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21 July - 22 July
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22 July - 23 July
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25 July - 27 July
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Top hotels and accommodation in Castiglione del Bosco

SI Montalcino Hotel
Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas

SI Montalcino Hotel

3.0 star property
9.2 out of 10, Wonderful, (348)
"A lovely little hotel with wonderful staff. A short walk to Montalcino where there are a good few nice places to eat."
SI Montalcino Hotel
Palazzo Brandano
Garden

Palazzo Brandano

9.6 out of 10, Exceptional, (47)
"Such a special place! The room was spacious and clean! The staff were very kind and helpful. The breakfast food was excellent and the view breath-taking! Definitely the best place that we stayed in Tuscany! "
The price is AU$216
includes taxes & fees
24 July - 25 July
Palazzo Brandano
Tenuta Santo Pietro
Exclusive Villa, 2 Bedrooms, Garden View, Annex Building | Terrace/patio

Tenuta Santo Pietro

9.6 out of 10, Exceptional, (111)
"Bernita and her staff were fantastic! Beautiful setting and location. Would not hesitate to recommend to others"
The price is AU$368
includes taxes & fees
22 July - 23 July
Tenuta Santo Pietro
Rosewood Castiglion del Bosco
2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, pool loungers

Rosewood Castiglion del Bosco

5.0 star property
10.0 out of 10, Exceptional, (64)
"Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !"
The price is AU$2,912
includes taxes & fees
5 Aug - 6 Aug
Rosewood Castiglion del Bosco
L'Orto delle Terme
Restaurant

L'Orto delle Terme

9.8 out of 10, Exceptional, (13)
"Tuscuny country luxury that is uniquely attractive and charming. Beautiful facilities and professional and friendly staff. "
The price is AU$256
includes taxes & fees
3 Aug - 4 Aug
L'Orto delle Terme
Castello
Terrace/patio

Castello

3.0 star property
8.6 out of 10, Excellent, (67)
"Lake "
Castello
LaChiusa Tuscany
Front of property

LaChiusa Tuscany

3.0 star property
9.2 out of 10, Wonderful, (62)
"The property was beautiful surrounded with olives trees. The restaurant was amazing and especially The server Laurene was top notch she made our stay here unforgettable. "
The price is AU$386
includes taxes & fees
6 Aug - 7 Aug
LaChiusa Tuscany
La Bagnaia Golf Resort
Outdoor dining

La Bagnaia Golf Resort

5.0 star property
8.4 out of 10, Very good, (115)
"Air conditioning an issue…..couldn’t imagine being there in middle of summer"
La Bagnaia Golf Resort
Hotel More Di Cuna
Garden view

Hotel More Di Cuna

3.0 star property
9.2 out of 10, Wonderful, (17)
"Really nice hotel, great breakfast and kind staff"
The price is AU$193
includes taxes & fees
22 July - 23 July
Hotel More Di Cuna
Four Points by Sheraton Siena
Lounge

Four Points by Sheraton Siena

4.0 star property
8.8 out of 10, Excellent, (553)
"Amazing service, great location. Couldn’t be happier with our stay "
The price is AU$250
includes taxes & fees
9 Aug - 10 Aug
Four Points by Sheraton Siena
L'Aia di Argia
Exterior

L'Aia di Argia

9.0 out of 10, Wonderful, (14)
"Easy access with own car. Easy access to the keys. Perfect place to stay overnight before or after the day in Sienna. "
L'Aia di Argia
Hotel Dei Capitani
Outdoor pool, pool loungers

Hotel Dei Capitani

3.0 star property
8.8 out of 10, Excellent, (387)
"The room is very clean and cosy. The view is stunning. The staff are nice and friendly. I highly recommend it! "
The price is AU$296
includes taxes & fees
28 July - 29 July
Hotel Dei Capitani
Hotel Corsignano
Land view from property

Hotel Corsignano

4.0 star property
9.4 out of 10, Exceptional, (304)
"Wonderful stay! Everything was clean, comfortable, and the staff made us feel right at home! "
Hotel Corsignano
Hotel Relais II Chiostro di Pienza
Free daily continental breakfast

Hotel Relais II Chiostro di Pienza

4.0 star property
8.8 out of 10, Excellent, (590)
"This is a lovely hotel with a very comfortable bed , the bathroom is spacious and a very good breakfast. The people at the reception desk were very polite. Very well located , as well ."
Hotel Relais II Chiostro di Pienza
Hotel Certosa Di Maggiano
Restaurant

Hotel Certosa Di Maggiano

4.0 star property
9.8 out of 10, Exceptional, (162)
"Wonderful stay"
Hotel Certosa Di Maggiano
Mastrojanni Relais
Spa

Mastrojanni Relais

9.8 out of 10, Exceptional, (48)
"Awesome place!"
The price is AU$741
includes taxes & fees
9 Aug - 10 Aug
Mastrojanni Relais
Grand Hotel Impero - Wellness & Exclusive SPA
Jetted tub

Grand Hotel Impero - Wellness & Exclusive SPA

4.0 star property
9.2 out of 10, Wonderful, (78)
"One of my favourite hotels. I make it a special trip to stay there."
The price is AU$182
includes taxes & fees
24 July - 25 July
Grand Hotel Impero - Wellness & Exclusive SPA
Castello di Leonina Relais
Outdoor pool, a rooftop pool, pool loungers

Castello di Leonina Relais

4.0 star property
9.0 out of 10, Wonderful, (113)
"Beautiful and quiet retreat."
Castello di Leonina Relais
Borgo Sant'Ambrogio Resort
Garden

Borgo Sant'Ambrogio Resort

5.0 star property
9.6 out of 10, Exceptional, (88)
"Beautiful setting and wonderful service and food."
The price is AU$369
includes taxes & fees
27 July - 28 July
Borgo Sant'Ambrogio Resort
Precise House Montaperti Siena
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Precise House Montaperti Siena

4.0 star property
8.4 out of 10, Very good, (601)
"Super nice"
Precise House Montaperti Siena
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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Learn more about Castiglione del Bosco

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

See all hotels in Castiglione del Bosco
Photo by Mario Mürner
Open Photo by Mario Mürner

Top Castiglione del Bosco Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"This was our final stop on our Italy trip, where we stayed in four other hotels in four other cities. Siena was by far "
Maggie 2-night trip
Posted 1 day ago
Palazzo Ravizza

Frequently asked questions

What's the best place to stay in Castiglione del Bosco?

Rosewood Castiglion del Bosco is one of the top choices for your stay based on our traveller data. This hotel offers a winery and 2 outdoor pools. Other good options for your trip to the area are Hotel Athena and NH Siena. See all available top hotels, or vacation rentals in Castiglione del Bosco.

What are some of the best holiday rentals that Castiglione del Bosco has to offer?

Il Palazzetto: This holiday home rental outside of Castiglione del Bosco is located in a rural location, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and an espresso maker. Make the most of garden in this rental home to help you unwind. 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! Most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Castiglione del Bosco.

What's the best boutique-style hotel in Castiglione del Bosco?

Rosewood Castiglion del Bosco is a favourite hotel with our travellers looking for stylish accommodation, and features 42 guestrooms, a winery and 2 restaurants. See all boutique hotels in Castiglione del Bosco.

What are some hotels with pools in Castiglione del Bosco?

Rosewood Castiglion del Bosco: Features a children's pool, a seasonal outdoor pool and 2 restaurants. Wellness Center Casanova Hotel e SPA and Castello di Velona Resort are a couple of other choices that offer an on-site pool. View all hotels with pools in Castiglione del Bosco.

What is the best spa hotel in Castiglione del Bosco?

Rosewood Castiglion del Bosco is a top luxury spa hotel featuring 3 bars, a golf course, a pool and a rooftop terrace. Treat yourself to a facial, body scrub or Swedish massage at The Spa . In-room massages are also available.

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 3252 hotels and other accommodation options in the surrounding area. Find out more about Castiglione del Bosco.

What should I do while I'm visiting Castiglione del Bosco?

A favourite place to visit is Castiglion del Bosco Winery. You'll also find Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi in the area. Take a look at what more there is 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 temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castiglione del Bosco is 944 mm.