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Hotels in Castiglione del Bosco

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Where to stay in Castiglione del Bosco?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Castiglione del Bosco on Hotels.com. These Castiglione del Bosco hotels consistently deliver on comfort, location and traveler experience. Last updated on June 22, 2026.

Villa (Agresto) | Living area | LCD TV, pay movies

Castiglion del Bosco, A Rosewood Hotel

Montalcino

CNY17,357 total

includes taxes & fees

Jul 14 - Jul 15

Podere Brizio

Montalcino

CNY1,725 total

includes taxes & fees

Jul 6 - Jul 7

PALAZZO DEL CARDINALE

Montalcino

CNY1,049 total

includes taxes & fees

Jun 23 - Jun 24

Borgo Sant'Ambrogio Resort

Trequanda

CNY1,626 total

includes taxes & fees

Jun 26 - Jun 27

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Capanna Suites

Montalcino

CNY2,696 total

includes taxes & fees

Jul 2 - Jul 3

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

SI Montalcino Hotel

Montalcino

CNY1,068 total

includes taxes & fees

Jul 21 - Jul 22

Poggio Paradiso Resort & Spa

Torrita di Siena

CNY1,970 total

includes taxes & fees

Jun 24 - Jun 25

Castello Banfi - Il Borgo - Relais et Chateaux

Montalcino

CNY7,686 total

includes taxes & fees

Jun 28 - Jun 29

Outdoor pool, free cabanas, pool umbrellas

Borgo Santo Pietro

Chiusdino

CNY14,091 total

includes taxes & fees

Jul 10 - Jul 11

Deluxe Double Room, 1 King Bed, Non Smoking | Minibar, in-room safe, desk, blackout drapes

Dimora delle Muse

Montalcino

CNY1,599 total

includes taxes & fees

Jul 17 - Jul 18

Villa Le Prata - Residenza del Vescovo

Montalcino

CNY3,436 total

includes taxes & fees

Jun 23 - Jun 24

Castello di Velona Resort Thermal SPA & Winery

Montalcino

CNY5,491 total

includes taxes & fees

Jul 23 - Jul 24

La Posta Hotel & Thermal Spa

San Quirico d'Orcia

CNY3,088 total

includes taxes & fees

Jul 22 - Jul 23

Hotel Dei Capitani

Montalcino

CNY1,236 total

includes taxes & fees

Jul 20 - Jul 21

Seasonal outdoor pool, pool umbrellas, sun loungers

Agriturismo SOLE

Trequanda

CNY2,371 total

includes taxes & fees

Jul 9 - Jul 10

Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

CNY3,975 total

includes taxes & fees

Jul 6 - Jul 7

Le Ragnaie

Montalcino

CNY1,049 total

includes taxes & fees

Jul 15 - Jul 16

Breakfast, lunch, dinner and brunch served

Castello di Leonina Relais

Asciano

CNY1,417 total

includes taxes & fees

Jul 1 - Jul 2

Agriturismo Il Macchione

Pienza

CNY1,283 total

includes taxes & fees

Jul 17 - Jul 18

Hotel La Terrazza di Montepulciano

Montepulciano

CNY885 total

includes taxes & fees

Jun 23 - Jun 24

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Go beyond your typical stay in Castiglione del Bosco

Apart hotel

Apartment

Top landmarks in Castiglione del Bosco

Castiglion del Bosco Winery

9.6/5 (5 reviews)

Travelers might want a tour of Castiglion del Bosco Winery, just one of the places to visit in the heart of Castiglione del Bosco.

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Learn more about Castiglione del Bosco

The region around Castiglione del Bosco is home to attractions such as Castiglion del Bosco Winery and Fortress of Montalcino.

See all hotels in Castiglione del Bosco

Check out reviews of Castiglione del Bosco hotels guests love

Palazzo Ravizza

10/10 Excellent

"This hotel needs another star!!! It is absolutely wonderful. The rooms are spacious, beautiful, and well supplied. The bathroom is luxurious. The staff is helpful and friendly. The breakfast is delicious and the garden is relaxing and fresh with turtles that come up and say hi while you dine. There is a library where you can take books and trade them with ones you have read. I will stay here again next time I come to Siena."

Hotel Italia

10/10 Excellent

"Hotel Italia is welcoming and comfortable. It is conveniently located a short distance from the railway station (which is connected to street level by ten escalators and relatively easy to access with luggage if they're all working). The included breakfast buffet offered a great array of tempting options. The centre of the city with all the main tourist sights is only a twenty to thirty minute walk away through very picturesque streets."

Villa Ermellina Siena, a Tribute Portfolio Hotel

8/10 Good

"The hotel and grounds were beautiful, however we weren’t aware there were multiple buildings on the property and were given a dark room on the ground floor of a back building. We had also booked the junior suite but our room, while large, did not have a couch as described."

Frequently asked questions

How much does a hotel room cost in Castiglione del Bosco?

You can discover great hotels in Castiglione del Bosco from CNY463 with properties to suit all budgets and needs. If you're after an affordable hotel in Castiglione del Bosco that meets all of your requirements, set your filters and then sort the results by "Price: low to high".

How can I find deals and earn rewards at Castiglione del Bosco hotels?

Discover great deals on Castiglione del Bosco hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Castiglione del Bosco hotels.

Can I book Castiglione del Bosco hotels with free cancellation?

It's easy to book a refundable Castiglione del Bosco hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are the top-rated luxury hotels in Castiglione del Bosco?

One of the most popular luxury hotels in Castiglione del Bosco is Castiglion del Bosco, A Rosewood Hotel. Castiglion del Bosco, A Rosewood Hotel is a luxury hotel with a high guest rating amongst our travelers, and it offers 2 outdoor pools, a full-service spa and a golf course.

What are some top pet-friendly hotels in Castiglione del Bosco?

Our travelers' top pet-friendly hotels in Castiglione del Bosco include:

Castiglion del Bosco, A Rosewood Hotel: A hotel with a guest rating of 10 out of 10

You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Castiglione del Bosco.

What are some of the best hotels in Castiglione del Bosco for couples?

Choose a top-rated Castiglione del Bosco romantic hotel and enjoy your couple's getaway. Our travelers love Castiglion del Bosco, A Rosewood Hotel, a hotel with a garden-view restaurant as well as in-room massages. Discover more hotels in Castiglione del Bosco on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".

What are some of the best kid-friendly hotels in Castiglione del Bosco?

One of the best Castiglione del Bosco hotels for kids is Castiglion del Bosco, A Rosewood Hotel. Castiglion del Bosco, A Rosewood Hotel is a kid-friendly hotel with a guest score of 10 out of 10 plus family-friendly amenities like 2 outdoor pools, children's meals, and an arcade/game room. Discover more kid-friendly hotels in Castiglione del Bosco by using the Hotels.com "Family friendly" filter in your search.

What are the top Castiglione del Bosco hotels with a pool?

For some added luxury, discover the best Castiglione del Bosco hotels with a pool. Castiglion del Bosco, A Rosewood Hotel is a great hotel with 2 outdoor pools and a guest rating of 10 out of 10. Plus, you can make the most of its full-service spa and winery. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Castiglione del Bosco with a pool.

What are some of the best Castiglione del Bosco hotels with free parking?

If you're exploring by car, finding a great Castiglione del Bosco hotel with free parking is a win. Our travelers' favorites include:

Castiglion del Bosco, A Rosewood Hotel: A hotel with an average guest rating of 10 out of 10

What are the top Castiglione del Bosco boutique hotels?

Choose a stylish and luxurious boutique hotel in Castiglione del Bosco. Castiglion del Bosco, A Rosewood Hotel is a popular hotel with our travelers, offering guests 2 outdoor pools and a winery as well as individually decorated guestrooms with down comforters and in-room massages.

What are some popular hotels in central Castiglione del Bosco?

For hotels in central Castiglione del Bosco, check out Castiglion del Bosco, A Rosewood Hotel and B&B Le Scalette di Piazza. Travelers love Castiglion del Bosco, A Rosewood Hotel for its location, as well as the 2 outdoor pools, winery and full-service spa this hotel offers. B&B Le Scalette di Piazza is another popular central affittacamere with a free buffet breakfast, plus free WiFi in the guestrooms.

Can I book refundable hotels in Castiglione del Bosco?

If you want the flexibility to change your plans to Castiglione del Bosco, most properties provide refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Hotels in Castiglione del Bosco

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Castiglione del Bosco?

Castiglion del Bosco, A Rosewood Hotel

Podere Brizio

PALAZZO DEL CARDINALE

Borgo Sant'Ambrogio Resort

Capanna Suites

SI Montalcino Hotel

Poggio Paradiso Resort & Spa

Castello Banfi - Il Borgo - Relais et Chateaux

Borgo Santo Pietro

Dimora delle Muse

Villa Le Prata - Residenza del Vescovo

Castello di Velona Resort Thermal SPA & Winery

La Posta Hotel & Thermal Spa

Hotel Dei Capitani

Agriturismo SOLE

Mastrojanni Relais - Small Luxury Hotels of the World

Le Ragnaie

Castello di Leonina Relais

Agriturismo Il Macchione

Hotel La Terrazza di Montepulciano

Go beyond your typical stay in Castiglione del Bosco

Top landmarks in Castiglione del Bosco

Castiglion del Bosco Winery

Learn more about Castiglione del Bosco

Check out reviews of Castiglione del Bosco hotels guests love

Palazzo Ravizza

Frequently asked questions

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