Rosewood Castiglion del Bosco

Tuscany, Italy

At a Glance

  • The 23 rooms and suites have been created from the original village hamlet in the heart of the estate alternatively there are 11 incredible villas dotted throughout the 4000 acre estate.

  • Each of the villas comes with its own heated pool and the main property has its own large heated pool making this a fantastic option for spring and autumn when the surrounding countryside is at its most picturesque.

  • Home to a Tom Weiskopf designed golf course and driving range - the first and only private golf club in Italy.

  • Vinophiles will know this region of Tuscany is world famous for its Brunello wines and the hotel is no disappointment here with its own sprawling vineyards and winery onsite for guests to book tours and tastings.

  • There is an incredible array of activities including art classes, astrology and more as well as a fully kitted out children’s club for younger adventurers.

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Best time to Visit

Good time to visit

Average time to visit

May to September are fantastic months to visit Tuscany, when the weather is generally warm and dry - a typical Mediterranean climate. April and November are cooler and also good times to visit. Rosewood Castiglion del Bosco is closed between November and March, however during the seasonal closure, the Winter Villas are available for rent.

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Insider's View

If you can time your visit to coincide with Il Palio, you must spend some time in Siena for the build up and see the actual race. A centuries-old tradition, rival parts of the city race their horses bare back around the beautiful Campo.

The kitchen garden was designed by the same landscape gardener as the Vatican!

Play a round of golf on the only private course in Italy located on a UNESCO World Heritage Site.

If you visit during truffle season - make sure you join Valentino and his dog Baldo for a special experience.

Take a tour of the expansive wine cellars and learn the fascinating process from vine to glass.

Enjoy sunrise from your villa's infinty pool - it will start the day off in an invigorating way.

To start planning your holiday to Rosewood Castiglion del Bosco


Rosewood Castiglion del Bosco in Tuscany is an exclusive country estate offering luxurious suites and villas with private heated pools, exceptional cuisine and great outdoor activities, set against the magnificent backdrop of the Val d'Orcia.

Staying at Rosewood Castiglion del Bosco is a rare opportunity to enjoy Tuscany the way it is meant to be experienced - on a magnificent country estate nestled among rolling hills, sweeping vineyards and centuries-old farmhouses.

The heart of the estate is the Borgo, a small hamlet where the historic buildings have been beautifully transformed into 23 very individual luxurious suites that exude traditional Tuscan style and culture. Each suite has been personally styled with handpicked unique pieces of Italian antique furniture and art. Some suites have separate sitting rooms, whilst others have enormous terraces, all with stunning views of the rolling countryside. In the Borgo you will find the reception and concierge service for the whole estate. Room service is served until 10pm.

Also situated in the Borgo are the traditional but stylish Osteria La Canonica, offering a regional menu of seasonal Tuscan favourites, and the elegant Ristorante del Drago, open for dinner only and offering refined and creative Italian cuisine. Guests staying at the property can relax by the fabulous outdoor heated stone infinity pool with views over towards the hilltop town of Montalcino or enjoy one of the treatments offered at the beautiful Spa at Rosewood Castiglion del Bosco.

Set in the estate's 5,000 acres are a number of stunningly-located farmhouses. Currently 11 of these have been lovingly restored to become sumptuous yet authentic villas offering unparalleled facilities and amenities. Three of the villas are located in the Borgo and the remaining eight villas are spread over the estate (the furthest being 5km away).

For those wishing to be more active, there is a state of the art fitness centre, tennis courts and the Tom Weiskopf designed 18 hole private golf course immersed in the heart of the Val d'Orcia. It is a unique Tuscan course hugging every fold and contour to the age-old landscape offering a high degree of enjoyment and satisfaction regardless of skill level. With a country-style club house converted from an ancient estate farmhouse, and breathtaking Tuscan views, Rosewood Castiglion del Bosco is fast building a reputation as one of Europe's most exclusive private golf clubs.

The Estate features miles of picturesque hiking and biking trails (bikes are complimentary) that hug spectacular ridges and meander past streams, waterfalls and hidden historic sites. Handsome Maremma horses, used by traditional Tuscan herdsmen, lead guests through a network of riding trails extending to the far-reaching corners of the property.

A real highlight is Rosewood Castiglion del Bosco's critically acclaimed Winery. It is the fifth largest producer of Tuscany's iconic red wine, Brunello di Montalcino. Not to be missed are the wine tours and the tasting room offering a portfolio of the hotel's exemplary vintages. The Winery also houses the Barriccaia, a wine sanctuary filled with rows of traditional French barrique barrels.

The Val d'Orcia is an undulating landscape known for its enchanting beauty and seductive colours and textures. Deep green in spring and golden in the autumn, this gentle land is famously rich in art and culture. The whole of Tuscany is within easy reach, from the galleries of Florence, to the medieval town of San Gimignano, and from the historic town of Siena to the beaches of the Mediterranean.

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Inspired by the colours and textures of the Val d'Orcia, the 23 Borgo Suites have been lovingly restored, retaining the architectural details of the Estate, and blending the finest antiques with custom pieces created by local artisans. The suites range in size from 50-137sqm and feature airy bathrooms, panoramic views of the countryside, whilst some have large terraces. Amenities include LCD TVs, WiFi high-speed Internet access and iPod stations.

Located in the most picturesque areas of the Estate are ten 17th and 18th century Tuscan farmhouses that have been transformed into luxurious three to six bedroom villas with private heated pools. Some are tucked away in the forest; others overlook vineyards and olive groves; a few nestle inside the Borgo, whilst one sits proudly next to the castle ruins. All of them have stunning and memorable views of the Tuscan countryside.


Children are well catered for at Rosewood Castiglion del Bosco with a fantastic selection of activities to suit all age groups and interests. Emphasis on the activities embraces the cultural experience of being in this part of Italy including cooking and art classes, visits to the kitchen garden and horseriding or biking in the local countryside. Most activities are free of charge, whilst some are paid for.


Available locally at an additional charge.

Mini Club

The mini club from 3-10 years is led by professionally trained multilingual child carers who organise a fun and exciting range of activities around the resort (from farm visits to painting classes etc) for three afternoons per week from 3pm to 7:30pm all season.

Guests may visit the mini club at other times on a complimentary basis but need to be accompanied by parents. If childcare is required at other times, this can be organised at an additional charge.

If childcare is an important part of your holiday, please talk to one of our sales consultants to check specific details and operation.


Two restaurants and a cosy bar showcase the talented chefs' seasonal and regional cuisine using the finest local ingredients, complemented by an extensive list of Castiglion del Bosco and regional wines. The traditional Osteria offers a casual ambience for an informal lunch or dinner, while the fine dining restaurant, Ristorante Campo Del Drago, is a sophisticated setting for a sumptuous Tuscan evening dining experience.

The main Infinity pool is located within the Borgo and heated to 28 degrees. Measuring 20 x 10m in length it has stunning views of the hilltop town of Montalcino, the Val d'Orcia and the beautiful woods of Castilgion del Bosco.


Located at the heart of Il Borgo, the Spa at Rosewood Castiglion del Bosco offers a serene escape from day-to-day life, specialising in unique therapies based on organic ingredients from the Estate. The Spa uses La Prairie treatments and products and provide an extensive range of beauty and wellness treatments as well as in-Suite and in-Villa massages.

Fitness camps are held on a regular basis and guests book group or personal sessions, together with yoga and Pilates classes.


There's a fantastic selection of activities at Rosewood Castiglion del Bosco, reflecting the true essence of Tuscany. You could spend a few hours relaxing in luxury at the spa, or take part in one of the many cultural activities on offer. Learn how to cook traditional Tuscan cuisine at the cooking school; try your hand at blind wine tasting or go truffle hunting. The hotel has a fantastic programme of activities that will engage both young and old. Children can take Italian classes, and there are even photography and landscape painting classes and astronomy sessions where you'll discover the Tuscan night sky. For the more sporting, you have the opportunity to play golf, have some tennis instruction, have one-on-one Pilates classes; go mountain biking or horse riding, all set against the picturesque backdrop of the Val d'Orcia.


Golf at Castiglion del Bosco blends the magnificent Tuscan landscape and the playing challenges of a Tom Weiskopf-designed, 18-hole championship course. After an exhilarating round, guests can enjoy the hospitality of the Club House, which features a pro shop and bar. Children are also able to play on this course, although they'll need to be accompanied by a golf pro.

Golf highlights include:

• Outstanding practice facilities, including a thirteen-station driving range and dedicated putting and chipping green.

• An elegant club house in a converted Tuscan farmhouse, complete with pro shop and bar.

• An exclusive membership policy, meaning that uncrowded conditions are assured.

• Extraordinary emphasis on unparalleled club house service.


There are two tennis courts available at Castiglion del Bosco, which you can either play on with your family and friends, or book private tuition. Children as young as six can have lessons.

Cooking School

The Canonica - the "priest's house" is located at the centre of Il Borgo. It houses a Culinary Academy where guests can learn to create authentic Tuscan dishes, from fresh pasta and authentic pizzas from scratch, to a traditional three course meal, based on the true local virtues of simplicity, freshness and flavour. La Canonica also features an enoteca wine bar, a Bottega for purchasing selected local produce and the Orto, an organic kitchen garden. The Estate also runs courses where guests have the chance to learn about organic vegetable growing.

Wine Tasting

Set within the estate's critically acclaimed Winery - the fifth largest producer of Tuscany's iconic red wine, Brunello di Montalcino - the tasting room offers a portfolio of Castiglion del Bosco's exemplary vintages. The Winery also houses the Barriccaia, a wine sanctuary filled with rows of traditional French barrique barrels.

Guests here have the chance to explore the process “From Grape To Wine”, where they can follow every step of the wine-making art. You will visit the vineyards, the cellar and the ageing room, ending the tour with a tasting of six of Castiglion del Bosco's wines accompanied by professional guidance through every step of the tour. You can also take part in a “Barrel Tasting” which will give you the unique chance to taste two vintages of not yet released Brunello directly from the French oak barriques.

Il Palio

The world's most famous horse race, Siena's historic Palio is an unforgettable experience. Rosewood Castligion del Bosco gives you the opportunity to experience it up close from a fascinating and historical 12th Century perspective overlooking the Campo piazza. You will experience the Palio from your VIP seat with refreshing drinks and other special treats. The race is run each year on 2 July and 16 August. Ask about special packages to include this amazing experience.



Hannah Ingle (Staff)

Castiglion del Bosco is majestically situated on a hilltop offering unbeatable, breath-taking views of the Tuscan valleys and forests below. This is a truly special property with some incredibly charming rooms as well as spectacular villas for larger families, who want to have a more exclusive experience with the option of a private chef. This property caters perfectly for guests wanting to immerse themselves in the delights of the Tuscan countryside while trying out a wealth of exciting and unique experiences, from truffle hunting and cooking classes to hiking and wine tasting.


Louise Dragman-Renz (Staff)

Travel back in time to a Tuscan village and surround yourself with cobbled streets and historic buildings that used to be the local police station, or the olive oil press, and you will find yourself at Castiglion del Bosco. This 800-year-old village has been lovingly restored to an impecable level of detail and sits on a 4,000-acre estate. This little slice of Tuscan history makes for the most wonderful setting for your Italian vacation. With the only private golf club in Italy set within a UNESCO world heritage site the course is beautiful just to look at let alone play a round on. You could walk around this property for hours and with the wonderful restaurants the resort offers you will not need to worry about working up an appetite before you indulge. With your own private villa or suite overlooking the countryside, the hardest decision you will have to make will be where to admire the view from - the infinity pool, the deep master bedroom bathtub, the living room with a roaring fire or from the patio area with a glass of Castiglion del Bosco's finest wine. You cannot make a bad choice here so sit back and watch the rolling hills change colour with the light of the day. 


Georgina Carlisle (Staff)

Driving up to this property is an adventure in itself, with the history of the road being a pilgrimage that connected Canterbury to Rome. You are surrounded by the scenery of the 800-year-old Tuscan estate with its vineyards, rural farmhouses and the magnificent rolling hills of Tuscany as far as the eye can see. If you are lucky you will spot the wild deer and boar en route. Rosewood Castiglion del Bosco appears at the end of the track; not just a hotel, but an ancient village. An entire borgo has been transformed into a luxury resort and golf course.
After a delightful Italian dinner at Ristorante Campo Del Drago with copious amounts of wine and Tuscan specialities it was about time to explore one tiny corner of this wonderful estate. We decided to try one of the shorter hikes which treated us to the most amazing views of the Tuscan hills overlooking Montalcino, which was worthy of a masterpiece. Hiking past rivers and deers playing in the early morning mist is a must to wake up to every morning. Castiglion del Bosco has lots to keep everyone occupied, from their very own cookery school and pasta making classes to tours of one of the oldest and most respected wineries in Italy. It really is an experience for all and I promise you won't want to leave...


Pippa Carey (Staff)

Staying at Castiglion del Bosco really is a one of a kind experience. From the minute you begin the descent up the steep bumpy track and the Borgo looms ahead of you, you realise this is a really special place. Steeped in history, Castiglion del Bosco was bought as a deteriorating Tuscan village, and sympathetically restored to what it is today. Keeping its village vibe, Castiglion de Bosco boasts 11 private (and totally secluded) villas, and 29 suites. The facilities are never-ending, including, but not limited to: a private winery, infinity pool, spa, gym, restaurants and the best bit, a pair of Labrador puppies names Rose and Mary! The villas and suites have been beautifully restored, featuring a heavy Tuscan influence, but with all the mod cons. There are a couple of dining options, with their fine-dining restaurant boasting stunning dishes, great atmosphere, charming staff and a pianist to polish it all off. The estate can be explored on foot, by bike or with one of the drivers who circle the estate at each guest's beck and call. It is almost impossible to put into words the Castiglion del Bosco experience, but panoramic views, inexplicable attention to detail and simply stunning accommodation is a good start.


Cordelia Nicholls (Staff)

The hotel was as beautiful as I had anticipated and the setting was truly spectacular. The views are so beautiful and the whole place is so peaceful so it's perfect for completely relaxing; but they also have so many activities on offer so you don't have to worry about getting bored. The villas are vast and so beautifully decorated and to be able to have all the facilities of the hotel at your fingertips makes all the difference.


Clare Leigh (Staff)

Mama Mia! This is the most beautiful place I have ever visited! Its tranquil setting has an immediate relaxing effect...which is just what we needed after attending a friend's wedding the day before! Lunch at the 'Osteria' restaurant must be accompanied with a glass of the crisp Bianco CdB wine whose grapes have been grown and harvested on the estate! Intrigued, we booked a wine tour and Guido's in depth knowledge of the soil, the climate and the effect these have on the wines lead to a tasting of 7 of their reds - all made on the estate.

Feeling the effects, we then booked a private suite at the spa and enjoyed a steam room and sauna.

It all ended far too quickly and we shortly found ourselves meandering through the Tuscan countryside back up to Pisa airport (in our Fiat 500!) the Italian experience leaving a lasting effect on our now completely rested bodies!


Charlotte Austin (Staff)

Castiglion del Bosco is the ultimate Tuscan destination offering an extensive array of unique experiences and activities. During my time here I was lucky enough to take a pasta making class, which will stay with me for a life time. At the end of the class our recipes were presented to us together with a Castiglion del Bosco apron. The very spacious suites in the Borgo village are best suited to couples and the two to five bedroom villas are perfect for families. During the summer months there plans for local artesian producers to present and sell their goods along the street in the Borgo village allowing guests to have the true Tuscan experience.


  • Cooking classes at La Canonica

    Learn how to make some of Tuscany's classic dishes at La Canonica cooking school at Castiglion del Bosco, alongside expert chefs who will guide you in the art of creating authentic Tuscan cuisine.

  • Cycling in the Val d'Orcia

    Visit the charming town of Pienza and explore its picturesque streets before cycling through the spectacular Val d'Orcia on an e-bike with your private guide.

  • Dawn balloon flight

    Float over the serene Tuscan hills at dawn and see this part of Italy in the most magical way possible.

  • Explore Pienza and the Val d'Orcia

    Located in the Val d'Orcia, Pienza is a charming town boasting a wealth of beautiful Renaissance architecture. Explore the town with your private guide and enjoy incredible views across the Tuscan countryside.

  • Montserrat and wine tasting

    Step back in time and discover the fascinating history of the Benedictine monastery at Montserrat, combining the spiritual hub of Catalonia with a fun tasting session at two of the region's fantastic wineries.

  • Private tour of Siena and San Gimignano

    Explore Siena and San Gimignano, two of Tuscany's most picturesque cities, both UNESCO World Heritage Sites packed with beautiful medieval architecture and fascinating history.

  • Truffle hunting at Castiglion del Bosco

    Learn about the art of truffle hunting in the Tuscan countryside. Join the local experts and expertly trained dogs to explore the beautiful Tuscan landscapes while partaking in this ancient tradition.

  • Tuscan cooking class

    Discover the art of Tuscan cuisine with a private cooking class at a local farm. Under the guidance of a local cook, you'll learn how to prepare traditional recipes and then enjoy your dishes for lunch.

  • Vertical Tastings of Brunello

    If you are a wine connoisseur or just love wine, why not try the Vertical Tasting of Brunello di Montalcino at Castiglion del Bosco. A unique opportunity to try seven vintages, including the single vineyard of Campo del Drago.

  • Wine tasting in Chianti

    Travel through the beautiful Tuscan countryside to discover the wines of Chianti, the area's most celebrated wine region. Visit two wineries to taste the local produce and enjoy a delicious lunch.

  • Wine tasting in Montalcino and Montepulciano

    Spend a day discovering the delights of Tuscan wine as you explore the charming towns of Montalcino and Montepulciano, both renowned worldwide for their wine production.

Location & directions

Tuscany, Italy

The Castiglion del Bosco Estate lies within the confines of the Val d'Orcia, 45km south of Siena and 90km south of Florence.

How to get there

The airports of Pisa, Florence and Rome along with Siena and Grosseto private airstrip, are all within easy driving distance to Castiglion del Bosco. The Estate’s helipad also allows for direct airport-to-estate transfer.

Speak to our specialists 020 3993 8860

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