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

Castiglione del Bosco Hotels

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Check prices for these dates

Next weekend
Jul 17 - Jul 19
In two weeks
Jul 24 - Jul 26

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Our top choices for Castiglione del Bosco hotels

Living area

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (79 reviews)
"Wonderful stay "
United States
Talib
The price is P143,794
P158,876 total
includes taxes & fees
Jul 27 - Jul 28
Castiglion del Bosco, A Rosewood Hotel
Hiking

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.6 out of 10, Exceptional, (119 reviews)
"The hotel is stunning! Beautiful sunset and sunrise time. The restaurant is superb. I really enjoyed our time here. Will come back."
United States
Lu
The price is P13,453
P15,009 total
includes taxes & fees
Jul 16 - Jul 17
Borgo Sant'Ambrogio Resort
Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas

SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (396 reviews)
"The hotel was absolutely stunning! Our room was spacious, and the beds were incredibly comfortable. The staff were warm, welcoming, and very informative throughout our stay. Breakfast was delicious, and there was no better way to start the day than with an espresso while enjoying the beautiful view. We had a wonderful experience and would definitely stay here again."
Canada
Jacqueline
The price is P7,126
P8,401 total
includes taxes & fees
Jul 15 - Jul 16
SI Montalcino Hotel
Daily buffet breakfast for a fee

Hotel More Di Cuna

Hotel More Di Cuna
3.0 star property
Monteroni d'Arbia
9.0 out of 10, Wonderful, (32 reviews)
"Wonderful property! Very attractive rooms, common areas and great restaurant! "
United States
Leigh
The price is P6,896
P7,937 total
includes taxes & fees
Jul 14 - Jul 15
Hotel More Di Cuna
Interior

PALAZZO DEL CARDINALE

PALAZZO DEL CARDINALE
Montalcino
The price is P8,161
P9,258 total
includes taxes & fees
Jul 13 - Jul 14
PALAZZO DEL CARDINALE
Exterior

All'Ombra della Torre

All'Ombra della Torre
Siena City Centre
4.0 out of 10, (1 review)
"Locations great I booked through Expedia thinking it was an hotel it’s not. Bathroom micro cannot even fit for a shower which is ultra small next to the toilet and I am normal person bigger people will not fit. Photos look good as it could give you a different prospect. No parking spots etc. It was an experience to assure not to do Bnb as this is the second time photos taken show superior aspects."
United States
remo
The price is P3,766
P4,424 total
includes taxes & fees
Jul 26 - Jul 27
All'Ombra della Torre
Garden

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very Good, (60 reviews)
"Exceptional service, good breakfast "
United States
borjan
The price is P5,061
P5,918 total
includes taxes & fees
Jul 18 - Jul 19
Palace Hotel Due Ponti
Reception

Hotel Borgo Antico

Hotel Borgo Antico
3.0 star property
Monteroni d'Arbia
8.8 out of 10, Excellent, (99 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 P5,237
P6,111 total
includes taxes & fees
Aug 10 - Aug 11
Hotel Borgo Antico
View from property

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (70 reviews)
"Amazing beautiful place!our stay here was a def highlight of our trip! The owners are delightful and take great care of the property!"
United States
kristine
The price is P10,041
P11,327 total
includes taxes & fees
Jul 29 - Jul 30
Agriturismo Il Macchione
Property grounds

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (30 reviews)
"Excellent room and food. Great location!"
United States
Saurabh
The price is P20,819
P23,273 total
includes taxes & fees
Aug 5 - Aug 6
Poggio Paradiso Resort & Spa
Outdoor pool, free cabanas, pool umbrellas

Borgo Santo Pietro

Borgo Santo Pietro
5.0 star property
Chiusdino
9.6 out of 10, Exceptional, (60 reviews)
"Always wonderful stay here "
United States
Andrew
The price is P132,249
P146,176 total
includes taxes & fees
Jul 28 - Jul 29
Borgo Santo Pietro
Balcony view

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano
2.0 star property
Montepulciano
9.4 out of 10, Exceptional, (209 reviews)
"Very clean and the owner was very delightful "
Canada
Chad
The price is P7,024
P8,008 total
includes taxes & fees
Jul 13 - Jul 14
Hotel La Terrazza di Montepulciano
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (146 reviews)
"We thoroughly enjoyed our stay at Capanna Suites - the property and room was very well thought out and beautiful, the sunset view was amazing and the staff were extremely helpful (thanks in particular to Giulia). We felt well recharged after our stay, especially after the spa session."
Singapore
Jonathan
The price is P18,536
P21,092 total
includes taxes & fees
Jul 23 - Jul 24
Capanna Suites
Aerial view

Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1,003 reviews)
"Amazing location and very convenient parking."
United States
Natalia
The price is P9,770
P11,098 total
includes taxes & fees
Jul 26 - Jul 27
Hotel Athena
Soundproofing, free WiFi, bed sheets

La Dimora di Roberta

La Dimora di Roberta
Montalcino
The price is P9,547
P10,782 total
includes taxes & fees
Jul 14 - Jul 15
La Dimora di Roberta
Front of property

Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (161 reviews)
"Beautiful hotel, near to Montalcino and a lot winerys, very calm and charm the property Good breakfast Staff very kindly and attentive I recommend!!!!"
Mexico
Orlando Santini
The price is P14,885
P16,935 total
includes taxes & fees
Jul 22 - Jul 23
Podere Brizio
Interior

Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
8.8 out of 10, Excellent, (1,007 reviews)
"Clean, great location, great breakfast, and helpful staff."
United States
Scott
The price is P8,087
P9,247 total
includes taxes & fees
Jul 16 - Jul 17
Hotel Chiusarelli
Seasonal outdoor pool, pool umbrellas, sun loungers

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
4.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (233 reviews)
"THE AMAZING LOCATION THE VIEWS OF THE MOUNTAINS AND VALLEYS AND AMAZING POOL (WE DID NOT GET TO USE IT BECAUSE DUE TO THE TEMPERATURE BEING IN THE 60'S) THE RESTAURANT WHICH IS THE NEXT TO THE HOTEL WAS GREAT !!!"
United States
Guillermo Adolfo
The price is P10,081
P11,440 total
includes taxes & fees
Jul 15 - Jul 16
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
Minibar, in-room safe, desk, blackout drapes

Dimora delle Muse

Dimora delle Muse
Montalcino
10.0 out of 10, Exceptional, (71 reviews)
"The breakfast was great. Sara and Michele are great hosts and have great recommendations for their guests. Very good place to stay. "
United States
Bradley N.
The price is P12,644
P14,470 total
includes taxes & fees
Jul 17 - Jul 18
Dimora delle Muse
Outdoor pool, sun loungers

Hotel Dei Capitani

Hotel Dei Capitani
3.0 star property
Montalcino
8.8 out of 10, Excellent, (445 reviews)
"Very nice place. If we have a chance to stay with them again we certainly will’"
United States
Frankie
The price is P9,655
P11,183 total
includes taxes & fees
Jul 13 - Jul 14
Hotel Dei Capitani
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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Stay near popular Castiglione del Bosco attractions

Castiglion del Bosco Winery

9.6/10 (5 reviews)
You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco.
See properties

Learn more about Castiglione del Bosco

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

See all hotels in Castiglione del Bosco
A poolside area with lounge chairs and umbrellas, surrounded by a forested landscape.
Photo by tom owens
Open Photo by tom owens

Top Castiglione del Bosco Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

8/10 Good
"Wonderful hotel and staff. Beautiful and well maintained property with a delicious breakfast included. Wifi isn’t strong but honestly I would stay here again i a heartbeat"
Amy 1-night trip
Posted 23 hours ago
Palazzo Ravizza

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
The price is P5,272 per night from Jul 23 to Jul 24
P5,272
P6,150 total
Jul 23 - Jul 24
includes taxes & fees
7.8/10 Good! (258 reviews)

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 traveler data. This hotel offers a winery and 2 outdoor pools. Two other options for your stay in the area are Hotel Athena and Palazzo Ravizza. See all available top hotels, or 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.
What's the best boutique-style accommodation in Castiglione del Bosco?
Castiglion del Bosco, A Rosewood Hotel 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 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 3360 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 Castello di Montepescini 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.

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