Rosewood Castiglion Del Bosco

Montalcino, Italy

9.8 Superior Luxury

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We recommend booking a stay with free cancellation in case your plans change.

T1D
Borgo Suite, at Rosewood Castiglion Del Bosco

Borgo Suite

  • 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
  • Average 877 sq feet (82 sq meters)
  • King Bed or twin bed
  • One full bathroom, plus guest powder room

USD $ 3,485 /nt

Limited availability.

BEST FLEXIBLE RATE

You have until September 4, 2025 to cancel this reservation without penalty.

USD $3,485 /nt
$10,454 for 3 nights
including taxes & fees
Price breakdown

T1K
Terrace Suite, at Rosewood Castiglion Del Bosco

Terrace Suite

  • 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
  • Average 1,071 sq feet (100 sq meters)
  • King Bed or twin bed

USD $ 3,583 /nt

Limited availability.

BEST FLEXIBLE RATE

You have until September 4, 2025 to cancel this reservation without penalty.

USD $3,583 /nt
$10,749 for 3 nights
including taxes & fees
Price breakdown

S1K
Castiglion Del Bosco Suite, at Rosewood Castiglion Del Bosco

Castiglion Del Bosco Suite

  • 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
  • Average 1,329 sq feet (124 sq meters)
  • King Bed
  • One full bathroom, plus guest powder room

USD $ 4,968 /nt

Limited availability.

BEST FLEXIBLE RATE

You have until September 4, 2025 to cancel this reservation without penalty.

USD $4,968 /nt
$14,904 for 3 nights
including taxes & fees
Price breakdown

V3K
Villa Castello, at Rosewood Castiglion Del Bosco

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
  • 3,800 sq feet (353 sq meters)
  • First floor bedroom 1: King Bed

USD $ 11,582 /nt

Limited availability.

BEST FLEXIBLE RATE

You have until September 4, 2025 to cancel this reservation without penalty.

USD $11,582 /nt
$34,745 for 3 nights
including taxes & fees
Price breakdown

V4K
Villa (Casa del Fiume), at Rosewood Castiglion Del Bosco

Villa (Casa del Fiume)

  • 2 King Beds
  • 5511 sq feet (512 sq meters)
  • Individually decorated room, furnished balcony/patio with valley and hill views
  • 4 bedrooms, living room, and dining area

USD $ 13,749 /nt

Limited availability.

BEST FLEXIBLE RATE

You have until September 4, 2025 to cancel this reservation without penalty.

USD $13,749 /nt
$41,245 for 3 nights
including taxes & fees
Price breakdown

V4D
Villa Gauggiole, at Rosewood Castiglion Del Bosco

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
  • 6,203 sq feet (580 sq meters)

USD $ 14,750 /nt

Limited availability.

BEST FLEXIBLE RATE

You have until September 4, 2025 to cancel this reservation without penalty.

USD $14,750 /nt
$44,248 for 3 nights
including taxes & fees
Price breakdown

VLK
Villa Agresto, at Rosewood Castiglion Del Bosco

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
  • 4,973 sq feet (462 sq meters)

USD $ 21,309 /nt

Limited availability.

BEST FLEXIBLE RATE

You have until September 4, 2025 to cancel this reservation without penalty.

USD $21,309 /nt
$63,925 for 3 nights
including taxes & fees
Price breakdown

Please note, room photos and descriptions are representative of the room category. Actual rooms may vary from what is shown.

About the Hotel

Located within the UNESCO-listed Val d’Orcia in the Brunello di Montalcino wine-making region, Rosewood Castiglion del Bosco is 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. The 800-year-old estate comprises the ancient castle ruins, a medieval church and the Borgo, a historic village that now forms the heart of the resort.

Location

Rosewood Castiglion Del Bosco
Località Castiglion del Bosco
Montalcino, Italy 53024

Nearest Airport: FLR

Features and Amenities

  • Dining
  • Bar
  • Restaurants
  • On-Site Amenities
  • Pool
  • Spa Services
  • Fitness Center
  • Wellness Center
  • In-Room Amenities
  • Private Pools
  • Activities
  • Excursions
  • Tennis
  • Golf
  • Nearby
  • Historic Sites
  • Interests
  • Golf
  • Hotels
  • Spa
  • UNESCO Site Nearby

Reviews for Rosewood Castiglion Del Bosco

Nightmare staff / overpriced

TripAdvisor Traveler Review Rating Reviewed 2 weeks ago

Went to check out this venue for my wedding. Granted I was there because my fiancé and I were looking at a full buyout of the property, it is over 1mil for a full buyout for 3 days. However the experience was terrible, first off they made us rent a villa for 17k for two nights for the two of us, we were supposed to be able to see the grounds and different villas, but they wouldn’t let us see inside of them due to “the fact they were being cleaned” I expressed I didn’t care and we would like to see this as it’s important and they wouldn’t let us. The Michelin restaurant on site was not that great, the other restaurant was better. We did not get to experience one aspect of the hotel because we were with the staff viewing the property, and then when we asked for a late checkout (their checkout is at 10am lol) they would not allow it, so this is why we decided not to go with this venue or ever come back here for vacation. Also when they tell you the property is 5000 acres, what they mean to say is their vineyard is 4995 acres and they have 5 acres of actual usable property by the resort.

Woody M


Bad management

TripAdvisor Traveler Review Rating Reviewed 4 weeks ago

Bad Management / organization I specifically asked for adjoining rooms and was given a bedroom in a different floor so my kids were left alone in a different room… conclusion wife with kids and me alone Also left in a cluster that had to walk on a highway to reception and breakfast

Julio Z


Amazing Property!

TripAdvisor Traveler Review Rating Reviewed 1 month ago

Pros: -Amazing property; had a terrace suite -2 pools; one is an adults only pool -Wine tour and cooking class; best bowl of bolognese -The small details matter (CDB bookmarks) -Only private golf course in Italy Cons: -Isolated location

LaPlayaHopper - Washington DC, District of Columbia


Beautiful Hotel but mind the air conditioning system or go during colder seasons!

TripAdvisor Traveler Review Rating Reviewed 1 month ago

Rosewood, is a beautiful and romantic hotel with breathtaking views of the valley, boasts outstanding infrastructure and perfectly spacious, comfortable, charming, and well-equipped rooms. However, we encountered a significant issue with our room. Despite its beauty, the air conditioning malfunctioned, leaving us exhausted after a four-hour journey. The temperature was set to 22 degrees Celsius, but no matter how hard we tried to lower it, the equipment kept switching on and off, disrupting our sleep. To make matters worse, the room lacked a proper blackout behind the curtains, making it difficult to fall asleep due to the clarity. We promptly complained to the reception and the manager, who were kind and promised to rectify the issues. On the next night, they found a temporary solution by nailing black plastic to the doors leading to the small garden. However, the air conditioner continued to malfunction. While the black plastic improved our sleep, it was not the kind of experience we had paid for. The next morning, we left the hotel and provided feedback. Despite the two hot and unpleasant nights in a five-star establishment, they offered a simple apology. I had hoped for a discount or a courtesy for a future stay. Surprisingly, the hotel failed to send us an email for a formal feedback, unlike all the other hotels we stayed at during our trip. Rosewood is an exclusive and expensive hotel, but if you can’t rest at night, there’s not much to enjoy during the day.

Claudio P


magical glimpse of finest Tuscany

TripAdvisor Traveler Review Rating Reviewed 3 months ago

I was lucky enough to stay in Villa Alba which is the most magical place. The rooms were stunning, the breakfast laid out beyond delicious and the gardens and pool area utterly sublime. Winetasting was brilliant as was the Osteria. I can’t wait to return.

michellepLondon - Male


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