Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

Località Castiglion del Bosco, Montalcino, Siena 53024, Italy

Price from USD 1,625

“Luxury Tuscan Estate”

You’re older, wiser and looking to drop out and stay in tune in the most soul-rejuvenating way possible. This sprawling 5,000-acre country estate in the UNESCO-listed Val d’Orcia National Park might just be what you never knew you needed. The beautiful restored hamlet is home to just 42 suites and 11 villas, vineyards, and a spa – all the ingredients for la dolce vita. Seasonal truffle hunting in the nearby area and dinners in the winery add to the superlative sense of country bliss. 

Best time to visit : April to October

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What we Love

What we absolutely love about the property and feel sure will dazzle you too.

  • Sense of place steeped in history stretching back 800 years, complete with medieval castle ruins
  • Nature walks through one of Tuscany’s largest private estates inside a national park is as dreamy as it sounds
  • You’re in the heart of the Brunello di Montalcino wine-making region after all, so don’t forget to enjoy the wine
  • The 11 villas tucked into the countryside are restored from 17th and 18th century Tuscan farmhouses and absolutely remarkable

  • Rooms
  • Dining
  • Leisure
  • Location
  • The Insider

42 Suites and 11 Villas

Rosewood Castiglion del Bosco is situated in one of the oldest and best-preserved estates in Tuscany. The 42 suites 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 lodging with heated pools, terraces, pergolas and gardens, all framed by the countryside’s outstanding natural beauty.

Room Facilities

  • Complimentary digital newspaper app
  • Complimentary WiFi
  • Selection of complimentary movies
  • Nespresso coffee maker
  • Fully stocked mini-bar
  • Antiques with beautiful leather details and unique pieces handcrafted by Florentine artisans
  • Bluetooth speakers
  • Salon-grade hairdryer
  • Weighing scales

Need to Know

Suites Check-in 15.00 / Check-out 12.00
Villas Check-in 16.00 / Check-out 10.00
The resort is seasonal and open from April to November while the 11 villas are open all year around

Junior Suite
Junior Suite
Junior Suite
  • 2
  • 51 sq. m.
  • King / Twins
  • Borgo or Valley

Outfitted with elegant furnishings in shades of the Tuscan countryside, the Junior Suite offers a master bedroom with a light-filled sitting corner and bathroom with walk-in rain shower and separate soaking tub. It is situated within the main quarter of the Borgo. Select suites also feature a private furnished terrace with views of the Borgo and surrounding countryside.

Borgo Suite
Borgo Suite
Borgo Suite
  • 2
  • 82 sq. m.
  • King / Twins
  • Borgo or Valley

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 features a bathroom with walk-in rain shower and separate soaking tub and a powder room for guests.

Terrace Suite
Terrace Suite
Terrace Suite
  • 2
  • 100 sq. m.
  • King / Twins
  • Valley or Private Garden

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 shower and separate soaking tub, walk-in closet and guest powder room. Enveloped in warm hues and the soft glow of the Tuscan sun, the suite opens to a large furnished terrace or shady pergola.

Garden Suite
Garden Suite
  • 2
  • 80 sq. m.
  • King / Twins
  • Valley

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 shower and separate soaking tub, walk-in closet and guest powder room. Enveloped in warm hues and the soft glow of the Tuscan sun, the suite opens to a large furnished terrace or shady pergola.

CDB Suite
CDB Suite
CDB Suite
  • 2
  • 124 sq. m.
  • King
  • Borgo or Valley

Bespoke Florentine furnishings, custom textiles 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. Select suites also offer a guest powder room and a private furnished terrace.

Villa Agresto
Villa Agresto
Villa Agresto
  • 10
  • 462 sq. m.
  • 5 Kings
  • Valley

Just beyond the Borgo, within the estate’s verdant woodlands, Villa Agresto rests in brilliant seclusion on a clearing hemmed by olive trees and its own vineyard. Unfolding across two floors, the impeccably styled five-bedroom haven features artfully layered Tuscan décor and the latest in-home technology. Special amenities include a shaded internal patio, indoor steam bath, outdoor Jacuzzi, panoramic terrace and infinity pool offering picture-perfect views over Montalcino, Siena and Pienza.

Villa Alba
Villa Alba
Villa Alba
  • 4
  • 261 sq. m.
  • 2 Kings
  • Valley

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’Orcia. This former stone farmhouse has been transformed into a delightful three-bedroom hideaway with comfortable furnishings and beautifully preserved original features. The two-story villa has a separate guest annex, pool and shaded panoramic terrace for outdoor entertaining.

Villa Castello
Villa Castello
Villa Castello
  • 6
  • 353 sq. m.
  • 2 Kings and 2 Twins
  • Valley

Rising dramatically from a sylvan hill overlooking the Borgo, Villa Castello is built on the ruins of a medieval castle. The timeless three-story, three-bedroom Tuscan retreat features cozy interiors replete with luxe textiles and rustic decorative touches. Outside, in the embrace of verdant gardens, shaded living and dining areas and a glistening pool capture panoramic views of the rolling countryside.

Villa Oliviera
Villa Oliviera
Villa Oliviera
  • 6
  • 418 sq. m.
  • 2 Kings and 2 Twins
  • Borgo and Valley

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 interiors of this stone villa update Tuscan tradition with subtle modern comforts, blending vintage features with classic furnishings. Breathtaking views of the Val d’Orcia and nearby Montalcino are enjoyed from a large terrace and infinity pool.

Villa Chiusa
Villa Chiusa
Villa Chiusa
  • 8
  • 388 sq. m.
  • 3 Kings and 2 Twins
  • Borgo and Valley

Formerly the village police station, the four-bedroom Villa Chiusa has been wonderfully reimagined as a warm and welcoming vacation home. Offering a finely calibrated rustic-chic sensibility, the living and dining rooms of this two-story villa open to a terrace and infinity pool with spectacular panoramic views of the valley and nearby Montalcino. An elegant guest annex and pool house add to the allure of this Tuscan escape.

Villa Gauggiole
Villa Gauggiole
Villa Gauggiole
  • 4
  • 580 sq. m.
  • 3 Kings and 2 Twins
  • Valley

Surrounded by golden vineyards and tranquil gardens, the four-bedroom Villa Gauggiole was once home to a family of farmers. The exceptionally private, two-story domicile has been carefully restored to reveal the authentic Tuscan craftsmanship of the original stone walls and timbered ceilings. Modern comforts and luxurious furnishings lend the home an atmosphere of relaxed sophistication. Pastoral views of the vineyards, woods and gentle hills are glimpsed from outdoor living spaces and the pool.

Villa Casa Del Fiume
Villa Casa Del Fiume
Villa Casa Del Fiume
  • 8
  • 512 sq. m.
  • 2 Kings and 4 Twins
  • Valley

Situated in the undulating green valleys that shape the northeastern part of the estate, Villa Casa del Fiume enjoys 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. 512 sq. m. / 5,518 sq. ft.

Villa Stabbi
Villa Stabbi
Villa Stabbi
  • 10
  • 582 sq. m.
  • 3 Kings and 3 Twins
  • Valley

From the heights of a picturesque ridge, the five-bedroom Villa Stabbi enjoys broad views over the gently rolling Sienese countryside. Composed of stone, the two-story home features atmospheric Tuscan interiors and a wraparound terrace that looks out to ancient oaks and magnificent sunsets. A separate guest annex, pool and pool house are situated amongst the mature gardens of this exceedingly private retreat.

Villa Sant'Anna
Villa Sant'Anna
Villa Sant'Anna
  • 10
  • 655 sq. m.
  • 3 Kings and 3 Twins
  • Valley

Superbly positioned on a ridge above the estate’s golf course and Sangiovese vineyards, the gorgeous, five-bedroom Villa Sant’Anna enjoys enchanting views from dawn to dusk. The home’s elegantly understated Tuscan interiors are notable for their exquisite details, stonework and bespoke furnishings. The two-story stone villa features a home theater as well as a pool, pool house, tennis court and vast gardens.

Villa Biondi
Villa Biondi
Villa Biondi
  • 10
  • 726 sq. m.
  • 3 Kings and 4 Twins
  • Valley

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. Immersed in the idyllic Sienese countryside, this extraordinary Tuscan residence radiates warmth and relaxed sophistication. Surrounded by beguiling herb-scented gardens, the two-story retreat offers shaded terraces, a swimming pool and a pool house.

Villa Oddi
Villa Oddi
Villa Oddi
  • 12
  • 610 sq. m.
  • 4 Kings and 4 Twins
  • Valley

Offering blissful seclusion in the heart of the countryside, the six-bedroom Villa Oddi exudes sophistication and charm. Suffused in natural light, the home’s spacious interiors marry chic Tuscan décor with heritage elements such as the farmhouse’s original vaulted brick ceilings. Outfitted with numerous high-tech features, the stone-clad, two-story residence features a screening room, guest/pool house, tennis court, infinity pool, outdoor Jacuzzi and shaded terraces with sweeping views of Montalcino. Villa Oddi is equally suited to family reunions and business retreats.

Ristorante Campo del Drago
Ristorante Campo del Drago
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.
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 is open all day incuding breakfast and offers the authentic, warm atmosphere of a Tuscan trattoria.
CdBar
CdBar
An intimate, club-like space imbued by the Italian culture of good wine and cocktails, the CdBar adjoins Ristorante Campo del Drago. 
Pool Bar
Pool Bar
Fresh, simple Italian delights are never more satisfying than when enjoyed poolside under the warm Tuscan sun. 
In-Villa Dining
In-Villa Dining
In order to allow guests to appreciate to the full the warmth and intimacy of the Tuscan villas, the hotel has designed a range of dining services, all available on a daily basis.
The Spa
The Spa
Located at the heart of the Borgo in the estate’s former wine cellars, The Spa at Rosewood Castiglion del Bosco is a heaven 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 paths to beauty and rejuvenation with face and body treatments of renowned Florentine apothecary Officina Profumo Farmaceutica di Santa Maria Novella.
Fitness
Fitness
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. 
Pool
Pool
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 20m x 10m pool, guests can look out upon 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.
La Canonica Cooking School
La Canonica Cooking School
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.

Rosewood Castiglion del Bosco

A 5,000-acre estate gracing the Tuscan countryside, Rosewood Castiglion del Bosco offers a picture-perfect landscape. Located just 90 kilometers (56 miles) from Florence, 45 kilometers (28 miles) from Siena and 15 kilometres (9 miles) from Montalcino, the resort makes getting around Tuscany easy. It rests gently on rolling hills and knolls which present themselves as large expanses of green in springtime and are later bathed in golden hues in autumn.

Località Castiglion del Bosco, Montalcino, Siena 53024, Italy

The MD's Top Recommendations

David Bertilaccio
David Bertilaccio
Regional Vice President and Managing Director

Prior to joining Rosewood Hotels & Resorts in 2016, Davide Bertilaccio served as General Manager and Area General Manager for the some of the world’s leading luxury hotel brands, overseeing openings, relaunches and rebranding. With almost 30 years of experience in the industry, Davide Bertilaccio is one of Italy’s most experienced hotel professionals.

Wine Tours and Tastings
Wine Tours and Tastings
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.
Golf at The Club
Golf at The Club
The Club at Castiglion del Bosco is Italy’s only private golf club and is reserved for members only. Rosewood guests wishing to learn more about The Club’s exclusive new invitation to membership are invited to apply for a one-time-only Membership Discovery experience during their stay.
Unique Ferrari
Unique Ferrari
The Ferrari company headquarters at Maranello, near Modena, is a place of pilgrimage for racing car lovers the world over. It was founded by Enzo Ferrari in 1943 and has expanded gradually over the year to become the ‘Ferrari Citadel’ we see today, created with the help of architects of the caliber of Renzo Piano and Jean Nouvel, among others. Though it is off-limits to regular visitors, private VIP guided tours of the factory’s V8 and V12 assembly lines and F1 Department can be arranged, as well as its state-of-the-art Ferrari Tailor Made department. After the exclusive factory tour, guests also get the chance to visit the Ferrari Museum and the marque’s Ferrari Store, where they benefit from a 20% discount.
Unique Cinque Terre & Portofino
Unique Cinque Terre & Portofino
Five vibrant, colorful villages in western Liguria, the Cinque Terre are justly famous for their authentic, salty charm and their breathtaking setting. Further up the coast, Portofino is Italy’s archetypal Dolce Vita seaside destination. A tiny fishing port discovered in the 1950s and 1960s by film stars, musicians and captains of industry, it remains utterly charming, cradled in a scenic bay. This unforgettable tour will take you to both locations on a luxurious 24-metre yacht, with lunch in one of Portofino’s historic restaurants and the additional option of a stop in one of the Cinque Terre villages or in the pretty cove of San Fruttuoso, where a tenth-century abbey dominates the little beach. The transfer to and from the port of La Spezia is by helicopter, with the whole of Tuscany spread out like a canvas beneath you.
Unique Yacht and Wine Tuscany
Unique Yacht and Wine Tuscany
It may be less well known than Puglia or the Amalfi Coast, but the Tuscan coast offers awe-inspiring landscapes, great food, stellar wineries, a thriving luxury yachting scene and a string of island pearls known as the Tuscan Archipelago. All these draws come in one neat package on this full day trip. It combines a cruise on a classic 18-meter wooden yacht to the island of Elba, famous as the place of Napoleon’s exile, with lunch made by a Michelin-starred chef and an on-board wine tasting personally led by a Tuscan producer whose winery has been in his family for fifteen generations. Two swimming breaks in pristine bays wrap a magical day, which can be made even more special by adding on the option of helicopter transport to the port of San Vincenzo, otherwise easily reached by limousine transfer from Castiglion del Bosco in just under two hours.