The Roundtree, Amagansett

The Roundtree, Amagansett

Down a gravel drive in downtown Amagansett, past a hundred-year-old barn reimagined into rooms, The Roundtree spreads its fifteen rooms across three distinct structures: the restored barn, a scatter of cottages, and a two-story main house with its own living room and kitchen. That range matters here, because a couple wanting a quiet queen room and a family renting a multi-bedroom cottage can both stay on the same property without crossing paths at breakfast. Small Luxury Hotels of the World counts it among its portfolio, itself a marker of scale rather than size: two floors only, a garden and outdoor furniture standing in for a grand lobby. Guests walk to Amagansett Square for coffee, or toward Amelia Cottage Museum and the trails leading to Mashomack Nature Preserve; the beach sits next to the property, with beach towels supplied. Inside, there's a library, a picnic area, a barbecue grill, a spa, and a playroom that gives children something to do while adults linger elsewhere on the property. A business center and conference hall handle the odd work trip, though nobody comes here for that. Pets travel along for a nightly fee, check-in runs from four in the afternoon, checkout by eleven, and staff at the desk speak more than one language. This suits travelers who want a residential feel over a hotel one, content with a library and a garden instead of a pool bar; it will frustrate anyone chasing nightlife or ocean-view towers. What The Roundtree has that its Hamptons rivals mostly don't is that split across three kinds of buildings on one small property, so no two stays here look quite alike. Fifteen rooms split between a converted barn, cottages, and a two-story main house sit near Amagansett Square, with the beach next door. Small Luxury Hotels of the World lists it, pets and playrooms are welcome, but there's no pool bar or high-rise view to chase.