Chianti, Siena & Val d'Orcia

The countryside south and west of Florence – 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 – where the other three hotels are estates: a winery, a borgo, and a villa with its farm.

First light over Chianti, Siena & Val d'Orcia

Five-star hotels in Chianti, Siena & Val d'Orcia

3 hotels

Rosewood Castiglion del Bosco

Five-star · Chianti, Siena & Val d'Orcia

Rosewood's 800-year-old estate above Montalcino in the Val d'Orcia – a Brunello winery, a private golf course, and five-star standing in a UNESCO landscape.

From $1,400 per night

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

Borgo Santo Pietro

Five-star · Chianti, Siena & Val d'Orcia

A 13th-century villa estate near Chiusdino in the Sienese hills – an organic farm, a spa and the Saporium restaurant, independently run to five-star standing.

From $1,200 per night

The neighborhoods

Florence Centro Storico

The Renaissance city inside its ring of boulevards – the Duomo and Brunelleschi's dome, Piazza della Repubblica, the Uffizi and the Ponte Vecchio, all within a few minutes of one another on foot – with three of the six hotels.

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