The Suite
The Beach House, set among the Amagansett dunes, holds a distinct history: it was once the coastal retreat of playwright Neil Simon. This 1960s Alfred Scheffer design has since been thoughtfully reimagined by The Roundtree's founder, giving the residence a deeply personal feel.
From the street, the cedar shingles, gabled rooflines, and sculpted landscaping fit the classic Hamptons vernacular. Inside, the design shifts; exposed beams, a brick fireplace, and floor-to-ceiling sliding doors successfully bridge the original structure with modern updates. The open-plan living area connects directly to a sleek Vipp kitchen, finished with 'Jura marble' and bar seating—ideal for easy, long gatherings.
The three-bedroom main house is anchored by a primary suite that includes its own private outdoor sitting area. For larger groups or remote work, a separate guest cottage and a dedicated office, which includes a queen sleeper, provide necessary flexibility. The backyard is fully equipped with sun loungers, a hammock, an outdoor shower, and a patio featuring a grill and dining table. Crucially, private pathways ensure you are moments from the beach.
The Hotel
With just a handful of rooms, suites, and private cottages, The Roundtree, Amagansett reimagines the East End guesthouse experience. This meticulously restored 120-year-old property blends pastoral charm with modern ease—think landscaped lawns, complimentary picnics, and an open invitation to borrow a beach cruiser or s’mores kit at sunset. The service is highly personalized, from curated local recommendations to in-room breakfast delivered daily. Perfectly situated on Main Street, The Roundtree is minutes from Amagansett’s top shops, restaurants, and the surf beyond.
Amenities
-
Pet-friendly
-
Wellness specialist
-
Fitness classes








