
Rosewood Castiglion del Bosco
Rosewood · Chianti, Siena & Val d'Orcia · Florence & Tuscany
A sense of the place
Why it's in the collection
Because an estate eight centuries old, with its own Brunello winery and a private golf course inside the Val d'Orcia's UNESCO landscape, is Tuscany at the scale of a country – and Rosewood runs it with five-star standing.
- An 800-year-old estate above Montalcino, in the Val d'Orcia – a UNESCO World Heritage landscape.
- A Brunello winery on the estate – Montalcino's wine, made on the property.
- A private golf course within the estate.
- Run by Rosewood; Three MICHELIN Keys 2025, and five-star standing.
Rooms at Rosewood Castiglion del Bosco
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Good to know
- Address — Località Castiglion del Bosco, 53024 Montalcino
- Telephone — +3905771413001
The neighborhood
Chianti, Siena & Val d'Orcia
The countryside south and west of Florence, where the other three hotels are estates. It takes in Chianti's vineyards on the road to Siena, the hill towns from San Gimignano to Montalcino, and the bare, folded valley of the Val d'Orcia beyond. The estates are a winery, a borgo, and a villa with its farm.
- Montalcino, the Brunello town, below the estate.
- Pienza and the Val d'Orcia road, to the east.
- Siena, to the north.
“Rosewood's 800-year-old estate above Montalcino, with its own Brunello winery, in the UNESCO landscape of the Val d'Orcia.”
Plan your stay
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Nearby in the collection
Castelfalfi
Five-star · Chianti, Siena & Val d'Orcia
A medieval borgo and its estate between Florence, Pisa and San Gimignano – golf, a spa and five-star standing, independently run.
From $600 per night
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Borgo Santo Pietro
Five-star · Chianti, Siena & Val d'Orcia
A 13th-century villa and its organic farm near Chiusdino, in the Sienese hills, independently run.
From $1,200 per night
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Four Seasons Hotel Firenze
Five-star · Florence Centro Storico
Palazzo della Gherardesca, Four Seasons' house in the centro storico, behind the largest private garden in Florence.
From $1,500 per night
Any mandatory hotel fees are shown before you confirm.