The Roundtree, Amagansett
Uncover the charm of Amagansett at The Roundtree
Reserve this StayBoutique Hotel in Amagansett, NY
/The Roundtree, Amagansett
The Roundtree, Amagansett
11 Total Rooms
11 Room Types
4.9 (73 Reviews)
As you step onto the lush grounds of The Roundtree, Amagansett, the gentle rustle of leaves and the soft, salty breeze from the nearby Atlantic whisper a warm welcome. Nestled in the heart of one of the Hamptons' most picturesque villages, this luxurious retreat promises not just a stay, but a transformational experience.
Each guest room at The Roundtree is a sanctuary of calm, designed meticulously with your comfort in mind. The modern amenities, including air conditioning and flat-screen TVs, blend seamlessly with the cozy, inviting bedding, ensuring every night’s sleep is peacefully luxurious. The subtle decor complements the natural beauty that peeks through the windows, creating a harmonious balance that soothes the soul.
Step outside your room and into the enchanting garden, where time seems to stand still. The beautifully manicured lawns and vibrant flower beds invite you to unwind or enjoy a leisurely afternoon with a book in one hand and a glass of chilled wine in the other. As evening falls, the garden transforms with twinkling lights, setting a magical scene for a night under the stars. Gather your loved ones for a memorable BBQ, or simply revel in the quietude that envelops this charming outdoor space.
Venture out on one of the complimentary bikes provided by The Roundtree and pedal your way through the scenic village of Amagansett. Discover quaint boutiques, art galleries, and local eateries that capture the essence of this unique locale. Whether you’re seeking a serene beach day or an exploration of Montauk’s rugged coastline, your perfect adventure is just a ride away.
The Roundtree, Amagansett isn’t just about luxurious accommodations and idyllic surroundings; it’s about the feelings these spaces evoke. It’s about the moments of joy, the peaceful mornings, and the laughter-filled evenings. It’s about creating memories in a place where every detail is crafted to enhance your stay.
As you prepare to depart, with the sun casting golden hues over the village, you’ll carry with you not just photographs, but a canvas of experiences painted with the colors of Amagansett. The Roundtree isn’t just a place to stay—it’s a place that stays with you.
As you step onto the lush grounds of The Roundtree, Amagansett, the gentle rustle of leaves and the soft, salty breeze from the nearby Atlantic whisper a warm welcome. Nestled in the heart of one of the Hamptons' most picturesque villages, this luxurious retreat promises not just a stay, but a transformational experience.
Each guest room at The Roundtree is a sanctuary of calm, designed meticulously with your comfort in mind. The modern amenities, including air conditioning and flat-screen TVs, blend seamlessly with the cozy, inviting bedding, ensuring every night’s sleep is peacefully luxurious. The subtle decor complements the natural beauty that peeks through the windows, creating a harmonious balance that soothes the soul.
Step outside your room and into the enchanting garden, where time seems to stand still. The beautifully manicured lawns and vibrant flower beds invite you to unwind or enjoy a leisurely afternoon with a book in one hand and a glass of chilled wine in the other. As evening falls, the garden transforms with twinkling lights, setting a magical scene for a night under the stars. Gather your loved ones for a memorable BBQ, or simply revel in the quietude that envelops this charming outdoor space.
What we love about this stay
The Roundtree is the Hamptons at its most quietly self-assured — no scene, no posturing. Grab the complimentary bikes early and ride to Indian Wells Beach before ten, when it's still empty and the light is flat gold on the dunes. Back at the property, claim one of the garden nooks tucked behind the hydrangeas; by late afternoon the light filters through in a way that makes everything feel suspended. Evenings are best spent on the grounds — the BBQ setup is understated but genuinely good, and the ambient garden lighting after dark has a warmth that pulls people out of their rooms. Don't expect a full-service hotel here; this is a place that rewards self-sufficiency and quiet taste. Book summer weekends well in advance — the room count is tiny and regulars lock in early.
Explore our rooms & suites
Where you'll be staying
273 Main Street, PO box 799, Amagansett, NY, US
Hear it from other travelers
Guest
DEC 2025
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
DEC 2025
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
DEC 2025
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
DEC 2025
Exceptional
Guest
DEC 2025
Perfect stay in the Hamptons Fantastic service, beautiful rooms and grounds, perfect location. It is also dog friendly which was a huge plus.
What you need to know
4:00 PM
11:00 AM
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
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