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Rosewood Castiglion Del Bosco is the only Italian property of the Rosewood brand. Located on a stunning 4,500-acre Tuscan estate just 30 minutes from Siena, this luxurious retreat encompasses a village and a network of farms, all blending opulence with the Ferragamo legacy.
If you need a reason to visit this breathtaking region of Italy, here are seven great ones:
**The Vendemmia, or Grape Harvest**
Castiglion del Bosco is renowned for its historic winery and is the fifth-largest producer of Brunello di Montalcino, grown on 51 hectares of vineyards. The on-site winery hosts various wine-making and tasting seminars, and the annual harvest festival in October is a highlight. You can join one of two Fall Harvest Experiences to dive into the estate’s rich wine-making traditions, from vine to barrel, and enjoy wine-tasting and pairing sessions.
**Truffle Hunting**
Truffles are a prized ingredient in Italian cuisine, especially in the fall. You can participate in a memorable truffle hunt with local experts and their trained dogs. During the last three weekends of November, visit the La Sagra del Tartufo Bianco (White Truffle Fair) in San Miniato to explore an array of truffles and truffle products, along with wine, pecorino, salami, olive oil, and more.
**Olive Oil Harvest**
Autumn is a magical time in Tuscany, and the Olive Oil Harvest is a must-see. Learn how to pick olives, taste authentic Tuscan extra-virgin olive oil, and discover its secrets at Rosewood Castiglion del Bosco. The resort also offers a guided tour of a local olive mill in Val d’Orcia, followed by an olive oil tasting.
**Feast of the Thrush**
The Sagra del Tordo (Feast of the Thrush) festival occurs on the last weekend of October in Montalcino. This public event features drum parades and archery contests on Saturday, and a popular feast inside the castle walls all day Sunday.
**Mushrooms and Chestnuts**
Chestnuts have been a staple in Tuscany for centuries, and many villages celebrate fall with special dishes and festivals. Visit Vivo d’Orcia for the annual Sagra del Fungo e della Castagna (Mushroom and Chestnut Festival) held on the second and third weekends of October, offering a variety of porcini mushrooms and chestnuts.
**Golf**
The cooler fall weather is perfect for golfing in Tuscany. Rosewood Castiglion del Bosco boasts a beautiful 18-hole golf course, the only private club in Italy, designed by the legendary Tom Weiskopf.
**Learn to Cook**
At La Canonica Cooking School, guests can take classes using fresh, seasonal ingredients from the on-property garden to prepare traditional Tuscan dishes like pasta and pizza. The school also offers vegetarian classes, vegetable gardening, and tips on preparing meals a day in advance to focus on hosting guests the following day.