Rosewood Castiglion del Bosco Experiences

Tuscan wine and cuisine, cultural gems to explore, nature walks and biking, off-the-beaten-track itineraries: explore the best of Tuscany with us.

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All excursions at Rosewood Castiglion del Bosco have never been more memorable or luxurious, and we are ready to create a unique and personal experience.

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Aerial view of a winery with a villa at the center.

Castiglion del Bosco Winery

Enjoy wine-tasting experiences and tours at the historic Castiglion del Bosco Winery and its Brunello di Montalcino vineyards, along with a stay at a Rosewood Hotel.

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Golf

Tee off at The Club at Castiglion del Bosco, Tuscany, Italy’s only private golf club - reserved exclusively for Members and Resident Guests of Rosewood Castiglion del Bosco.

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Food & Wine

Tuscany, the land of wine and culinary traditions. Discover our experiences across farms and vineyards and delight yourself with the excellent gastronomy of the region.

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History, Arts & Crafts

Dotted by dozens of ancient villages, Val d'Orcia has thousand of stories to tell. Movie scenarios, medieval towers and much more to explore.

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Fitness & Outdoor

What's bettere than outdoor activities immersed in a UNESCO World Heritage site? Hiking through a centuries-old road, exciting activities admist unspoiled nature or exhilarating driving experience to discover the countryside from a different point of view.

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The Spa at Rosewood Castiglion del Bosco

Enjoy exclusive access to a luxurious full-service spa, state-of-the-art fitness facilities and expert guidance for physical and mental rejuvenation.

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La Canonica Cooking School

Hands-on cooking lessons present guests with the opportunity to learn authentic Italian and Tuscan recipes, from fresh pasta to pizza.

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Discover Castiglion del Bosco

Festive Season in Tuscany

Get the festive spirits flowing surrounded by the magical atmosphere of our borgo from November 27, 2025 to January 7, 2026.

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Tenuta Prima Pietra

Visit the highest vineyard along the Tuscan Coast.

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Painting Classes

Capture the stunning natural surroundings of Rosewood Castiglion del Bosco and learn the different painting techniques.

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Tuscany’s Twin Peaks: Truffles & Brunello

Enjoy a beautiful truffle hunting in the countryside followed by a special wine tasting with Brunello di Montalcino.

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