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Villa Oliviera
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Villa (Casa del Fiume)
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Villa Gauggiole
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Villa Chiusa
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Villa Biondi
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Villa Agresto
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Located within the UNESCO-listed Val d’Orcia in the Brunello di Montalcino wine-making region, Rosewood Castiglion del Bosco is a 5,000 acre country estate founded by Massimo and Chiara Ferragamo. The Italian resort is a celebration of the natural beauty and rich gastronomic heritage of Tuscany. The 800-year-old estate comprises the ancient castle ruins, a medieval church and the Borgo, a historic village that now forms the heart of the resort.
Rosewood Castiglion Del Bosco
Località Castiglion del Bosco
Montalcino, Italy
53024
Nearest Airport: FLR
Just magical. The long, winding track leading to Castiglion Del Bosco brings you into it’s dream world, a bubble where every detail is so splendidly perfect it’s hard to imagine anything better. After a long day of travelling with our 2 year old we relaxed immediately when we were warmly welcomed to the hotel and realised we had arrived somewhere extraordinarily special. We were lucky enough to meet Babbo Natale in his beautiful Christmas house on the way to our room which made our little man very happy and set the tone for the rest of our enchanting stay. The setting is spectacular, nestled amongst serene forests filled with wildlife. Spotting Santa’s reindeer one misty morning added to the Christmas magic. This is a very family friendly hotel and so much thought has been put into creating wonderful experiences for families - from the entertainment and activities put on to bring families together, the provisions in the rooms (toys, balloons, sweets, toiletries etc) and the restaurant staff who perfectly anticipated our needs (eg having the highchair ready at our favourite table when we arrived for dinner and immediately preparing his pasta). It's rare to find a place where you can be surrounded by such luxury and feel comfortable for your 2 year old to run around behaving like a 2 year old! He was even welcomed to come along for our wine tasting where he was provided with colouring and a selection of juices to taste. Every member of staff we met was helpful, warm, sincere and treated us like family. Rooms, food and facilities were all outstanding. Noteworthy was the outdoor swimming pool which had been covered by an impressive marquee structure which made the pool completely usable (and very warm) during the winter months. We absolutely loved our stay and I can't wait to return. My only complaint is that we had professional photos taken with Santa but the hotel seems to have lost them. I am quite upset that we never got to see them as my son loved meeting Santa and posed beautifully for the photos.
ChellyAH - United Kingdom
Perfect. Our room was spacious and felt luxurious. Breakfast was amazing- I loved the omelette with truffles. Lunch and dinner were also amazing. We did not do the fine dining restaurant though. Service was impeccable. We also loved the pizza making class and massages at the spa. You must do the private wine tasting which was included in our stay.
B8462KUmegans - Chicago, Illinois
You can say you’re in paradise. Can we give a 6 star? The property is amazing, staff is welcoming and always there to make it happen and not say no to your needs. They really go beyond expectations. We’re celebrating 25Th anniversary and after we had dinner at their 2 star Michelin our bathtub was filled, warm and ready to go. Decorated with candles, flowers etc Everything is so beautiful that you want to be there forever as it’s such a welcoming place. 2 modern pools, 2 restaurants, a winery and we also played tennis. Want to go back soon. We love you Rosewood CDBosco team.
Samuel B
I feel compelled to share my deeply disappointing experience at Castiglion del Bosco to prevent other guests from facing a similar ordeal. My stay was severely marred by multiple, significant service failures, including a complete breakdown with the pre-arranged photographer, issues with a drone service, and a problematic payment process. These were not minor inconveniences; they fundamentally ruined the holistic vacation experience we had paid a premium for. Worse than the initial failures, however, has been the hotel's response to our formal complaint. Despite a cordial call, their final resolution was a conditional, partial gesture that ignored the core issues. They have now categorically refused a refund and, when confronted with a separate health-related concern from their Spa, have shifted all responsibility by demanding that we, the client, file a claim with their insurance provider. This is not how a luxury brand that claims to value its guests should operate. True luxury is reflected not just in the amenities but in accountability and customer care when things go wrong. Castiglion del Bosco has demonstrated a complete lack of both. Instead of taking ownership, they have chosen a path that forces the guest into a protracted and burdensome legal dispute. I am now left with no choice but to pursue my consumer rights through official channels. Proceed with extreme caution. The beauty of the property is undeniable, but the risk is substantial. When problems arise, you will be on your own. Recommendation: Not Recommended.
Alexandru Z
Some places are so extraordinary they feel almost unreal. Rosewood Castiglion del Bosco is one of them. Perched high on a Tuscan hill, it is an old village brought back to life, every stone and path restored with reverence and style. The setting is nothing short of breathtaking. Rolling vineyards, cypress trees and golden light stretch to the horizon. The views alone are worth the trip, but the hotel itself is even more impressive. The rooms are vast and elegant, the kind you could happily live in forever. Every detail feels handpicked, blending old-world character with modern comfort. The staff are exceptional, discreet yet warm, and they make the whole experience feel effortless. The food is as memorable as the views. From intimate dinners to the brilliant Street Festival buffet-style evening, every meal is an event and every bite a reminder of how good life can be. Service throughout is flawless, attentive without ever feeling fussy. Verdict: total perfection. Rosewood Castiglion del Bosco is one of the best places I have ever stayed. It is not just a hotel, it is an experience, and one I would return to in a heartbeat.
DJ_RevPlaytime - Monaco
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