If there’s a summer road trip that reigns supreme for New Yorkers seeking an escape, it’s The Hamptons. While popularity often equates to overcrowding, there’s a way to experience Long Island’s beloved shore towns while avoiding the crowds. The answer to a peaceful stay during high season is The Roundtree, Amagansett—a Small Luxury Hotel. We’re talking wind chimes, hammocks, and butterflies circling the flower-filled landscape. This hotel is a tucked-away oasis and an immediate stress reliever.
The hotel, much like most of Amagansett, has a rich historical past. The hamlet was founded in the 1600s as farmland, and many of the family homes and barns have remained intact for centuries. One such barn is now home to the eight suites of The Roundtree. It was this 100-year-old structure, along with two acres of sprawling farmland, that offered the warmth Sylvia Wong—the founder of The Roundtree—was seeking.
Location
Amagansett is a small hamlet in the town of East Hampton, which makes its location ideal. It’s a tight-knit community of roughly a thousand people who enjoy beach life without needing to be at the center of the action. You’re just a short drive from iconic East Hampton and Montauk national parks, museums, and restaurants. But when it’s time to hit the hay (we’ll allow the cliché in this context), you can find respite on the quieter side of town.
Accommodation
The Roundtree is located in the heart of Amagansett. A stroll down the town’s Main Street leads to its entrance. If not for the sign out front, you might mistake the two-story main house for one of the nearby residential properties. A pebbled walkway leads to the front porch, and further down the bamboo-lined path, you’ll find a stretch of charming cottages and a great lawn filled with every type of lounge setup imaginable.
The Lawn
Whether it’s a grand dining table for an outdoor, family-style meal, a cabana, an outdoor sofa, a hammock, or traditional seating around the fire pit—this lawn has it all. The layout is scattered throughout the property to create private nooks, making you feel like you’re in your own backyard. It’s just an upgraded version—with cornhole, ping pong, badminton, and foosball at your disposal.
The Rooms
The property can accommodate up to 40 guests at a time, so even at full capacity, there’s never a need to wait for privacy. In fact, guest run-ins are rare and low-pressure, as everyone respects the quiet nature of the hotel. You can choose between a barn room, a suite, or a standalone cottage with up to three bedrooms. Some accommodations feature cathedral ceilings, while others include wood-burning fireplaces and private garden spaces.
For those looking to go all in, The Beach House is a five-minute drive from the main property. It has three bedrooms, is a short walk from the beach, and was once owned by Tony Award-winning playwright Neil Simon.
If you’re seeking a sense of solace, The Roundtree offers that laid-back summer-home feeling—without the commitment of buying into Hamptons real estate. The hotel’s unpretentious, local charm is evident in the friendly wave from a fellow guest on the way to the beach and carries through to the rooms, where you’ll find photography of local spots and complimentary snacks from nearby bakeries, restocked daily in your mini-fridge.
All stays include Matouk Terry & Frette linens, Grown Alchemist organic bath products, a television, and a pillow menu. But it’s the little touches that make this barnyard-chic space truly luxurious: a bottle of rosé chilled and waiting upon arrival, a fresh bouquet of flowers, a handwritten note, and turndown service (a rarity in New York City hotels these days).
Food & Drink
While there are no restaurants on the property, there’s a whole smorgasbord of complimentary treats available throughout your stay. Expect freshly baked cookies at reception every afternoon and a complimentary continental breakfast featuring warm scones, blueberry muffins, parfaits, and freshly squeezed orange juice. You can enjoy it in the garden or have it delivered to your room. For a sugar rush—possibly more intense than any you had as a kid (because now, there’s no one to say no)—you can roast s’mores by the bonfire or order a late-night ice cream sundae.
FAQs
Q: Is the hotel family-friendly?
A: Yes, all ages are welcome. Board games and sand toys are available upon request.
Q: Will I need to purchase a beach pass to access nearby beaches?
A: No, a beach pass is provided for private beach access.
Q: Should I pack amenities for the beach?
A: The Roundtree offers bikes or a car service to the beach, along with beach gear and packed refreshments upon request.
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