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Rosewood Castiglion del Bosco

Tuscany, Italy

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.

At a Glance

  • A beautiful boutique Tuscan estate with 23 suites in the hotel and 11 private villas with heated pools

  • Grape picking takes place at the end of September and truffle hunting takes place in October and November - great times to visit

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

  • Brunello di Montalcino on site winery - tours and tastings are a real highlight

  • Don't miss an astronomy experience under the Tuscan stars

Family, Golf, Honeymoon, Seriously Special

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.

Scott Dunn team

Insider's View

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

Charlotte Smith

Insider's View

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

Pippa Carey

Insider's View

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

Kate Newman

Insider's View

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

Hannah Ingle

Insider's View

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

Georgina Carlisle

Call us on 858 345 1764 to start planning your vacation to Rosewood Castiglion del Bosco


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 favorites, 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 center, 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 colors 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.


Inspired by the colors 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 organize 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 organized at an additional charge.

If childcare is an important part of your vacation, 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, specializing 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 program 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 center 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 flavor. 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.

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.

When to go

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.

Best time to Visit

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Call us on 858 345 1764 to start planning your vacation to Rosewood Castiglion del Bosco

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