Castiglion del Bosco, A Rosewood Hotel

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Luxury
5.0 star property
10

Exceptional

Tuscan village with royal service

A stunning infinity pool overlooks the rolling Tuscan valleys, offering a peaceful retreat amid picturesque surroundings. The restored village houses two excellent restaurants with friendly staff. Guests can indulge in spa treatments or explore the private winery and golf course.

Popular amenities

  • Pool
  • Spa
  • Pet friendly
  • Parking included
  • Free WiFi

Room options

Available filters for rooms
Showing 17 of 17 rooms

View all photos for Suite (Borgo)

A spacious living room with a wooden ceiling, a large window, and a dining area with a table and chairs.

Suite (Borgo)

10.0 out of 10
Exceptional
(1 review)
  • 829 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed

View all photos for Suite (Castiglion del Bosco)

A bedroom with a bed, bedside tables, a nightstand, a bookshelf, and framed artwork on the wall.

Suite (Castiglion del Bosco)

  • 1109 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed

View all photos for Junior Suite

A hotel room with a large bed, a desk with a chair, a small table with a vase of flowers, and a sofa.

Junior Suite

10.0 out of 10
Exceptional
(14 reviews)
  • 538 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed

View all photos for Suite, Terrace

A bedroom with a large bed, two chairs, a table, and a lamp. There is a window with curtains and a view of greenery outside.

Suite, Terrace

10.0 out of 10
Exceptional
(2 reviews)
  • Garden view
  • 893 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed

View all photos for Villa (Oddi)

A large estate with a swimming pool, multiple buildings, and extensive landscaping.

Villa (Oddi)

  • 6566 sq ft
  • 6 bedrooms
  • Sleeps 12
  • 4 King Beds and 4 Twin Beds

View all photos for Villa (Alba)

A stone villa with a swimming pool surrounded by lush greenery and hills.

Villa (Alba)

  • 2540 sq ft
  • 1 bedroom
  • Sleeps 6
  • 2 King Beds

View all photos for Villa (Biondi)

A large estate with a swimming pool, surrounded by a golf course and forested hills.

Villa (Biondi)

  • 7815 sq ft
  • 1 bedroom
  • Sleeps 10
  • 3 King Beds and 4 Twin Beds

View all photos for Villa (Castello)

A stone building with a red-tiled roof, surrounded by tall cypress trees and a lush green landscape.

Villa (Castello)

  • 3807 sq ft
  • 1 bedroom
  • Sleeps 6
  • 2 King Beds and 2 Twin Beds

View all photos for Villa (Chiusa)

A large two-story house with a swimming pool, surrounded by lush greenery and tall trees.

Villa (Chiusa)

  • 4176 sq ft
  • 1 bedroom
  • Sleeps 8
  • 3 King Beds and 2 Twin Beds

View all photos for Villa (Casa del Fiume)

A rural landscape with rolling hills, a tennis court, and a house surrounded by greenery.

Villa (Casa del Fiume)

  • 5511 sq ft
  • 1 bedroom
  • Sleeps 8
  • 2 King Beds and 4 Twin Beds

View all photos for Villa (Gauggiole)

A rural landscape with a stone house, a swimming pool, and rolling hills in the background.

Villa (Gauggiole)

  • 5608 sq ft
  • 1 bedroom
  • Sleeps 8
  • 3 King Beds and 2 Twin Beds

View all photos for Villa (Oliviera)

A stone villa with a swimming pool, outdoor seating, and a view of a forested hillside.

Villa (Oliviera)

  • 4499 sq ft
  • 1 bedroom
  • Sleeps 6
  • 1 King Bed and 2 Twin Beds

View all photos for Villa (Sant'Anna)

A stone villa with a swimming pool, surrounded by lush greenery and hills.

Villa (Sant'Anna)

  • 7050 sq ft
  • 1 bedroom
  • Sleeps 10
  • 3 King Beds and 4 Twin Beds

View all photos for Villa (Stabbi)

A stone building surrounded by dense trees and a golf course.

Villa (Stabbi)

  • 5640 sq ft
  • 1 bedroom
  • Sleeps 11
  • 4 King Beds and 3 Twin Beds

View all photos for Villa (Agresto)

A large stone building with a swimming pool and outdoor seating.

Villa (Agresto)

  • 4973 sq ft
  • 1 bedroom
  • Sleeps 12
  • 6 King Beds

View all photos for Casa del Vescovo

A four-poster canopy bed with a red and white checkered sofa, a wooden floor, and a view of the outdoors through a window.

Casa del Vescovo

  • 1 bedroom
  • Sleeps 5
  • 2 King Beds

View all photos for Casa Fontaccia

A stone house with a stone patio and a small garden.

Casa Fontaccia

  • 1 bedroom
  • Sleeps 4
  • 2 King Beds
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About the neighborhood

Located in Montalcino, Castiglion del Bosco, A Rosewood Hotel is in a rural area and in a provincial park. Notable landmarks in the area include Fortress of Montalcino and Monte Oliveto Maggiore Abbey. Abbazia di Sant'Antimo is another place to visit that comes recommended. Relax and indulge in the area's hot springs, or seek out an adventure with horse riding, ecotours, and hiking/biking trails nearby. Visit our Montalcino travel guide
Map
Localita Castiglion del Bosco, Montalcino, SI, 53024

What's nearby

  • Castiglion del Bosco Winery
    11 min walk - 0.6 miles
  • Monte Oliveto Maggiore Abbey
    38 min drive - 14.0 miles
  • Fortress of Montalcino
    44 min drive - 9.4 miles
  • Tenuta Greppo Franco Biondi Santi
    48 min drive - 11.2 miles
  • Abbazia di Sant'Antimo
    55 min drive - 16.2 miles

Getting around

  • Asciano Monte Oliveto Maggiore Station
    35 min drive
  • Florence Airport, Peretola (FLR)
    133 min drive

Restaurants

  • Ristorante Il Giardino
    22 min drive
  • Alle Logge Di Piazza
    22 min drive
  • Ristorante Roma
    16 min drive
  • Caffè Fiaschetteria Italiana 1888
    22 min drive
  • Ristorante Campo Del Drago
    7 min walk

About this property

Castiglion del Bosco, A Rosewood Hotel

  • Luxury historic hotel in a rural location
  • Located close to Fortress of Montalcino, Castiglion del Bosco, A Rosewood Hotel provides a golf course, an attached winery, and an airport shuttle. Get out on the links at this hotel and enjoy amenities such as a driving range, golf lessons, and a golf clubhouse. Indulge in a massage, a facial, and a body treatment at the onsite spa. At the two on-site restaurants, enjoy breakfast, lunch, dinner, kids' meals, and Italian cuisine. Fitness classes and yoga classes are offered at the 24-hour gym; other things to do include archery and mountain biking. Free in-room WiFi is available to all guests, along with a poolside bar and a rooftop terrace.
  • Other perks include:
    • 2 outdoor pools along with sun loungers and pool umbrellas
    • Free self parking and valet parking
    • Cooked-to-order breakfast (surcharge), bike rentals, and tennis courts
    • A roundtrip airport shuttle (surcharge), an electric car charging station, and express check-in
  • Room features
  • All guestrooms are individually furnished, and boast comforts such as premium bedding and laptop-friendly workspaces, in addition to perks like air conditioning and bathrobes.
  • Other amenities include:
    • Hypo-allergenic bedding and down comforters
    • Rainfall showers, designer toiletries, and deep soaking tubs
    • LCD TVs with satellite channels
    • Wardrobes/closets, childcare services, and coffee/tea makers

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Frequently asked questions

Does Castiglion del Bosco, A Rosewood Hotel have a pool?

Yes, this property has 2 outdoor pools. Pool access is from 8:30 AM–6:30 PM. The pool is closed seasonally each year from January 9 to March 31.

How much does it cost to stay at Castiglion del Bosco, A Rosewood Hotel?

As of Oct 23, 2026, prices found for a 1-night stay for 2 adults at Castiglion del Bosco, A Rosewood Hotel on Nov 4, 2026 start from $1,405, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Castiglion del Bosco, A Rosewood Hotel pet-friendly?

Yes, pets are allowed at this property.

How much is parking?

Self parking and valet parking are free at this property.

What time is check-in at Castiglion del Bosco, A Rosewood Hotel?

Check-in start time: 4:00 PM; Check-in end time: anytime.

What time is check-out at Castiglion del Bosco, A Rosewood Hotel?

Check-out is at 10:00 AM.

Does Castiglion del Bosco, A Rosewood Hotel provide a shuttle to the airport?

Yes, there's an airport shuttle that runs on request. A fee of EUR 500 per vehicle applies.

Where is Castiglion del Bosco, A Rosewood Hotel located?

Located in a provincial park, this family-friendly hotel is 7.8 mi (12.5 km) from Fortress of Montalcino and 11.7 mi (18.8 km) from Monte Oliveto Maggiore Abbey. Abbazia di Sant'Antimo is 14 mi (22.6 km) away.

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

Castiglion del Bosco, A Rosewood Hotel Reviews

10

Exceptional

10

Cleanliness

9.6

Location

10

Staff & service

10

Property conditions & facilities
Rating 10 - Excellent. 81 out of 86 reviews
Rating 8 - Good. 4 out of 86 reviews
Rating 6 - Okay. 1 out of 86 reviews
Rating 4 - Poor. 0 out of 86 reviews
Rating 2 - Terrible. 0 out of 86 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very warm and friendly service.
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!
Stayed 5 nights in Sep 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Although the property and the staff were great, our room was a bit of a disappointment. Junior Sweet was just a giant room with furniture that was uncomfortable to use. In general the room needs an update. Not exactly what we expected. We unfortunately had a neighbor who opened up the gate outside in between our terrace which should have never happen if it had been locked. He did that because he said my husbands iPad was too loud when in fact, his was too loud and my husband who had headphones on could not hear his show so took them off so he could hear it. Needless to say we avoided our terrace after that. Shout out to Chiara and Samantha who took a desert request seriously and made two of my evenings! Michael and David’s were also wonderful!
Stayed 5 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
If you don’t like th it s place, then there will never be a place on earth that you like.. it’s actually above a 5 star!! Over the top service.. food seasons breakfast fantastic…fell very lucky to have stayed here.. thank you
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities
Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice view, quiet , very beautiful golf course.
Stayed 2 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Great property and fabulous service by staff. It’s remote to get to but well worth it. Top notch quality.
Stayed 4 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Best service we have ever received! They are so friendly and accommodating! Will definitely visit again
Stayed 2 nights in Nov 2023
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Unbelievable experience

Without a doubt one of the best hotels we have ever stayed in. Everything from the service to the property itself was phenomenal.
Stayed 2 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is one of the best hotels i have ever been! Property is spectacular, rooms are superb, service is the best!! The hotel has everything one needs! Infinity pool with the tuscan view and food were the best of the property!! Suggest to stay at the property and enjoy the hotel without going anywhere else.
Stayed 2 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

The best hotel I’ve ever stayed in

This has been the best hotel I’ve ever stayed in my life. Celebrated my honeymoon and they upgraded our rooms for free gave us lots of benefits and treated us like royalty. Never felt like this in my life. Had an absolute blast
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Peaceful, Relaxing Stay in Tuscany We had a great experience here. The setting is quiet and secluded—felt like a true escape from everyday life. The golf was excellent, the food was consistently good, and the service was friendly and professional. It is remote, which adds to the charm, but just a heads-up: if you need anything like Advil or small essentials, the nearest town is about 20 minutes away on a dirt road. Overall, everything was well done. We’d absolutely come back.
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Rosewood Castiglion Del Bosco is an exceptional hotel offering a stunning view of Val d'Orcia, a beautiful valley in Tuscany. The picturesque surroundings provide a truly memorable experience for guests seeking a peaceful retreat. The hotel's ambiance and service are top-notch, creating a luxurious and comfortable stay. One minor drawback that I encountered during my visit in the winter was that the temperature of the indoor pool was not as warm as I would have preferred. While the pool area is undoubtedly lovely, it would have been more enjoyable with a higher water temperature, especially during the colder months. Overall, Rosewood Castiglion Del Bosco is a fantastic choice for those looking to immerse themselves in the beauty of Tuscany and indulge in a luxurious hotel experience. The breathtaking views and impeccable service make it a truly remarkable destination worth visiting.
Stayed 1 night in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Tip for the Best View...and some surprises

This "hotel" is actually a small ancient village that's been restored as a resort. It's extraordinary, though keep in mind that you'll walk outside to go to the restaurants, the lobby, etc. We absolutely loved this. Our suite had a massive patio and amazing sunset views, though our west-facing view was just trees and not the quintessential Tuscan farmland and rolling-hills view; for that you will want a suite in Alto-Borgo, the slightly uphill part of the resort with perfect southeast-facing views. The downside is those rooms are a 10 min walk from the restaurants and main part of the resort, whereas the original suites are right in the village. Oh, and by "village" I don't mean tourists and shops. There aren't any. Zero. It's totally private. And it's not near anything, so no security issues or lookieloos at all. This is a UNESCO site and so they could not build anything new, but only remodel whatever was already there. First surprise is that the road to get there is dirt. Due to UNESCO they can't pave it. Though some small sections of the ancient stone road remain, it's 99% dirt for several kilometers. A couple of disappointments are the main restaurant and the concierge service. The main, Michelin-starred restaurant is great for breakfast, but according to many guests we spoke to it's a let-down for dinner. However the Osteria restaurant is great, and dining at the golf club is good for pizza night. The concierge issues were perplexing for such an amazing resort.
Stayed 3 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice and quiet excellent hospitality
Stayed 2 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities
Wonderful stay
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Everything was perfect
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
One of the best hotels we stayed at
Stayed 1 night in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Awesome location wonderful view dinning experience wonderful
Stayed 3 nights in Sep 2022
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful property and great service. Was a little disappointed they charge double the price for wine they make in their back yard then I pay here in Montreal.
Stayed 3 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

extraordinary wines, hotel and everything!

extraordinary!
Stayed 1 night in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was to PERFECTION.
Stayed 2 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The service is excellent. The rooms are superb—Tuscany at its best. The staff go out of their way to be friendly and helpful. The two restaurants are excellent, as are the staff. Please note that to get to the hotel, you have to travel on a gravel road. The medieval village is picturesque, with beautiful views below of the Tuscan valleys.
Stayed 2 nights in Jul 2023
Verified review

6/10 Okay

Liked: Cleanliness, property conditions & facilities
Disliked: Staff & service
Location, pool, views were great but service was disappointing. Very slow at restaurants, bar not acceptable for a resort at this price point. Also terrible was trying to book a tour to see the vineyards. When we checked in they told us it was fully booked, then they tried to accommodate us but let us know less than an hour before and we were out so we couldn’t make it on time. Whenever we tried to message them they took hours to respond or did not respond at all. Not planning on returning.
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Inesquecível. Comecando pelo lugar que é maravilhoso, não só pela posição junto ao vale mas também pela construção maravilhosamente bem preservada. Bom ressaltar a equipe : 6 estrelas. Nós faz sentir em casa e nunca deixa nada passar. Voltaremos rápido.
Stayed 3 nights in May 2026