• A huge working wine estate with an impeccably manicured luxury resort and spa, deep in the Tuscan countryside at Montalcino. From the chef’s kitchen garden to the grape-must treatments available in the Daniela Steiner Spa, this place really puts its heart into living the Tuscan dolce vita.
  • Situated on an 800-year-old estate in the rolling hills of Montalcino, this beautiful boutique Tuscan estate offers 23 suites and 11 villas, along with a winery, vineyards, and a private golf course. Considered the most desirable property in Tuscany.
  • Charming accommodations feature Florentine décor, four-poster beds, antiques, and local textiles. Villas are set in restored 17th- and 18th-century farmhouses with antique furnishings and feature fully equipped kitchens, terraces, private heated pools, gardens, and pergolas. Select villas offer private tennis courts.
  • Ristorante Campo del Drago serves sophisticated classic Italian cuisine made with fresh ingredients from the kitchen’s garden. Romantic La Osteria Canonica offers Tuscan trattoria-style fare and pizza prepared in a wood-fired oven. Alfresco dining on the terrace offers stunning views of Val d’Orcia. Stop by CdBar for a nightcap.
  • The heated infinity pool is set on the crest of a lavender- and bluebell-graced hill, with breathtaking views of the rolling fields and the village of Montalcino in the distance.
  • The Spa at Rosewood Castiglion del Bosco is situated in the former wine cellar of the original estate. The signature Santa Maria Novella Tuscan Pomegranate Scrub Ritual features powdered pomegranate and orange-infused olive oil.
  • Tour the resort’s on-site winery. In September, take part in the annual harvest, learning to pick the Sangiovese grapes. Play a round at the resort’s private 18-hole golf course. Learn Tuscan culinary arts at the La Canonica Cooking School. Go truffle hunting. Hike or bike the surrounding countryside.


We negotiate rates & benefits for our clients directly with the hotels’ senior management. Our rates match or in many cases are lower than the best online rate for the property. Our clients also enjoy a suite of extra VIP privileges and recognition while staying at a partner hotel.

  • Complimentary room upgrade on arrival.
  • Daily complimentary buffet breakfast for two.
  • Up to $100 dining or spa credit per stay, and or in-house dining / spa discounts.
  • Welcome amenities (wine/chocolates/fruit) and card from the GM.
  • Complimentary private airport transfers.
  • Complimentary roll-away bed if required.
  • Early check-in and late check-out.
  • Complimentary Wi-Fi.
  • Enhanced recognition through VIP status at all touch points in the guest experience.

A complete or partial suite of VIP benefits will be offered, subject to the property T&C, including availability, category of room & length of stay.



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.

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.


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.

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.

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.

Chat with one of our expert travel designers today to begin planning your perfect vacation

Call: +852 9465 4577


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.

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.

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.

Rosewood Castiglion del Bosco Deluxe Room

Deluxe Room

Housed in the main buildings of the Borgo, this room features a master bedroom with bathroom and a sitting corner. It is characterized by warm hues and welcoming atmosphere. Our Deluxe Room features a private terrace overlooking the Tuscan hills.

Rosewood Castiglion del Bosco Junior Suites

Junior Suites

Outfitted with fine furnishings in shades of the Tuscan countryside, the Junior Suites comprise a master bedroom with bathroom and an airy sitting corner. They are all housed in the main buildings of the Borgo, and some feature a private terrace with views on the surrounding countryside.

Rosewood Castiglion del Bosco Borgo Suite

Borgo Suites

The Borgo Suites consist of a large living room and a spacious separate master bedroom with bathroom. Situated in the main buildings of the Borgo, the suites offer airy interiors, sophisticated furnishings and hues of the Tuscan countryside.

Rosewood Castiglion del Bosco Terrace Suites

Terrace Suites

Located in the former winery and stables of the Borgo, the Terrace Suites comprise a spacious master bedroom with bathroom, airy living room, walk-in closet and expansive terrace with shady pergola. Furnished in authentic Tuscan hues and imbued with a soft, warm atmosphere, they offer ground-floor access.

Rosewood Castiglion del Bosco Cdb Suites

CdB Suites

The CdB Suites feature a living room and a large master bedroom with a spacious bathroom and walk-in closet. Each is exquisitely furnished and some offer a guest bathroom and private terrace. Housed within the buildings of the Borgo, the suites stand out for their bespoke Florentine pieces and exclusive textiles.

Rosewood Castiglion del Bosco Vila Fontaccia

Villa Fontaccia

Situated in a detached building, the Villa Fontaccia has two bedrooms, two bathrooms, a kitchenette, a terrace, a large private garden and private access. The interiors are decorated in warm Tuscan hues, exclusive fine fabrics and bespoke artisanal pieces. Its unique location within the heart of the Borgo affords convenience, as well as absolute privacy. 183 sq. m./ 1,969 sq. ft.

Rosewood Castiglion del Bosco Villa Agresto

Villa Agresto

Intimately secluded in the estate wood and proudly dominating a breath-taking view over Montalcino, Siena and Pienza, Villa Agresto sits on a panoramic clearing and is surrounded by olive trees and its own private vineyard. Featuring 5 double bedrooms, a fully equipped kitchen, a bright white cozy and embracing living room with original fireplace, and a shaded internal patio. This Villa has a one-of-a-kind infinity pool with a picture-perfect view.

Rosewood Castiglion del Bosco Villa Alba

Villa Alba

Situated on a quiet hilltop amidst old-growth trees and lush gardens, Villa Alba offers enchanting views over the Val d’Orcia. This former stone farmhouse has been converted into a romantic hideaway with elegant and inviting furnishings. The two-story villa features an open-plan kitchen, panoramic outdoor area for entertaining and separate guest accommodation. 261 sq. m. / 2,819 sq. ft.

Rosewood Castiglion del Bosco Villa Castello

Villa Castello

Perched atop a hill overlooking the Borgo on the ruins of a medieval castle, the Villa Castello offers one of the coziest interiors on the estate. The three-story retreat also boasts a beautiful swimming pool and a lovely garden with captivating views over the timeless Tuscan landscape. 353 sq. m. / 3,800 sq. ft.

Rosewood Castiglion del Bosco Villa Chiusa

Villa Chiusa

Formerly the village police station, the Villa Chiusa has been carefully restored and converted into a warm, enticing retreat, complete with an elegant guest annex and a pool house. The infinity pool offers breathtaking views over nearby Montalcino. 362 sq. m. / 3,897 sq. ft.

Rosewood Castiglion del Bosco Villa Gauggiole

Villa Gauggiole

Surrounded by vineyards, Villa Gauggiole was once home to a large farming family. The villa has been beautifully restored to reveal the origins of the building in the stone walls and original ceiling beams. At the same time, modern comforts and luxurious furnishings were added, lending the home an atmosphere of relaxed sophistication. 579 sq. m. / 6,238 sq. ft.

Rosewood Castiglion del Bosco Villa Casa del Fiume

Villa Casa del Fiume

Situated in the undulating green valleys that shape the northeastern part of the estate, Villa Casa del Fiume offers beautiful views over Montalcino to the southeast and the Borgo to the southwest. This once-rustic building has been transformed into an elegant Tuscan country villa, complete with an original 17th-century wood-fired oven and sophisticated furnishings. Approximately 512 sq. m. / 5,518 sq. ft.

Rosewood Castiglion del Bosco Villa Stabbi

Villa Stabbi

Situated on a picturesque ridge overlooking the Tuscan hills, Villa Stabbi enjoys panoramic views over the gently rolling Sienese countryside. The home’s striking interiors feature the original ceiling beams, an inviting central fireplace and large patio doors that open onto a landscape of ancient oak trees and spectacular sunsets. 586 sq. m. / 6,305 sq. ft.

Rosewood Castiglion del Bosco Villa Sant'Anna

Villa Sant’Anna

Perched on a ridge overlooking the Castiglion del Bosco golf course and Sangiovese vineyards, Villa Sant’Anna enjoys enchanting views from dawn to dusk. The home’s elegantly understated interiors are notable for their exquisite details, stonework and furnishings. The villa features a reading/home theater room as well as a private tennis court located within its extensive gardens. 655 sq. m. / 7,050 sq. ft.

Rosewood Castiglion del Bosco Villa Biondi

Villa Biondi

Villa Biondi is one of the largest and most spacious villas at Rosewood Castiglion del Bosco. It stands on the cypress-lined avenue that runs alongside the golf course. This genuine Tuscan residence offers all of the warmth and intimacy of home, making it ideal for an extended family or group of friends. The two-story retreat also enjoys spectacular sunsets. Approximately 726 sq. m. / 7,815 sq. ft.

Rosewood Castiglion del Bosco Villa Oddi

Villa Oddi

The beautiful six-bedroom Villa Oddi exudes sophistication and charm. Suffused with natural light, the home’s interiors are spacious and elegantly furnished. The residence features state-of-the-art technology, a private screening theater, a private tennis court, an infinity pool and breathtaking views of Montalcino. Villa Oddi is perfect for a family reunion or as a private business retreat. 466 sq. m. / 5,016 sq. ft.

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.

Rosewood Castiglion del Bosco Ristorante Campo Del Drago

Ristorante Campo Del Drago

Each evening, Ristorante Campo del Drago serves upscale classical Italian dishes drawn from the various regions of Italy and enriched with fresh produce from the organic kitchen garden. The evocative name pays homage to the Piazza del Campo in Siena and was inspired by the single-cru of Brunello di Montalcino produced by the estate’s winery. Outside, the terrace offers stunning views of the deep green hills and sloping woodlands of Montalcino and the renowned Val d’Orcia.

Rosewood Castiglion del Bosco Osteria La Canonica

Osteria La Canonica

Located in the heart of the Borgo and attached to the church of San Michele, Osteria La Canonica restaurant in Tuscany offers the authentic, warm atmosphere of a Tuscan trattoria. La Canonica features a shaded open veranda overlooking the stunning valley. In this rustic and informal atmosphere, delicious pizzas and focaccia are prepared to order in an ancient open-view wood-fired oven. Seasonal produce from the organic kitchen garden is combined with other natural ingredients and freshly milled oil from Castiglion del Bosco to create traditional Tuscan fare.

Rosewood Castiglion del Bosco CD bar


An intimate, club-like space imbued by the Italian culture of good wine and cocktails, the CdBar adjoins our Ristorante Campo del Drago. With its al fresco terrace offering ever-changing views of Montalcino and the Val d’Orcia, it’s a perfect aperitivo spot, but equally suited to a nightcap with friends or that special someone.

Rosewood Castiglion del Bosco Pool Bar

Pool Bar

Fresh, simple Italian delights are never more satisfying than when enjoyed poolside under the warm Tuscan sun. The views of the hilltop town of Montalcino and the UNESCO-protected park of the Val d’Orcia are to be admired any time of day, and there is no more perfect vantage point than from The Pool Bar’s quiet, relaxing setting beside the panoramic infinity pool.

Rosewood Castiglion del Bosco In Villa Dining

In-villa Dining

At Rosewood Castiglion del Bosco, it took a few years of welcoming guests and refining how best to communicate our estate’s uniquely Tuscan spirit for us to fully realise that villas are homes – and that means home cooking. Of course you can order in; but room service is never quite going to reproduce the scent of freshly-grated truffles on a twirl of pasta strands straight from the pan, or the aroma of a slow-braised roast as your own private chef takes it, still sizzling, from the oven.

At Rosewood Castiglion del Bosco, wellness is a way of life. Guests enjoy exclusive access to a luxurious full-service spa, state-of-the-art fitness facilities and expert guidance as well as a host of wellness programs and opportunities for physical and mental rejuvenation.

Cookery school, spa, gym, tennis courts, football and bowls pitches, winery with an enoteca (tasting room), a little church, extensive grounds, an organic orto (Italian kitchen garden), book and DVD library, free WiFi throughout and a boutique selling clothes, shoes and local delicacies. Guests can also access the private golf course up to four times a year each.

Rosewood Castiglion del Bosco Pool


All of the pools within the estate, including the private villa pools, are saline infinity pools which are kept at an ideal 28°C. In keeping with the estate’s Tuscan aesthetic, they are paved in a timeless Tibetan stone that produces a beautiful, inviting water color.

Rosewood Castiglion del Bosco Spa


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 center

Offering panoramic views of the estate’s gently rolling hills, the fitness center features next-generation Technogym® equipment to improve balance, strength and flexibility. Fitness training sessions include aerobics and other exercises that tone the body and strengthen specific muscle groups. Training can be customized in a daily program or mastered with the assistance of a personal trainer in the privacy of one’s villa. Guests can also benefit from specialized fitness training sessions that take place in the estate’s woodlands or from training sessions created specifically for golfers who wish to improve their performance on the course.

Area & Location

Area, Country
Tuscany, Italy
Nearest Airport
Pisa International Airport,Tuscany
Local Currency
Time Change
GMT +2:00
Best time to go
Best visited between April through October.

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