The Roundtree, Amagansett
There is a stretch of the South Fork where the energy shifts. The scene thins out, the hedgerows grow wilder, and the pace settles into something closer to the rhythm of the ocean itself. It is here, in the heart of Amagansett's village center, that The Roundtree, Amagansett stands as a study in thoughtful restraint. The property occupies a historic building reimagined with a clean, understated aesthetic that feels more like a well-edited private home than a traditional hotel. White clapboard, warm wood tones, and a careful attention to proportion give the interiors a sense of quiet permanence. Nothing here shouts. Everything here fits.
The room count is deliberately small, lending the experience an intimacy that larger properties simply cannot replicate. Guest rooms are designed with a pared-back sensibility, where quality materials and considered details do the work that ornament might elsewhere. Expect clean lines, soft natural palettes, plush bedding, and an overall composition that prioritizes comfort and calm over spectacle. Common spaces carry the same sensibility, offering places to settle in with a book or a coffee without the formality of a lobby. The scale of the property means that guests tend to feel less like visitors and more like temporary residents of the village itself.
Amagansett rewards that feeling of belonging. The village's Main Street is steps away, lined with independent shops, galleries, and the kind of local food establishments that locals guard jealously. The beaches here are among the most beautiful on the East End, with wide stretches of sand that feel untouched even at the height of summer. Farm stands punctuate the back roads, and the surrounding landscape carries a salt-air softness that distinguishes this corner of Long Island from its flashier neighbors to the west. The Roundtree places you at the center of all of it without inserting itself between you and the destination.
What lingers after a stay is the sense that nothing was overdone. The property operates with a confidence that comes from knowing exactly what it is and, more importantly, what it is not. There are no grand gestures here, no programming designed to fill your calendar. Instead, The Roundtree, Amagansett offers something rarer: the space and stillness to let a place as naturally compelling as Amagansett speak for itself. You arrive, you exhale, and the days arrange themselves around light, salt air, and the unhurried pleasure of a village that has always known how to keep its best qualities close.
There is a stretch of the South Fork where the energy shifts. The scene thins out, the hedgerows grow wilder, and the pace settles into something closer to the rhythm of the ocean itself. It is here, in the heart of Amagansett's village center, that The Roundtree, Amagansett stands as a study in thoughtful restraint. The property occupies a historic building reimagined with a clean, understated aesthetic that feels more like a well-edited private home than a traditional hotel. White clapboard, warm wood tones, and a careful attention to proportion give the interiors a sense of quiet permanence. Nothing here shouts. Everything here fits.
The room count is deliberately small, lending the experience an intimacy that larger properties simply cannot replicate. Guest rooms are designed with a pared-back sensibility, where quality materials and considered details do the work that ornament might elsewhere. Expect clean lines, soft natural palettes, plush bedding, and an overall composition that prioritizes comfort and calm over spectacle. Common spaces carry the same sensibility, offering places to settle in with a book or a coffee without the formality of a lobby. The scale of the property means that guests tend to feel less like visitors and more like temporary residents of the village itself.
Amagansett rewards that feeling of belonging. The village's Main Street is steps away, lined with independent shops, galleries, and the kind of local food establishments that locals guard jealously. The beaches here are among the most beautiful on the East End, with wide stretches of sand that feel untouched even at the height of summer. Farm stands punctuate the back roads, and the surrounding landscape carries a salt-air softness that distinguishes this corner of Long Island from its flashier neighbors to the west. The Roundtree places you at the center of all of it without inserting itself between you and the destination.
The Roundtree feels like someone's very considered idea of what the Hamptons should be — not the scene, not the spectacle, but the quieter version you always hoped existed. The rooms are deliberately restrained, soft neutrals and natural light doing most of the work, which tells you something about the confidence behind the design. It's a property that understands scale: small enough to feel personal, composed enough to feel intentional. The gardens are genuinely lovely — textured, intimate, the kind of outdoor space you actually linger in rather than photograph and leave. Grab one of the complimentary bikes and the whole of Amagansett opens up, but honestly, the pull to stay put is real. It's the kind of place that earns its return visits not through grandness but through a certain emotional accuracy — it simply feels right.
Member rates
The Roundtree, Amagansett in Amagansett, NY publishes distinct room types below. The public rate is the live cash price anyone can see. Journey publishes an entry-tier member rate for this stay — a catalog offer, not a personalized quote. Journey members get member-only rates and unique custom benefits at Alliance properties. Join on journey.com to unlock the published member rate, then check dates to book.
Catalog room types at this hotel. Choose dates below for the public rate and the published entry-tier member rate. Those dated totals are not a personalized quote.
Sleeps 6 · 1 × Super King · 2196 sq ft · regular
This spacious suite comes with 1 living room, 2 separate bedrooms and 2 bathrooms with a shower. The suite features a seating area, air conditioning and a safe deposit box. The unit has 3 beds.
Sleeps 3 · 2 × Pull-out Couch, Queen · 355 sq ft · regular
The spacious triple room provides air conditioning, a seating area and a safe deposit box. The unit offers 2 beds.
Sleeps 5 · 1 × Queen · 452 sq ft · regular
This air-conditioned suite features a seating area and a safe deposit box. The unit offers 3 beds.
Sleeps 3 · 1 × Pull-out Couch · 452 sq ft · regular
This air-conditioned suite includes 1 living room, 1 separate bedroom and 1 bathroom with a shower. The suite offers a seating area and a safe deposit box. The unit has 2 beds.
Sleeps 2 · 1 × Queen · 334 sq ft · regular
Air conditioning, a seating area and a safe deposit box are featured in this spacious double room. The unit offers 1 bed.
Sleeps 2 · 1 × Queen · 280 sq ft · regular
The suite offers air conditioning, a seating area and a safe deposit box. The unit has 1 bed.
Sleeps 3 · 1 × Pull-out Couch · 377 sq ft · regular
This air-conditioned suite consists of 1 living room, 1 separate bedroom and 1 bathroom with a shower. The suite provides a seating area and a safe deposit box. The unit offers 2 beds.
Sleeps 6 · 1 × Super King · 1001 sq ft · regular
This spacious suite consists of 1 living room, 3 separate bedrooms and 2 bathrooms with a shower. The suite provides air conditioning, a seating area and a safe deposit box. The unit offers 4 beds.
Sleeps 3 · 1 × Queen Bed, Pull-out Couch · 355 sq ft · regular
Weathered oak beams arc overhead like the ribs of a storied vessel, casting warm shadows across 350 square feet of countryside refinement. This converted barn suite wraps you in layered textures—Frette Italian linens against a memory foam queen bed, a cloud-weight down duvet, soft furnishings in the separate sitting area that invite long, unhurried afternoons. Through every window, garden greens shift with the light. Brew espresso as birdsong drifts in, then let the rainfall shower melt the evening into stillness. A stay that lingers well beyond departure.
Sleeps 2 · Queen Bed · 334 sq ft · regular
Weathered timber beams overhead catch the first pale glow of dawn, casting gentle shadows across Frette Italian linens that beckon you back beneath a cloud-soft down duvet. This 330-square-foot barn conversion at the Classic Room (Barn) distills rustic heritage into something quietly extraordinary — memory foam cradling you through unhurried sleep, espresso steaming beside rain-streaked windowpanes, and a rainfall shower that dissolves every trace of the outside world. Wrap yourself in a plush robe, explore the complimentary minibar, and surrender to a stillness that redefines rest.
Sleeps 3 · 1 × Queen Bed, Pull-out Couch · 334 sq ft · regular
Centuries settle into the stone walls around you, their cool texture a quiet counterpoint to the warmth of golden light spilling through ancient timber beams. This restored barn dwelling at the property enfolds you in 330 square feet of heritage reimagined—Frette Italian linens draping a memory foam queen, a complimentary minibar and espresso maker standing ready for every indulgence. After a cascading rainfall shower, wrap yourself in a plush robe and retreat to the sofa bed nook for an evening of stillness. Rustic soul, refined comfort—a stay that lingers well beyond the last morning.
Guest
Secluded and convenient hideout Amazing and comfortable place to stay while out east. My wife and I had a great stay. They were kind enough to allow our dog for a small fee and we felt like we had the entire property to ourselves. Would definitely come back in the future!
Guest
The place was wonderful. Friendly staff and very charming place. The one one bad thing was the beds. Time for upgrades. My wife couldn’t sleep due to the hardness of the mattress. Take way the lack of sleep she had the place was super nice. Dispite the bed we would for sure come back again and give this place another try.
Guest
Exceptional
Guest
Perfect Romantic Getaway We just spent two nights at round tree and it was an absolutely incredible experience from start to finish. The staff is so wonderful, attentive, and kind and truly made us feel welcomed and special. We were celebrating our ten year anniversary and upon checking in they provided us with an upgrade and a complimentary bottle of champagne. The room and the whole place felt luxurious, modern, and special without being too uppity which many places in the Hamptons can be. And the complimentary breakfast delivered to our door each morning was delicious. We can’t wait for our next trip back to the round tree.
Guest
Perfect stay in the Hamptons Fantastic service, beautiful rooms and grounds, perfect location. It is also dog friendly which was a huge plus.
4:00 PM
We understand that plans can change. The cancellation terms below describe the standard policy. Your specific booking’s eligibility for cancellation and refund is determined by the terms shown at the time of booking. **Standard Refundable Terms** For reservations that are marked as refundable: - Guests may cancel up to 48 hours before check-in to receive a full refund - Cancellations made less than 48 hours before check-in may be eligible for a partial refund No refunds are issued for: - No-shows - Cancellations made after check-in - Non-Refundable Reservations Some reservations may be marked as non-refundable. - For these bookings, cancellations or no-shows are not eligible for a refund, regardless of timing. **Refund Processing** Eligible refunds are processed to the original payment method and typically appear within 5–10 business days, depending on your payment provider.Reservation Changes Changes to reservations, including date modifications, are subject to availability and may incur additional charges and must be made up to 48 hours before check-in
11:00 AM
Allowed
Get notified when this stay runs special offers or becomes available during your preferred travel dates. We'll also connect you to the property so you can be eligible for insider rewards and premium experiences.
