Rosewood Castiglion del Bosco

Tuscany at its finest. Part of one of the oldest and best-preserved estates in the enchanting countryside, Rosewood Castiglion del Bosco exudes sophisticated Italian heritage and lifestyle. The breathtaking property offers 42 suites, 11 villas with private pools, two restaurants, a cooking school and The Spa.

Partake in a wine-tasting experience at the estate’s Brunello di Montalcino winery, or tee off at Italy’s only private members’ course — accessible to hotel guests. When you’ve decided that you’re ready to get up from the pool or leave your Tuscan estate, consider arranging a truffle hunting expedition. Or rent vespas and make the region your bitch. Hire a guide to show you around nearby medieval villages. Or choose to get blissfully lost. When has anyone said that losing yourself in Tuscany is a bad idea?

Nearest airport(s):

Grosseto (GRS), 60 minutes by car (private flights only)

Florence (FLR), 1 hour 40 minutes by car or 20 minutes by helicopter


  • Complimentary one category upgrade upon arrival, subject to availability (valid for Suites only)

  • €85 Spa credit, to be used during the stay (not combinable, not valid on room rate, no cash value, valid on Spa treatments only, not on Spa products)

  • Daily full breakfast for up to two people per bedroom available via in-room dining or in the restaurant

  • Early check-in/late check-out, subject to availability

  • Complimentary Wi-Fi

MilesAhead perks


We’re excited that Rosewood Castiglion del Bosco will for the first time be open through the fall and Festive periods. Normally the hotel is closed from November through March. We recommend a stay of at least 4-5 nights anytime spring through fall.

When to go