Rosewood Castiglion del Bosco

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Nightly Rates from:

EUR 572
Nightly Rates From

This price represents the lowest nightly rate found at this property over the next 60 days. Actual rate may vary based on seasonality and availability.

(USD 609)

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Standing at the top of a rolling hill, guests watch the sun hazily creep up over the countless rows of vines. Much like the wine produced in Tuscany, the scenery of Rosewood Castiglion del Bosco is intoxicating, and demands to be savored.

Learn to prepare Tuscan cuisine at Il Canonica with freshly picked ingredients from the splendid Orto, which was designed by the Vatican's garden landscaper.
Tuscany is lush, seductive, and by all counts, addictive. The sprawling estate of Rosewood Castiglion del Bosco’ wine-producing lands date back nearly 800 years.

The heart of the estate is Il Borgo, made up of 23 restored 17th - and 18th-century suites, plus Il Canonica (a cooking school, two restaurants serving local produce, meats and the freshest of pastas, and a cigar and cognac lounge), an Italian Kitchen Garden, Infinity pool, and A Care Suite Spa by Daniel Steiner.

The vine-strewn grounds produce their sacred juices, and feed the award-winning winery that shares the hotel's namesake. Originally for private use, the winery only became commercial on 1950, and now produces a grouping of acclaimed Brunellos.

Aside from the winery itself, the grounds also feature the Drago Golf Course, designed by Tom Weiskopf. And that's just the beginning. Extensive hiking and biking trails pass over ridges, and by streams and waterfalls. Go old school, and follow the lead of Tuscan herdsman riding magnificent Maremma horses — you'll need to work up an appetite to truly sample all the flavors of Tuscany.

Special Room

  • Maximum:
  • Room size: 50 m2 / 538 ft2

The Special Rooms are very spacious, with master bedroom with bathroom and comfortable sitting corner. Some of these rooms also have a private terrace overlooking the Tuscan hills. They’re characterized by warm colors, welcoming atmospheres and are all located in main buildings of the “Borgo”.

Junior Suite

  • Maximum:
  • Room size: 61 - 88 m2 / 657 - 947 ft2

Suite with one master bedroom with 1 King or 2 Double beds, one master bathroom, sitting room and a view of the valley. Some suites include a terrace. Suite is located on the ground floor or first floor.

Borgo Suite

  • Room size: 6 - 9 m2 / 61 - 102 ft2

Features a spacious living room, separate large master bedroom with bathroom, some have a private terrace.

Terrace Suite

  • Room size: 78 - 102 m2 / 840 - 1098 ft2

Suite with a master bedroom with 1 King or 2 Double beds, one master bathroom, living room and terrace. Features a view of the valley. Suite is located on the ground floor.

Castiglion del Bosco Suite

  • Room size: 110 - 137 m2 / 1184 - 1475 ft2

Suite with master bedroom, walk-in closet, living room, guest bathroom, private terrace and exclusive artwork.

Villa Alba

Situated on a quiet hilltop amidst age-old trees and lush gardens, Villa Alba enjoys enchanting views over Val d’Orcia Natural Park. This typical rustic stone farmhouse has been converted into a romantic hideaway which conveys a natural bond with the local area. It features an open plan kitchen, a panoramic outdoor area for entertaining, and separate guest accommodation.
The Villa can sleep up to 4/6 people.

Villa Casa del Fiume

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Situated in the undulating green valleys that characterize the north-eastern part of the estate, casa del fiume enjoys beautiful views over montalcino to the south-east and over the borgo to the south-west. This age-old rustic building has been restored and transformed into an elegant tuscan country villa, complete with an original 17th-century wood-fired oven.
The villa can sleep up to 8 people.

Villa Castello

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Perched on a hill overlooking the borgo, the welcoming villa castello, built on the ruins of the medieval castle, has one of the coziest interiors on the estate. It also boasts an extremely inviting panoramic swimming pool and a garden with captivating views over timeless tuscan landscapes.
The villa can sleep up to 6 people.

Villa Oliviera

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Originally home to the estate’s olive press, villa oliviera is situated in a secluded spot overlooking the borgo. Here, tuscan tradition meets subtle modern comforts in the three spacious suites enhanced by original features and fireplaces. The breathtaking views from the terraces and the infinity pool provide glimpses of nearby montalcino.
The villa can sleep up 6 people.

Villa Gauggiole

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Surrounded by vineyards, villa gauggiole was once home to a large farming family. The villa has been restored to life, thanks to a highly successful conversion that reveals the origins of the building in the rough stone walls and the original ceiling beams, while introducing modern comforts and luxuries, an air of stylish sophistication and a swimming pool in a beautiful natural garden.
The villa can sleep up to 8 people.

Villa Chiusa

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Formerly a police station, villa chiusa has been carefully restored and converted to create a warm, enticing retreat, complete with an elegant guest annex and a pool house. The infinity pool offers breathtaking views over nearby montalcino.
The villa can sleep up to 8 people.

Villa Stabbi

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Perched on a picturesque ridge overlooking the golf course, villa stabbi enjoys panoramic views over the gently rolling sienese countryside. The striking interiors feature original ceiling beams, an imposing central fireplace and large patio doors opening out onto spectacular sunsets and ancient oak trees.
The villa can sleep up to 9 people.

Villa sant'anna

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Perched on a ridge overlooking castiglion del bosco golf course and the south-facing sangiovese vineyards, villa sant’anna enjoys a wealth of enchanting views from dawn to dusk. The warmly elegant interiors stand out for their exquisite details, the beautiful natural stone fireplace and understated rooms, with just a few concessions to modern technology permitted in the reading room / home theater room. The extensive private gardens also include a private tennis court.
The villa can sleep up to 9 people.

Villa Biondi

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Villa biondi is one of the largest and most spacious villas of the estate. It stands on the picturesque cypress-lined avenue that runs alongside the impressive wide-open space of the golf course. This genuine tuscan residence offers all the warmth and intimacy of home, making it ideal for the extended family or a group of friends. It also enjoys spectacular sunsets.
The villa can sleep up to 10 people.

Villa Oddi

  • Maximum:

Villa oddi is one of the largest villa of castiglion del bosco and the first privately owned being fully managed by castiglion del bosco; its beauty and charm has been accentuated by a personal touch of its owner. The villa features state-of-the-art technology, home automation and a private screening theater with an 82 inches screen. The interiors are elegant and sophisticated, characterized by airy spaces and earthy, pastel colors. Villa oddi also boasts a private tennis court and an heated infinity pool.
The villa can sleep up to 12people.

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  • Fitness Centre
  • Private/Suite Pools
  • Restaurant(s)
  • Spa
  • Tennis Courts
  • Flat Screen TV
  • High Speed Internet (Wireless)
  • iPod dock in rooms
  • Hiking
  • Horseback Riding
  • Tennis

We go to great lengths to ensure the information and advice we provide is authentic and accurate. The guest reviews appearing on our site are written by people who booked through Kiwi Collection and stayed at the hotel. In other words, the reviews are written by verified hotel aficionados like you!

Relaxation in Tuscany wineyards

The property is amazing with superlative service. HIGHLY recommended for relaxation and re-charging.

Luci della Toscana

Panorama mozzafiato sulle colline toscane, piscina infinity con panorama su Montalcino. Tutte suite all'interno di antico borgo perfettamente ristrutturato. Camere ampie, prodotti della linea cortesia firmati Ferragamo. Arredamenti lussuosi, eleganti, servizio da 5*lusso. Ottimo rapporto qualità/prezzo.

Breathtaking views of the Tuscan hills, infinity pool with views of Montalcino. All suites in beautifully restored old town. Spacious, products courtesy signed Ferragamo. Luxurious furnishings, elegant service from 5 * luxury. Excellent quality / price ratio.

Heaven on Earth

There are to many words to write or describe between the incredible service and staff and endless beauty!!!! We can not wait to come back!

No reviews are available at this time.


Located in Tuscany’s Brunello wine region, Rosewood Castiglion del Bosco is 20 minutes northwest of Montalcino, in the Province of Siena.


Contact Hotel

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PHONE: +1.877.999.0680
EMAIL: Reservations Team

Monday to Friday 6am – 12am
Saturday and Sunday 7am - 3pm
Hours of operation are in Pacific Standard Time.
  • Rosewood Castiglion del Bosco
  • Castiglion del Bosco
  • Montalcino 53024
  • Italy

Recognition & Affiliates

Rosewood Castiglion del Bosco is part of Rosewood Hotels & Resorts and A Small World

Condé Nast Traveler - Hot List Hotel - 2009