Rosewood Castiglion del Bosco

Montalcino, Italy

About the hotel

Style
Cosmopolitan
Rooms
53

"Surrounded by stunning countryside, Rosewood Castiglion del Bosco is one of Tuscany’s largest private estates and boasts a heavenly spa, fabulous cooking school and – unsurprisingly – spectacular wine."

Rosewood Castiglion del Bosco is one of the largest private estates in Tuscany, producing some superb Brunello di Montalcino wines. With over eight centuries of history and surrounded by stunning countryside, this is a superb place to experience the beauty of this authentic corner of the region.

Located within the UNESCO Natural and Cultural Park of the Val d’Orcia, the property commands its position over rolling wooded hills, extensive vineyards and farmland dotted with ancient farmhouses. Perched on the top of one of the highest hills of the estate you’ll find the Borgo, a historic village that is the heart of the resort. The hub of activities and the stone buildings include the medieval church of San Michele Arcangelo.

At the Borgo you’ll also find the estate’s La Canonica Cooking School, located in the former priest’s house as well as two restaurants. The Osteria La Canonica offers a regional menu of traditional Tuscan favourites, while Ristorante Campo del Drago is the estate’s...   Show more
Rosewood Castiglion del Bosco is one of the largest private estates in Tuscany, producing some superb Brunello di Montalcino wines. With over eight centuries of history and surrounded by stunning countryside, this is a superb place to experience the beauty of this authentic corner of the region.

Located within the UNESCO Natural and Cultural Park of the Val d’Orcia, the property commands its position over rolling wooded hills, extensive vineyards and farmland dotted with ancient farmhouses. Perched on the top of one of the highest hills of the estate you’ll find the Borgo, a historic village that is the heart of the resort. The hub of activities and the stone buildings include the medieval church of San Michele Arcangelo.

At the Borgo you’ll also find the estate’s La Canonica Cooking School, located in the former priest’s house as well as two restaurants. The Osteria La Canonica offers a regional menu of traditional Tuscan favourites, while Ristorante Campo del Drago is the estate’s fine dining restaurant. For drinks, the CdBar has an intimate ambience and serves excellent wine and cocktails, while there’s also the Pool Bar situated by the main infinity pool.

If you like spa pampering, the spa here is a haven of serenity, dominated by earthy shades and natural colours. It features La Prairie treatments and products alongside a selection of CBD products developed with naturally derived ingredients. If golf is more your thing, the Castiglion del Bosco Golf Club is an exciting course, designed to challenge the best of golfers and to thrill casual golfers.

During your stay, take advantage of the great outdoors. A variety of activities and excursions are available to help you discover different aspects of the region’s history, land and culture. Choose from landscape painting classes, truffle-hunting expeditions and visits to local events such as Siena’s world-famous Palio horse race. The estate also offers a state-of-the-art fitness centre, tennis and bocce courts, yoga and pilates lessons, archery and miles of hiking, running and mountain bike trails.

Hotel amenities

Air conditioning
Laundry/valet service
Restaurant
Room service
Wheelchair access
Lounges/bars
Children welcome
Pets allowed
Smoke-free property
Fitness centre
Internet complimentary
Parking complimentary
Show less
Rosewood Castiglion del Bosco is one of the largest private estates in Tuscany, producing some superb Brunello di Montalcino wines. With over eight centuries of history and surrounded by stunning countryside, this is a superb place to experience the beauty of this authentic corner of the region.

Located within the...   Show more
Rosewood Castiglion del Bosco is one of the largest private estates in Tuscany, producing some superb Brunello di Montalcino wines. With over eight centuries of history and surrounded by stunning countryside, this is a superb place to experience the beauty of this authentic corner of the region.

Located within the UNESCO Natural and Cultural Park of the Val d’Orcia, the property commands its position over rolling wooded hills, extensive vineyards and farmland dotted with ancient farmhouses. Perched on the top of one of the highest hills of the estate you’ll find the Borgo, a historic village that is the heart of the resort. The hub of activities and the stone buildings include the medieval church of San Michele Arcangelo.

At the Borgo you’ll also find the estate’s La Canonica Cooking School, located in the former priest’s house as well as two restaurants. The Osteria La Canonica offers a regional menu of traditional Tuscan favourites, while Ristorante Campo del Drago is the estate’s fine dining restaurant. For drinks, the CdBar has an intimate ambience and serves excellent wine and cocktails, while there’s also the Pool Bar situated by the main infinity pool.

If you like spa pampering, the spa here is a haven of serenity, dominated by earthy shades and natural colours. It features La Prairie treatments and products alongside a selection of CBD products developed with naturally derived ingredients. If golf is more your thing, the Castiglion del Bosco Golf Club is an exciting course, designed to challenge the best of golfers and to thrill casual golfers.

During your stay, take advantage of the great outdoors. A variety of activities and excursions are available to help you discover different aspects of the region’s history, land and culture. Choose from landscape painting classes, truffle-hunting expeditions and visits to local events such as Siena’s world-famous Palio horse race. The estate also offers a state-of-the-art fitness centre, tennis and bocce courts, yoga and pilates lessons, archery and miles of hiking, running and mountain bike trails.

Hotel amenities

Air conditioning
Laundry/valet service
Restaurant
Room service
Wheelchair access
Lounges/bars
Children welcome
Pets allowed
Smoke-free property
Fitness centre
Internet complimentary
Parking complimentary
Show less

Room types

  • Borgo Suite

    Borgo Suite
    • 81 m² / 872 ft²
    • Double bed
    • Various views

    The Borgo Suites consist of a large living room and a spacious separate master bedroom with bathroom. Situated in the main buildings of the Borgo, the suites offer airy interiors, sophisticated furnishings and hues of the Tuscan countryside.

    King bed or twin bed

    Borgo view/Valley view

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
    Benefits included:
    • Our lowest price
    • Breakfast included
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  • Casa Del Vescovo

    • 200 m² / 2,153 ft²
    • King bed
    • Various views

    A two-bedroom Suite capturing timeless Florentine design style in the heart of the Resort’s borgo. The name ‘Vescovo’ is inspired by the Bishop who once inhabited this apartment.

    Complimentary E-bikes included
    For bookings on a breakfast inclusive rate, breakfast is complimentary even when ordered through in-room dining

    Complimentary digital newspaper app

    Complimentary WiFi

    Selection of complimentary movies

    Nespresso coffee maker

    Fully stocked mini-bar
    Antiques with beautiful leather details and unique pieces handcrafted by Florentine artisans

    Bluetooth speakers

    Salon-grade hairdryer

    Weighing scales

    Access to The Spa, kids' club, fitness centre and tennis and bocce courts

    Twice-daily housekeeping with evening turndown service

    Valet parking

    Tesla Destination Charger

    Pet-friendly property

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
    Benefits included:
    • Our lowest price
    • Breakfast included
    ASMALLWORLD VIP

    All our benefits

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  • Casa Fontaccia

    • 182 m² / 1,959 ft²
    • King bed
    • Various views

    Located in the heart of the Resort’s medieval borgo in a detached building, the two-Bedroom Casa Fontaccia is a sanctuary of privacy with its own entrance, a kitchenette, outdoor terrace, lush garden and wood-fired pizza oven.

    Complimentary E-bikes included
    For bookings on a breakfast inclusive rate, breakfast is complimentary even when ordered through in-room dining

    Complimentary digital newspaper app

    Complimentary WiFi

    Selection of complimentary movies

    Nespresso coffee maker

    Fully stocked mini-bar
    Antiques with beautiful leather details and unique pieces handcrafted by Florentine artisans

    Bluetooth speakers

    Salon-grade hairdryer

    Weighing scales

    Air-conditioning

    Terrace with shady pergola

    A large private garden

    Outdoor wood-fired oven

    A kitchenette

    Access to The Spa, kids' club, fitness centre and tennis and bocce courts

    Twice-daily housekeeping with evening turndown service

    Valet parking

    Tesla Destination Charger

    Pet-friendly property

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
    Benefits included:
    • Our lowest price
    • Breakfast included
    ASMALLWORLD VIP

    All our benefits

    This rate is currently hidden
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  • Castiglion del Bosco Suite

    Castiglion del Bosco Suite
    • 124 m² / 1,335 ft²
    • King bed
    • Various views

    The Castiglion del Bosco Suites feature a living room and a large master bedroom with a spacious bathroom and walk-in closet. Each is exquisitely furnished and some offer a guest bathroom and private terrace. Housed within the buildings of the Borgo, the suites stand out for their bespoke Florentine pieces and exclusive textiles.

    Borgo view/Valley view

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
    Benefits included:
    • Our lowest price
    • Breakfast included
    ASMALLWORLD VIP

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  • Garden Suite

    Garden Suite
    • 80 m² / 861 ft²
    • King bed
    • Mountain view

    The one-bedroom Garden Suite consists of a spacious living room, large master bedroom, bathroom with walk-in rain shower and separate soaking tub, walk-in closet and guest powder room. This ground-floor suite opens to an enchanting private garden surrounded by panoramic views of the Val d’Orcia and the hilltop town of Montalcino.

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
    Benefits included:
    • Our lowest price
    • Breakfast included
    ASMALLWORLD VIP

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  • Junior Suite

    Junior Suite
    • 51 m² / 549 ft²
    • King bed
    • Various views

    Outfitted with fine furnishings in shades of the Tuscan countryside, the Junior Suites comprise a master bedroom with bathroom and an airy sitting corner. They are all housed in the main buildings of the Borgo, and some feature a private terrace with views on the surrounding countryside.

    King bed or twin bed

    Borgo view/Valley view

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
    Benefits included:
    • Our lowest price
    • Breakfast included
    ASMALLWORLD VIP

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  • Terrace Suite

    Terrace Suite
    • 100 m² / 1,076 ft²
    • King bed
    • Various views

    Located in the former winery and stables of the Borgo, the Terrace Suites comprise a spacious master bedroom with bathroom, airy living room, walk-in closet and expansive terrace with shady pergola. Furnished in authentic Tuscan hues and imbued with a soft, warm atmosphere, they offer ground-floor access.

    King bed or twin bed

    Valley view

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
    Benefits included:
    • Our lowest price
    • Breakfast included
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  • Villa Agresto

    Villa Agresto
    • 462 m² / 4,973 ft²
    • King bed
    • Various views

    Intimately secluded in the estate wood and proudly dominating a breath-taking view over Montalcino, Siena and Pienza, Villa Agresto sits on a panoramic clearing and is surrounded by olive trees and its own private vineyard. Featuring 5 double bedrooms, a fully equipped kitchen, a bright white cozy and embracing living room with original fireplace, and a shaded internal patio. This Villa has a one-of-a-kind infinity pool with a picture-perfect view. 
    Villa Agresto is the latest restored Villa, and while capturing the Tuscan-authentic, understated elegance of Rosewood Castiglion del Bosco it boasts the latest home technologies as well as a steam bath and outdoor Jacuzzi near the heated pool.

    Two floor villa, 1 km / 0.6 miles from the Borgo

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
    Benefits included:
    • Our lowest price
    • Breakfast included
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  • Villa Alba

    Villa Alba
    • 261 m² / 2,809 ft²
    • King bed
    • Various views

    Situated on a quiet hilltop amidst old-growth trees and lush gardens, Villa Alba offers enchanting views over the Val d’Orcia. This former stone farmhouse has been converted into a romantic hideaway with elegant and inviting furnishings. The luxury two-story villa in Tuscany, Italy features an open-plan kitchen, panoramic outdoor area for entertaining and separate guest accommodation.

    First floor master bedroom: King bed

    First floor bedroom 2: Two single beds

    Two story villa, 1 km / 0.6 miles from the Borgo

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
    Benefits included:
    • Our lowest price
    • Breakfast included
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  • Villa Biondi

    Villa Biondi
    • 727 m² / 7,825 ft²
    • King bed
    • Various views

    Villa Biondi is one of the largest and most spacious villas at Rosewood Castiglion del Bosco. It stands on the cypress-lined avenue that runs alongside the golf course. This genuine Tuscan residence offers all of the warmth and intimacy of home, making it ideal for an extended family or group of friends. The two-story retreat also enjoys spectacular sunsets.

    Main house ground floor bedroom 1: King bed

    Main house ground floor bedroom 2: Two single beds

    First floor master bedroom: King bed

    First floor bedroom 2: King bed

    First floor bedroom 3: Two extra-wide single beds

    2 floor villa, 2.5 km / 1.5 miles from the Borgo

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
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    • Breakfast included
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  • Villa Casa del Fiume

    Villa Casa del Fiume
    • 513 m² / 5,522 ft²
    • King bed
    • Various views

    Situated in the undulating green valleys that shape the northeastern part of the estate, Villa Casa del Fiume offers beautiful views over Montalcino to the southeast and the Borgo to the southwest. This once-rustic building has been transformed into an elegant Tuscan country villa, complete with an original 17th-century wood-fired oven and sophisticated furnishings.

    First floor master bedroom: King bed

    First floor bedroom 2: Two extra-wide single beds

    First floor bedroom 3: Two single beds

    2 floor villa, 4.7 km / 2.9 miles from the Borgo

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
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    • Breakfast included
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  • Villa Castello

    Villa Castello
    • 354 m² / 3,810 ft²
    • King bed
    • Various views

    Rising dramatically from a sylvan hill overlooking the Borgo, Villa Castello is built on the ruins of a medieval castle. The timeless three-story, three-bedroom Tuscan retreat features cozy interiors replete with luxe textiles and rustic decorative touches. Outside, in the embrace of verdant gardens, shaded living and dining areas and a glistening pool capture panoramic views of the rolling countryside.

    First floor bedroom 1: King bed

    First floor bedroom 2: Two single beds

    Second floor master bedroom: King bed

    3 floor villa, short walk from the Borgo

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
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    • Breakfast included
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  • Villa Chiusa

    Villa Chiusa
    • 363 m² / 3,907 ft²
    • King bed
    • Various views

    Formerly the village police station, the Villa Chiusa has been carefully restored and converted into a warm, enticing retreat, complete with an elegant guest annex and a pool house. The infinity pool offers breathtaking views over nearby Montalcino.

    First floor master bedroom: King bed

    First floor bedroom 2: King bed

    First floor bedroom 3: Two extra-wide single beds

    2 floor villa, short walk from the Borgo

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
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    • Breakfast included
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  • Villa Gauggiole

    Villa Gauggiole
    • 579 m² / 6,232 ft²
    • King bed
    • Various views

    Surrounded by vineyards, Villa Gauggiole was once home to a large farming family. The villa has been beautifully restored to reveal the origins of the building in the stone walls and original ceiling beams. At the same time, modern comforts and luxurious furnishings were added, lending the home an atmosphere of relaxed sophistication.

    First floor master bedroom: King bed

    First floor bedroom 2: King bed

    First floor bedroom 3: Two single beds

    2 floor villa, 3.6 km / 2.24 miles from the Borgo

    Lowest rate

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    Room not available – minimum stay requirements may apply
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    • Breakfast included
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  • Villa Oddi

    Villa Oddi
    • 466 m² / 5,016 ft²
    • King bed
    • Various views

    The beautiful six-bedroom Villa Oddi exudes sophistication and charm. Suffused with natural light, the home’s interiors are spacious and elegantly furnished. The residence features state-of-the-art technology, a private screening theatre, a private tennis court, an infinity pool and breathtaking views of Montalcino. Villa Oddi is perfect for a family reunion or as a private business retreat.

    Main house ground floor bedroom 1: Two double beds

    Main house ground floor bedroom 2: Two double beds

    First floor master bedroom: King bed

    First floor bedroom 2: Two double beds

    First floor bedroom 3: Two single beds

    Pool house bedroom: Two single beds

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
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    • Breakfast included
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  • Villa Oliviera

    Villa Oliviera
    • 419 m² / 4,510 ft²
    • King bed
    • Various views

    Originally home to the estate’s olive press, Villa Oliviera occupies a secluded spot overlooking the Borgo. Here, Tuscan tradition is updated with subtle modern comforts in three spacious suites enhanced by original features and fireplaces. The marvellous views from the terraces and infinity pool provide glimpses of nearby Montalcino.

    Main house ground floor master bedroom: King bed

    First floor bedroom 1: Two king beds

    First floor bedroom 2: Two single beds

    2 floor villa, short walk from the Borgo

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
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    • Breakfast included
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  • Villa Sant'Anna

    Villa Sant'Anna
    • 655 m² / 7,050 ft²
    • King bed
    • Various views

    Perched on a ridge overlooking the Castiglion del Bosco golf course and Sangiovese vineyards, Villa Sant’Anna enjoys enchanting views from dawn to dusk. The home’s elegantly understated interiors are notable for their exquisite details, stonework and furnishings. The villa features a reading/home theatre room as well as a private tennis court located within its extensive gardens.

    Main house ground floor bedroom 1: King bed

    Main house ground floor bedroom 2: extra-wide single bed

    First floor master bedroom: King bed

    First floor bedroom 2: King bed

    First floor bedroom 3: Two single beds

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
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    • Breakfast included
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  • Villa Stabbi

    Villa Stabbi
    • 586 m² / 6,308 ft²
    • King bed
    • Various views

    Situated on a picturesque ridge overlooking the Tuscan hills, Villa Stabbi enjoys panoramic views over the gently rolling Sienese countryside. The home’s striking interiors feature the original ceiling beams, an inviting central fireplace and large patio doors that open onto a landscape of ancient oak trees and spectacular sunsets.

    Main house ground floor bedroom: Single bed

    First floor master bedroom: King bed

    First floor bedroom 2: King bed

    First floor bedroom 3: Two extra-wide single beds

    Lowest rate

    Most affordable

    Room not available – minimum stay requirements may apply
    Benefits included:
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    • Breakfast included
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Location of the hotel