A poolside area with lounge chairs and umbrellas, surrounded by a forested landscape.

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Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15

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Our top choices for Castiglione del Bosco hotels

A villa with a swimming pool, surrounded by trees and hills.

1. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (87 reviews)
"Unique property well maintained and quite Serene , great staff"
United States
KEDARNATH
The price is ￥199,230
￥220,918 total
includes taxes & fees
Nov 4 - Nov 5
Castiglion del Bosco, A Rosewood Hotel
A person relaxing in a hot tub with a view of a vineyard and mountains in the background.

2. Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
10.0 out of 10, Exceptional, (94 reviews)
"A lovely place to enjoy the wine and the region. Rooms are spacious and extremely clean. House has a magical feel to it. Staff were so kind and always on hand to help out. A wonderful visit!"
Canada
Karen
The price is ￥64,643
￥72,865 total
includes taxes & fees
Nov 1 - Nov 2
Villa Le Prata - Residenza del Vescovo
A table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.

3. SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (418 reviews)
"An excellent location for enjoying a peaceful atmosphere, surrounded by true nature and spectacular views. I would certainly stay at this Agriturismo again when I return to Tuscany."
United States
Farasley
The price is ￥14,916
￥20,466 total
includes taxes & fees
Nov 9 - Nov 10
SI Montalcino Hotel
A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

4. Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (177 reviews)
"Lovely setting. Great views and incredibly helpful staff. Really enjoyed our two days. Can’t wait to come back 👍"
United States
Aseem
The price is ￥30,107
￥34,525 total
includes taxes & fees
Nov 16 - Nov 17
Podere Brizio
A poolside area with lounge chairs, a table with drinks, and a view of hills.

5. Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (167 reviews)
"This is our new favorite place to stay near Montalcino. It is beautiful beyond words, and the rooms are fantastic, spacious, comfortable, and just perfect. We will be back!"
United States
Silvana
The price is ￥45,520
￥51,830 total
includes taxes & fees
Nov 2 - Nov 3
Capanna Suites
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

6. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (14 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is ￥40,055
￥45,818 total
includes taxes & fees
Dec 1 - Dec 2
Palazzo Saloni
A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

7. Le Ragnaie

Le Ragnaie
Montalcino
9.2 out of 10, Wonderful, (342 reviews)
"Amazing stay very welcoming and gorgeous views!"
United States
Trevor
The price is ￥14,664
￥17,888 total
includes taxes & fees
Nov 2 - Nov 3
Le Ragnaie
A hot tub with a view of a historic building and mountains.

8. Casa Franci Montalcino

Casa Franci Montalcino
Montalcino
9.8 out of 10, Exceptional, (47 reviews)
"Fantastic accommodations, friendly and helpful staff"
United States
Jim
The price is ￥39,878
￥45,624 total
includes taxes & fees
Nov 16 - Nov 17
Casa Franci Montalcino
A pool with a modern water feature and a stone structure.

9. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (267 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is ￥13,187
￥14,505 total
includes taxes & fees
Nov 16 - Nov 17
Mercure Petriolo Siena Terme Spa Hotel
A room with a bed, a chair, a view through an open window, and a white dresser with bottles and glasses.

10. Albergo Giardino

Albergo Giardino
Montalcino
8.8 out of 10, Excellent, (43 reviews)
"Albergo Giardino is in an ideal location, with a good choice of restaurants, bars and shops close by. It is clean, comfortable and in the heart of a thriving community. Owner Nida was lovely and keen to ensure a pleasant stay. Would recommend."
United Kingdom
Norma
The price is ￥16,832
￥19,922 total
includes taxes & fees
Nov 2 - Nov 3
Albergo Giardino
A stone building with a pool overlooking a mountainous landscape.

11. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
5.0 star property
Montalcino
9.0 out of 10, Wonderful, (380 reviews)
"Loved our stay at the hotel - super relaxing and great for our honeymoon. The staff were so kind and really helpful"
United States
Melanie
The price is ￥77,307
￥86,796 total
includes taxes & fees
Nov 30 - Dec 1
Castello di Velona Resort Thermal SPA & Winery
A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.

12. Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino
9.8 out of 10, Exceptional, (83 reviews)
"Beautiful property and five star service. We loved everything about our stay!"
United States
Suelina
The price is ￥67,349
￥75,842 total
includes taxes & fees
Dec 1 - Dec 2
Mastrojanni Relais - Small Luxury Hotels of the World
A historic town with a prominent church, a square with a pool, and a well-lit street.

13. Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.4 out of 10, Exceptional, (14 reviews)
"The room and view were wonderful, the breakfast was delicious, and the staff members were incredibly helpful!"
United States
Tracy
The price is ￥19,809
￥22,848 total
includes taxes & fees
Nov 6 - Nov 7
Relais Cloister Pienza
A bedroom with a large bed, a wooden floor, a stone wall, and a bathroom with a bathtub and a shelf with toiletries.

14. Palazzo Lucchini

Palazzo Lucchini
Montalcino
The price is ￥64,155
￥72,329 total
includes taxes & fees
Nov 19 - Nov 20
Palazzo Lucchini
A clear pool with a stone wall and a wooden bridge.

15. Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
4.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (240 reviews)
"Great staying!!!"
United States
Edward
The price is ￥25,303
￥28,712 total
includes taxes & fees
Nov 5 - Nov 6
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

16. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (51 reviews)
"Most beautiful and relaxing place on the planet😁"
United States
Marko
The price is ￥16,227
￥18,553 total
includes taxes & fees
Nov 1 - Nov 2
Fattoria Pieve a Salti
A bedroom with a bed, a chair, a table, and a stone wall.

17. Dimora delle Muse

Dimora delle Muse
Montalcino
10.0 out of 10, Exceptional, (75 reviews)
"The breakfast was great. Sara and Michele are great hosts and have great recommendations for their guests. Very good place to stay. "
United States
Bradley N.
The price is ￥29,012
￥33,320 total
includes taxes & fees
Nov 7 - Nov 8
Dimora delle Muse
A stone wall with a view of rolling hills and mountains.

18. Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (139 reviews)
"This property is pristine. Absolutely beautiful with some of the best views in Tuscany. I would recommend this experience to anyone."
United States
Jeanine
The price is ￥171,351
￥190,251 total
includes taxes & fees
Nov 1 - Nov 2
Castello Banfi - Il Borgo - Relais et Chateaux
A stone building with a pathway leading to a door, surrounded by trees and illuminated by warm lights.

19. L'Orto delle Terme

L'Orto delle Terme
San Quirico d'Orcia
9.6 out of 10, Exceptional, (63 reviews)
"Clean room and beautiful Suite. Breakfast was excellent!"
United States
Tracey
The price is ￥19,198
￥21,821 total
includes taxes & fees
Nov 11 - Nov 12
L'Orto delle Terme
A couple in a hot spring with a large rock formation in the background.

20. ADLER Thermae

ADLER Thermae
5.0 star property
San Quirico d'Orcia
9.6 out of 10, Exceptional, (84 reviews)
"Good dining."
United Kingdom
Abdel
The price is ￥109,442
￥121,265 total
includes taxes & fees
Nov 30 - Dec 1
ADLER Thermae
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Hotels recommended for families in Castiglione del Bosco

A villa with a swimming pool, surrounded by trees and hills.

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (87)
The price is ￥199,230
￥220,918 total
includes taxes & fees
Nov 4 - Nov 5
Castiglion del Bosco, A Rosewood Hotel
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Stay near popular Castiglione del Bosco attractions

Castiglion del Bosco Winery

9.6/10 (5 reviews)
You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco.
See properties

Learn more about Castiglione del Bosco

Love history and dining out? Get away to Castiglione del Bosco!

See all hotels in Castiglione del Bosco
A stone staircase leading to a stone building surrounded by hedges.
Photo by Mario Mürner
Open Photo by Mario Mürner

Top Castiglione del Bosco Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Hotel Athena was a great property in Siena right inside the town walls. Very convenient as we had a rental car and did day trips throughout Tuscany. Breakfast buffet was included and great selection and quality of food. Would definitely stay here again and recommend to others."
Dawn 4-night trip
Posted 13 hours ago
Hotel Athena

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
The price is ￥7,014 per night from Nov 27 to Nov 28
￥7,014
￥8,242 total
Nov 27 - Nov 28
includes taxes & fees
7.8/10 Good! (259 reviews)

Frequently asked questions

What's the best place to stay in Castiglione del Bosco?
Castiglion del Bosco, A Rosewood Hotel is one of the top choices for your stay based on our traveler data. This hotel offers a winery and 2 outdoor pools. Two other options for your stay in the area are Hotel Athena and Grand Hotel Continental Siena – Starhotels Collezione. See all available top hotels, or vacation rentals in Castiglione del Bosco.
What's the top vacation rental in Castiglione del Bosco?
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: Visitors like this Castiglione del Bosco vacation home rental. It is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a terrace, a garden, and a selection of books so you can immerse yourself in your vacation. See all vacation rentals in Castiglione del Bosco.
If I need to cancel my hotel reservation in Castiglione del Bosco, will I receive a refund?
Yes, you'll find most hotel bookings are refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Castiglione del Bosco.
Where can I learn more about changing or cancelling my trip to Castiglione del Bosco?
For additional details about changing or cancelling your trip to Castiglione del Bosco, go to https://www.expedia.com/service/.
What's the best boutique-style accommodation in Castiglione del Bosco?
Castiglion del Bosco, A Rosewood Hotel is a favorite hotel with our travelers looking for a stylish accommodation, and features 42 guestrooms, a winery, and 2 restaurants. See all boutique hotels in Castiglione del Bosco.
What's the best place to stay near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
What is staying in Castiglione del Bosco like?
Visitors can enjoy all that Castiglione del Bosco has to offer including its restaurants. Tourists to the city can also enjoy its welcoming locals. There are 3395 hotels and other accommodations in the surrounding area. Find out more about Castiglione del Bosco.
What is there to see in Castiglione del Bosco?
A favorite place to visit is Castiglion del Bosco Winery. You'll also find Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi in the area. Check out what more to see and do in Expedia's Castiglione del Bosco guide.
What's the weather like in Castiglione del Bosco?
The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castiglione del Bosco is 37 inches.

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