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Compare 3,256 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

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 SAR 5,028
SAR 5,575 total
includes taxes & fees
2 Aug - 3 Aug
Rosewood Castiglion del Bosco

Castello Di Vicarello

9.6 out of 10, Exceptional, (24)
"AMAZING PROPERTY!"
Castello Di Vicarello

Toscana Wellness Resort

4.0 star property
4.8 out of 10, (3)
"Rooms were very hot and I mean terribly hot, no real balcony, just closed ones but you can open a window at the balcony, restaurant closed so no service, we arrived at 18:00, spa closed, we checked in and left 30 minutes later. Lost my money, got a lesson in reading the reviews better, the name tricked us, wellness and spa, 4 stars🤣. We had two rooms☹️"
The price is SAR 407
SAR 465 total
includes taxes & fees
21 Jul - 22 Jul
Toscana Wellness Resort

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 SAR 384
SAR 440 total
includes taxes & fees
21 Jul - 22 Jul
Grand Hotel Impero - Wellness & Exclusive SPA

Valdonica Winery - Chill in Nature Lodge

The price is SAR 860
SAR 946 total
includes taxes & fees
18 Jul - 19 Jul
Valdonica Winery - Chill in Nature Lodge

Podere Montale Winery

10.0 out of 10, Exceptional, (1)
The price is SAR 815
SAR 897 total
includes taxes & fees
20 Jul - 21 Jul
Podere Montale Winery

Castello Banfi - Il Borgo

5.0 star property
10.0 out of 10, Exceptional, (114)
"Amazing scenery and castle. Great restaurants "
The price is SAR 3,413
SAR 3,798 total
includes taxes & fees
4 Aug - 5 Aug
Castello Banfi - Il Borgo

Castello di Velona Resort Thermal SPA & Winery

5.0 star property
8.8 out of 10, Excellent, (322)
"Gorgeous property Attentive staff Tranquil setting Fresh culinary standards "
The price is SAR 2,024
SAR 2,270 total
includes taxes & fees
30 Jul - 31 Jul
Castello di Velona Resort Thermal SPA & Winery

Podere Brizio

9.8 out of 10, Exceptional, (135)
"A second visit to Podere Brizio after 7 years! The surroundings are stunning and was very well looked after even though I had a nasty cold. The rooms are staring to show some wear and tear, but can’t fault the service and beauty of the place!"
Podere Brizio

Mastrojanni Relais

9.8 out of 10, Exceptional, (48)
"Awesome place!"
The price is SAR 1,574
SAR 1,775 total
includes taxes & fees
9 Aug - 10 Aug
Mastrojanni Relais

Le Ragnaie

9.2 out of 10, Wonderful, (319)
"A beautiful property!"
The price is SAR 519
SAR 615 total
includes taxes & fees
20 Jul - 21 Jul
Le Ragnaie

Villa Le Prata - Residenza del Vescovo

10.0 out of 10, Exceptional, (62)
"Incredible stay!"
The price is SAR 1,861
SAR 2,090 total
includes taxes & fees
30 Jul - 31 Jul
Villa Le Prata - Residenza del Vescovo

Rocca d'Orcia Suites and Villas

5.0 out of 10, (2)
"Fantastic views, great outdoor space and superb service. Only negative was a very small shower in a large bathroom, why?"
The price is SAR 431
SAR 491 total
includes taxes & fees
30 Jul - 31 Jul
Rocca d'Orcia Suites and Villas

Agriturismo Piombaia

9.4 out of 10, Exceptional, (6)
"We had a great time for two nights at this beautiful property with really friendly staff. The spacious apartment and the nature around the property as well as the proximity to Montalcino were perfect for a relaxing time. The little winery was excellent and the wine tasted really good. We would definitely recommend this accommodation!"
The price is SAR 495
SAR 710 total
includes taxes & fees
27 Jul - 28 Jul
Agriturismo Piombaia

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

Locanda In Tuscany

9.6 out of 10, Exceptional, (18)
"Our stay at Locanda in Tuscany was nothing short of spectacular. Nestled in the heart of the Tuscan countryside, the hotel offers breathtaking views that capture the essence of this picturesque region. The staff were exceptional, anticipating our needs and promptly responding to all our requests, from arranging wine tastings to making dining reservations. The rooms were beautifully appointed with luxurious amenities that blended seamlessly with the rustic charm of the surroundings. Our daughter...
The price is SAR 1,150
SAR 1,283 total
includes taxes & fees
21 Jul - 22 Jul
Locanda In Tuscany

Hotel Osteria Dell Orcia

4.0 star property
9.6 out of 10, Exceptional, (46)
"Amazing personnel always taking great care of you, the place is 20 min. Drive from Montalcino, has well maintained pool, breakfast very good, laundry available and restaurant in site. Self-parking area. Great location if you want to disconnect and enjoy breathtaking views of the Tuscany area."
Hotel Osteria Dell Orcia

La Posta Hotel & Thermal Spa

5.0 star property
9.8 out of 10, Exceptional, (62)
"Great place and location"
The price is SAR 1,356
SAR 1,513 total
includes taxes & fees
5 Aug - 6 Aug
La Posta Hotel & Thermal Spa

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 SAR 474
SAR 539 total
includes taxes & fees
30 Jul - 31 Jul
L'Orto delle Terme

Drogheria & Locanda Franci

10.0 out of 10, Exceptional, (1)
"Tutto quello che è scritto nella descrizione è vero. Accoglienza perfetta. "
The price is SAR 824
SAR 950 total
includes taxes & fees
31 Jul - 1 Aug
Drogheria & Locanda Franci
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 out? Get away to Castiglione del Bosco!

Rosewood Castiglion del Bosco, Villa Stabbi on this pic. The most amazing hotel resort in Tuscany or perhaps the whole of Italy...
Photo by Mario Mürner
Open Photo by Mario Mürner

Top Castiglione del Bosco Hotel Reviews

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 traveler data. This hotel offers a winery and 2 outdoor pools. Two other options for your stay in the area are Hotel Athena and NH Siena. See all available top hotels, or vacation rentals in Castiglione del Bosco.

What's the top vacation rental in Castiglione del Bosco?

Il Palazzetto: You might want to consider this vacation home rental near Castiglione del Bosco, which is located in a rural location and has a balcony, a terrace, and a barbecue grill 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 the 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, 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?

Rosewood Castiglion del Bosco 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 3252 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.