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Find hotels in Castiglione del Bosco from NT$2,298

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Dec 9 - Dec 10
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Dec 12 - Dec 14
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Our top choices for Castiglione del Bosco hotels

2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5.0 star property
Montalcino
10.0 out of 10, Exceptional, (69)
"Wonderful stay "
United States
Talib
The price is NT$37,511
NT$41,626 total
includes taxes & fees
Jan 4 - 2026/1/5
Castiglion del Bosco, A Rosewood Hotel
Jetted tub
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, (81)
"One of my favourite hotels. I make it a special trip to stay there."
Canada
Andre
The price is NT$2,598
NT$3,004 total
includes taxes & fees
Dec 16 - Dec 17
Grand Hotel Impero - Wellness & Exclusive SPA
Villa, Valley View | Garden view
Drogheria & Locanda Franci

Drogheria & Locanda Franci

Montalcino
9.8 out of 10, Exceptional, (16)
"Would stay here again."
United States
Martin
The price is NT$7,187
NT$8,269 total
includes taxes & fees
Dec 18 - Dec 19
Drogheria & Locanda Franci
Garden
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

5.0 star property
Trequanda
9.8 out of 10, Exceptional, (97)
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
The price is NT$4,181
NT$4,708 total
includes taxes & fees
Dec 14 - Dec 15
Borgo Sant'Ambrogio Resort
Restaurant
Palazzo Nobile di San Donato

Palazzo Nobile di San Donato

Montepulciano
9.4 out of 10, Exceptional, (68)
"Unique experience in a central location "
United States
Neil T
The price is NT$6,273
NT$7,045 total
includes taxes & fees
Dec 11 - Dec 12
Palazzo Nobile di San Donato
Lunch and dinner served, local cuisine
La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa

5.0 star property
San Quirico d'Orcia
9.6 out of 10, Exceptional, (70)
"Enjoyed our stay to the fullest!"
United States
Anna
The price is NT$13,094
NT$14,585 total
includes taxes & fees
Dec 10 - Dec 11
La Posta Hotel & Thermal Spa
Land view from property
Hotel Corsignano

Hotel Corsignano

4.0 star property
Pienza
9.4 out of 10, Exceptional, (330)
"Enjoyed the hotel. Great location, quality breakfast and rooms."
United States
Joseph
The price is NT$4,136
NT$4,768 total
includes taxes & fees
Jan 4 - 2026/1/5
Hotel Corsignano
Free daily continental breakfast
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4.0 star property
Pienza
8.8 out of 10, Excellent, (630)
"Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel "
United States
Pedro
Hotel Relais II Chiostro di Pienza
View from property
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5.0 star property
Montalcino
9.0 out of 10, Wonderful, (340)
"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."
United States
Jose
Castello di Velona Resort Thermal SPA & Winery
Free daily buffet breakfast
L'Orto delle Terme

L'Orto delle Terme

San Quirico d'Orcia
9.8 out of 10, Exceptional, (32)
"Amazing stay. Very happy with all aspects "
United States
John
The price is NT$7,039
NT$7,888 total
includes taxes & fees
Jan 6 - 2026/1/7
L'Orto delle Terme
Bar (on property)
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

San Quirico d'Orcia
9.0 out of 10, Wonderful, (46)
"Our stay was great. "
United States
Elena
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas
Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort

Montalcino
8.4 out of 10, Very Good, (21)
"One of the best places we stayed for one night , the host (owner and chef) was very friendly and the food he cooked was amazing - one of the best meals we had in the 3 weeks we stayed in Italy. Getting there by car was convenient but no easy to find. Once you are there the place is amazing and the food just great!"
Canada
Edgardo
The price is NT$1,485
NT$1,779 total
includes taxes & fees
Dec 10 - Dec 11
Cordella in Montalcino Wine Resort
Front of property
Rossellino

Rossellino

Pienza
8.6 out of 10, Excellent, (56)
"Quaint hotel in the heart of Pienza. Comfortable and close to all amenities. "
Canada
Debbie
The price is NT$4,010
NT$4,556 total
includes taxes & fees
Dec 10 - Dec 11
Rossellino
Front of property - evening/night
Relais Le Macine di Stigliano

Relais Le Macine di Stigliano

4.0 star property
Sovicille
10.0 out of 10, Exceptional, (15)
"Amazing staff. Beautiful views and facilities. Treated like friends. "
United States
Josh
The price is NT$4,118
NT$4,712 total
includes taxes & fees
Dec 10 - Dec 11
Relais Le Macine di Stigliano
Front of property
Albergo Le Terme

Albergo Le Terme

4.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (68)
"Very good hotel. The parking is a little bit far, good breakfast, i will recommend 👌 "
United States
liad
The price is NT$12,196
NT$13,597 total
includes taxes & fees
Dec 27 - Dec 28
Albergo Le Terme
Exterior
Capanna Suites

Capanna Suites

Montalcino
9.8 out of 10, Exceptional, (131)
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
Capanna Suites
Exterior
Locanda Vesuna

Locanda Vesuna

3.0 star property
Trequanda
9.4 out of 10, Exceptional, (51)
"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 NT$3,069
NT$3,485 total
includes taxes & fees
Dec 19 - Dec 20
Locanda Vesuna
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, (228)
"Tuscany in April and September is two different things but Hotel Palazzo del Capitano was the same. Revisiting this beautiful and cozy hotel was just as nice the second time. The room, the garden, the service, the food - all excellent "
Denmark
Ole
The price is NT$5,168
NT$5,866 total
includes taxes & fees
Dec 10 - Dec 11
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
55-inch Smart TV with satellite channels, TV, Netflix
Palazzo Carletti

Palazzo Carletti

Montepulciano
9.8 out of 10, Exceptional, (241)
"Excelente hotel."
Mexico
jorge
Palazzo Carletti
Front of property
LaChiusa Tuscany

LaChiusa Tuscany

3.0 star property
Torrita di Siena
9.2 out of 10, Wonderful, (66)
"This is such a cute fun traditional Tuscan place to stay! Everywhere you look is an amazing view. The dinner was fantastic. The breakfast was delicious. The bed was super comfortable. The room, while rustic and vintage, was very nice. It was so peaceful and quiet! We thoroughly enjoyed our stay and the drive through Tuscany to get there. Bonus that it’s near Maximus’s house from the gladiator movie sights!"
United States
Brent
The price is NT$8,316
NT$9,148 total
includes taxes & fees
Dec 19 - Dec 20
LaChiusa Tuscany
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

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
Beautiful view of the hotel pool (a number of the villas have their own pools) from a terrace above, with the Tuscan hillside in the background.
Photo by tom owens
Open Photo by tom owens

Top Castiglione del Bosco Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Excellent hotel, very helpful staff, highly recommended "
Vikram 3-night trip
Posted 3 days ago
Hotel Athena

More cheap stays in Castiglione del Bosco

Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
The price is NT$2,534 per night from Dec 11 to Dec 12
NT$2,534
NT$2,897 total
Dec 11 - Dec 12
includes taxes & fees
7.8/10 Good! (388 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 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.
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 3253 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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