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Updated: May 2

Nestled amidst the sun-kissed hills of Montalcino in Tuscany, the Rosewood Hotel Castiglion del Bosco beckons travelers seeking an unparalleled experience of luxury and tranquility. As we embarked on our journey to this enchanting retreat, anticipation mingled with excitement, promising a sojourn filled with unforgettable moments.

Arrival and First Impressions

Upon arrival, we were immediately struck by the timeless beauty of the estate. The winding driveway led us through verdant landscapes adorned with ancient olive groves and vineyards, setting the stage for our Tuscan adventure. The architecture of the main building exuded rustic elegance, seamlessly blending traditional charm with modern sophistication.

Accommodations Fit for Royalty

Stepping into our rooms, we were enveloped in an aura of refined comfort and luxury. Each meticulously designed space boasted exquisite furnishings, plush bedding, and panoramic views of the rolling hills of Montalcino. Whether lounging in the spacious living areas or unwinding on our private terraces, every moment was imbued with a sense of serenity and indulgence.

Culinary Delights and Gastronomic Journeys

Our culinary journey began at the estate's renowned restaurant, where Michelin-starred chefs curated a symphony of flavors using locally sourced ingredients from Montalcino and the surrounding area. From delectable Tuscan specialties to innovative gastronomic creations, each dish was a testament to the region's rich culinary heritage. As we savored every bite, accompanied by the estate's finest wines, we were transported on a sensory voyage through the heart of Montalcino.

Nestled within the picturesque landscape of Montalcino, Rosewood Castiglion del Bosco is not just a luxury retreat but also a haven for wine enthusiasts. The estate boasts its own renowned winery, offering guests the opportunity to embark on a journey of wine exploration and discovery. Visitors can indulge in wine tastings, guided tours of the vineyards, and cellar visits, where they can witness the meticulous winemaking process firsthand. For those seeking a more personalized experience, the estate's spectacular wine cellar features private cabinets where members can store their prized wine collections, ensuring that every bottle is kept in optimal conditions. Whether you're a novice or a connoisseur, the winery at Rosewood Castiglion del Bosco promises an unforgettable experience, celebrating the rich heritage and craftsmanship of Tuscan winemaking.

Golfing in Paradise

For golf enthusiasts, the private course at Castiglion del Bosco offered a sanctuary of tranquility amidst breathtaking natural beauty. Winding fairways and challenging greens provided the perfect backdrop for a leisurely day on the links, while sweeping vistas of the Montalcino countryside offered moments of pure serenity.

During our stay at Rosewood Castiglion del Bosco, we had the privilege of experiencing the estate's private golf course firsthand. As the sole players on the course, we were able to fully immerse ourselves in the tranquility and beauty of the Tuscan countryside, surrounded by sweeping vineyards and ancient olive groves. With each swing of the club, we savored the breathtaking vistas and lush landscapes that characterize this idyllic corner of Italy, creating unforgettable memories that will last a lifetime. Whether you're an avid golfer or simply seeking a moment of relaxation amidst nature's splendor, a round of golf at Rosewood Castiglion del Bosco promises to be an unforgettable highlight of your stay.

Exploring Montalcino's Treasures

Beyond the confines of the estate, the enchanting region of Montalcino beckoned with a myriad of cultural and gastronomic treasures. From historic landmarks to charming hilltop villages, each discovery revealed a new facet of this storied land. Whether wandering through ancient cobblestone streets or sampling local delicacies at bustling markets in Montalcino, every moment was infused with the timeless allure of the region.

Exploring Montalcino's Treasures wouldn't be complete without diving into the world of Brunello, the region's most revered and acclaimed wine. Made exclusively from Sangiovese grapes grown in the Montalcino area, Brunello di Montalcino is renowned for its rich flavors, complex aromas, and exceptional aging potential. Visitors to Rosewood Castiglion del Bosco have the unique opportunity to explore the essence of Brunello through guided tastings and tours of the estate's vineyards and winemaking facilities. Discover the meticulous craftsmanship and dedication that go into producing this celebrated wine, and savor the distinct characteristics of Brunello as you immerse yourself in the beauty and heritage of Montalcino. From its rolling vineyards to its historic cellars, Montalcino offers a sensory journey unlike any other, inviting guests to experience the magic of Brunello firsthand.

Additionally, guests at Rosewood Castiglion del Bosco can indulge in the exquisite experience of wine and cheese pairing, a delightful exploration of flavor and texture that perfectly complements the estate's exceptional wines. Guided by knowledgeable sommeliers, visitors can discover the art of pairing Brunello and other fine wines with a curated selection of artisanal cheeses sourced from local producers. From creamy pecorino to aged Parmigiano-Reggiano, each cheese is carefully selected to enhance the nuances of the wine, creating harmonious combinations that tantalize the palate. Whether enjoyed as a prelude to dinner or as a leisurely afternoon treat, the wine and cheese pairing experience at Rosewood Castiglion del Bosco promises to elevate your culinary journey and deepen your appreciation for the rich gastronomic traditions of Tuscany.

A Sojourn to Remember

As we bid farewell to Rosewood Hotel Castiglion del Bosco, we carried with us memories that would linger for a lifetime. From the tranquil beauty of the estate to the vibrant tapestry of Montalcino's culture, our journey had been nothing short of extraordinary. In the embrace of this timeless land, we found not only luxury and indulgence but also a profound connection to the heart and soul of Montalcino.


  • Site highlights: Nestled amidst the rolling hills of Tuscany, Rosewood Hotel Castiglion del Bosco boasts breathtaking views of the countryside, pristine gardens, and a tranquil infinity pool overlooking the vineyards. The hotel features a charming blend of rustic Tuscan architecture and modern luxury, with elegant interiors and spacious outdoor terraces.

  • Location: Located in the heart of the UNESCO-protected Val d'Orcia, the hotel offers a peaceful retreat away from the hustle and bustle of city life. It's an ideal base for exploring local landmarks such as Montalcino and Pienza, as well as nearby wineries for tastings.

  • Accommodations

  • Rooms Design/Comfort: The rooms and suites at Rosewood Hotel Castiglion del Bosco are elegantly designed, offering spacious layouts, luxurious amenities, and breathtaking views of the surrounding countryside.

  • Pricing: Prices range from moderate to high, reflecting the hotel's luxurious offerings and exclusive location.

  • Best Rooms: All rooms offer a high level of comfort and luxury, but for the ultimate indulgence, opt for a suite with a private terrace or garden.

  • On-Site Dining: The hotel boasts several dining options, including the Michelin-starred "Il Borgo," where guests can enjoy gourmet Tuscan cuisine made with locally sourced ingredients.

  • Breakfast: Breakfast at Rosewood Hotel Castiglion del Bosco is a feast for the senses, with a delicious selection of pastries, fresh fruits, and regional specialties served each morning.

  • Amenities: The hotel offers a range of amenities, including a spa, fitness center, tennis courts, and a championship golf course.

  • Service level: The service at Rosewood Hotel Castiglion del Bosco is impeccable, with attentive staff catering to guests' every need with warmth and professionalism.


  • Transport to and from location: Guests can arrange for private transfers or rental cars to reach the hotel from nearby airports or train stations.

  • Private/Secure Parking: The hotel offers secure parking facilities for guests arriving by car.

  • Directions to Lodging: Google Maps Directions

  • Driving Restrictions in Neighborhood: Guests should be aware of narrow roads and limited parking in some areas of the Val d'Orcia region.


  • Weather Average per Season: Tuscany enjoys a Mediterranean climate, with warm summers and mild winters. The best time to visit is during the spring and fall when temperatures are comfortable and the countryside is in bloom.

  • Ocean Water Temperature: N/A (as Tuscany is inland)

  • Tourist High/Low Season: High season typically runs from June to August, while the low season is from November to March. However, the region sees tourists year-round due to its popularity.

  • Harvest Season: The wine harvest season typically occurs in September and October, offering visitors the chance to experience the grape harvest and winemaking process firsthand.


  • Wineries must-visit: Nearby wineries such as Banfi, Castello Banfi, and Il Poggione offer excellent wine tasting experiences and tours of their vineyards and cellars.

  • Wine Tasting Room: Some wineries may have tasting rooms on-site, providing guests with the opportunity to sample a variety of Tuscan wines.


  • Gastronomic Restaurants: Besides the hotel's own Michelin-starred restaurant guests can venture into nearby Montalcino and Pienza to discover gastronomic gems like Il Leccio in Montalcino or La Terrazza del Chiostro in Pienza, where Michelin-starred chefs craft exquisite Tuscan cuisine.

  • Best Local Restaurants Preferred by Locals: For an authentic taste of Tuscan tradition, locals often flock to trattorias and osterias nestled in the charming streets of Montalcino and Pienza. Places like Osteria al Vecchio Forno in Montalcino and Trattoria Fiorella in Pienza offer hearty dishes bursting with local flavors and ingredients.

  • Local Authentic Cuisines: Tuscan cuisine celebrates simplicity and quality ingredients. From hearty ribollita soups to savory pici pasta, visitors can savor the essence of Tuscany in every bite, with olive oil, pecorino cheese, and seasonal vegetables sourced from the surrounding Val d'Orcia countryside.


  • Must-Do for Foodie in the Region: No visit to the Val d'Orcia region would be complete without exploring the vibrant food markets in nearby towns like Montalcino and Pienza. Here, visitors can immerse themselves in the sensory delights of Tuscan gastronomy, sampling an array of local delicacies from pecorino cheese to artisanal salumi.

  • Local Artisans: Delve into the rich artisanal heritage of the region by exploring workshops and boutiques in towns like Montalcino and Pienza. From handcrafted ceramics to leather goods and textiles, these local artisans preserve centuries-old traditions, offering visitors a glimpse into the soul of Tuscan craftsmanship.

  • Shopping

  • Florence's Via de' Tornabuoni is renowned for its luxury boutiques and high-end menswear shops (1h30 from Montalcino)

  • The Via Condotti in Rome offers a plethora of designer stores and upscale shopping experiences for fashion-conscious travelers. (3 hours from Montalcino)

  • Golf Courses: For golf enthusiasts, the region offers several world-class courses, including the nearby Tuscany Golf Club and the Golf Club Ugolino, both renowned for their challenging layouts and stunning views of the Tuscan countryside. These courses provide the perfect opportunity to tee off amidst the picturesque landscapes of Tuscany, adding another layer of luxury and leisure to your stay at Rosewood Hotel Castiglion del Bosco.

Unforgettable Experiences Await You.

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