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

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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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At a glance

A twelfth-century Tuscan borgo with suites in original farmhouses, restored by Ferragamo and set above Val d'Orcia vineyards.

Best for: Collectors and aesthetes seeking Tuscan authenticity

Highlights:

  • Medieval borgo from the twelfth century, restored by the Ferragamo family
  • 39 suites distributed across original stone farmhouses, not a unified hotel building
  • Infinity pool terraced into hillside overlooking Val d'Orcia olive groves
Aristocratic-pastoral

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.

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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

596 reviews

"Absolutely spectacular. Service was amazing. Tennis Pro Francesco was wonderful with our children."

A Tripadvisor traveler review

Aug 01, 2026

"My wife, nine-year-old daughter, and I stayed here for four days. It was, in a word, perfection. Located on a hill opposite of Montalcino overlooking Val d’Orcia, it was the best service we’ve had - ever. From the guest relations staff to the dining staff to the housekeeping staff to the spa staff, to a person, our experience was exceptional. We stayed in a Terrace Suite which is large enough for a long stay. The staff helped us rent a car to explore Montalcino and beyond. Quiet and relaxing, the infinity pool overlooks the valley. The entire resort was quiet and restful, and very relaxing. If you’re asking - it’s ten stars. If you want a relaxing week in Tuscany with exceptional service, stay here."

A Tripadvisor traveler review

Jul 20, 2026

"I have stayed at a lot of great places but without question this is my hotel/resort in the world. The property is outstanding"

A Tripadvisor traveler review

Jul 14, 2026

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