Best for
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.
Best for
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.
Free membership gives you access to preferred rates, exclusive benefits and current promotions for your stay.
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.
| Restaurant | Chef | Stars |
|---|---|---|
| Campo del Drago (Tuscan) | Matteo Temperini Tuscan Matteo Temperini |
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. It has handcrafted work by Florentine artisans.
One bedroom design has exposed timber ceiling beams. A patterned wall panel sits behind the upholstered headboard. Terracotta-colored infill sits between the beams. A round wooden writing table and upholstered chair sit beside a shuttered window. The window has long curtains. A striped rug and a bench at the foot of the bed add further detail.
The bathroom contains a walk-in rain shower and a separate soaking bathtub. A guest powder room is available in selected layouts. Suites occupy the first or second floor. Views are toward the Borgo or the Val d’Orcia.
One bathroom design has a long pale counter above an open shelf. The shelf has rectangular panels and a narrow central support. Recessed wall niches have horizontal shelves. A wide, bordered mirror sits above the counter. A wood-framed glazed door, wood-look floor and small upholstered stool are part of this arrangement.
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....
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. There is also a walk-in wardrobe and a guest powder room.
A four-poster frame sits beneath painted ceiling beams in one bedroom style. A small square table and upholstered chairs are set near glazed doors. An armchair sits beside the bed. Long striped curtains and planked flooring complete this arrangement.
The full bathroom has a walk-in rain shower and a separate soaking bathtub. Outside, the suite opens to either a furnished terrace or a shady pergola. The outlook is toward the Val d’Orcia or a private garden, depending on the suite.
One bathroom design has twin oval inset basins. They share a broad gray, veined counter over a paneled vanity. Adjustable shaded wall lamps flank a wood-framed mirror. Vertical stripes form a panel beside the bath. A wood-framed frosted-glass door and an upholstered stool complete this arrangement.
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....
Most suites have a furnished private terrace.
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 artisans give the interior its character.
Bedroom styles include white-painted ceiling beams and a tall striped headboard. Floral and still-life pictures sit alongside a shaded bedside lamp and flexible wall reading light. A wooden bedside cabinet has open shelves. A patterned rug covers part of the planked floor.
A walk-in rain shower and a separate soaking tub share the full bathroom. Suites are on the ground or first floor of the Borgo. The outlook is toward the village or the Val d’Orcia.
Bathroom designs can include an open wooden vanity with turned legs and lower shelving. A pale veined counter holds twin oval basins. A wood-framed double mirror and glass-shaded lamps sit above. A checked wall panel rises beside the bath. A wood-framed frosted door and upholstered stool are nearby.
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...
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 and walk-in wardrobe. The bathroom includes a walk-in rain shower and a separate soaking bathtub.
In one layout, a sliding door within a broad, veined doorway surround opens from the bedroom to the sitting room. A tall striped headboard, framed landscape pictures and planked flooring define the bedroom. Shaded bedside lamps are paired with a flexible reading light. Beyond the doorway, upholstered chairs and an ottoman are grouped with a table and rug.
Suites are on the ground or first floor, with an outlook toward the Borgo or the Val d’Orcia. Selected layouts have a furnished private terrace and a guest powder room.
One living-room design has a high beamed ceiling with pale infill. Tall arched glazed openings have long patterned curtains beside a square dining table. A low wooden cabinet has dark inset panels and framed map-like pictures above. A broad opening leads to another room.
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...
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.
The living-room design can include a high, paneled pitched ceiling with exposed beams. Sofas and an armchair gather around a broad wooden coffee table with a lower shelf. The carved fireplace surround has a central crest-like motif. Recessed wall panels and a tall curtained window overlooking green hills are further details of this arrangement.
Its two-bedroom layout is on the first floor. Two full bathrooms serve the accommodation, with a separate powder room provided for guests. The outlook takes in the Borgo and the Val d’Orcia.
The bath in one bathroom arrangement stands beneath a tall casement window with narrow fabric-covered panels. It has a broad rim and wood-toned plinth, with a traditional-style faucet and handheld spray. A paneled door and small upholstered stool accompany soft ochre walls and a wood-look floor.
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....
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 a private garden.
In one bedroom arrangement, painted ceiling beams frame a tall, horizontally striped headboard. Rounded bedside tables carry shaded vase-shaped lamps, while long curtains flank glazed doors. A striped rug lies over the planked floor. Steps beside the bed lead through an open doorway to an adjoining area, where a wardrobe is visible.
The stone facade rises two stories beneath a pitched tiled roof, with shutters at the windows. The outdoor setting includes a paved approach with steps, stone retaining walls and lawn. A parasol shades the seating area.
The interior includes a kitchenette and two full bathrooms. A wood-fired pizza oven is another feature of the accommodation. The outlook is toward the Borgo and the Val d’Orcia.
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...
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 house, with a separate guest annex. The shaded terrace has outdoor living and dining areas.
One living-room design groups sofas and a patterned, wood-framed armchair around a low wooden table. A console behind the sofa holds shaded vase-shaped lamps. Painted beams cross the planked ceiling, while long curtains accompany shuttered windows. Framed landscapes line the walls, and a short run of steps sits at the edge of the seating area.
A fireplace anchors the ground-floor living room. This level also contains a dining room, open-plan kitchenette and powder room. The two main-house bedrooms are on the first floor, each with an ensuite bathroom.
The third bedroom occupies the guest annex, which has its own bathroom and an outdoor sitting area.
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...
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 outdoor features. Terraces provide spaces for sitting and dining.
One sitting-room design pairs patterned, wood-framed armchairs with a low table and a geometric rug. Exposed beams cross the planked ceiling above. A tall glazed book cabinet stands near a curtained, shuttered window. A broad opening leads to an adjoining sitting space, with a shaded lamp on a round table nearby.
The main house has a ground-floor living room with a fireplace, a dining room, a kitchen and a bathroom. Three bedrooms are upstairs, each with an ensuite bathroom. The primary bedroom also has a walk-in wardrobe.
A fourth bedroom occupies the pool house, together with an ensuite bathroom and an additional shower room. This building also has a living room with a decorative fireplace, a kitchenette and an outdoor sitting area.
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...
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 and a pergola-shaded sitting area are among the outdoor features.
A living-room arrangement groups sofas and wood-framed armchairs around low tables. Broad arches connect this space to the dining area. An arched glazed opening has shutters and a fan-shaped upper pane. A tall glazed cabinet and display shelves sit beneath the planked ceiling.
The ground floor contains a living room with a fireplace, a dining area and a kitchen, together with guest powder rooms. Three bedrooms occupy the first floor, each with its own bathroom. A walk-in closet accompanies one of these rooms.
The fourth bedroom is in a separate guest annex with an ensuite bathroom and decorative fireplace. Its outdoor living area is shaded by a pergola. The pool house contains a fitness room and an outdoor terrace.
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...
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 and dining areas overlooking the countryside. An outdoor wood-fired oven is also provided.
A living-room arrangement pairs striped armchairs with a sofa on a woven rug. Cube-shaped seats tuck beneath a rectangular coffee table. Round side tables carry tall lamps with pleated shades, with groups of framed landscapes above the sofa. Painted ceiling beams and arched glazed doors with long curtains frame the space.
The ground floor holds the living room with a fireplace, dining room, kitchen and powder room. Two bedrooms are on the first floor, both with ensuite bathrooms. One also has a decorative fireplace.
The primary bedroom occupies the second floor and has a walk-in wardrobe and its own bathroom.
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...
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 house, with a tennis court, pool and separate pool house.
One living-room design has an arched recess set into a rough stone feature wall beneath a sloping, timber-beamed ceiling. Sofas and patterned armchairs face a broad upholstered ottoman. A console table behind the sofa carries tall shaded lamps. The room also has an arched window and a tall glazed opening with long curtains. A broad carved surround frames the fireplace.
The ground floor contains a living room with a fireplace, a dining room and a kitchen. A reading and home theater room is also on this level, along with a powder room and two ensuite bedrooms. A terrace opens from one of these bedrooms, which also has a walk-in wardrobe.
Three more bedrooms are upstairs, all with their own bathrooms. The pool house has a living room with a decorative fireplace, a shower room and a pergola-shaded outdoor sitting area.
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...
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 classic furnishings. A shady pergola covers part of the outdoor living area.
One living and dining arrangement occupies a connected open space beneath a sloping, painted beamed ceiling. A sofa and patterned armchairs surround a low table. Beyond them, a dining table sits beneath framed pictures near a window with a Roman blind. Shelving, a sideboard and warm-toned floor tiles complete the setting.
The ground-floor living room has a fireplace and dining area, alongside a kitchenette and guest powder rooms. One bedroom is on this level, with a walk-in wardrobe and an ensuite bathroom. The other two bedrooms are upstairs, each with its own bathroom. The upstairs primary bedroom also has a walk-in wardrobe.
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...
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 a separate pool house accompanies the swimming pool.
One bedroom design has a pitched ceiling with exposed timber beams and warm-toned infill. Slender curved rails crown a four-poster frame, with a patterned bench at its foot and an armchair alongside. A round table and upholstered chairs stand near shuttered windows with long curtains. Herringbone-pattern flooring, a rug and a tall glazed cabinet complete this arrangement.
The ground floor has a living room with a fireplace, a reading room, a dining area and a kitchen. Two bedrooms are also on this level, with a terrace opening from one of them. Upstairs are three further bedrooms, each with an ensuite bathroom. Two have walk-in closets.
The pool house contains a kitchenette and a shower room, with an outdoor sitting area.
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...
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 separate guest and pool-house buildings. The terrace also has an outdoor dining area.
The living-room style can include a painted, beamed ceiling and patterned armchairs with footstools around a broad upholstered ottoman. Sofas form part of the same seating group. Full-height glazed openings have long curtains, while a tall glazed cabinet, circular side table and shaded lamp furnish the room.
A fireplace sits in the ground-floor living room, with a reading room, dining room and kitchen on the same level. Three ensuite bedrooms occupy the first floor; the primary bedroom has a walk-in wardrobe.
The fourth bedroom is in the guest annex, with its own wardrobe and bathroom. The pool house contains a kitchenette, a shower room and a powder room.
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...
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 house set among the gardens. A shady pergola and an outdoor wood-fired oven add to the outdoor spaces.
Inside the main house, the ground floor contains a living room with a fireplace, dining room, kitchen and powder room. One bedroom with an ensuite bathroom is also downstairs. The primary bedroom and two further bedrooms occupy the first floor, all with their own bathrooms.
The guest annex has another ensuite bedroom and an outdoor sitting area. The final bedroom is in the pool house, which also has a decorative fireplace and a shower room. Its outdoor living area sits beneath a pergola.
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...
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 terraces, an infinity pool and an outdoor Jacuzzi. A tennis court and wood-fired oven are also part of the villa.
In one living and dining arrangement, a broad brick arch links the seating and dining spaces. Tall arched glazed openings have long curtains. Glazed display cabinets accompany patterned armchairs and footstools, with a sofa and square coffee table nearby. A large drum-shaped pendant shade hangs above the dining table.
On the ground floor, the living room has a fireplace. A dining area, kitchen and screening room share this level with two ensuite bedrooms, both with walk-in closets. Three more bedrooms are upstairs, each with its own bathroom; two also have walk-in closets.
The sixth bedroom is in the pool house, with an ensuite bathroom and a patio. Pergola-shaded terraces and patios contain lounge seating and dining areas.
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...
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 extend through the main house, which is accompanied by a guest annex.
In one living-room design, striped armchairs face a sofa across a broad wooden coffee table. A wide opening leads to an adjoining desk and seating area, with display shelving beyond. An arched glazed opening has long curtains, while a carved fireplace surround sits beneath the timber-beamed ceiling.
Three bedrooms are on the ground floor, each with an ensuite bathroom. A living room with a fireplace, dining room, kitchen and powder room are on this level too. Upstairs, the primary bedroom has a walk-in closet and an ensuite bathroom with a steam room. A second ensuite bedroom shares the upper floor.
The sixth bedroom occupies the guest annex, together with its own bathroom and kitchenette. Outdoor living areas are arranged along the panoramic terrace, with views across the Val d’Orcia.
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.
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.
Località Castiglion del Bosco, 53024 Montalcino Siena, Italy
Playing this video may share data with YouTube. Please see our Privacy Policy.
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.
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.
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.
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.
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.
Castello Banfi Il Borgo is a small wine resort in Montalcino, Tuscany, beside the Castello di Poggio alle Mura. Its twelve su...
More amenities
Castello di Velona is a thermal spa resort in Tuscany, occupying a medieval fortress near Montalcino above the Val d'Orcia. I...
Castello di Vicarello is a family-run castle retreat in Tuscany's Maremma, set among organic vineyards, old olive groves and...