1/5

Rosewood Castiglion del Bosco

Tuscany, Italy • Val d'Orcia • OVER THE TOP

avg. $2,339 / night

Includes $123 / night in cash back

Cash back is redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out

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Cash back

5% cash back on all completed stays (redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out)

Credit card points

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Hotel loyalty points

Points accrual and status eligibility with major hotel loyalty programs: Marriott Bonvoy, Hilton Honors, World of Hyatt, and others

Free breakfast

Breakfast-included rate options available

Room upgrades

Complimentary room upgrades (subject to property availability)

Extend your stay

Early check-in and late check-out (subject to property availability)

Location

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PB hotel design editorial

One of the oldest continuously farmed estates in the Val d'Orcia, the medieval borgo at the heart of Castiglion del Bosco dates to the twelfth century, its stone towers and honey-coloured farmhouses arranged across a hilltop in the manner of a self-contained village rather than a single grand house. Rosewood Castiglion del Bosco, which opened in 2012 after an extensive restoration led by the Ferragamo family, preserves that settlement logic — 39 suites distributed across the original borgo buildings, so that guests move between cypress allées and kitchen gardens rather than along hotel corridors. The interiors carry a confident aristocratic ease. Rooms in the main villa show coffered ceilings in pale painted timber, herringbone parquet floors, and curtains in pooled silk falling from iron rods — a layering of textures that suggests an inherited house furnished over generations rather than a decorator's brief executed in one pass. Striped fabric headboards in muted gold and taupe anchor the larger suites, with upholstered chaises positioned toward the French doors that open onto stone terraces with views across the Orcia valley. The restaurant terrace, shaded by a retractable burgundy canopy, frames Montalcino on the opposite hillside as a kind of living backdrop to dinner. Below the borgo, a travertine-edged infinity pool cut into the terraced hillside dissolves into the olive groves and rolling wheat fields that have defined this landscape since the Sienese Renaissance.

Travel notes

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About

Situated within the UNESCO-listed Val d'Orcia Natural Park and in the heart of the Brunello di Montalcino wine-making region, Rosewood Castiglion del Bosco is a 5000-acre country estate.Today, Rosewood Castiglion del Bosco is a unique combination: it's one of Tuscany's largest private estates; it's an elegant Tuscan home away from home with 42 elegant and spacious suites and 11 exclusive villas; it's a superb culinary destination, an exclusive private golf club and a leading Brunello di Montalcino winery.

Amenities

Pool

Internet

Free Internet

Free Parking

Restaurant

Wifi

Free Wifi

Room service

Fitness center

Pets Allowed

Rosewood Castiglion del Bosco Reviews

583 reviews

"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."

A Tripadvisor traveler review

Jan 06, 2026

"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."

A Tripadvisor traveler review

Nov 16, 2025

"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."

A Tripadvisor traveler review

Oct 24, 2025

"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."

A Tripadvisor traveler review

Oct 16, 2025

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