The Roundtree Amagansett
Amagansett
Hotel in Amagansett, United States
Book with PearlThe Read
East End Lawn Retreat
Why go
The Roundtree Amagansett is the right call for a quieter Hamptons stay centered on Amagansett rather than resort-scale amenities. It suits business travelers who value calm, compact surroundings, credible boutique-hotel recognition over a big on-property scene. Cross-shop Gurney's Montauk Resort & Seawater Spa for fuller resort infrastructure or Topping Rose House for a Bridgehampton-leaning stay.
About The Roundtree Amagansett
Is The Roundtree Amagansett worth considering for an Amagansett stay? Yes, if the trip specifically calls for a hotel in Amagansett and the decision can be made on basics rather than a long list of services or amenities.
The Roundtree Amagansett is in Amagansett, has a casual dress code, carries recognition as a Small Luxury Hotels of the World Member (2025) and a Mr & Mrs Smith Seal of Approval (2026). Those credentials support treating it as a quality-led hotel option, but details on specific dining, meeting, spa, room-count, pricing, or service-format claims are not available.
An Amagansett hotel profile
For travelers comparing hotels, The Roundtree Amagansett is best evaluated as an Amagansett stay with luxury-hotel recognition. If you need a different kind of hotel experience, other options to compare include Gurney's Montauk Resort & Seawater Spa, Faraway Sag Harbor, Journey East Hampton, The Maidstone, Topping Rose House.
Key features are its Amagansett location and its listed affiliations. The Small Luxury Hotels of the World Member (2025) recognition and Mr & Mrs Smith Seal of Approval (2026) are useful quality markers, while the casual dress code suggests guests do not need to plan around a formal on-property dress requirement.
Who should choose it
Choose The Roundtree Amagansett if your plans point to Amagansett and you want a hotel with luxury recognition. Compare it with Gurney's Montauk Resort & Seawater Spa, Faraway Sag Harbor, Journey East Hampton, The Maidstone, or Topping Rose House if your priorities depend on a different location, a different hotel style, or services it does not offer.
Specific dining, meeting, spa, pricing, takeout, delivery, allergy, or room-format details are not available, so those should be checked directly before booking. For a broader scan before deciding, use Our full Amagansett hotels guide, then check nearby dining through Our full Amagansett restaurants guide. If the trip needs other local add-ons, Our full Amagansett bars guide, Our full Amagansett wineries guide, Our full Amagansett experiences guide are the useful next filters.
Planning details
- Location
- 273 Main St, Amagansett, NY 11930
- Website
- theroundtreehotels.com
- Phone
- +1 631-518-2515
The take
The Take
The Vibe
The Roundtree Amagansett reads like a carefully composed private compound rather than a sprawling resort. It foregrounds restrained, design-led interiors and generous outdoor grounds, privileging a residential scale over amenity excess. The property leans into the village context of Amagansett — quiet by design, with a Main Street sensibility — so the overall effect is calm and unforced. Sweeping lawns and sun loungers are arranged for genuine use, encouraging slow afternoons and low-key socializing. The hotel feels considered and modern without calling attention to itself, making the stay feel intimate and quietly luxurious.
Best For
This hotel is ideal for travelers seeking a low-key Hamptons experience centered on grounds and design rather than resort theatrics. Couples and small families appreciate the generous lawns and the relaxed pace, while design-minded travelers favor the property’s restraint and residential atmosphere. It works well for weekend escapes and longer stays when you want space to linger outdoors and a village base that’s calmer than neighboring Hamptons hubs. Guests who value tranquility, open lawn access and a curated, understated aesthetic will find the Roundtree especially fitting.
Stay Tips
Make the outdoors part of your plan: the property’s lawns and sun loungers are positioned for use, so schedule unstructured afternoons to take full advantage of those spaces. Pack casual, daytime clothing suitable for lounging on the grounds and strolling Main Street. The hotel emphasizes a design-led, residential approach rather than a full amenity stack, so expect a quieter, less programmed stay focused on place and pace. If you want a relaxed Hamptons rhythm, plan to arrive with time to settle into the grounds and let the day unfold.
Planning details
Location
Recognition and awards
Also consider
Also Consider
- Journey East Hampton, Notable alternative
- The Maidstone, Notable alternative
- Gurney's Montauk Resort & Seawater Spa, Notable alternative
- Faraway Sag Harbor, Notable alternative
- Topping Rose House, Notable alternative
Hotel context
How It Compares
The Roundtree, Amagansett is the pick for a quieter Amagansett stay where the room functions as a calm base rather than the whole trip. Compared with Journey East Hampton and The Maidstone, it is better suited to travelers who want less East Hampton energy and more local ease. Booking is listed as easy, so it also works well when plans are coming together without a long lead time.
Gurney's Montauk Resort & Seawater Spa is the stronger choice for a resort trip, especially when spa time, water-facing scale, or a fuller amenity set matters. The tradeoff is location and feel: choose The Roundtree Amagansett for a smaller, more contained stay; choose Gurney's when the hotel itself is meant to carry more of the itinerary.
Faraway Sag Harbor is the better cross-shop for guests who want Sag Harbor evenings, while Topping Rose House makes more sense for a Bridgehampton-centered plan. For value, the decision comes down to trip shape rather than a public price spread: Amagansett base and quiet lean The Roundtree; resort infrastructure leans Gurney's; village energy leans Faraway Sag Harbor.
Explore Amagansett
Around this place
Discover more on Pearl
Unlock the full The Roundtree Amagansett guide in Pearl, including awards, comparisons, FAQs, planning details, and nearby places.
Compare The Roundtree Amagansett
| Venue | Location | Awards |
|---|---|---|
| The Roundtree Amagansett | Amagansett | 2026 Vogue Best Hotels in the Hamptons2026 Mr & Mrs Smith Luxury Hotels2025 Michelin Selected HotelsSmall Luxury Hotels Member 2025 |
| Journey East Hampton | East Hampton | No published awards |
| The Maidstone | East Hampton | No published awards |
| Gurney's Montauk Resort & Seawater Spa | Montauk | No published awards |
| Faraway Sag Harbor | Sag Harbor | No published awards |
| Topping Rose House | Bridgehampton | 2026 Forbes Recommended2026 Vogue Best Hotels in the HamptonsStar Wine Lists 20262025 Forbes RecommendedSmall Luxury Hotels Member 2025 |
How The Roundtree Amagansett compares with similar nearby venues.
FAQ
Frequently Asked Questions
How does The Roundtree Amagansett compare to nearby hotels?
Choose The Roundtree Amagansett if you specifically want to stay in Amagansett and value hotel recognition. Its credentials include Small Luxury Hotels of the World Member (2025) and Mr & Mrs Smith Seal of Approval (2026). For a different hotel fit, compare it with Gurney's Montauk Resort & Seawater Spa, Faraway Sag Harbor, Journey East Hampton, The Maidstone, or Topping Rose House.
Do loyalty programs work at The Roundtree Amagansett?
The hotel carries recognition as a Small Luxury Hotels of the World Member and a Mr & Mrs Smith Seal of Approval, but specific details on a points program, earning structure, or redemption policy are not available. Check directly before booking if loyalty benefits are important.
How is the dining at The Roundtree Amagansett?
Details on cuisine type, chef name, menu format, service hours, or price range are not available for The Roundtree Amagansett. Treat it as a stay-first Amagansett hotel unless you confirm dining details directly. If dining is central to the trip, compare other dining in Amagansett and hotel options such as Topping Rose House.
How is the location of The Roundtree Amagansett?
Its location is Amagansett. That makes it relevant for guests whose plans are centered on Amagansett, while travelers considering other locations may also want to compare Gurney's Montauk Resort & Seawater Spa, Faraway Sag Harbor, Journey East Hampton, The Maidstone, or Topping Rose House.
Is The Roundtree Amagansett good for business travel?
It may be a fit if your business plans specifically require an Amagansett hotel, but details on meeting facilities, work amenities, or business services are not available. Its features include its Amagansett location, casual dress code, Small Luxury Hotels of the World Member (2025) recognition, Mr & Mrs Smith Seal of Approval (2026).
