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Play The Club's private 18-hole course as a resident guest for a round in the rolling hills of the Val d'Orcia estate.

What makes it special

The medieval borgo gathers restored stone buildings within a working estate, giving the stay a closer connection to Tuscany's rural history.

Room to consider

Consider Villa Alba for groups valuing privacy: two bedrooms occupy the main stone farmhouse, while a third sits in a separate guest annex.

Insider tip

Ask about a La Canonica Cooking School class before arrival if making fresh pasta or other Tuscan dishes matters to your trip.

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Rosewood Castiglion del Bosco

The ruins of a 12th-century castle still stand above the borgo at Rosewood Castiglion del Bosco. A chapel on the estate holds a 14th-century fresco by Pietro Lorenzetti. Suites, restaurants and the cooking school occupy the restored village below, while former farmhouses have become villas across the 5,000-acre estate. Near Montalcino, the hotel has a walkable historic borgo of its own within a much wider working landscape.

Vineyards, woodland and cultivated fields fill the Val d'Orcia around the property. A suite places the old stone lanes close at hand; a villa gives a party its own house farther out on the estate.

Michelin Restaurant

Restaurant Chef Stars
Campo del Drago (Tuscan) Matteo Temperini Tuscan Matteo Temperini
Ultra Luxury
4.7/5 90 Member Reviews 74% Upgrade Rate

Rooms

  • 53 53

Hotel Style

  • Charming Charming

Leisure

  • Fitness Fitness
  • Pool Pool
  • Spa Spa
  • Sauna Sauna

Experiences

  • Culture Culture
  • Romantic Romantic

Facilities

  • Pet Friendly Pet Friendly
  • Connecting Rooms Connecting Rooms

Rooms & Suites at Rosewood Castiglion del Bosco

Borgo Suite
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Borgo Suite

828 sqft
From 1’183 USD

A large lounge and a primary bedroom give this one-bedroom suite a residential layout. Italian furnishings, antique pieces and leather details accompany the Tuscan-inspired interior....

Terrace Suite
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Terrace Suite

904 sqft
From 1’417 USD

Warm colors, antique pieces and leather details by Florentine artisans characterize this ground-floor suite. A living room and primary bedroom form the main interior spaces....

Junior Suite
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Junior Suite

549 sqft
From 1’470 USD

Bespoke furnishings take their colors from the Tuscan countryside. The primary bedroom includes a sitting corner. Antique furniture, leather details and pieces made by Florentine...

Castiglion del Bosco Suite
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Castiglion del Bosco Suite

1,108 sqft
From 1’886 USD

Bespoke Florentine furnishings, textiles and Tuscan details give each suite its own character. Layouts vary across the category, but all have a lounge, primary bedroom...

2 Bedroom Casa Del Vescovo Suite
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2 Bedroom Casa Del Vescovo Suite

2,152 sqft
From 3’019 USD

Florentine design runs through this historic apartment in the heart of the Borgo. The suite takes its name from the bishop who once lived here....

2 Bedroom Casa Fontaccia Suite
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2 Bedroom Casa Fontaccia Suite

1,969 sqft
From 4’587 USD

A detached building in the medieval Borgo houses this two-bedroom suite, which has its own entrance. Outside are a terrace shaded by a pergola and...

3 Bedroom Alba Villa
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3 Bedroom Alba Villa

2,809 sqft
From 6’297 USD

This former stone farmhouse sits on a rise near the Borgo, overlooking the Val d’Orcia. Preserved original features accompany the furnishings in a two-story main...

4 Bedroom Casa Del Fiume Villa
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4 Bedroom Casa Del Fiume Villa

5,511 sqft
From 12’610 USD

Set in the northeastern valleys of the estate, this country villa looks toward Montalcino and the Borgo. An original seventeenth-century wood-fired oven remains among its...

4 Bedroom Gauggiole Villa
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4 Bedroom Gauggiole Villa

5,608 sqft
From 12’610 USD

Original stone walls and timbered ceilings remain visible in this restored, two-story villa. The outdoor living spaces look toward vineyards and woodland. A wood-fired oven...

3 Bedroom Castello Villa
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3 Bedroom Castello Villa

3,800 sqft
From 12’665 USD

Built on the ruins of a medieval castle, this three-story villa combines rich textiles with rustic details. Gardens surround the house, with pergola-shaded outdoor living...

5 Bedroom Sant´Anna Villa
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5 Bedroom Sant´Anna Villa

7,050 sqft
From 13’502 USD

Stonework and bespoke furnishings define the Tuscan interiors of this two-story villa. Its setting overlooks the estate’s golf course and Sangiovese vineyards. Gardens surround the...

3 Bedroom Oliviera Villa
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3 Bedroom Oliviera Villa

4,500 sqft
From 13’502 USD

This stone villa stands above the Borgo, with a terrace and infinity pool looking over the Val d’Orcia. Its two floors combine vintage features with...

5 Bedroom Biondi Villa
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5 Bedroom Biondi Villa

7,815 sqft
From 14’172 USD

The two-story villa stands on a cypress-lined avenue beside the golf course, surrounded by herb-scented gardens. Shaded terraces have outdoor living and dining areas, and...

4 Bedroom Chiusa Villa
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4 Bedroom Chiusa Villa

4,176 sqft
From 14’574 USD

The living and dining rooms of this two-story villa open to a terrace and infinity pool. Near the Borgo, the house has rustic details and...

6 Bedroom Stabbi Villa
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6 Bedroom Stabbi Villa

6,296 sqft
From 14’618 USD

A wraparound terrace looks toward ancient oaks and the Sienese countryside. The two-story main house has Tuscan interiors, with a separate guest annex and pool...

6 Bedroom Oddi Villa
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6 Bedroom Oddi Villa

6,566 sqft
From 17’520 USD

Vaulted brick ceilings are among the farmhouse features of this two-story residence. The main house is accompanied by a guest and pool house, with shaded...

5 Bedroom Agresto Villa
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5 Bedroom Agresto Villa

5,285 sqft
From 17’686 USD

An internal shaded patio, panoramic terrace and infinity pool shape the outdoor spaces of this two-story villa. There is also an outdoor Jacuzzi. Tuscan furnishings...

Massimo and Chiara Ferragamo restored the settlement with the idea of making it feel like a Tuscan home. Chiara sourced antiques across Italy and worked with artisans to repair individual pieces. In the borgo, those furnishings sit within buildings whose history is not confined to the castle ruins. The chapel's Lorenzetti fresco is a more intimate trace of the estate's Sienese past than the wide view beyond it.

San Michele church, Osteria La Canonica and the cooking school stand within the village lanes.

Beyond the restored lanes, sections of the Via Francigena cross the estate. This old pilgrimage route passes woods, vineyards and older ruins, placing a walk here within a longer history of travel through Tuscany. Guided walks on this route range from three to seven hours.

The suites occupy the borgo, where exposed beams and antiques sit alongside modern fittings. A Terrace Suite opens to private outdoor space; two-bedroom suites set separate sleeping rooms around a shared living area.

Connecting suites are available, but the route between rooms depends on the category. It may be an internal door, a shared corridor or an outdoor area. The exact connection and availability need confirmation before booking, especially if young children need to move between bedrooms.

Eleven villas, restored from 17th- and 18th-century farmhouses, are spread across the countryside. Gardens, terraces and heated infinity pools bring the stay outdoors, though layouts and amenities vary by house. The hotel provides daily housekeeping and evening turndown in the villas as well as its suites.

The villas' interiors were restyled with new textiles, furnishings and lighting, with kitchens designed by Florentine artisan Riccardo Barthel. Their farmhouse origins remain visible in the separate buildings and rural setting. Views vary: one house may face Montalcino, another the borgo or golf course. Villa Sant'Anna, for example, is a five-bedroom stone house with a private pool house, gardens and views over the countryside.

Accessibility varies across the restored buildings. Ramps can address stepped suite entrances; selected villas have ground-floor bedrooms, and some rooms have additional bathroom supports. These details belong to individual accommodations. A party should establish the precise room and access route before settling on a villa or suite.

Castiglion del Bosco has produced Brunello di Montalcino since the early 1900s and was among the founding members of the Brunello consortium in 1967. Its 62 hectares of vines are planted with Sangiovese. Wine production here predates the hotel.

Gauggiole, a 20-hectare vineyard, lies below the borgo. Capanna covers 42 hectares, with different aspects, soils and weather conditions. The estate identifies Capanna as the source of its top wines.

The private Wine Experience takes guests through a vineyard and the cellars before a tasting. A vertical tasting sets six Brunello vintages side by side with a wine educator, who also explains the winemaking process during the cellar visit. The cheese pairing includes six estate wines and six Italian cheeses, including aged Tuscan Pecorino, plus a visit to the Capanna vineyard and cellars.

Much of the property is not vineyard. Holm oak, oak and beech woods share the land with meadows and organically farmed crops. A kitchen garden near the borgo supplies herbs and vegetables. Olives are pressed into oil.

Ristorante Campo del Drago is the more formal Tuscan dining room. Osteria La Canonica occupies the former village priest's house near San Michele church, with a shaded veranda looking over the valley. Here the cooking is more trattoria-like: wood-fired pizza, Tuscan first courses, Chianina beef and vegetables from the organic kitchen garden. Both dining rooms offer children's menus.

The Lobby Bar centres on a Tuscan fireplace and serves light lunch, afternoon tea and nightcaps. A villa stay permits another sort of meal: breakfast or dinner served at the farmhouse, with a garden barbecue or stone-oven pizza among the arrangements.

The Club at Castiglion del Bosco has an 18-hole course designed by Tom Weiskopf. Its fairways follow the rolling Val d'Orcia landscape, with the clubhouse forming part of the estate's gathering spaces. Access is reserved for members and resident hotel guests, and a tee time requires advance booking. Guided cycling offers road, mountain and vintage bicycles through gently rolling Tuscan countryside.

The Spa has earth-toned treatment rooms, with ingredients drawn from a historic Florentine apothecary. Its sauna and steam bath are reserved for private use by guests aged 16 or older, and advance booking is requested. One body treatment uses Tuscan olive oil; a separate ritual draws on local herbs.

For a shared treatment, facials and massages can be requested in a room for two. Spa treatments can also be arranged in a suite or villa for a separate supplement. Private fitness classes and personal training are also available.

The hotel also has heated infinity pools. A designated silent pool is intended to be quieter while still welcoming families; it is not an adults-only area. Villa pools offer a private alternative for guests staying in a house. Non-resident visitors can reserve spa treatments, but the spa pools are exclusively for in-house guests.

La Canonica Cooking School begins in the organic kitchen garden, then moves to an interactive kitchen for hands-on lessons. Fresh pasta, pizza, pastry and vegetable-led Tuscan dishes are among the subjects.

Siena offers a change from the estate's rural days. The hotel's Hidden Siena outing can lead into artisan workshops or the city's myths, bringing guests into the streets and working traditions of a Tuscan city.

Why we love this hotel

Why we love this hotel

A Brunello-producing winery on the estate makes vineyard tours and tastings part of a stay without planning a separate wine-country excursion.

Campo del Drago draws on the estate's kitchen garden for its Tuscan cooking, giving dinner a tangible connection to the surrounding land.

The chapel's 14th-century Pietro Lorenzetti fresco brings a rare piece of Sienese art into the historic setting beyond the guest accommodations.

Location of Rosewood Castiglion del Bosco

Località Castiglion del Bosco, 53024 Montalcino Siena, Italy

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Weather at Rosewood Castiglion del Bosco

Montalcino

What to Know About Rosewood Castiglion del Bosco

Is Rosewood Castiglion del Bosco a good luxury hotel in Tuscany?

Yes. Rosewood Castiglion del Bosco is a strong choice for travelers who want a Tuscan estate with wine, villas, spa, golf, dining, and countryside views. The property has 42 suites and 11 private villas across a 5,000-acre estate near Montalcino in the Val d'Orcia.

Where is Rosewood Castiglion del Bosco located?

Rosewood Castiglion del Bosco is in Montalcino, within Tuscany's Val d'Orcia, one of Italy's most scenic wine landscapes. The estate address is Localita Castiglion del Bosco, 53024 Montalcino, Siena, with access to vineyards, hill towns, and Tuscan drives.

How many suites and villas does Rosewood Castiglion del Bosco have?

Rosewood Castiglion del Bosco has 42 suites and 11 one-of-a-kind private villas. The suites sit around the restored borgo, while villas are spread through the countryside with gardens, pools, kitchens, and private living space.

What room type should I book at Rosewood Castiglion del Bosco?

Book a suite if you want to stay close to the borgo, restaurants, spa, pool, and daily resort life. Book a villa if you want more privacy, a private pool, family space, outdoor dining, and a farmhouse-style Tuscan home.

What makes Rosewood Castiglion del Bosco special?

The resort combines a restored medieval borgo, Brunello vineyards, private villas, a winery, Tuscan dining, spa facilities, and a private golf club. It feels like a working Tuscan estate, not only a hotel, which is why guests often plan several days here.

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