...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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The Roundtree, Amagansett has earned its reputation as a cherished escape for travelers and their four-legged companions. Set on a serene, secluded property, its charming cottages welcome pets with thoughtful touches-plush beds, water bowls and treats sure to spark a tail wag.
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Tucked within the Amagansett dunes and once the coastal escape of playwright Neil Simon, the Beach House is a 1960s Alfred Scheffer-designed residence, now reimagined by The Roundtree’s founder, with a deeply personal hand. From the outside, its cedar shingles, gabled rooflines, and sculpted landscaping evoke classic Hamptons vernacular - but within, exposed beams, a brick fireplace, and floor-to-ceiling sliding doors create a dialogue between past and present.
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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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Bronze Medal for Best Décor and Design in the Northeast Region
It list winner 2021
