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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This meticulously restored 120-year-old property blends pastoral charm with modern ease—think landscaped lawns, complimentary picnics, and an open invitation to borrow a beach cruiser or s’mores kit at sunset. The service is highly personalized, from curated local recommendations to in-room breakfast delivered daily. Perfectly situated on Main Street, The Roundtree is minutes from Amagansett’s top shops, restaurants, and the surf beyond.
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For those who delight in discovering boutique hotels worth coveting and returning to, this episode is a must-listen...As a guest, you are exposed to a mix of experiences, from art museums, chic boutiques to wellness offerings and the vibrant Hamptons culinary scene. All of this is enjoyed within a gorgeous setting—whether you’re staying in a barn room, cottage, or their exclusive beach house. It’s no surprise the hotel has earned accolades like Travel + Leisure’s World’s Best Award. It is clear why The Roundtree is a favorite stay. This home away from home is a true reflection of who Sylvia is—elegant, authentic, and humble. That spirit is reflected in every detail, especially in the hotel’s unparalleled service, always seeking new ways to delight each guest.
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Returning this summer—and a haute favorite—is the collaboration between the Baccarat Hotel New York and The Roundtree, Amagansett. Embark on a luxurious summer escape with the NYC + The Hamptons: City to Beach package, offered by Baccarat Hotel New York and The Roundtree, Amagansett, featuring two nights at each property with exclusive amenities like spa treatments, gourmet dining, and optional Flexjet Sikorsky S-76 helicopter transfers.
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For moody beach walks, stylish stays, and just the right touch of dramatic escapism, head to Montauk’s windswept coastline. Visit the historic Montauk Lighthouse Museum or grab a nostalgic bite at The Lobster Roll—aka LUNCH—a memorable backdrop featured throughout The Affair. For a quieter, more romantic retreat, book an intimate cottage at The Roundtree in Amagansett.
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