern, private cottage rooms, but on the porch or in the garden is where you should spend most of your time.
Read more on Popupla: Checking Into Topping Rose House.