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

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Check prices for these dates

Next weekend
31 Jul - 2 Aug
In two weeks
7 Aug - 9 Aug
In one month
21 Aug - 23 Aug
In two months
18 Sep - 20 Sep

Our top choices for Castiglione del Bosco bed & breakfast

Villa, Valley View | Garden view

Drogheria & Locanda Franci

Drogheria & Locanda Franci
Montalcino
10.0 out of 10, Exceptional, (25 reviews)
"Would stay here again."
United States
Martin
The price is AED 670
AED 779 total
includes taxes & fees
3 Aug - 4 Aug
Drogheria & Locanda Franci
Comfort Double Room | Balcony view

B&B Porta Castellana

B&B Porta Castellana
Montalcino
10.0 out of 10, Exceptional, (40 reviews)
"We absolutely LOVED our stay! The entire property is so lovely and charming. Our room was beautiful and clean, the bed was comfortable, the breakfast was delicious and the proprietor was a joy to work with. I highly recommend staying there. "
United States
Diane
The price is AED 621
AED 717 total
includes taxes & fees
20 Jul - 21 Jul
B&B Porta Castellana
Deluxe Double Room, 1 King Bed, Non Smoking | Minibar, in-room safe, desk, blackout drapes

Dimora delle Muse

Dimora delle Muse
Montalcino
10.0 out of 10, Exceptional, (71 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 AED 571
AED 662 total
includes taxes & fees
25 Jul - 26 Jul
Dimora delle Muse
Interior

PALAZZO DEL CARDINALE

PALAZZO DEL CARDINALE
Montalcino
The price is AED 420
AED 478 total
includes taxes & fees
19 Aug - 20 Aug
PALAZZO DEL CARDINALE
Exterior

Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso
Montalcino
8.4 out of 10, Very Good, (12 reviews)
"Amazing view"
Italy
Ilaria
The price is AED 251
AED 293 total
includes taxes & fees
30 Jul - 31 Jul
Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso
Deluxe Room, 1 Bedroom | Soundproofing, WiFi (free), bed sheets

La Dimora di Roberta

La Dimora di Roberta
Montalcino
The price is AED 554
AED 627 total
includes taxes & fees
20 Jul - 21 Jul
La Dimora di Roberta
Front of property

L'Orto delle Terme

L'Orto delle Terme
San Quirico d'Orcia
9.6 out of 10, Exceptional, (49 reviews)
"Lovely stay"
United States
Stimson
The price is AED 575
AED 649 total
includes taxes & fees
29 Jul - 30 Jul
L'Orto delle Terme
Exterior

Il Canto del Sole

Il Canto del Sole
Monteroni d'Arbia
10.0 out of 10, Exceptional, (24 reviews)
"Lovely place! Beautiful grounds and buildings. The kindest and most welcoming owners. Very delicious array of homemade pastries, breads, and other breakfast items. "
United States
Corinna
The price is AED 605
AED 686 total
includes taxes & fees
19 Aug - 20 Aug
Il Canto del Sole
Property grounds

Room 'Camera Blu' with Shared Terrace and Wi-Fi

Room 'Camera Blu' with Shared Terrace and Wi-Fi
Montalcino
The price is AED 564
AED 580 total
includes taxes & fees
20 Jul - 21 Jul
Room 'Camera Blu' with Shared Terrace and Wi-Fi
Lobby

Locanda del Loggiato

Locanda del Loggiato
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (38 reviews)
"Location, nice staff, clean, beauty of this place: unique. "
Canada
Chucri
The price is AED 542
AED 613 total
includes taxes & fees
28 Jul - 29 Jul
Locanda del Loggiato
View from property

Vento d’Orcia

Vento d’Orcia
Pienza
10.0 out of 10, Exceptional, (30 reviews)
"Amazing host, great location and property, breakfast is top notch, highly recommend. Minutes drive to beautiful Pienza!!"
Canada
Brendon
The price is AED 710
AED 727 total
includes taxes & fees
3 Aug - 4 Aug
Vento d’Orcia
Terrace/patio

Locanda nel Cassero

Locanda nel Cassero
Civitella Paganico
9.4 out of 10, Exceptional, (6 reviews)
"Locanda confortevole e accogliente gentilezza e grande disponibilità "
Italy
Edoardo
The price is AED 334
AED 367 total
includes taxes & fees
24 Jul - 25 Jul
Locanda nel Cassero
Front of property

Le Scuole - ColleMassari Hospitality

Le Scuole - ColleMassari Hospitality
1.0 star property
Cinigiano
10.0 out of 10, Exceptional, (1 review)
"Úžasný a milý personál."
Czechia
Anonymous traveler
The price is AED 673
AED 748 total
includes taxes & fees
20 Jul - 21 Jul
Le Scuole - ColleMassari Hospitality
Free daily buffet breakfast

A Casa di BiaGio B&B

A Casa di BiaGio B&B
Rapolano Terme
10.0 out of 10, Exceptional, (27 reviews)
"It is an increable place to stay. Unbealiable very charm and cozy decoration, with everything you need. "
United States
Juan Diego
The price is AED 387
AED 442 total
includes taxes & fees
21 Jul - 22 Jul
A Casa di BiaGio B&B
Lobby lounge

Antico Granaione

Antico Granaione
Rapolano Terme
10.0 out of 10, Exceptional, (61 reviews)
"old fashion building, clean and affordable"
United States
Irene
The price is AED 339
AED 390 total
includes taxes & fees
20 Jul - 21 Jul
Antico Granaione
Family Suite, 2 Bedrooms, Valley View | View from room

Palazzo Nobile di San Donato

Palazzo Nobile di San Donato
Montepulciano
9.6 out of 10, Exceptional, (81 reviews)
"Location was excelente and Hostess was great . she did all the booking for VIP transportation, restaurants , vine yards and cooking classes Thank You Valentina"
United States
Ronald
The price is AED 573
AED 648 total
includes taxes & fees
5 Aug - 6 Aug
Palazzo Nobile di San Donato
Breakfast, lunch and dinner served

B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
9.6 out of 10, Exceptional, (18 reviews)
"Ras"
France
jean
The price is AED 235
AED 267 total
includes taxes & fees
22 Jul - 23 Jul
B&B da Nada Locanda Toscana
Exterior detail

Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
8.6 out of 10, Excellent, (924 reviews)
"Can’t beat a 700 year old monastery with all the necessary modern amenities. The staff is polite and helpful, parking is close and the location convenient to the best and most important Siena attraction: the Duomo church."
United States
Rene
The price is AED 381
AED 436 total
includes taxes & fees
24 Jul - 25 Jul
Il Chiostro del Carmine
Porch

Relais degli Angeli

Relais degli Angeli
Siena City Centre
9.8 out of 10, Exceptional, (317 reviews)
"Perfect location, beautiful place and amazing staff"
United States
Simone
The price is AED 588
AED 664 total
includes taxes & fees
4 Aug - 5 Aug
Relais degli Angeli
Double Room (Crete) | Blackout drapes, WiFi (free), individually furnished, bed sheets

Alle Terme B&B

Alle Terme B&B
Rapolano Terme
8.4 out of 10, Very Good, (20 reviews)
"We found the facility, very clean and the manager was very understanding and nice. A very nice asdortment of foods for breakfast was available. Would highly recommend this charming accomodation. "
United States
Cheryl
The price is AED 326
AED 376 total
includes taxes & fees
27 Jul - 28 Jul
Alle Terme B&B
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.
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Top Castiglione del Bosco Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"An absolutely beautiful place to stay. Room was large, bed was very comfortable, view was amazing. Best thing is the garden for a delicious breakfast. Loved staying here. Even the AC worked well, and we were there during the crazy heat.."
Fenny Ann 2-night trip
Posted 9 hours ago
Palazzo Ravizza

Frequently asked questions

Searching for B&Bs in Castiglione del Bosco?
If you're looking for something a little quirkier than the traditional hotel experience, a stay at a bed and breakfast could be a great option for your vacation. When you want to explore some of the destination's attractions, Castiglion del Bosco Winery is worth a visit.
Are you thinking about a B&B for your stay?
B&Bs all have a unique charm. Whether it's a cozy reading space or a sunlit breakfast nook, the quaint details are what make bed and breakfasts the perfect escape.
What are the best B&Bs in Castiglione del Bosco?
Below are some well-liked B&Bs in the area: L'Orto delle Terme: 10 rooms. 10.7 mi (17.2 km) from the heart of Castiglione del Bosco. Enjoy the free buffet breakfast and onsite spa services. Il Chiostro del Carmine: 21 rooms. 16.6 mi (26.7 km) from the downtown core. Enjoy the free buffet breakfast and in-room dining. Drogheria & Locanda Franci: 11 rooms. Situated 3.9 mi (6.4 km) from the heart of Castiglione del Bosco. Enjoy the free full breakfast and onsite dining. Relais degli Angeli: 7 rooms. 17.2 mi (27.7 km) from the heart of downtown. Enjoy the rooftop terrace and unique décor. B&B Siena in Centro - Diffuso: 9 rooms. Located 16.7 mi (26.9 km) from the core of Castiglione del Bosco.
When is the best time to book my B&B in Castiglione del Bosco?
When you're planning your escape to Castiglione del Bosco, year-round temperatures and rainfall may be important factors to consider. 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.
What is there to do in Castiglione del Bosco?
When you want to explore some things to do in Castiglione del Bosco, consider a visit to Castiglion del Bosco Winery. Fortress of Montalcino and Castello di Montepescini are also some sites to visit if you want to see more of the area.