The Roundtree Amagansett, a Small Luxury Hotel

Set just off Amagansett’s main drag, The Roundtree is a low-key Hamptons hideaway where luxury never feels performative. The grounds unfold like a private estate—lush lawns dotted with Adirondack chairs, flower beds, and the occasional firepit for s’mores as the sun goes down. Mornings begin with baskets of fresh pastries and fruit, best savored in the garden or under a shady tree. Rooms are immaculate, understated, and stocked with thoughtful touches: Frette linens, Grown Alchemist toiletries, even a fridge loaded with curated snacks. The staff sets the gold standard for hospitality—discreet but fiercely attentive, whether arranging impossible dinner reservations, ferrying guests to the wind-swept beach, or organizing lemonade stands for children. Locals treat it as an anchor for family milestones and celebrations, while out-of-towners find it a restorative base for East End adventures. The Roundtree quietly bridges city and country sensibilities, offering both cosmopolitan polish and small-town warmth in a setting that feels more like coming home than checking in.