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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 93 B&B in Castiglione del Bosco with updated reviews, rates, and availability.

B&B Siena in Centro - Diffuso
Exterior detail

B&B Siena in Centro - Diffuso

8.6 out of 10, Excellent, (141)
"Joy was exceptionally friendly and incredibly helpful! The apartment is in a fantastic location, just a pleasant walk away from all the major attractions, delicious restaurants, and charming shops. Be mindful of your luggage, as the steps are quite steep; we ended up sliding our luggage down the steps."
The price is AED 344
AED 395 total
includes taxes & fees
15 Jun - 16 Jun
B&B Siena in Centro - Diffuso
Il Chiostro del Carmine
Exterior detail

Il Chiostro del Carmine

8.6 out of 10, Excellent, (821)
"Nice position. "
The price is AED 409
AED 467 total
includes taxes & fees
2 Jun - 3 Jun
Il Chiostro del Carmine
L'Orto delle Terme
Front of property

L'Orto delle Terme

10.0 out of 10, Exceptional, (6)
"Tuscuny country luxury that is uniquely attractive and charming. Beautiful facilities and professional and friendly staff. "
The price is AED 479
AED 543 total
includes taxes & fees
26 Jun - 27 Jun
L'Orto delle Terme
Villa Fiorita
Garden

Villa Fiorita

8.2 out of 10, Very Good, (170)
"It's a lovely place super near the railway station and with easy bus connection to the old town. Beautiful place "
The price is AED 267
AED 310 total
includes taxes & fees
15 Jun - 16 Jun
Villa Fiorita
Residenza d'Epoca Relais Campo Regio
Exterior detail

Residenza d'Epoca Relais Campo Regio

9.8 out of 10, Exceptional, (88)
"It was the best cleanliness and quality of service, warmth and so beautiful pleasant stay!!! )))"
The price is AED 1,268
AED 1,411 total
includes taxes & fees
7 Jun - 8 Jun
Residenza d'Epoca Relais Campo Regio
Palazzo Nobile di San Donato
Deluxe Suite | Living area | 20-inch flat-screen TV with satellite channels, pay movies

Palazzo Nobile di San Donato

9.4 out of 10, Exceptional, (54)
"Enjoy our stay"
The price is AED 1,146
AED 1,277 total
includes taxes & fees
2 Jul - 3 Jul
Palazzo Nobile di San Donato
B&B San Francesco
Classic Single Room | City view

B&B San Francesco

9.4 out of 10, Exceptional, (36)
"It was a fantastic stay! The location is excellent as well. My only suggestion would be to add a photo of the entrance to help guests find the place more easily, as Google Maps doesn’t show the exact location."
The price is AED 579
AED 654 total
includes taxes & fees
12 Jun - 13 Jun
B&B San Francesco
Casa di Osio
View from property

Casa di Osio

8.0 out of 10, Very Good, (64)
"Location was superbe and our stay met the expectations. "
The price is AED 290
AED 336 total
includes taxes & fees
4 Jun - 5 Jun
Casa di Osio
La Corte Medicea
Winery

La Corte Medicea

8.8 out of 10, Excellent, (31)
"I really like this place and definitely will stay again when we visit Montepulciano again. I was a little concerned that it was outside the historic center, but it’s not a big deal. The staff is super sweet and welcoming and they even had a real blow dryer!"
La Corte Medicea
Il Senesino
Royal Suite | Down comforters, desk, laptop workspace, soundproofing

Il Senesino

9.2 out of 10, Wonderful, (16)
"this is a very nice place. if I ever return to siena, I will stay here. the owners were lovely, and the location is superb, as is the coffee"
The price is AED 526
AED 595 total
includes taxes & fees
22 Jun - 23 Jun
Il Senesino
Dimora delle Muse
Interior

Dimora delle Muse

10.0 out of 10, Exceptional, (59)
"A lovely place. Hosts were so accommodating and helpful in organizing visits to wineries and restaurants. The village where it is located is small and on a hill. It has truly amazing views. Need a car to get around but nothing is too far away! Highly recommended. "
The price is AED 776
AED 887 total
includes taxes & fees
15 Jun - 16 Jun
Dimora delle Muse
B&B Pantaneto Palazzo Bulgarini
Panoramic Suite, Ensuite, Valley View | View from room

B&B Pantaneto Palazzo Bulgarini

8.6 out of 10, Excellent, (189)
"Our room in an old Palazzo had original frescos on the ceiling, a small balcony overlooking the city wall and surrounding countryside, and comfortable furniture and bed. The location is quite close to the Campo (central plaza in Siena) and we were made to feel very welcome. Check-in instructions were sent to us proactively and suggestions for restaurants and sights were also sent. I'm really glad we chose to stay here!"
The price is AED 333
AED 383 total
includes taxes & fees
8 Jun - 9 Jun
B&B Pantaneto Palazzo Bulgarini
Palazzo Carletti
55-inch Smart TV with satellite channels, TV, Netflix

Palazzo Carletti

9.8 out of 10, Exceptional, (223)
"Beautiful property and hospitality in every way. Was nice to stay in a little part of history. "
Palazzo Carletti
Antico Granaione
Interior

Antico Granaione

9.8 out of 10, Exceptional, (58)
"old fashion building, clean and affordable"
The price is AED 364
AED 417 total
includes taxes & fees
8 Jun - 9 Jun
Antico Granaione
La Dimora Dei Monaci
Interior

La Dimora Dei Monaci

10.0 out of 10, Exceptional, (75)
"Beautiful property, helpful and wonderful owners of the B&B"
The price is AED 526
AED 596 total
includes taxes & fees
4 Jun - 5 Jun
La Dimora Dei Monaci
Quattro Cantoni
Exterior

Quattro Cantoni

9.0 out of 10, Wonderful, (67)
"Very convenient to the main attractions. Breakfast is served at the bar, so it’s probably cheaper to buy directly than from the B&B"
The price is AED 444
AED 505 total
includes taxes & fees
2 Jun - 3 Jun
Quattro Cantoni
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)
"Very supportive team, great breakfast. A bit difficult to get there by car. We enjoyed our stay!"
The price is AED 655
AED 754 total
includes taxes & fees
5 Jun - 6 Jun
B&B Porta Castellana
Alle Terme B&B
Garden

Alle Terme B&B

8.6 out of 10, Excellent, (18)
"We had a really nice stay at the B&B. It was very clean. Free parking and good breakfast. Only thing is the check in is not at the B&B, but somewhere else, was a bit difficult to find. But great service and nice staff. "
The price is AED 340
AED 390 total
includes taxes & fees
8 Jun - 9 Jun
Alle Terme B&B
Country Lodge
Terrace/patio

Country Lodge

8.6 out of 10, Excellent, (27)
"Highly recommend this place while visiting Siena, not far from the city center, great toi and super clean. We also enjoyed the tennis court which is in the property "
The price is AED 496
AED 562 total
includes taxes & fees
2 Jun - 3 Jun
Country Lodge
Palazzo Danesi
City view from property

Palazzo Danesi

9.0 out of 10, Wonderful, (11)
"Very clean /safe. "
The price is AED 493
AED 558 total
includes taxes & fees
2 Jun - 3 Jun
Palazzo Danesi
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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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. L’Orto delle Terme: 10 rooms. 10.7 mi (17.2 km) from the downtown core. Enjoy the free buffet breakfast and onsite spa services. B&B Siena in Centro - Diffuso: 9 rooms. Situated 16.7 mi (26.9 km) from the heart of Castiglione del Bosco. Villa Fiorita: 10 rooms. 17.8 mi (28.6 km) from the heart of downtown.Palazzo Nobile di San Donato: 4 rooms. Located 18.2 mi (29.2 km) from the core of Castiglione del Bosco. Enjoy the designer toiletries and onsite dining.
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.