Encouraged by the kind words of our guests and recognized with awards from some of the most esteemed publications in the travel and leisure industry, we continue to pursue what we love – providing a cherished hospitality experience.
Bronze Medal for Best Décor and Design in the Northeast Region
It list winner 2021
...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.
...it was like a stay at an upscale boutique hotel with excellent service and an ambiance of being at a treasured friend's home who goes out of her way to be hospitable and has fantastic taste.
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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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Now this is what people with country houses do on the weekends! It’s set on two acres and you can play games on the lawn or simply read a book. The beach is a mile away too, but you might be too caught up in afternoon tea to pull on your suit.
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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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Amagansett is a comfortable spot, almost in the middle of the region between Southampton to the west and Montauk to the east. The Roundtree, part of the Small Luxury Hotels collection, is a fully restored boutique hotel that’s open year-round. Both family-friendly and pet-friendly, the homestead-like retreat has 14 accommodations, divided up among cottages, barn rooms and suites in the main house as well as a meticulously-decorated beach house that used to be owned by playwright Neil Simon.
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