Montalcino

Rosewood Castiglion Del Bosco

A Rosewood hotel. Rialto is a Rosewood Elite agency and can provide VIP access and offers.

Castiglion del Bosco, A Rosewood Hotel is a unique combination: it’s an elegant Tuscan home away from home with a range of luxurious and spacious Suites and Villas and it is also a superb culinary destination. The estate is a living community dedicated to the celebration of the Tuscan delights with two restaurants, a cooking school and organic kitchen garden, The Spa at Rosewood Castiglion del Bosco and plentiful sport and fitness facilities. The estate also features an exclusive private Golf Club and a leading Brunello di Montalcino winery.

Loc Castiglion Del Bosco, 53024 Montalcino, Italy
Rosewood Castiglion Del Bosco

About Rosewood Castiglion Del Bosco

Insider tip

Enjoy tasting the estate wines under the Tuscan stars in the magical setting of the sangiovese vineyards. With an astronomer as a guide, gaze at the planets and falling stars.

In the hotel’s own words

Castiglion del Bosco is located in one of the largest private estates in Tuscany, founded by Massimo and Chiara Ferragamo. Within the UNESCO Natural and Cultural Park of the Val d’Orcia, this estate is ennobled by nine centuries of history and surrounded by rolling wooded hills, extensive vineyards and farmland dotted with ancient farmhouses.

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The Borgo - It's the main hub of activities at 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 amenities, such as: 42 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 Michelin-starred Ristorante Campo del Drago, the estate’s fine dining restaurant; an organic kitchen garden; and the boutique, the estate’s gift shop offering a range of specially selected craft items; the Lobby Bar, a Brunellerie and the Pool Bar, the latter with views over the Sienese countryside; two heated infinity pools and the Spa; a state-of-the-art fitness center; 24/7 reception, concierge and room services.

The Villas - In addition to the suite offering, the property’s 11 one-of-a-kind luxury villas, scattering the Tuscan landscape, offer guests an unparalleled oasis to retreat to. These lovingly restored private homes provide luxurious lodging and are crafted from 17th- and 18th-century Tuscan farmhouses. They feature fully equipped kitchens by Florence interior designer Riccardo Barthel, heated infinity pool, terraces and gardens with views of the surrounding countryside. A few Villas also boast pizza fire ovens and tennis courts.

The Spa - Located at the heart of the borgo, The Spa offers treatments of renowned Florentine apothecary Officina Profumo Farmaceutica di Santa Maria Novella for an experience of new-found grace, glow and equilibrium.

The Tuscan Experience - Castiglion del Bosco offers a variety of activities and excursions highlighting different aspects of the region’s history, land and culture. Among the activities that help guests enter into the heart and soul of Tuscany: landscape painting classes, truffle-hunting expeditions and visits to local events such as Siena’s world-famous Palio horse race. Other activities include biking, hiking, horse-back riding as well as historical tours of the nearby towns in Val d'Orcia. The estate also offers a wide range of other sporting facilities, including a state-of-the-art fitness center, tennis and bocce courts, yoga and PT lessons, miles of hiking, running and mountain bike trails.

The 5000-acre Castiglion del Bosco estate is also home to an historical Brunello di Montalcino winery and Italy's only private golf club, which Rosewood guests have privileged access to.

VIP Hotel Program · Invitation-only

Rosewood Elite benefits, included

All 43 Rosewood Elite hotels →

Rosewood Elite is Rosewood's invitation-only VIP program, open to a small group of luxury travel agencies. VIP rates generally meet or beat the hotel's website rates and include the amenities below.

  • Daily breakfast for two per bedroom
  • $100-200 hotel credit per stay
  • Room upgrade on arrival, based on availability
  • Early check-in and late check-out, based on availability
  • Welcome amenity

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Rooms and suites

16 room types, as described by the hotel.
Rooms
Size
1Junior Suite
Outfitted with elegant furnishings in the shades of the Tuscan countryside, the Junior Suite offers a master bedroom with a light-filled sitting corner and a bathroom with a walk-in rain shower and separate soaking tub.
538 ft²
2Casa del Fiume
Situated in the undulating green valleys that characterize the north-eastern part of the estate, Casa del Fiume enjoys beautiful views over Montalcino to the south-east and over the Borgo to the south-west.
Suites
Size
3Borgo Suite
Offering airy, Tuscan-inspired interiors and sophisticated Italian furnishings, the one-bedroom Borgo Suite pairs a large living room with a spacious master bedroom. This residentially styled suite also features a bathroom with a walk-in rain shower and separate soaking tub and a powder room for guests.
Members only
4Terrace Suite
The one-bedroom Terrace Suite is comprised of an airy living room, spacious master bedroom, bathroom with walk-in rain shower and separate soaking tub, walk-in closet and guest powder room. Enveloped in warm hues and soft glow of the Tuscan sun, the suite opens to a large furnished terrace or shady pergola.
Members only
5CdB Suite
Bespoke Florentine furnishings and exquisite appointments distinguish the one-bedroom CdB Suite. This expansive suite features a living room, generously sized master bedroom, walk-in closet and spacious bathroom with walk-in rain shower and separate soaking tub.
Members only
6Garden Suite
The one-bedroom Garden Suite consists of a spacious living room, large master bedroom, bathroom with walk-in rain shower and separate soaking tub, walk-in closet and guest powder room.
Members only
Villas
Size
7Villa Alba
Situated on a quiet hilltop amidst age-old trees and lush gardens, Villa Alba enjoys enchanting views over Val d’Orcia Natural Park. This typical rustic stone farmhouse has been converted into a romantic hideaway which conveys a natural bond with the local area.
8Villa Oliviera
Originally home to the estate’s olive press, Villa Oliviera is situated in a secluded spot overlooking the Borgo. Here, Tuscan tradition meets subtle modern comforts in the three spacious suites enhanced by original features and fireplaces.
9Villa Castello
Perched on a hill overlooking the Borgo, the welcoming Villa Castello, built on the ruins of the medieval castle, has one of the coziest interiors on the estate. It also boasts an extremely inviting panoramic swimming pool and a garden with captivating views over timeless Tuscan landscapes.
10Villa Chiusa
Formerly a police station, Villa Chiusa has been carefully restored and converted to create a warm, enticing retreat, complete with an elegant guest annex and a pool house. The infinity pool offers breathtaking views over nearby Montalcino.
11Villa Gauggiole
Surrounded by vineyards, Villa Gauggiole was once home to a large farming family.
12Villa Sant’ Anna
Perched on a ridge overlooking Castiglion del Bosco golf course and the south-facing Sangiovese vineyards, Villa Sant’Anna enjoys a wealth of enchanting views from dawn to dusk.
13Villa Stabbi
Perched on a picturesque ridge overlooking the golf course, Villa Stabbi enjoys panoramic views over the gently rolling Sienese countryside. The striking interiors feature original ceiling beams, an imposing central fireplace and large patio doors opening out onto spectacular sunsets and ancient oak trees.
14Villa Biondi
Casa Biondi is one of the largest and most spacious Villas in CdB. It stands on the picturesque cypress-lined avenue that runs alongside the impressive wide-open space of the golf course.
15Villa Oddi
This large, stylish Villa reveals a warm yet understated country-chic interior. Perfect for groups of family and friends, it is also well-suited to business retreats.
16Villa Agresto
Villa AgrestoJust beyond the Borgo, Villa Agresto rests in brilliant seclusion. Unfolding across two floors, it features Tuscan decor and the latest in-home technology.

Room type data is subject to change and accuracy cannot be guaranteed.

Frequently Asked Questions

Does booking through Rialto cost more than booking with the hotel?

No - VIP rates under Rosewood Elite always meet or beat hotel's public, flexible rate, and provide valuable amenities and possible upgrades. Rialto also provides the hotel's non-VIP and corporate rates, so you can compare with full transparency.

What is the value of the VIP benefits?

Daily breakfast for two plus the $100-200 hotel credit come with every stay at this hotel - adding $100-200/day in value. A room upgrade could also be worth a substantial amount, in addition to early check-in / late check-out benefits when available.

How does this compare to other programs, like through AMEX Fine Hotels & Resorts, or Chase Edit?

Using a hotel's own VIP program may provide higher upgrade priority, additional VIP benefits and promotional rate offers, and a direct relationship with the hotel for special requests. Rialto offers more VIP hotels than any credit card program. In addition, Chase Edit rates can be substantially more expensive as they rarely run promotions whereas AMEX rates are often comparable but do not offer programs such as Upgrade at Booking.

Can my AI assistant book this hotel?

Yes. Connect Rialto to Claude or ChatGPT and ask for rates. You finish the booking on a secure Rialto page. Card details are not sent through the AI chat, so either you would approve the final checkout step and reconfirm all the information, or if you authorize your agent with Computer-Use permissions, it can fill out the checkout form as well.

Rates are shown to members

Rialto is invitation-only. Apply for access and hear back within 24 hours.