Rosewood Castiglion del Bosco: 800 Years of Tuscan Heritage and Elegance

Nestled in the heart of Tuscany’s Val d’Orcia, Rosewood Castiglion del Bosco invites travelers into a world where 800 years of history meet the refined comforts of modern luxury. As part of the globally celebrated Rosewood Hotels & Resorts, the estate is a gateway to authentic Italian culture, exquisite gastronomy, and serene landscapes that tell a story as rich as the wines it produces.

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A Tuscan Estate Steeped in History and Nature

Set within one of Tuscany’s oldest and most preserved estates, Rosewood Castiglion del Bosco captures the essence of the region’s rolling vineyards, cypress-lined roads, and medieval charm. The estate is home to restored villas and suites that embody rustic elegance, offering guests both privacy and an immersive connection to the surrounding countryside.

From the medieval borgo to panoramic views of the Val d’Orcia Hills, each corner of the property reflects its storied past. Here, mornings begin with golden sunlight spilling over vineyards, and evenings unfold under skies dusted with stars, accompanied by the distant chime of church bells.

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Exceptional Culinary and Wine Journeys

Dining that celebrates the soul of Tuscany

Rosewood Castiglion del Bosco’s dining experiences embrace the deep roots of Italian culinary tradition. Guests can savor Michelin-starred creations at Ristorante Campo del Drago, where every dish is inspired by the flavors of the region, or enjoy rustic Tuscan fare at Osteria La Canonica, nestled in the estate’s medieval heart.

For those seeking an intimate experience, villa dining brings the essence of Tuscany to your private terrace. Poolside lunches are infused with fresh, simple ingredients from the estate’s organic garden, while La Canonica Cooking School offers hands-on lessons to master Italian recipes.

• Michelin-starred gastronomy with breathtaking vineyard views
• Authentic Tuscan trattoria for timeless regional dishes
• Private dining experiences tailored to personal taste

A winery rooted in tradition

The estate is also home to one of the historic producers of Brunello di Montalcino, inviting guests to explore the vineyards, taste world-class wines, and learn the art of winemaking. Whether sipping a vintage in the cellar or enjoying a picnic amidst the vines, the experience is both indulgent and deeply authentic.

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Exclusive Leisure and Wellness Experiences

Italy’s only private golf club

For enthusiasts, The Club at Castiglion del Bosco offers the rare opportunity to play at Italy’s only private golf course. Designed to harmonize with the natural contours of the Tuscan Hills, it provides a challenging yet serene setting for the sport.

Immersive ways to explore Tuscany

Beyond the resort’s gates, curated adventures await — from cycling through scenic countryside roads to uncovering the secrets of Siena on exclusive guided tours. Guests can embrace the slower rhythms of Tuscan life while indulging in curated, once-in-a-lifetime moments.

• Vineyard picnics with panoramic views
• Cycling tours through historic landscapes
• Cultural excursions to medieval towns

Serenity at the spa

The Spa at Rosewood Castiglion del Bosco blends earth tones, natural light, and fragrant botanicals to create a sanctuary for mind and body. Treatments draw from local traditions and ingredients, offering rejuvenation that feels both luxurious and grounding.

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Your Invitation to Tuscany’s Timeless Elegance

Rosewood Castiglion del Bosco is more than a destination — it is an embrace of Tuscany’s soul. Between its 800-year-old heritage, exquisite dining, exclusive wine experiences, and serene wellness offerings, it stands as a rare retreat for those seeking depth, beauty, and authenticity.

Here, every moment becomes part of your own Tuscan story, whether it’s a sunrise over the hills, a glass of Brunello shared at sunset, or the gentle quiet of the countryside at night.

Looking for other luxurious experience? See more of VIP hospitality here.