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Check prices for these dates

This weekend
May 22 - May 24
Next weekend
May 29 - May 31

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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, (77 reviews)
"Everything was perfect "
United States
Ralip
The price is ￥350,287
￥387,161 total
includes taxes & fees
Jun 7 - Jun 8
Castiglion del Bosco, A Rosewood Hotel
Hiking

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (107 reviews)
"The location is sublime and the facility is AMAZING"
United States
Steven
The price is ￥35,164
￥39,235 total
includes taxes & fees
Jun 17 - Jun 18
Borgo Sant'Ambrogio Resort
Deluxe Villa, 4 Bedrooms, Private Pool, Valley View | Premium bedding, down comforters, pillowtop beds, desk

Villa Tiberini Wine Relais

Villa Tiberini Wine Relais
Torrita di Siena
The price is ￥34,878
￥38,735 total
includes taxes & fees
May 22 - May 23
Villa Tiberini Wine Relais
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, (384 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 ￥21,110
￥24,697 total
includes taxes & fees
Jun 17 - Jun 18
SI Montalcino Hotel
Front of property

Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (158 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 ￥35,330
￥40,339 total
includes taxes & fees
Jun 11 - Jun 12
Podere Brizio
Seasonal outdoor pool

AGRITURISMO SANT'AGOSTINO

AGRITURISMO SANT'AGOSTINO
San Giovanni d'Asso
The price is ￥21,264
￥23,391 total
includes taxes & fees
Jun 17 - Jun 18
AGRITURISMO SANT'AGOSTINO
Lobby sitting area

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (122 reviews)
"Great countryside stay"
Canada
Josh
The price is ￥39,492
￥44,180 total
includes taxes & fees
Jun 12 - Jun 13
Tenuta Santo Pietro
Exterior

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is ￥47,108
￥52,926 total
includes taxes & fees
May 19 - May 20
2 Cuori e 1 Yurta Glamping in Toscana
Front of property

Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (40 reviews)
"Super stay !! "
Canada
Patryk
The price is ￥22,047
￥24,990 total
includes taxes & fees
May 25 - May 26
Fattoria Pieve a Salti
Hiking

Palazzo Brandano

Palazzo Brandano
Trequanda
9.6 out of 10, Exceptional, (85 reviews)
"A beautiful place! Breathtaking "
United States
Anabel
The price is ￥18,752
￥21,181 total
includes taxes & fees
Jun 9 - Jun 10
Palazzo Brandano
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (137 reviews)
"Excellent hotel, very beautiful, peaceful and serene. Rooms are gorgeous and spacious. Food and service is incredible. Felt very high end and relaxing the whole time! "
United States
Andrew
The price is ￥73,485
￥82,678 total
includes taxes & fees
Jun 8 - Jun 9
Capanna Suites
Indoor pool, seasonal outdoor pool

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (247 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is ￥13,840
￥15,224 total
includes taxes & fees
Jun 2 - Jun 3
Mercure Petriolo Siena Terme Spa Hotel
Regional cuisine

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (73 reviews)
"Great little place to stay overnight. "
United States
Ivona
The price is ￥13,891
￥16,018 total
includes taxes & fees
May 24 - May 25
Castello
Property grounds

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (19 reviews)
"Excellent room and food. Great location!"
United States
Saurabh
The price is ￥48,617
￥54,457 total
includes taxes & fees
May 19 - May 20
Poggio Paradiso Resort & Spa
Outdoor spa tub

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
10.0 out of 10, Exceptional, (83 reviews)
"Great location. Great wine. Great staff. "
United States
Vincenzo
The price is ￥75,243
￥84,613 total
includes taxes & fees
Jun 7 - Jun 8
Villa Le Prata - Residenza del Vescovo
Garden

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very Good, (57 reviews)
"Exceptional service, good breakfast "
United States
borjan
The price is ￥12,900
￥15,113 total
includes taxes & fees
Jun 11 - Jun 12
Palace Hotel Due Ponti
Front of property

Hotel Borgo Antico

Hotel Borgo Antico
3.0 star property
Monteroni d'Arbia
8.8 out of 10, Excellent, (98 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 ￥12,582
￥14,764 total
includes taxes & fees
May 24 - May 25
Hotel Borgo Antico
Daily buffet breakfast for a fee

Hotel More Di Cuna

Hotel More Di Cuna
3.0 star property
Monteroni d'Arbia
9.2 out of 10, Wonderful, (31 reviews)
"Wonderful property! Very attractive rooms, common areas and great restaurant! "
United States
Leigh
The price is ￥19,628
￥22,514 total
includes taxes & fees
May 20 - May 21
Hotel More Di Cuna
Exterior

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 ￥30,292
￥35,165 total
includes taxes & fees
Jun 11 - Jun 12
Le Ragnaie
Exterior

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 ￥21,543
￥24,435 total
includes taxes & fees
Jun 2 - Jun 3
Hotel Vecchia Oliviera
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

4.8/5 (5 reviews)
You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco.
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Learn more about Castiglione del Bosco

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

See all hotels in Castiglione del Bosco
Photo by tom owens
Open Photo by tom owens

Top Castiglione del Bosco Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"Great location right in the edge of old town and close to everything, parking is nearby. Staff very friendly and helpful. Large room. Very nice. "
Guy 2-night trip
Posted 10 hours ago
Hotel Chiusarelli

More cheap stays in Castiglione del Bosco

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
The price is ￥16,191 per night from May 20 to May 21
￥16,191
￥18,733 total
May 20 - May 21
includes taxes & fees
7.8/10 Good! (256 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 Castello di Velona Resort Thermal SPA & Winery. See all available top hotels, or vacation rentals in Castiglione del Bosco.
What's the top vacation rental in Castiglione del Bosco?
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: Visitors like this Castiglione del Bosco vacation home rental. It is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a terrace, a garden, and a selection of books so you can immerse yourself in your vacation. 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, 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?
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'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 3267 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 Civic and Diocesan Museum of Sacred Art of Montalcino and Fortress of Montalcino 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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