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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 82 B&B in Castiglione del Bosco with updated reviews, rates, and availability.

B&B Siena in Centro - Diffuso
Interior entrance

B&B Siena in Centro - Diffuso

8.6 out of 10, Excellent, (133)
"Hotel staff reached out a few days before my check-in for my anticipated arrival time. The check-in was busy (two other groups arriving within 5 minutes), but they had adequate staff to provide us all prompt service which had been an issue with some prior hotel/car bookings. I’m conversational w/Italian but the host also spoke excellent English. While escorting me to my room, the host also made note of the time change that evening which I thought was very considerate where not all countries use...
The price is AED 326
AED 376 total
includes taxes & fees
11 May - 12 May
B&B Siena in Centro - Diffuso
Il Chiostro del Carmine
Exterior detail

Il Chiostro del Carmine

8.6 out of 10, Excellent, (810)
"The hotel is amazing! This hotel was a monastery built in the 13th century. Major problem, no elevator. The rooms are on the 2nd and 3rd floors. Ours was on the 3rd, hauling luggage was not fun. The other annoying part was the included breakfast started at 8am. We had an early train reservation which meant no breakfast for us. When we explained at the front desk, they didn’t offer any solutions. "
The price is AED 512
AED 580 total
includes taxes & fees
28 Apr - 29 Apr
Il Chiostro del Carmine
Villa Fiorita
Triple Room | Free WiFi

Villa Fiorita

8.2 out of 10, Very Good, (164)
"Lovely old furniture, nice private balcony overlooking street for our breakfast. Pretty garden. Cool old building in good shape."
The price is AED 244
AED 285 total
includes taxes & fees
5 May - 6 May
Villa Fiorita
Quattro Cantoni
Basic Double Room, Private Bathroom | Down comforters, minibar, in-room safe, individually decorated

Quattro Cantoni

9.0 out of 10, Wonderful, (66)
"The property was nicely decorated and within walking distance of the major attractions in Siena. Not sure if it is an Italian thing, but, the ones we have stayed at don’t provide soap for showering. Only downside, and that is not too important. "
The price is AED 430
AED 490 total
includes taxes & fees
29 Apr - 30 Apr
Quattro Cantoni
Palazzo Carletti
55-inch Smart TV with satellite channels, TV, Netflix

Palazzo Carletti

9.8 out of 10, Exceptional, (219)
"Beautiful property and hospitality in every way. Was nice to stay in a little part of history. "
The price is AED 1,632
AED 1,812 total
includes taxes & fees
30 Apr - 1 May
Palazzo Carletti
Palazzo Nobile di San Donato
Family Suite, 2 Bedrooms, Valley View | Premium bedding, down comforters, minibar, in-room safe

Palazzo Nobile di San Donato

9.4 out of 10, Exceptional, (52)
"..…….."
The price is AED 666
AED 749 total
includes taxes & fees
8 May - 9 May
Palazzo Nobile di San Donato
B&B San Francesco
Front of property

B&B San Francesco

9.4 out of 10, Exceptional, (30)
"Great breakfast!"
B&B San Francesco
La Corte Medicea
Free self parking

La Corte Medicea

9.0 out of 10, Wonderful, (27)
"Convenient location. Easy access and parking. Nice wine selection. Great service and staff."
The price is AED 455
AED 517 total
includes taxes & fees
28 Apr - 29 Apr
La Corte Medicea
Residenza d'Epoca Relais Campo Regio
Exterior

Residenza d'Epoca Relais Campo Regio

9.8 out of 10, Exceptional, (85)
"Beautiful propert - can’t beat the view. "
The price is AED 1,135
AED 1,265 total
includes taxes & fees
28 Apr - 29 Apr
Residenza d'Epoca Relais Campo Regio
La Dimora Dei Monaci
Interior

La Dimora Dei Monaci

10.0 out of 10, Exceptional, (73)
"Beautiful property, helpful and wonderful owners of the B&B"
The price is AED 626
AED 705 total
includes taxes & fees
5 May - 6 May
La Dimora Dei Monaci
B&B Pantaneto Palazzo Bulgarini
Family Quadruple Room, Balcony, Valley View | Cribs/infant beds, rollaway beds, free WiFi, bed sheets

B&B Pantaneto Palazzo Bulgarini

8.6 out of 10, Excellent, (187)
"Excellent location. The B&B was clean and very comfortable. For a family it was absolutely perfect!"
The price is AED 460
AED 522 total
includes taxes & fees
9 May - 10 May
B&B Pantaneto Palazzo Bulgarini
L'Orto delle Terme
Front of property

L'Orto delle Terme

10.0 out of 10, Exceptional, (2)
"This BandB was so nice we booked an extra day so we could see the surrounding towns. Lovely humans!"
The price is AED 467
AED 530 total
includes taxes & fees
29 Apr - 30 Apr
L'Orto delle Terme
Il Senesino
Royal Suite | Down comforters, desk, laptop workspace, soundproofing

Il Senesino

9.2 out of 10, Wonderful, (14)
"What a wonderful and convenient property. They couldn't be more accommodating also. Located inside the city walls and within walking distance to everything. Siena is a must see, and this is the place to stay !!"
The price is AED 504
AED 571 total
includes taxes & fees
29 Apr - 30 Apr
Il Senesino
Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso
Exterior

Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

8.0 out of 10, Very Good, (4)
"This is the most horrible property we have ever experienced. This place should be closed down and inspected by authorities. There was no one on the property to check us in, we never received any codes for our rooms, no communication was forwarded to us prior to check in, got locked in once we entered the gate as we did not have a code to get out. The contact telephone number was out of service. Once we contacted Expedia, even they were left speechless and struggled to help us to get out. All...
The price is AED 220
AED 259 total
includes taxes & fees
28 Apr - 29 Apr
Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso
B&B Porta Castellana
Deluxe Apartment | Private kitchen | Espresso maker, coffee/tea maker, electric kettle

B&B Porta Castellana

10.0 out of 10, Exceptional, (31)
"Annalisa and Doocho were the best possible hosts. They are caring and generous, their property is magnificent. Please stay there, it's GREAT."
The price is AED 1,006
AED 1,140 total
includes taxes & fees
30 Apr - 1 May
B&B Porta Castellana
Dimora delle Muse
Deluxe Double Room, 1 King Bed, Non Smoking | Minibar, in-room safe, desk, blackout drapes

Dimora delle Muse

10.0 out of 10, Exceptional, (58)
"The property and service are excellent in every way! The owners are great hosts, the location is beautiful and serene, and we particularly enjoyed breakfasts by Sara each morning. "
The price is AED 661
AED 761 total
includes taxes & fees
4 May - 5 May
Dimora delle Muse
B&B Le Logge Luxury Rooms
Deluxe Double Room | Hypo-allergenic bedding, down comforters, memory foam beds

B&B Le Logge Luxury Rooms

9.6 out of 10, Exceptional, (39)
"Wonderful stay, the room and staff we top notch! I would highly recommend both."
The price is AED 937
AED 1,048 total
includes taxes & fees
4 May - 5 May
B&B Le Logge Luxury Rooms
Casa di Osio
View from property

Casa di Osio

8.0 out of 10, Very Good, (62)
"Did not realize that the shared bathroom was for all rooms in the hotel not just two adjoining rooms. Quite a hike up the the floor the hotel is located on. Otherwise we found the facilites very clean and the staff ere very helpful and courteous. Location was excellent and our overall experience very positive."
The price is AED 301
AED 347 total
includes taxes & fees
11 May - 12 May
Casa di Osio
Locanda Da Nada
Exterior

Locanda Da Nada

9.0 out of 10, Wonderful, (8)
"Buona esperienza. Tutti molto accoglienti. Colazione ricca: crostate fatte in casa, bevande calde a scelta, spremuta, yogurt e brioche fresche anche vegane."
The price is AED 212
AED 233 total
includes taxes & fees
11 May - 12 May
Locanda Da Nada
B&B Montepulciano
Exterior

B&B Montepulciano

8.8 out of 10, Excellent, (23)
"Thoroughly enjoyed our stay. The room was located in a convenient part of town. It was clean and basic, but exactly as expected. We were met in town and shown to the location which was very helpful. "
B&B Montepulciano
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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Other property types in Castiglione del Bosco

Casanova - Panoramic Rooms and Suites
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Casanova - Panoramic Rooms and Suites

3.0 star property
9.2 out of 10, Wonderful, (45)
"Beautiful views and good breakfast "
The price is AED 705
AED 793 total
includes taxes & fees
4 May - 5 May
Casanova - Panoramic Rooms and Suites
Hotel San Gregorio
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (113)
"Fabulous location just outside the entrance to the main part of town. Property is stylish in an olde worlde way, perfect for relaxation."
The price is AED 1,021
AED 1,148 total
includes taxes & fees
1 May - 2 May
Hotel San Gregorio
Il Battistero Siena - Residenza d'Epoca
Suite | Minibar, soundproofing, iron/ironing board, free WiFi

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (154)
"Fabulous property and staff. Rita was so helpful when our car had to be towed, we wouldn't have been able to continue our trip with out her and the other team members help. The people here are amazing."
The price is AED 591
AED 667 total
includes taxes & fees
9 May - 10 May
Il Battistero Siena - Residenza d'Epoca
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.

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: Il Chiostro del Carmine: 21 rooms. 16.6 mi (26.7 km) from the heart of Castiglione del Bosco. Enjoy the free buffet breakfast and in-room dining. B&B Siena in Centro - Diffuso: 9 rooms. 16.7 mi (26.9 km) from the downtown core. Palazzo Nobile di San Donato: 4 rooms. Situated 18.2 mi (29.2 km) from the heart of Castiglione del Bosco. Enjoy the designer toiletries and onsite dining. Villa Fiorita: 10 rooms. 17.8 mi (28.6 km) from the heart of downtown.L’Orto delle Terme: 10 rooms. Located 10.7 mi (17.2 km) from the core of Castiglione del Bosco. Enjoy the free buffet breakfast and onsite spa services.
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 Tenuta Greppo Franco Biondi Santi are also some sites to visit if you want to see more of the area.