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As a PrivateUpgrades member you benefit from VIP Status, Room Upgrades, free breakfast, 100 USD Hotel credit with every booking.


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As a PrivateUpgrades member you benefit from VIP Status, Room Upgrades, free breakfast, 100 USD Hotel credit with every booking.

  1. Europe
  2. Italy
  3. Montalcino
  4. Rosewood Castiglion del Bosco

Rooms and Suites at Rosewood Castiglion del Bosco

From 799 USD

Junior Suite ( 759ft2 )

Outfitted with elegant furnishings in shades of the Tuscan countryside, the Junior Suite offers a master bedroom with a light-filled sitting corner an...

From 1,235 USD

Borgo Suite ( 883ft2 )

Offering airy Tuscan-inspired interiors and sophisticated Italian furnishings, the one-bedroom Borgo Suite pairs a large living room with a spacious m...

From 1,419 USD

Terrace Suite ( 1076ft2 )

Located on the ground floor, the one-bedroom Terrace Suite is comprised of an airy living room, spacious master bedroom, bathroom with walk-in rain sh...

From 1,548 USD

Garden Suite ( 861ft2 )

A vision of authentic Tuscan refinement, the one-bedroom Garden Suite consists of a spacious living room, large master bedroom, bathroom with walk-in...

From 2,212 USD

Castiglion del Bosco Suite ( 1119ft2 - 1475ft2 )

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 furn...

From 5,175 USD

3 Bedroom Villa Castello ( 3800ft2 )

Rising dramatically from a sylvan hill overlooking the Borgo, Villa Castello is built on the ruins of a medieval castle. The timeless three-story, thr...

From 5,510 USD

3 Bedroom Villa Alba ( 2809ft2 )

Romantic three-bedroom hilltop hideaway outside the Borgo with a terrace, pool and guest annex. Situated on a rise near the Borgo, Villa Alba offers m...

From 7,117 USD

3 Bedroom Villa Oliviera ( 4500ft2 )

Secluded three-bedroom Tuscan residence overlooking the Borgo with a terrace and pool. The three-bedroom Villa Oliviera occupies a secluded spot overl...

From 7,350 USD

4 Bedroom Casa Del Fiume Villa ( 5518ft2 )

Situated in the undulating green valleys that shape the northeastern part of the estate, Villa Casa del Fiume enjoys beautiful views over Montalcino t...

From 7,492 USD

5 Bedroom Villa Sant´Anna ( 7050ft2 )

Superbly positioned on a ridge above the estate’s golf course and Sangiovese vineyards, the gorgeous, five-bedroom Villa Sant’Anna enjoys enchanting v...

From 9,423 USD

4 Bedroom Villa Gauggiole ( 6238ft2 )

Surrounded by golden vineyards and tranquil gardens, the four-bedroom Villa Gauggiole was once home to a family of farmers. The exceptionally private,...

From 9,704 USD

5 Bedroom Villa Stabbi ( 6305ft2 )

From the heights of a picturesque ridge, the five-bedroom Villa Stabbi enjoys broad views over the gently rolling Sienese countryside. Composed of sto...

From 10,052 USD

4 Bedroom Villa Chiusa ( 3897ft2 )

Beautiful four-bedroom residence near the Borgo with a pool, pool house and guest annex. The four-bedroom Villa Chiusa has been wonderfully reimagined...

From 10,443 USD

5 Bedroom Villa Biondi ( 7815ft2 )

The most spacious villa to grace the estate, the five-bedroom Villa Biondi is located on the cypress-lined avenue that runs alongside the golf course....

From 11,403 USD

6 Bedroom Villa Oddi ( 5016ft2 )

Offering blissful seclusion in the heart of the countryside, the six-bedroom Villa Oddi exudes sophistication and charm. Suffused in natural light, th...

From 12,762 USD

5 Bedroom Villa Agresto ( 4973ft2 )

Intimately secluded in the estate wood and proudly dominating a breath-taking view over Montalcino, Siena and Pienza, Villa Agresto sits on a panorami...

Rosewood Castiglion del Bosco

One of Tuscany's most prominent private properties, Rosewood Castiglion del Bosco, operated by Rosewood Hotels & Resorts, is owned by the Ferragamo family. They are also the founders of the fashion house Fendi.

Wooded hills surround this exclusive resort. Besides, it is laced with vineyards and fields. The property invites visitors to immerse themselves in the charm of this authentic corner of Tuscany. Moreover, in an ambiance of unmatched luxury and sophistication, this magnificent resort sits majestically at the top of the hills.

This Borgo sits atop one of the highest points on the estate, which forms the basis of the Rosewood Castiglion del Bosco-related events. San Michele Arcangelo's 1345 altar fresco is remarkable in itself. Still even more impressive are the numerous ancient stone buildings of the medieval church. An example is the ornate 1345 altarpiece frescoes by Pietro Lorenzetti.

Experience High-Order Indulgence

Rosewood Castiglion del Bosco sits in a perfect vista of a Florentine country farm. The farm has been in excellent condition for hundreds of years. This unique hotel is also within the historic buildings of the Borgo. The rooms feature harmony and a clear sense of authenticity. These features are all brought together by their heritage elements, antique furnishings, and local textiles.

Eleven one-of-a-kind luxury hotels are in the region, all built from restored 17th and 18th-century Tuscan countryside. Moreover, the residences in this neighborhood are amidst picturesque countryside with parks and patios. There are also pergolas and swimming pools with waterfalls, fountains, and topiaries.

Enjoy Diverse Foods From The Region

An excellent spot to eat is the "Osteria La Canonica." It provides the authentic and warm environment of a Tuscan trattoria. Besides, this is in the center of the historic district of the Borgo and linked to the San Michele church. Moreover, the veranda on the La Canonica has a shaded space with a view of the amazing valley.

You can have tasty pizzas and focaccia cooked to order in an ancient wood-fired oven with a comfortable and casual environment, which lets you watch the baking process. Additionally, abundant native, organic vegetables from the on-site kitchen garden mix with other natural ingredients. These accompany freshly milled oil to produce delicious traditional Tuscan cuisine.

Tasty dishes highlighting Italy's traditional cuisine have been carefully drawn from each of Italy's regions and carefully blended with the fresh produce of the organic garden. This is only available courtesy of the Ristorante Campo del Drago. This evocative name honored the Piazza del Campo in Siena. The Brunello di Montalcino's single-cru was influenced by a rare red wine created by the estate's winery.

Chef Matteo

Visitors can also delight in the spectacular views of the lush hill country. Views also extend to the woodlands of Montalcino and the famous Val d'Orcia from the terrace suite.

When Executive Chef Matteo Temperini talks of his love for culinary creativity, he includes his commitment to the land, culture, and food in Tuscany, his native region. Chef Matteo has cooked in some of the world's most popular Michelin-starred restaurants. These include Spoon — Louis XV in Monaco and Food and Wine in Paris. He also made his name at La Sponda at Le Sirenuse Hotel in Positano and Enoteca Pinchiorri in Florence.

He is attentive to fresh, organic ingredients. Besides, he treats each component with reverence. This, therefore, makes it simple, authentic dishes that conserve and enrich the heritage of Tuscan and Italian cuisine. In his cooking school, he shows guests how easy it is to prepare Italian dishes or takes guests out for a truffle hunt.

Special CdBar

A cozy and casual club-like atmosphere filled with the Italian tradition of fine wine and cocktail mixology, the CdBar is adjacent to the Campo del Drago Ristorante. It has an alfresco terrace providing different views of Montalcino and the Val d'Orcia.

The CdBar is a great place to enjoy an aperitif or the evening moment, even more so when you have visitors. It's also a spot to meet with a particular person.

Pool Bar

The plain, fresh Italian dishes never get better at home or the poolside than when eaten in the open area under the Tuscan sun. It is both easy and worthwhile to enjoy the hills and buildings. And don't forget the views of the UNESCO-protected Park of the Val d'Orcia and Montalcino's hilltop town.

No matter what time of day, the best way to take in these incredible sights is from the Pool Bar's serene and peaceful environment. Furthermore, this spot is next to the breathtaking panoramic infinity pool and the tennis courts.


Wellness is a way of life at Rosewood hotel. It has 28 fully-equipped fitness centers and 26 themed treatment spaces. Guests get unparalleled access to a luxury full-service spa, cutting-edge exercise equipment, and expert personal advice. Besides, various health services and resources for physical and emotional rejuvenation are also available.

Additionally, the Spa is within the Borgo Estate, which includes a plethora of ancient cellars that once housed wine. Therefore, a calming color scheme of earthy tones and natural hues is also scattered throughout the Spa.

In addition to the above facilities, this retreat also contains a steam bath, sauna, and restroom. There is also a private garden for those wishing to rekindle their inner spirits. Beautiful and rejuvenation routes are in the Spa with facilities including facials and body treatments by Officina Profumo Farmaceutica di Santa Maria Novella, an admired Florentine apothecary.

Using a holistic approach to overall well-being, the Spa encourages elegance, balance, and healing by presenting clients with cleansing and rejuvenating experiences. Besides having a sauna and steam bath, this retreat greatly benefits your well-being. Moreover, the relaxing lounge helps to maintain harmony in the body through the use of infusions.


Rosewood Castiglion Del Bosco is the luxurious and family friendy hotel most people dream of staying in. With its expansive compound, you can find almost all recreational services under one estate. But, of course, it would help if you tried to visit this place at least once in a lifetime.

Your Member Benefits

Room Upgrades, free daily breakfast, 100 USD Hotel credit with every booking.

Sign up now and benefit from VIP Status, Room Upgrades, free daily breakfast, 100 USD Hotel credit with every booking. Best Available Rates & Free Membership!

Why we love this hotel

  • This luxury hotel is in the middle of Tuscany and is owned by the Ferragamo family. It has many multi-bedroom Villas and is perfect for families.
  • Enjoy Italian gourmet experiences at the Campo del Drago Restaurant. Chef Matteo Temperini is known for his trendy creations.
  • Learn the tricks of Italian cuisine at the La Canonica Cooking School!
  • 53
  • Fitness Center
  • Pool
  • Spa
  • Sauna
Hotel Style
  • Culture
  • Romantic
Pet Friendly, Connecting Rooms

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