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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 traveller 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 traveller experience. Last updated on 22 July 2026.

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

Castiglion del Bosco, A Rosewood Hotel

Montalcino

includes taxes & fees

2 Aug - 3 Aug

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

SI Montalcino Hotel

Montalcino

includes taxes & fees

24 Jul - 25 Jul

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

Capanna Suites

Montalcino

includes taxes & fees

31 Jul - 1 Aug

Podere Brizio

Montalcino

includes taxes & fees

9 Aug - 10 Aug

PALAZZO DEL CARDINALE

Montalcino

includes taxes & fees

7 Aug - 8 Aug

Hotel Dei Capitani

Montalcino

includes taxes & fees

3 Aug - 4 Aug

Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

includes taxes & fees

28 Jul - 29 Jul

Le Ragnaie

Montalcino

includes taxes & fees

20 Aug - 21 Aug

Drogheria & Locanda Franci

Montalcino

includes taxes & fees

1 Aug - 2 Aug

Hotel Borgo Antico

Monteroni d'Arbia

includes taxes & fees

11 Aug - 12 Aug

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

Dimora delle Muse

Montalcino

includes taxes & fees

26 Jul - 27 Jul

Hotel Vecchia Oliviera

Montalcino

includes taxes & fees

26 Jul - 27 Jul

Deluxe Room, 1 Bedroom | Soundproofing, free WiFi, bed sheets

La Dimora di Roberta

Montalcino

includes taxes & fees

4 Aug - 5 Aug

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Fattoria Pieve a Salti

Montalcino

includes taxes & fees

28 Jul - 29 Jul

Hotel More Di Cuna

Monteroni d'Arbia

includes taxes & fees

13 Aug - 14 Aug

Villa Le Prata - Residenza del Vescovo

Montalcino

includes taxes & fees

25 Jul - 26 Jul

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

San Quirico d'Orcia

includes taxes & fees

23 Jul - 24 Jul

Grand Hotel Impero - Wellness & Exclusive SPA

Castel del Piano

includes taxes & fees

30 Jul - 31 Jul

Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

includes taxes & fees

23 Jul - 24 Jul

L'Orto delle Terme

San Quirico d'Orcia

includes taxes & fees

23 Jul - 24 Jul

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Go beyond your typical stay in Castiglione del Bosco

Spa

Apart hotel

Top landmarks in Castiglione del Bosco

Castiglion del Bosco Winery

9.6/10 (5 reviews)

Travellers 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

A poolside area with lounge chairs and umbrellas, surrounded by a forested landscape.

Check out reviews of Castiglione del Bosco hotels guests love

Borgo Santo Pietro

10/10 Excellent

"👍"

Hotel Chiusarelli

8/10 Good

"The hotel itself was fine and the rooms were nice however we booked 3 rooms and some had a kettle and water in and others didn’t. Parking which was said is available is only for 5 cars which you have to book in advance. 5 cars for over 50 bedrooms. Needless to say parking was an issue. Night staff was fantastic as well as some of the day staff however one of the older guys during the day was not exactly a friendly guest oriented person. All in all the hotel and most of the staff were great and the location was excellent."

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent

"One of my favorite hotels. The rooms (at least ours) are very small. BUT... they're beautiful as is the entire property. It's a hike to town, so plan on driving or taking a cab. The views are incredible. It's the type of hotel experience you would imagine for your Italian dream vacation. Nitpicks: We booked two days in Siena as a rest in the middle of the rest of our travels. This would have been PERFECT for that, except that they were hosting a large, Indian wedding. (Which was BEAUTIFUL by the way.) But, the DJ played (accompanied by a saxophonist!) until almost midnight and the morning ceremony started pretty early as well. So, it didn't end up being as restful as we'd hoped as this was all happening right outside our window. Also, if the restaurant or bar is closed, there is no where to get a snack or drink. (Not really anywhere to get just a snack anyway.) Wouldn't be such a big deal, except you're not near any convenience stories or anything. A vending machine would be nice!"

NH Siena

8/10 Good

"Very good hotel. We enjoyed our stay. The room was attractive and clean. The breakfast buffet was above average. Staff were friendly but sometimes hard to find. Our only real complaint was that it was noisy where our room was on the backside of the hotel, with the duomo/football stadium view, with live music and and an outdoor film showing that went well past midnight."

Frequently asked questions

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

You can discover great hotels in Castiglione del Bosco from £66 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 much does a hotel room cost in Castiglione del Bosco?

You can discover great hotels in Castiglione del Bosco from £66 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". If you're a member, don't forget to sign in to your account to unlock more savings.

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.

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

Members can save up to 20% on select hotels in Castiglione del Bosco. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Castiglione del Bosco hotels with free cancellation?

To book a refundable Castiglione del Bosco hotel on Hotels.com, just 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 travellers, 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 travellers' favourite 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 also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Castiglione del Bosco.

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. Explore more kid-friendly hotels in Castiglione del Bosco by using our "Family friendly" filter in your search on Hotels.com.

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

For a little extra luxury, discover some of 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. To find more stays in Castiglione del Bosco with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".

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

If you're arriving by car, choosing a great Castiglione del Bosco hotel with free parking is a plus. Our travellers' favourites 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 travellers, offering guests 2 outdoor pools as well as individually decorated guestrooms with deep soaking bathtubs and espresso makers.

What are some popular hotels in central Castiglione del Bosco?

If you're looking for hotels in central Castiglione del Bosco, check out Castiglion del Bosco, A Rosewood Hotel and B&B Le Scalette di Piazza. Travellers 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.

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