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Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco is one of Tuscany's largest private estates, founded by Massimo and Chiara Ferragamo and managed by Rosewood Hotels & Resorts. Located within the UNESCO Natural and Cultural Park of the Val d’Orcia, this estate is ennobled by eight centuries of history. Surrounded by rolling wooded hills, extensive vineyards, and farmland dotted with ancient farmhouses, Rosewood Castiglion del Bosco offers its guests and members the chance to immerse themselves in the beauty of this authentic corner of Tuscany, in a setting of unparalleled elegance and refinement.

Perched on the top of one of the highest hills of the estate, the Borgo is the main hub of activities at Rosewood Castiglion del Bosco. Its historic stone buildings include the Medieval church of San Michele Arcangelo, with a spectacular 1345 altar fresco by Pietro Lorenzetti. The Borgo today hosts many of the estate’s exceptional amenities, including 23 spacious suites, 3 of the estate’s 11 restored villas, the estate’s La Canonica Cooking School, two restaurants, the Osteria La Canonica, offering a regional menu of traditional Tuscan favorites, and the Ristorante Campo del Drago, the estate’s fine dining restaurant; an organic Orto and the Negozio, the estate’s gift shop offering a range of specially selected craft items; the CdBar and the Pool Bar, with views over the Sienese countryside; a heated stone infinity and the Spa; a state-of-the-art fitness center; 24/7 reception, concierge and room services.

Luxury Tuscany Accommodations - Rosewood Castiglion del Bosco is situated in one of the oldest and best-preserved estates in Tuscany. Located within the Borgo's historical buildings are 23 suites that exude harmony and a rich sense of authenticity with heritage features, antique furnishings, local textiles, and artisanal accessories. Eleven one-of-a-kind luxury villas created from restored 17th- and 18th-century Tuscan farmhouses dot the landscape. The homes feature heated pools, terraces, pergolas, and gardens, all framed by the countryside’s outstanding natural beauty.

Dining - "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.

"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 paid 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 steep green hills and sloping woodlands of Montalcino and the renowned Val d’Orcia. Executive Chef Matteo Temperini grounds his passion for culinary invention in the deep connection between food, land, and community, which is a defining characteristic of his native Tuscany. Having worked in some of the world’s most famous Michelin starred restaurants such as Spoon - Food and Wine in Paris, Louis XV in Monaco, Enoteca Pinchorri in Florence, and La Sponda at Le Sirenuse Hotel in Positano, Chef Matteo taps upon the finest organic produce to create simple dishes that respect and embody Tuscan and Italian culinary traditions.

"CDBAR" - An intimate, club-like space imbued by the Italian culture of good wine and cocktails, the CdBar adjoins the Ristorante Campo del Drago. With its alfresco 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."Pool Bar" - Fresh, simple Italian delights are never more satisfying than when enjoyed poolside under the warm Tuscan sun. The views of Montalcino's hilltop town 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.

Spa & Wellness - 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. Located at the heart of the Borgo in the estate’s former wine cellars, The Spa at Rosewood Castiglion del Bosco is a haven of serenity, suffused in earth tones and natural hues. With its sauna, steam bath, relaxation area, and lush private garden, this refuge offers rest and rejuvenation for body and soul. The Spa offers beautiful and rejuvenation paths with face and body treatments of renowned Florentine apothecary Officina Profumo Farmaceutica di Santa Maria Novella. Taking a holistic approach to complete well-being, the spa promotes beauty, balance, and relaxation through cleansing and vitalizing sensations. Your well-being is enhanced by the heat of the sauna and the sublime envelopment of the steam bath, while the relaxation lounge restores balance to the body through infusions.

Your Member Benefits

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


Rooms and Suites at Rosewood Castiglion del Bosco

From 5,349 USD

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 4,680 USD

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 3,343 USD

Villa Oliviera ( 4500ft2 )

Once home to the estate’s olive press, the three-bedroom Villa Oliviera occupies a secluded spot overlooking the Borgo. Spanning two floors, the airy...

From 5,349 USD

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 1,501 USD

Terrace Suite ( 100m2 )

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 3,343 USD

Villa Alba ( 261m2 )

Situated on a quiet rise near the Borgo and winery amongst centuries-old trees and lush Tuscan gardens, Villa Alba offers magical views over the Val d...

From 1,321 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 1,441 USD

Borgo Suite ( 82m2 )

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

From 4,680 USD

Villa Casa Del Fiume ( 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 3,343 USD

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 6,018 USD

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 5,349 USD

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 4,680 USD

Villa Chiusa ( 3897ft2 )

Formerly the village police station, the four-bedroom Villa Chiusa has been wonderfully reimagined as a warm and welcoming vacation home. Offering a f...

From 2,420 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 941 USD

Deluxe Room ( 538m2 )

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 an...

From 5,349 USD

Villa Agresto ( 462m2 )

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

From 2,261 USD

Garden 1 Bedroom Suite ( 80m2 )

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

Rosewood Castiglion del Bosco Location

Rosewood Castiglion del Bosco Weather Forecast


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