Castiglion del Bosco, A Rosewood Hotel hero
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Castiglion del Bosco, A Rosewood Hotel

SP103, 53024 Castiglion del Bosco SI, Italy
Forbes ★★★★★
Condé Nast Readers' Choice '22
Google 4.7
Overall 84
Lowest upcoming
$819
17 Dec 2026
Highest upcoming
$4,981
31 May 2026
Median nightly
$2,356
across 365 upcoming days
Cheapest week
5 to 11 Dec
63% below annual median

Daily price line

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Cheapest week ahead: 5–11 Dec 2026 at $863/night (63% below median)

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Review

Synthesized from Forbes Travel Guide and Condé Nast Traveler
Forbes ★★★★★ 5-Star
Condé Nast Readers' Choice 2022 · 2021 · 2020 · 2019

Character and identity

Castiglion del Bosco occupies a 5,000-acre Val d'Orcia estate inside a UNESCO landscape, reached by a winding dirt road through woods grazed by deer and wild boar. Owned by the Ferragamo family since 2003 and Rosewood-flagged since 2015, the resort is built around a restored medieval borgo with a church and castle ruins. Accommodation runs to 34 suites plus villas, individually styled in rustic-chic with antiques, four-poster beds and block-printed textiles. Ristorante Campo del Drago under Matteo Temperini handles the gastronomic register; Osteria La Canonica does garden-led all-day dining. The spa uses Santa Maria Novella products. Service is polished but unstuffy.

Who's it for

Best for:
Couples and groups of friends who want deep Tuscan countryside with serious infrastructure behind it: an on-site Brunello winery, Italy's only private 18-hole course (Tom Weiskopf design), a cooking school in the old rectory, truffle hunts and helicopter transfers. Oenophiles, golfers and design-minded travellers who want seclusion without sacrificing polish.

Should look elsewhere:
Anyone wanting a walkable town setting, lively nightlife or quick access to Florence and Siena will find the remoteness frustrating. Golfers without a handicap certificate cannot use the course. The pricing is genuinely steep, so value-led travellers should look at smaller agriturismi in the same region.

Bottom line

What defines a stay here is the estate itself: this is a self-contained Tuscan world where the winery, golf, spa and kitchen garden mean you rarely need to leave. Book a villa with a private heated pool if budget allows, otherwise a suite in the borgo. Time it for the September harvest if Brunello is the draw.

Location

SP103, 53024 Castiglion del Bosco SI, Italy · 10 nearest tracked hotels

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Amenities

75 features
24-hour room service
Babysitting services
Bar
Fitness classes
Golf
Gym
House car
Meeting rooms
Outdoor pool
Pet friendly
Restaurants
Spa

Practical info