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Beauty, comfort, and a vibe of breezy ease are axiomatic at Castelfalfi. Ditto flattering lighting and delectable food. At the whole-village resort, which sprawls over 2,700 acres and has 146 rooms, one main cobblestoned street leads down from the castle to a 13th-century church, a row of boutiques, gelaterias, and pizzerias, and the two hotel buildings. The older of the two—a repurposed 19th-century tobacco warehouse—sits opposite the 1980s-built low-slung main building, which has sublime valley views. This houses the Bar Ecrù & Lounge, one of four restaurants, as well as the indoor pool and spa. Along with outdoor pools and a Montessori children’s club,, there’s a woodland adventure center, a wine and olive oil tasting set-up, and isolated farmhouses operating as villas and apartments with pools. A key attraction is the activity program that offers over 40 experiences from archery, beekeeping, truffle hunting, falconry, and cookery to Pilates and yoga. Transformed by the Milan design company Caberon Caroppi, rooms are fragrant and understated, with a mix of textures—velvet, leather, marble—and a muted earthy palette, silky bed linen, and sculptural Paolo Castelli furnishings. Executive chef Davide De Simone ensures the partially farm-to-table menus include ingredients grown on the resort’s farms. From $700. —Adrianne Pielou
