July 15, 2025

The Roundtree Amagansett—Where Elegance Meets Ease

Hotel Snapshot

Some luxury hotels rely on name recognition, oceanfront views, or flashy design. The Roundtree in Amagansett offers none of that—and yet it felt like one of the most luxurious hotels I’ve ever stayed in.

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Book With Us for Perks

  • Credit of $50 or $100 per room
  • Breakfast for two daily
  • Room upgrade (subject to availability)
  • Early check-in, (subject to availability)
  • Late check out (subject to availability)
  • Benefits applicable to stays of 2 nights or more

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Design & Character

Tucked behind Main Street, the boutique property spans two manicured acres and feels like its own suspended pocket of time: calm, charming, and quietly exceptional. There’s no dramatic check-in here, just a warm smile, freshly baked cookies, and the sense that the person welcoming you already knows exactly who you are.

The Rooms

With just 14 rooms and suites—including five freestanding cottages and the private Beach House once owned by playwright Neil Simon—The Roundtree is intentionally small. I stayed in Cottage 5, which felt design-forward without trying too hard: Grown Alchemist products in the bathroom, a curated minibar stocked with local snacks and juices, cloud-soft bedding, and a Nespresso. Every touch was thoughtful, never performative, and the bed granted me one of the best nights of sleep I’ve had in years.

Food & Drink

Mornings begin with breakfast brought to your room or served beneath the garden trees: flaky croissants, ripe berries, fresh orange juice, and strong coffee. Il Buco al Mare, just two minutes away, doubles as the in-room dining partner and feels like an extension of the property. For a casual bite, Rosie’s is another great nearby option.

The Amenities

This is the kind of place that reminds you how much noise you’ve been tuning out. No oversized lobby, branded spa, or sceney restaurant—just hydrangeas, hammocks, cozy lawn couches, and Adirondack chairs around a bonfire that feels like it’s been there for decades. A restored century-old barn anchors the landscape, where string lights flicker overhead and couples, both familiar and famous, gather by the fire pit with a bottle of red and a tray of s’mores.

What makes it truly special is the service: quietly precise, never overbearing. An umbrella appears before it rains; turndown service happens while you stroll the beach. This, to me, is true luxury.

The Roundtree is family- and pet-friendly, yet it maintains a peacefulness that suits couples, solo travelers, or even company retreats, offering privacy and space without sacrificing warmth.

Location & Neighborhood

You might hop on one of the hotel’s beach cruisers, where they’ll pack you a tote, handle your chairs, and beach pass. Or instead, you can walk to lunch in town and do some shopping around at boutiques. Regardless of the choice, bicycles are lined up on the gravel for guests to take wherever their hearts desire. 

But truthfully, you don’t need to leave much. The Roundtree has mastered the art of giving guests just the right amount. Enough comfort, space, and stillness—to make everything else feel optional. 

The Final Word

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.

For those wanting to extend the experience, The Roundtree has partnered with Baccarat Hotel New York on a “City to Beach” package: two nights in Manhattan followed by two nights in Amagansett, with private Flexjet helicopter transfers available. It’s the best of both worlds, wrapped into one luxurious long weekend.

Fast Facts

Location: Amagansett, NY (The Hamptons) 

Rating: 4 stars 

The vibe: Quiet luxury with White Lotus energy. A peaceful hideaway where every detail is intentional and every moment feels curated. 

Food + Drink: Enjoy daily continental breakfast featuring pastries from Il Buco Café. In-room dining is provided by Il Buco al Mare, offering rustic Italian pastas, crudo, housemade focaccia, and oysters. Complimentary champagne and wine are available, along with local ice cream served during happy hour. 

Amenities: Complimentary bikes, hotel car for local trips, beach gear, curated selection of local snacks, and warm, personal service at every turn. 

Our Favourite Thing About the Hotel: The hospitality. You’re remembered, pampered, and effortlessly taken care of—cookies, ice cream, umbrellas, all ready before you ask. 

What’s Nearby? A short walk to Amagansett Square, The Row, Sabah, Rosie's, and the iconic Stephen Talkhouse. The beach is also minutes away. 

Any personal neighbourhood recs? It’s tempting to stay on property forever, but a night at Stephen Talkhouse after a slow dinner at Rosie’s or Il Buco is worth venturing out for. 

Rooms: 13 rooms, suites and cottages and one private Beach House four-bedroom home Pricing: $595 low season, $1,295 high season 

Closest Airport: East Hampton Airport or Islip Airport

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Exterior with bike in front of a cottage at The Roundtree
Exterior with bike in front of a cottage at The Roundtree
The Roundtree, Amagansett

Elijah Harlow

Elijah Harlow

Contributing Writer

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