Pros

  • Ancient village turned into a luxury resort
  • Gorgeous, sprawling grounds and quintessential Tuscan landscape
  • Chic, spacious suites with classic Tuscan decor and modern amenities
  • High-end bathrooms have separate tubs and walk-in rainfall showers
  • Luxurious private villas with kitchens, living rooms, and outdoor pools, plus some have tennis courts
  • Beautiful outdoor infinity-edge swimming pool and poolside bar
  • Elegant spa with La Prairie treatments, sauna, and steam bath
  • Two restaurants serving Italian classics, with produce from on-site organic kitchen garden
  • Cooking school and winery
  • On-site 18-hole golf course
  • Fitness center with scenic views, plus yoga and pilates classes available
  • Kids' club offers various activities
  • Free Wi-Fi throughout
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Cons

  • A bit isolated; a car is necessary to get around
  • Stretch of road leading to the resort is dirt and gravel
  • Some find the food underwhelming for the steep prices
  • Not all rooms have terraces or sweeping countryside views
See More Cons

Bottom Line

Set on over 4,500 acres of bucolic Tuscan countryside, this restored ancient village turned luxury resort offers an enchanting, immersive experience in a gorgeous landscape about a 20-minute drive from the picturesque hilltop town of Montalcino. Culinary adventures abound, as the hotel has its own winery, cooking school, organic kitchen garden, and two restaurants serving Italian classics. The gorgeous outdoor infinity pool overlooks a quintessentially Tuscan scene, plus there's an elegant spa offering La Prairie treatments. The sprawling grounds include an 18-hole golf course, while a glass-walled fitness center, kids' club, and event space round out the amenities. The 23 suites are chic and spacious suites, while several gorgeous villas offer private pools, kitchens, and laundry facilities. The Castello Banfi - Il Borgo is also an old village turned into a luxury resort and offers similar amenities -- including a winery, two restaurants, and a chic pool -- but it lacks the spa found here.

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Amenities

  • Cribs
  • Fitness Center
  • Internet
  • Pets Allowed
  • Pool
  • Spa

Oyster Hotel Review

Rosewood Castiglion Del Bosco

Scene

Ancient village turned into a luxurious resort on stunning grounds

An ancient village in the Sienese countryside transformed into a luxurious resort, the Rosewood Castiglion Del Bosco is a beautiful property full of Tuscan charm and hints of history, all wrapped in a stunning setting on over 4,500 acres of land. Comprising several 800-year-old stone buildings that have been beautifully restored, some covered with enchanting ivy, the place evokes another time; the ancient "borgo" (town) is set within a scenic Val d'Orcia landscape of gorgeous countryside, hills, vineyards, and meandering cypress-lined roads. There is a central cluster of buildings in the center of the property -- including the original castle, the winery, and the stables -- now housing the 23 suites, the restaurants, the reception area; there's even a chapel. There are also old stone farmhouses on the grounds that are now operate as villas. The pool and restaurants face rolling countryside, while other parts of the property face forested hillsides. 

Impeccable interiors are a mix of traditional and contemporary style, with elegant, Tuscan-inspired decor and historical touches like original fireplaces and oil paintings on the walls. The inviting drawing room (in a separate building from the more unassuming reception area, located next to the restaurants) is awash in cream and ochre hues and has the feel of an upscale living room, with beautiful chevron wood flooring, an undulating ceiling, handsome furniture, area rugs in rich hues, and floor-length curtains framing windows that fill the space with sunlight. Elegant seating includes plush striped sofas cozily arranged in front of an old fireplace, as well as chic, classic armchairs throughout.

It's no surprise that the property was founded by Massimo Ferragamo, son of the famed designer, as an eye for design and attention to detail are easily apparent. The property is now managed by Rosewood Hotels & Resorts, and attracts a well-heeled clientele that includes couples on romantic getaways, as well as families and groups drawn by the spacious private villas. Most guests spend their days exploring the surrounding area, wine tasting, participating in one of the many on-site activities (such as cooking classes), or in warmer months, lounging by the pool. 

See More Scene

Location

Scenic Tuscan location on sprawling countryside grounds, about a 20-minute drive to Montalcino

Situated in Tuscany's Val d'Orcia region, the property occupies gorgeous, sprawling grounds in a scenic, quintessentially Tuscan setting of green hills, vineyards, and cypress-dotted countryside. It's a bit isolated and a car is necessary to get around. The road approaching the property is one of the area's so-called "strade bianche," or white roads, named for the white gravel covering them; the main thing to be aware of is that this road is unpaved and uphill, so your rental car may get a little roughed up. There are restaurants and wineries in the area, as well as a winery on-site (it's worth doing the tour). 

The lovely ancient hilltop town of Montalcino, famed for its Brunello di Montalcino wine, is a 23-minute drive away, while Buonconvento, where guests will find a train station, is 17 minutes away. Siena is about 50 minutes away, while the seaside can be reached in about an hour-and-a-half. Other popular destinations include the towns of Pienza (45 minutes away), Montepulciano (one hour away), and Cortona (an hour-and-a-half away). Florence and its airport is approximately two hours away.

See More Location

Rooms

Chic, spacious suites with elegant Tuscan decor and modern amenities, plus luxurious private villas with outdoor pools 

The hotel has 23 spacious suites as well as nine gorgeous villas housed in restored stone farmhouses. These luxurious spaces feature elegant, classic decor with a touch of countryside charm, and include antique furniture, fine fabrics, and a tasteful Tuscan-inspired color palette of ochre, sienna, or forest green shades pared with creamy neutrals. Many rooms have beautiful chevron wood flooring, and some also feature exposed wooden ceiling beams. Four-poster beds in some of the rooms are elegant and romantic, while beautiful oil paintings, handsome antique pieces like writing desks, and old stone fireplaces add a touch of history. Windows offer gorgeous views over the surroundings, and some suites have large, private furnished terraces with stunning vistas. Some are of forested hillsides rather than the rolling countryside, but most will find either outlook lovely. 

Some suites have sitting areas, but most have separate living rooms as well as large walk-in closets. The two-bedroom Villa Suite has a kitchenette and a large private garden. The luxurious private villas offer a bit more privacy and sleep from six to 12 guests. They're surrounded by beautiful gardens and enjoy an array of features -- including private heated outdoor pools. They have full kitchens, living and dining rooms, laundry facilities, and gorgeous outdoor areas to relax in and take in the views. Some even have outdoor wood ovens, private tennis courts, and theater rooms.

Standard amenities include large flat-screen TVs, electric kettles, Nespresso machines, minibars, electronic safes, iPod docks, and free Wi-Fi. Bathrooms are large and feature luxurious rustic charm, equipped with both soaking tubs and separate walk-in rainfall showers, as well as bidets, double sinks, and all the requisite little luxuries like high-end toiletries, magnifying mirrors, and plush robes.

See More Rooms

Features

Gorgeous outdoor pool, two restaurants serving Italian classics, cooking school, winery, luxe spa, fitness center, and a golf course 

One of the highlights here is the hotel's beautiful outdoor infinity-edge pool, which offers gorgeous views over the scenic green landscape that unfolds around it. It's surrounded by a large stone sundeck with umbrella-shaded padded loungers, and there's a poolside bar that serves drinks and food.

Two on-site restaurants offer delicious Tuscan fare and Italian classics. Osteria La Canonica is the more casual option, and is open for lunch and dinner. The Ristorante Campo del Drago offers a fine-dining experience, serving classic Italian fare with produce culled from its own organic kitchen garden; it's open for breakfast and dinner. Alfresco dining options are available at both, with stunning views over the surrounding countryside. There's also a cozy bar with a lovely terrace where guests can enjoy some of the famed Brunello di Montalcino wine as well as light bites. Rooms service is also available. Though the food is excellent, note that prices are steep. Other culinary experiences include classes at the on-site cooking school, as well as tastings, tours, and other events at the hotel's winery, which is the fifth-largest producer of Brunello di Montalcino.

Situated in the former wine cellars, the hotel's spa offers a menu of La Prairie treatments, as well as a sauna, steam bath, and lovely garden where guests can relax. The glass-walled fitness center is well equipped and offers views over the beautiful Tuscan landscape. Yoga and Pilates classes are also available.

The hotel's sprawling grounds are also home to an 18-hole golf course and a Club House with a bar, pro shop, and practice facilities. Other on-site amenities include a free kids' club that offers a variety of activities for children (some activities/events are charged extra), horseback riding, and meeting and event space -- including wedding services.

See More Features

Things You Should Know About Rosewood Castiglion Del Bosco

Also Known As

  • Castiglion Del Bosco Hotel

Address

Loc. Castiglion Del Bosco, Montalcino 53024, Italy

Website

Oyster Hotel Review

Rosewood Castiglion Del Bosco

Scene

Ancient village turned into a luxurious resort on stunning grounds

An ancient village in the Sienese countryside transformed into a luxurious resort, the Rosewood Castiglion Del Bosco is a beautiful property full of Tuscan charm and hints of history, all wrapped in a stunning setting on over 4,500 acres of land. Comprising several 800-year-old stone buildings that have been beautifully restored, some covered with enchanting ivy, the place evokes another time; the ancient "borgo" (town) is set within a scenic Val d'Orcia landscape of gorgeous countryside, hills, vineyards, and meandering cypress-lined roads. There is a central cluster of buildings in the center of the property -- including the original castle, the winery, and the stables -- now housing the 23 suites, the restaurants, the reception area; there's even a chapel. There are also old stone farmhouses on the grounds that are now operate as villas. The pool and restaurants face rolling countryside, while other parts of the property face forested hillsides. 

Impeccable interiors are a mix of traditional and contemporary style, with elegant, Tuscan-inspired decor and historical touches like original fireplaces and oil paintings on the walls. The inviting drawing room (in a separate building from the more unassuming reception area, located next to the restaurants) is awash in cream and ochre hues and has the feel of an upscale living room, with beautiful chevron wood flooring, an undulating ceiling, handsome furniture, area rugs in rich hues, and floor-length curtains framing windows that fill the space with sunlight. Elegant seating includes plush striped sofas cozily arranged in front of an old fireplace, as well as chic, classic armchairs throughout.

It's no surprise that the property was founded by Massimo Ferragamo, son of the famed designer, as an eye for design and attention to detail are easily apparent. The property is now managed by Rosewood Hotels & Resorts, and attracts a well-heeled clientele that includes couples on romantic getaways, as well as families and groups drawn by the spacious private villas. Most guests spend their days exploring the surrounding area, wine tasting, participating in one of the many on-site activities (such as cooking classes), or in warmer months, lounging by the pool. 

See More Scene

Location

Scenic Tuscan location on sprawling countryside grounds, about a 20-minute drive to Montalcino

Situated in Tuscany's Val d'Orcia region, the property occupies gorgeous, sprawling grounds in a scenic, quintessentially Tuscan setting of green hills, vineyards, and cypress-dotted countryside. It's a bit isolated and a car is necessary to get around. The road approaching the property is one of the area's so-called "strade bianche," or white roads, named for the white gravel covering them; the main thing to be aware of is that this road is unpaved and uphill, so your rental car may get a little roughed up. There are restaurants and wineries in the area, as well as a winery on-site (it's worth doing the tour). 

The lovely ancient hilltop town of Montalcino, famed for its Brunello di Montalcino wine, is a 23-minute drive away, while Buonconvento, where guests will find a train station, is 17 minutes away. Siena is about 50 minutes away, while the seaside can be reached in about an hour-and-a-half. Other popular destinations include the towns of Pienza (45 minutes away), Montepulciano (one hour away), and Cortona (an hour-and-a-half away). Florence and its airport is approximately two hours away.

See More Location

Rooms

Chic, spacious suites with elegant Tuscan decor and modern amenities, plus luxurious private villas with outdoor pools 

The hotel has 23 spacious suites as well as nine gorgeous villas housed in restored stone farmhouses. These luxurious spaces feature elegant, classic decor with a touch of countryside charm, and include antique furniture, fine fabrics, and a tasteful Tuscan-inspired color palette of ochre, sienna, or forest green shades pared with creamy neutrals. Many rooms have beautiful chevron wood flooring, and some also feature exposed wooden ceiling beams. Four-poster beds in some of the rooms are elegant and romantic, while beautiful oil paintings, handsome antique pieces like writing desks, and old stone fireplaces add a touch of history. Windows offer gorgeous views over the surroundings, and some suites have large, private furnished terraces with stunning vistas. Some are of forested hillsides rather than the rolling countryside, but most will find either outlook lovely. 

Some suites have sitting areas, but most have separate living rooms as well as large walk-in closets. The two-bedroom Villa Suite has a kitchenette and a large private garden. The luxurious private villas offer a bit more privacy and sleep from six to 12 guests. They're surrounded by beautiful gardens and enjoy an array of features -- including private heated outdoor pools. They have full kitchens, living and dining rooms, laundry facilities, and gorgeous outdoor areas to relax in and take in the views. Some even have outdoor wood ovens, private tennis courts, and theater rooms.

Standard amenities include large flat-screen TVs, electric kettles, Nespresso machines, minibars, electronic safes, iPod docks, and free Wi-Fi. Bathrooms are large and feature luxurious rustic charm, equipped with both soaking tubs and separate walk-in rainfall showers, as well as bidets, double sinks, and all the requisite little luxuries like high-end toiletries, magnifying mirrors, and plush robes.

See More Rooms

Features

Gorgeous outdoor pool, two restaurants serving Italian classics, cooking school, winery, luxe spa, fitness center, and a golf course 

One of the highlights here is the hotel's beautiful outdoor infinity-edge pool, which offers gorgeous views over the scenic green landscape that unfolds around it. It's surrounded by a large stone sundeck with umbrella-shaded padded loungers, and there's a poolside bar that serves drinks and food.

Two on-site restaurants offer delicious Tuscan fare and Italian classics. Osteria La Canonica is the more casual option, and is open for lunch and dinner. The Ristorante Campo del Drago offers a fine-dining experience, serving classic Italian fare with produce culled from its own organic kitchen garden; it's open for breakfast and dinner. Alfresco dining options are available at both, with stunning views over the surrounding countryside. There's also a cozy bar with a lovely terrace where guests can enjoy some of the famed Brunello di Montalcino wine as well as light bites. Rooms service is also available. Though the food is excellent, note that prices are steep. Other culinary experiences include classes at the on-site cooking school, as well as tastings, tours, and other events at the hotel's winery, which is the fifth-largest producer of Brunello di Montalcino.

Situated in the former wine cellars, the hotel's spa offers a menu of La Prairie treatments, as well as a sauna, steam bath, and lovely garden where guests can relax. The glass-walled fitness center is well equipped and offers views over the beautiful Tuscan landscape. Yoga and Pilates classes are also available.

The hotel's sprawling grounds are also home to an 18-hole golf course and a Club House with a bar, pro shop, and practice facilities. Other on-site amenities include a free kids' club that offers a variety of activities for children (some activities/events are charged extra), horseback riding, and meeting and event space -- including wedding services.

See More Features

Best Rates

Amenities

  • Air Conditioner

  • Airport Transportation

  • Babysitting Services

  • Balcony / Terrace / Patio

  • Cabanas

  • Cable

  • Concierge

  • Cribs

  • Dry Cleaning

  • Fitness Center

  • Free Breakfast

  • Golf Course

  • Internet

  • Kids Allowed

  • Laundry

  • Meeting / Conference Rooms

  • Mini Bar (with liquor)

  • Pets Allowed

  • Pool

  • Poolside Drink Service

  • Rental Car Service Desk Onsite

  • Room Service

  • Separate Bedroom / Living Room Space

  • Spa

  • Supervised Kids Activities

  • Swim-Up Bar

  • Tennis Court

Disclaimer: This content was accurate at the time the hotel was reviewed. Please check our partner sites when booking to verify that details are still correct.