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Rosewood Castiglion del Bosco — pool

Rosewood Castiglion del Bosco

Five-star · From $1,400 per nightAny mandatory hotel fees are shown before you confirm.
© Rosewood Hotel Group

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

Any mandatory hotel fees are shown before you confirm.

Which room do you need?

Villa Stabbi

the gently rolling Sienese countryside

From $4,200 per night

From the hotel's website, checked Sep 30, 2026

Good to know

  • Address — Località Castiglion del Bosco, 53024 Montalcino
  • Telephone — +3905771413001

From the hotel's website, checked Sep 30, 2026

The neighborhood

First light over Chianti, Siena & Val d'Orcia

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.”

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