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...feel as if they’re spending a few nights in their second home, which explains the warm and utterly cozy interiors. Each guest room is outfitted with wide-plank hardwood floors, a perfect backdrop for the abundance of white furniture accented in natural wood...
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As part of my due diligence, one night I asked several guests what they thought of the property. “It’s my favorite place I’ve ever stayed out here,” one said, summing up the general consensus.
The Roundtree doesn’t lean on Hamptons clichés. There’s no flash for the sake of it, just immaculate attention to detail, thoughtful service, and the rare feeling of being completely cared for. By the time you leave, you’re rested—not because you escaped your life, but because you returned to yourself.
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Once you slip down the gravel driveway, you are immersed into a lush, private paradise. The feel is completely residential — as if a friend with impeccable taste lent you their Hamptons hideaway for a few days (or weeks — you won’t want to ever check out). It’s all best described as quiet luxury. It’s like Aman opened in the Hamptons.
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Everything felt personal—as if an old friend was waiting for us to arrive. I stayed impressed throughout the weekend, from the anything-you-need service and comfortable suites to the prime location and proximity to local beaches and attractions...
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The best part of the Beach House? Access to an exclusive enclave favored by a select few locals and a handful of NYC families who have been holidaying here for years. “We pretty much always have the beach to ourselves. It is pure bliss!” says Wong, whose favorite thing to do is take her dog for a walk on the beach in the early morning.
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Spread across two bucolic acres, and within 17th-century structures, The Roundtree blends heritage with modernity, and rural calm with coastal sophistication. Accommodations range from guest rooms and suites to standalone cottages—each distinct, yet united by the Meyers-like aesthetic of creamy neutrals. Interiors are muted, warm, and organic: bleached wood floors, soft textiles in calming tones, understated furnishings, and curated details that feel personal rather than performative. Each accommodation is equipped with cozy Frette linens, Malin + Goetz bath amenities, plush robes, rainfall showers, and thoughtfully stocked minibars.
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While each hamlet has its attractions, you can't go wrong with the laidback charms of Amagansett. Stay at The Roundtree right off Main Street, an idyllic property that offers several shingled cottages as well as rooms in their renovated barn. It’s a mere one-mile bike ride away from the beach—and, with their adorable line of white cruiser bikes, you’ll be excited to pedal away.
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The Roundtree, Amagansett is a one-of-a-kind luxury retreat on Amagansett’s historic Main Street. A stay offers the experience of being at a private beach house— without the responsibilities of home ownership or financial commitment of a summer rental. This makes it an ideal Hamptons getaway for anyone who doesn’t own property at one of Long Island’s posh beach towns but wishes they did.
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Bronze Medal for Best Décor and Design in the Northeast Region
