Rosewood Castiglion del Bosco is one of the largest private estates in Tuscany, founded by Massimo and Chiara Ferragamo. Located within the UNESCO Natural and Cultural Park of the Val d’Orcia, this estate is ennobled by eight centuries of history. Surrounded by rolling wooded hills, extensive vineyards and farmland dotted with ancient farmhouses, offers its guests and members the chance to immerse themselves in the beauty of this authentic corner of Tuscany, in a setting of unparalleled elegance and refinement. Perched on the top of one of the highest hills of the estate, the Borgo is the main hub of activities at Castiglion del Bosco private gold club which is laid out by world-renowned British Open champion Tom Weiskopf.

Its historic stone buildings include the Medieval church of San Michele Arcangelo, with a spectacular 1345 altar fresco by Pietro Lorenzetti. 


In Montalcino, one of the finest countryside in Tuscany, in the heart of the UNESCO World Heritage Site of Val d’Orcia,  set within 5,000 acres and  800-year-old estate in Italy, just 90 kilometers from Florence and 45 kilometers from Siena. 


Housed within the buildings of the Borgo, the 23 suites exude harmony with antique furniture, genuine textiles and artisanal pieces, outfitted with fine furnishings in shades of the Tuscan countryside. 

Ten one-of-a-kind luxury villas created from restored 17th- and 18th-century farmhouses dot the Tuscan landscape and feature private heated pools. Terraces, pergolas and gardens frame the setting’s outstanding natural beauty. Rustic farmhouses converted to luxury villas with elegant interiors and bespoke furniture.


A variety of activities and excursions highlights different aspects of the region’s history, land and culture. Among the activities that help guests enter into the heart and soul of Tuscany:  the estate’s La Canonica Cooking School, landscape painting classes, truffle-hunting expeditions and visits to local events such as Siena’s world-famous Palio horse race. The estate also offers a wide range of other sporting facilities, including a state-of-the-art fitness center, wellness boot camp in the woods, tennis and bocce courts, yoga and pilates lessons, archery and miles of hiking, running and mountain bike trails.



Charlotte Travel Exclusives

  • Upgrade on arrival, subject to availability
  • Tuscan or American breakfast daily
  • $100 USD Equivalent Resort or Hotel credit, to be utilized during stay
  • For guests staying in Villa, 1 ready-to-eat dinner delivered in Villa on the arrival day
  • Early check-in/late check-out, subject to availability

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