With nearly 4,500 acres to explore, Castiglion del Bosco, set on a verdant estate in beautiful Val d'Orcia in Tuscany, feels more like a stylish Italian village than a standard hotel, embracing a church, winery, cookery school, golf course and spa. No surprise then, that this gorgeous resort is owned by the son of shoe designer Salvatore Ferragamo, with chic leather detailing to match. Of the 23 luxe rooms, the Terrace Suites are bestsellers, thanks to vast terraces and poised styling. Castiglion's two restaurants make smart use of seasonal produce from the hotel's organic orto (kitchen garden), and foodie activities include truffle-hunting with a local expert and his dogs. Even the Care Suite Spa takes its cue from the seasons, rotating treatments in line with garden offerings.