Tuscany's finest

Natural beauty and rich gastronomic heritage

Warm Tuscan hues, Italian elegance and exquisite wine

Destination: Tuscany, Italy
Vacation: Tuscan fairytale
Seeking: Natural beauty
Highlight: Culinary delights

If (perish the thought) you could only travel to one destination for the rest of your days then the living oil painting that is Tuscany, with its rolling hills, red tiled rooves, vinyards and rows of pointy Cypress trees, would be right at the top of the desired locations list. You’d need somewhere special to stay, of course. Somewhere elegant, unique and steeped in local history (and wine). A luxury Tuscany hotel to rival all others; enter Rosewood Castiglion del Bosco.

Located within the UNESCO-listed Val d’Orcia in the Brunello di Montalcino winemaking region, Rosewood Castiglion del Bosco is set within a 5,000-acre country estate founded by Massimo and Chiara Ferragamo. The Italian resort is a celebration of the natural beauty and rich gastronomic heritage of Tuscany.

A superb culinary destination, Rosewood Castiglion del Bosco features two restaurants, an organic vegetable garden and a cooking school. Ancient castle ruins, a medieval church, a pampering spa, a fitness center, plentiful leisure facilities and a carefully curated selection of activities and excursions designed to highlight the region’s landscape and culture count among the offerings of this stylish world-class retreat.

Warmed by gentle Tuscan hues, the resort’s spacious suites and villas offer exceptional comfort and the chance to enjoy an area of outstanding natural beauty in a framework of understated, cultured sophistication. The 42 suites exude harmony with antique furniture, genuine textiles and artisanal pieces. Exposed wooden beams and cosy corners feature alongside modern comforts and the latest technology. The terraces, pergolas and picturesque views are alive with greenery. Created from restored 17th- and 18th-century farmhouses, 11 luxury villas capture the changing moods of the landscape. Featuring stone, wood, antiques and bespoke furnishings, the elegant interiors are distinguished by their Sienese hues, handcrafted pieces and pleasing textures. The three- to six-bedroom villas all feature private heated pools; some offer a pool house, home theatre and/or private tennis court.

The estate also comprises a leading Brunello di Montalcino winery and an exclusive private members’ golf club.

For more inspiration read our guide to the most romantic things to do in Tuscany. You can also browse our full collection of luxury resorts in Europe.

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“Truly amazing! We arrived at the Castiglion del Bosco after a few wonderful, busy days in Florence. We were looking forward to relaxing in the countryside. This hotel far exceeded our expectations.This is, by far, our favorite Hotel. We have traveled to many upscale resorts/hotels and the Castiglion del Bosco did not disappoint. Of course, the welcoming and immaculate suite would have pleased us, but the full size, walk-in closet, gorgeous crystal bar and the enchanting views of the Tuscan countryside from the claw foot tub pleased us beyond belief! We enjoyed the casual restaurant for drinks and snacks and also a late night bite. The true treasure of this hotel is the staff. Each and every staff member were beyond pleasant and accommodating. We have never felt so welcome. We cannot wait to return – this is a true gem!” Tripadvisor Review

Resort video

Take a virtual tour of the stunning Rosewood Castiglion del Bosco. Located in Montalcino, Tuscany, in the heart of the UNESCO World Heritage Site of Val d’Orcia set within a 5,000-acre, 800-year-old Italian estate this luxury Tuscany hotel offers 42 suites, 11 villas, two restaurants, a cooking school and The Spa. The estate also embraces a Brunello di Montalcino winery and an exclusive private members’ golf club.

Best food & drink

1. Beef stew tortello pasta

Each evening, Ristorante Campo del Drago serves upscale classical Italian dishes enriched with fresh produce from the organic kitchen garden. Try the beef stew tortello pasta with burnt onions, “panforte” spices and black truffle.

2. Rosticciana di Cinta Senese

Osteria La Canonica offers the atmosphere of an authentic Tuscan trattoria. In its shaded open veranda, seasonal produce from the organic kitchen garden is combined with the best local ingredients to create traditional Tuscan fare. Try Rosticciana di Cinta Senese – honey-rosemary glazed cinta senese pork ribs, with tomatoes.

3. Mi-Toscana

An intimate, club-like space imbued with the Italian culture of good wine and cocktails, the CdBar, right next to Ristorante Campo del Drago, is a perfect spot for aperitivi but equally suited to a nightcap with friends or that special someone—under the Tuscan sun. Try signature cocktail Mi-Toscana with Taccola Bitter, Prato Vermouth, IGT Prima Pietra,
and Santa Maria Novella Rose Elixir.

Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco


Everything at Rosewood Castiglion del Bosco has been carefully created to immerse you in authentic Tuscan life and to give you an unforgettable Italian experience. Taking time out in your unique accommodation, tasting the incredible fresh Italian food and drink and sitting back and admiring the scenery that’s even better in person than in the stunning photographs that drew you to the resort in the first place, will be top of your ‘things to do’ itinerary. This is one of the premier Tuscany luxury hotels and once you’ve made the journey there you’ll find yourself reluctant to move too far from your new Italian home from home.

Rosewood Castiglion del Bosco offers 42 suites that exude a rich sense of authenticity, with heritage features, antique furnishings, local textiles and artisanal accessories. In addition, 11 one-of-a-kind luxury villas dot the landscape, each created from restored 17th- and 18th-century Tuscan farmhouses. These private homes provide luxurious lodging and feature heated pools, terraces, pergolas and gardens—all framed by the unmatched natural beauty of the Tuscan countryside.

A superb culinary destination, the resort features two outstanding restaurants, an organic kitchen garden and a cooking school. Executive Chef Matteo Temperini creates refreshingly simple dishes that respect and embody local culinary traditions.

Delightful food, fine wine and authentic, elegant Italian style – what’s not to love?

Rosewood Castiglion del Bosco


If Rosewood Castiglion del Bosco scores most highly for its amazing Tuscan authenticity, sublime surroundings and unbelievable food (which it does), wellness can’t be far behind.

Suffused in earth tones and natural hues, the Spa at Rosewood Castiglion del Bosco is a haven of serenity, beauty and rejuvenation. Unique facial treatments, body massages, beauty touches and its own body signature treatments are just a few of the services on offer. There’s also a sublime steam bath and sauna providing holistic mind/body therapy, enhanced by warmth and aromatic infusions.

Another absolute must is a swim in Rosewood Castiglion del Bosco’s Estate Pool, a sensational wellness experience as much as it is an extremely enjoyable way to cool off.

Located within the Borgo, the estate’s main pool is conveniently situated for guests of the suites. While enjoying a refreshing swim in the heated, 10-by-20-metre pool, guests can look out to the hilltop town of Montalcino, the Val d’Orcia and the woods of Castiglion del Bosco. During the summer, a colorful field of lavender graces the pool’s panoramic edge.

All of the pools within the estate, including the private villa pools, are saline infinity pools 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.

Fresh, simple Italian delights are especially satisfying when enjoyed poolside under the warm Tuscan sun.

And if you’re feeling a little more energetic and adventurous the beautiful natural environment of Rosewood Castiglion del Bosco provides an ideal setting for an invigorating walk, hike or ride. Marked footpaths wind through the 5,000-acre estate, and designated hiking and mountain biking trails suit various levels of ability.

There’s also a state-of-the-art fitness centre offering panoramic views of the estate’s gently rolling hills, as well as yoga classes or Pilates sessions, both of which can also be enjoyed in the privacy of your villa or select suites.

Rosewood Castiglion del Bosco


There’s so much you can do at Rosewood Castiglion del Bosco, and you won’t be surprised – or disappointed – to discover that the vast majority of activities on offer result in the ability to either eat or drink something heavenly.

La Canonica Cooking School presents guests with the opportunity to learn to prepare authentic Italian cuisine, from traditional Tuscan dishes to fresh pasta and pizza.

A meandering, cypress-lined road leads to the Borgo, the historic heart of Rosewood Castiglion del Bosco’s bygone farming community. Located on a hilltop, overlooking patchwork fields that stretch out below towards Montalcino, the Borgo was the centre of the estate’s activities for hundreds of years. Dominated by the ruins of the medieval castle that gives the estate its name, it is a place brimming with memories waiting to be explored.

Within the Borgo, the historic manor house, old winery, stables, church of San Michele Arcangelo, priest’s house and other buildings have all been meticulously restored and repurposed. The village now features two restaurants, a cooking school, an organic kitchen garden, 23 suites, a spa, an infinity pool and a fitness centre.

The Borgo houses priceless works of medieval and early-Renaissance art. The Annunciazione dei Santi (Annunciation of the Saints), a fresco by Pietro Lorenzetti of the Sienese School in the church of San Michele Arcangelo, was brought to light in 1876 and has been restored to its former glory.

And perhaps best of all, Rosewood Castiglion del Bosco offers its guests immersion into the world of Tuscan wine with vineyards located within the estate and along the coast. The on-site winery hosts an array of wine-tasting seminars, and an annual harvest event takes place in September.

Castiglion del Bosco produces Brunello di Montalcino that is elegant and deeply rooted in local tradition—ruby red, intense and complex, with golden yellow hues or burgundy overtones like fiery rows of sunlit autumn vines. The terroirs of the arid, breezy heights of Capanna and the wetter hills to the north around Gauggiole are captured in three different labels, each telling of soil rich in clay, sandstone and typical Tuscan marl. These elements nourish the Sangiovese grapes of Zodiac Limited Edition, Millecento Riserva, Cru Campo del Drago, Brunello di Montalcino and Rosso di Montalcino cru Gauggiole.

Timeless beauty

Authentic elegant Tuscany
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Browse all the amazing places to stay recently added to the Wild Bay Collection and find your dream vacation, and if you’ve stayed somewhere unforgettable that you think we should showcase contact us with your recommendation.