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Borgo Suite
You have until September 4, 2025 to cancel this reservation without penalty.
Terrace Suite
You have until September 4, 2025 to cancel this reservation without penalty.
Castiglion Del Bosco Suite
You have until September 4, 2025 to cancel this reservation without penalty.
Villa Castello
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Villa (Casa del Fiume)
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Villa Gauggiole
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Villa Agresto
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Please note, room photos and descriptions are representative of the room category. Actual rooms may vary from what is shown.
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
Went to check out this venue for my wedding. Granted I was there because my fiancé and I were looking at a full buyout of the property, it is over 1mil for a full buyout for 3 days. However the experience was terrible, first off they made us rent a villa for 17k for two nights for the two of us, we were supposed to be able to see the grounds and different villas, but they wouldn’t let us see inside of them due to “the fact they were being cleaned” I expressed I didn’t care and we would like to see this as it’s important and they wouldn’t let us. The Michelin restaurant on site was not that great, the other restaurant was better. We did not get to experience one aspect of the hotel because we were with the staff viewing the property, and then when we asked for a late checkout (their checkout is at 10am lol) they would not allow it, so this is why we decided not to go with this venue or ever come back here for vacation. Also when they tell you the property is 5000 acres, what they mean to say is their vineyard is 4995 acres and they have 5 acres of actual usable property by the resort.
Woody M
Bad Management / organization I specifically asked for adjoining rooms and was given a bedroom in a different floor so my kids were left alone in a different room… conclusion wife with kids and me alone Also left in a cluster that had to walk on a highway to reception and breakfast
Julio Z
Pros: -Amazing property; had a terrace suite -2 pools; one is an adults only pool -Wine tour and cooking class; best bowl of bolognese -The small details matter (CDB bookmarks) -Only private golf course in Italy Cons: -Isolated location
LaPlayaHopper - Washington DC, District of Columbia
Rosewood, is a beautiful and romantic hotel with breathtaking views of the valley, boasts outstanding infrastructure and perfectly spacious, comfortable, charming, and well-equipped rooms. However, we encountered a significant issue with our room. Despite its beauty, the air conditioning malfunctioned, leaving us exhausted after a four-hour journey. The temperature was set to 22 degrees Celsius, but no matter how hard we tried to lower it, the equipment kept switching on and off, disrupting our sleep. To make matters worse, the room lacked a proper blackout behind the curtains, making it difficult to fall asleep due to the clarity. We promptly complained to the reception and the manager, who were kind and promised to rectify the issues. On the next night, they found a temporary solution by nailing black plastic to the doors leading to the small garden. However, the air conditioner continued to malfunction. While the black plastic improved our sleep, it was not the kind of experience we had paid for. The next morning, we left the hotel and provided feedback. Despite the two hot and unpleasant nights in a five-star establishment, they offered a simple apology. I had hoped for a discount or a courtesy for a future stay. Surprisingly, the hotel failed to send us an email for a formal feedback, unlike all the other hotels we stayed at during our trip. Rosewood is an exclusive and expensive hotel, but if you can’t rest at night, there’s not much to enjoy during the day.
Claudio P
I was lucky enough to stay in Villa Alba which is the most magical place. The rooms were stunning, the breakfast laid out beyond delicious and the gardens and pool area utterly sublime. Winetasting was brilliant as was the Osteria. I can’t wait to return.
michellepLondon - Male
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