The Roundtree Amagansett
Two acres of former farmland, 21 architect-designed cottages. The quiet luxury option in the loud Hamptons.
Twenty-one architect-designed cottages on two acres of former Amagansett farmland, arranged around a central pool and a low main building. The Roundtree is the quiet luxury answer to the Hamptons hotel question — no harbor scene, no club energy, no restaurant doing 200 covers on Saturday. Just cottages with private outdoor space, lime-washed oak interiors, and rates that climb past $700 in season.
It's owner-operated under a small Roundtree Hotels group (two properties total). The Hamptons location is the original.
The setting
Amagansett is the second-to-last town on the South Fork — past East Hampton, before Montauk. Less ostentatious than East Hampton's Main Street, less full-on than Montauk in summer. The Roundtree sits between the village center and the ocean, on a residential road, walkable to Main but not on it.
Indian Wells Beach is about a mile south. Amagansett Square — the Jack's Stir Brew, the bookstore, the IGA — is a short walk or a quicker bike ride. The drive from Manhattan is the standard South Fork three to four hours, longer on summer Fridays.
The building
A new build, but one that reads as agricultural — single-story cottages clad in cedar and oak, with concrete floors, full-height glass, and the kind of pared-down material palette that looks effortless and isn't. The architect work is the actual sell here. Interiors lean toward Belgian-modernist restraint: lime-washed oak, linen, plaster, almost no color.
The main building is small — a check-in, a breakfast room, a small lounge — and that's deliberate. The cottages are the property.
The rooms
Twenty-one cottages, not hotel rooms. Each has its own outdoor space — a deck, a patio, or a private garden — and the layout means you don't share a wall with another guest. Beds are deep, the bathroom finishes are residential-spec rather than hotel-issue, and the closets work like real closets. No televisions in many of the rooms, by design.
Food & drink
A continental breakfast comes with the stay, but there's no full restaurant. That's part of the positioning — the Hamptons has plenty of places to eat, and Roundtree is built for couples who want to leave the property for dinner rather than have a 9 p.m. service downstairs. They'll book your reservations.
On the property
A small property, deliberately under-programmed.
- Heated pool, central courtyard
- Continental breakfast included
- Bicycles for Main Street and the beach
- Concierge for Surf Lodge, Topping Rose, and the rest
- Open seasonally — closed in deep winter
Who it's for
- Couples who want a private cottage, not a hotel room
- Architects on weekends
- Repeat Hampton visitors who've moved past the scene-y options
- Anyone who'd rather have a deck than a lobby
Who it's not for
- Travelers who want a restaurant and bar on-property
- Groups looking for a buyout — the cottage layout doesn't favor it
- Families who need a kids' program or a beach club tie-in
Nearby
Amagansett Square — Jack's Stir Brew, Bookhampton, the IGA. Lunch (the lobster-roll spot) on 27. Indian Wells Beach for swimming. Sag Harbor twenty minutes west for dinner at Lulu Kitchen or American Hotel. Montauk twenty minutes east — the Lighthouse, Surf Lodge, Gosman's Dock. Topping Rose in Bridgehampton for a Tom Colicchio dinner. The Parrish Art Museum in Water Mill.
