Proper Travel
Montalcino, Tuscany — Italy

Castiglion del Bosco

A medieval Tuscan hamlet, a working Brunello vineyard, 5,000 acres of Val d'Orcia landscape, and a Rosewood hotel that feels like a private estate — because it is.

Montalcino, Val d'Orcia
From €1,000/night · 39 suites & villas
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The Hotel

What makes it worth the price

Castiglion del Bosco is a medieval hamlet — a proper borgo, with its own chapel, piazza, and communal ovens — set into the Montalcino hills that produce the most celebrated wine in Italy. The Rosewood group took it over from the Ferragamo family and made it into a hotel of exceptional quality without diminishing its character as a working agricultural estate.

The property produces Brunello di Montalcino from 61 hectares of certified organic vineyards. Guests can visit the winery, eat in the restaurant beside vines they can see from the table, and walk the same lanes that have been walked since the Middle Ages. The spa sits among the vineyards. The golf course has views of the Val d'Orcia UNESCO landscape.

Of all the Tuscan estate hotels, Castiglion del Bosco holds the greatest sense of belonging — not to a hotel brand, but to a specific piece of extraordinary Italian countryside that has been farmed, lived in, and loved for nearly a thousand years.

LocationPodere Capanna, Montalcino (SI)
Total rooms39 suites & villas
GroupRosewood Hotels & Resorts
Estate5,000 acres, working Brunello vineyard
WineBrunello di Montalcino (organic)
Golf18-hole course, Val d'Orcia views
DiningCampo del Drago & Osteria la Canonica
Price range€1,000 – €8,000 / night
Accommodations

Rooms & Suites

From Junior Suites in the medieval borgo to private villas with their own pools and vineyards views — every room at Castiglion del Bosco is a study in Tuscan craftsmanship and Rosewood hospitality.

Junior Suite Castiglion del Bosco
Entry Level
Junior Suite

Beautifully furnished rooms in the restored borgo buildings, with stone walls and beamed ceilings unchanged since the medieval period, and interiors by the hotel's design team that honour the history without romanticising it. Views look over the Val d'Orcia or the estate's vineyards.

Medieval stone wallsBeamed ceilingsVal d'Orcia viewsVineyard access
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Casa Vescovo Suite Castiglion del Bosco
Mid-Tier
Casa Vescovo

A free-standing farmhouse in the estate, renovated to Rosewood standards, with a private garden terrace looking over the Brunello vineyards. The sitting room has a working fireplace for the Tuscan winter. The bedroom has original stone floors and a bathroom of unexpected luxury.

Standalone farmhousePrivate gardenVineyard viewsWorking fireplace
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Borgo Suite Castiglion del Bosco
Top Tier
Borgo Suite

The pinnacle accommodation of the hotel — the original medieval buildings at the heart of the borgo, with private terraces overlooking the estate chapel and the Val d'Orcia beyond. Exclusive access to the private winery terrace for hosted tastings, and a dedicated butler for the duration of the stay.

Historic borgo centreEstate chapel viewsPrivate winery accessDedicated butler
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Photos

The Hotel in Images

Castiglion del Bosco aerial view of Brunello vineyards
Castiglion del Bosco borgo pool with woodland views
Castiglion del Bosco Campo del Drago restaurant
Castiglion del Bosco estate drone view Val d'Orcia
Castiglion del Bosco lobby bar in the borgo
Book Your Stay

Check live dates and pricing

Castiglion del Bosco is at its most magical during the Brunello harvest (September–October) and in spring when the Val d'Orcia is in full bloom. The private villas book out well in advance. Check live availability.

Rates from €1,000/night Breakfast · Spa · Vineyard tours

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