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Our top choices for Castiglione del Bosco hotels

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (75 reviews)
"Everything was perfect "
United States
Ralip
The price is AU$3,024
includes taxes & fees
3 May - 4 May
Castiglion del Bosco, A Rosewood Hotel

Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (588 reviews)
"Comfortable rooms, excellent breakfast, lovely pool, and service!"
United States
Anonymous traveller
The price is AU$285
includes taxes & fees
27 Apr - 28 Apr
Four Points by Sheraton Siena

Hotel Borgo Antico

Hotel Borgo Antico
3.0 star property
Monteroni d'Arbia
8.8 out of 10, Excellent, (97 reviews)
"A hidden gem on the Via Francigena. We loved our stay after a day of walking from Siena. Delicious food too. "
United Kingdom
Charles
The price is AU$175
includes taxes & fees
3 May - 4 May
Hotel Borgo Antico

SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (381 reviews)
"The staff were friendly and very helpful & accommodating. The beds were comfortable and the breakfast was abundant and good options. A great place to stay."
United States
Mark
The price is AU$252
includes taxes & fees
3 May - 4 May
SI Montalcino Hotel

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano
2.0 star property
Montepulciano
9.4 out of 10, Exceptional, (203 reviews)
"Very clean and the owner was very delightful "
Canada
Chad
The price is AU$187
includes taxes & fees
6 May - 7 May
Hotel La Terrazza di Montepulciano

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (212 reviews)
"Great place to stay"
Canada
Robert
The price is AU$88
includes taxes & fees
5 May - 6 May
Albergo San Biagio

Grand Hotel Impero - Wellness & Exclusive SPA

Grand Hotel Impero - Wellness & Exclusive SPA
4.0 star property
Castel del Piano
9.2 out of 10, Wonderful, (84 reviews)
"This is a comfortable, clean hotel with the most gracious and helpful staff imaginable!"
United States
Lynn
The price is AU$150
includes taxes & fees
14 May - 15 May
Grand Hotel Impero - Wellness & Exclusive SPA

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very good, (56 reviews)
"Exceptional service, good breakfast "
United States
borjan
The price is AU$136
includes taxes & fees
12 May - 13 May
Palace Hotel Due Ponti

Palazzo Carletti

Palazzo Carletti
Montepulciano
9.8 out of 10, Exceptional, (241 reviews)
"Beautiful hotel in a beautiful little town. Staff was very nice and helpful; breakfast was excellent and check in communication was top notch."
United States
Margaret
The price is AU$368
includes taxes & fees
16 May - 17 May
Palazzo Carletti

Villa Tiberini Wine Relais

Villa Tiberini Wine Relais
Torrita di Siena
The price is AU$380
includes taxes & fees
14 May - 15 May
Villa Tiberini Wine Relais

Hotel Ghibellino

Hotel Ghibellino
3.0 star property
Buonconvento
8.4 out of 10, Very good, (44 reviews)
"Fabulous helpful staff"
Australia
Sue
The price is AU$151
includes taxes & fees
27 May - 28 May
Hotel Ghibellino

Antico Granaione

Antico Granaione
Rapolano Terme
9.8 out of 10, Exceptional, (60 reviews)
"old fashion building, clean and affordable"
United States
Irene
The price is AU$154
includes taxes & fees
27 Apr - 28 Apr
Antico Granaione

Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (783 reviews)
"The staff were so friendly and Amy! "
Canada
Brian
The price is AU$339
includes taxes & fees
24 May - 25 May
Palazzo Ravizza

Hotel Dei Capitani

Hotel Dei Capitani
3.0 star property
Montalcino
8.8 out of 10, Excellent, (426 reviews)
"Air conditioner didn’t work during our entire stay."
United States
Kimberly
The price is AU$255
includes taxes & fees
28 Apr - 29 Apr
Hotel Dei Capitani

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (103 reviews)
"The location is sublime and the facility is AMAZING"
United States
Steven
The price is AU$528
includes taxes & fees
14 May - 15 May
Borgo Sant'Ambrogio Resort

Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
8.8 out of 10, Excellent, (1,008 reviews)
"Clean, great location, great breakfast, and helpful staff."
United States
Scott
The price is AU$236
includes taxes & fees
27 Apr - 28 Apr
Hotel Chiusarelli

Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
3.0 star property
Montalcino
9.6 out of 10, Exceptional, (64 reviews)
"Perfect location and wonderful staff!"
United States
Laura
The price is AU$263
includes taxes & fees
3 May - 4 May
Hotel Vecchia Oliviera

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
4.0 star property
Scacciapensieri
9.2 out of 10, Wonderful, (429 reviews)
"This hotel is a total scam. They state that no outside food or drinks are allowed on the premises. One night, staff saw us bringing a pizza back to our room but said nothing at the time. The next morning, they suddenly demanded a €50 fine. We tried to reason with them, but they insisted on charging my credit card anyway. This was an unfair dispute and an unreasonable charge. Luckily, my credit card company eventually reversed the €50 charge. Please think twice before booking this hotel."
United States
Filomena Judite
The price is AU$259
includes taxes & fees
28 Apr - 29 Apr
Villa Scacciapensieri Boutique Hotel

Le Ragnaie

Le Ragnaie
Montalcino
9.2 out of 10, Wonderful, (326 reviews)
"Great place to stay the staff was super friendly and very close to Monalcino. Good wine everywhere. The scenery was so beautiful! "
United States
Douglas
The price is AU$304
includes taxes & fees
13 May - 14 May
Le Ragnaie

Locanda Vesuna

Locanda Vesuna
3.0 star property
Trequanda
9.2 out of 10, Wonderful, (54 reviews)
"Such a quiet and beautiful property, the hosts provided everything that was needed, and the location was great for visiting local Cantinas and Vineyards "
United States
Justin
The price is AU$242
includes taxes & fees
27 Apr - 28 Apr
Locanda Vesuna
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

What's the best place to stay in Castiglione del Bosco?
Castiglion del Bosco, A Rosewood Hotel 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 Hotel Relais II Chiostro di Pienza. 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?
The House of Alice, charm and relaxation: This holiday home rental outside of Castiglione del Bosco is located in a rural location, and has a fireplace, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. Kick off your shoes and enjoy yourself with a garden and a selection of books. 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?
Castiglion del Bosco, A Rosewood Hotel 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 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 3264 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.

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