Rosewood Castiglion del Bosco
Montalcino, Tuscany, Italy
Set on a 900-year-old estate amid Tuscany's rolling hills and vineyards, this resort offers an authentic Italian experience within the UNESCO-listed Val d'Orcia. Wine enthusiasts, golfers seeking exclusive play and families looking for bespoke villa stays will particularly enjoy this destination.
Rooms and suites
Spaces showcase Tuscan character alongside contemporary comforts. The 42 suites feature exposed wooden beams, antique furnishings and local textiles, ranging from Junior Suites to the two-bedroom Casa del Vescovo with private terraces and views of the Val d’Orcia. Ideal for couples or small families seeking an intimate stay.
For guests traveling with children or larger groups, the 11 luxury villas are restored 17th- and 18th-century farmhouses. Each villa offers a fully equipped kitchen, heated infinity pool and garden, with unique features like private tennis courts or home theaters. Villa guests have use of a 7-seat Land Rover Defender to explore the estate and surroundings.
Amenities and experiences
Michelin-starred restaurants featuring dishes with organic garden produce; hands-on cooking classes at La Canonica Cooking School.
Tours and tastings at the estate's Brunello di Montalcino winery.
Spa treatments with traditional Tuscan products, heated infinity pool overlooking the valley, fitness center, tennis and bocce courts.
Biking and hiking trails, exclusive access to a private golf course designed by Tom Weiskopf.
Rosewood Explorers offers activities for young guests.
Private dining, barbecues, and cooking classes available in villas.
Pet-friendly accommodations with special amenities, Tesla charging stations.
Personalized activities and excursions like truffle hunting and cultural tours arranged by the concierge.
How to get here
Set in the Tuscan countryside, the resort is about a two-hour drive from Florence Airport (FLR) and under three hours from Rome Fiumicino Airport (FCO). Private flights can use Ampugnano Airport in Siena, roughly an hour’s drive away. The resort offers private car transfers, luxury car rentals and features a helipad for helicopter arrivals.
