Rosewood Castiglion del Bosco

Charming accommodations feature Florentine décor, four-poster beds, antiques, and local textiles. Villas are set in restored 17th- and 18th-century farmhouses with antique furnishings and feature fully equipped kitchens, terraces, private heated pools, gardens, and pergolas. Select villas offer private tennis courts.

Award-winning Ristorante Campo del Drago serves sophisticated classic Italian cuisine made with fresh ingredients from the kitchen’s garden. Romantic La Osteria Canonica offers Tuscan trattoria-style fare and pizza prepared in a wood-fired oven. Alfresco dining on the terrace offers stunning views of Val d’Orcia. Stop by Lobby Bar for a nightcap.

Take a swim in the saltwater infinity pool with breathtaking views of Montalcino. The Spa at Rosewood Castiglion del Bosco is situated in the former wine cellar of the original estate. Experience the soothing essence of Tuscany as warm, herb-infused pouches glide over your body, releasing healing aromas and melting away tension in the Tuscan Herbal Ritual.

Tour the resort’s on-site winery. In September, take part in the annual harvest, learning to pick the Sangiovese grapes. Play a round at the resort’s private 18-hole golf course. Learn Tuscan culinary arts at the La Canonica Cooking School. Go truffle hunting. Hike or bike the surrounding countryside.