Title: Book The Best Hotels in Castiglione del Bosco for 2026 from CA $99 - Fully Refundable Options - Expedia.ca

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![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.](https://images.trvl-media.com/place/6025631/4982164e-5dfb-4949-8519-f2f14021eed9.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by tom owens

# Find hotels in Castiglione del Bosco from CA $99

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## Go beyond your typical stay in Castiglione del Bosco

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy&regionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-12-20&d1=2025-12-20&endDate=2025-12-22&d2=2025-12-22&lodging=APART_HOTEL)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy&regionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-12-20&d1=2025-12-20&endDate=2025-12-22&d2=2025-12-22&travelerType=family_friendly)

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy&regionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-12-20&d1=2025-12-20&endDate=2025-12-22&d2=2025-12-22&amenities=SPA_ON_SITE)

Farm

[](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy&regionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-12-20&d1=2025-12-20&endDate=2025-12-22&d2=2025-12-22&lodging=AGRITOURISM)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy&regionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-12-20&d1=2025-12-20&endDate=2025-12-22&d2=2025-12-22&amenities=POOL)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy&regionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-12-20&d1=2025-12-20&endDate=2025-12-22&d2=2025-12-22&lodging=APARTMENT)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy&regionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-12-20&d1=2025-12-20&endDate=2025-12-22&d2=2025-12-22&amenities=HOT_TUB)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy&regionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-12-20&d1=2025-12-20&endDate=2025-12-22&d2=2025-12-22&lodging=COTTAGE)

Villa

[](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy&regionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-12-20&d1=2025-12-20&endDate=2025-12-22&d2=2025-12-22&lodging=VILLA)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy&regionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-12-20&d1=2025-12-20&endDate=2025-12-22&d2=2025-12-22&amenities=PETS)

## Check prices for these dates

Tonight

[Dec 6 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000028417&startDate=2025-12-06&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 7 - Dec 8](https://www.expedia.ca/Hotel-Search?regionId=3000028417&startDate=2025-12-07&endDate=2025-12-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=3000028417&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000028417&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 3,269 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8826686a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (Sant'Anna)](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8e24bdea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/7c5ee645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10

Exceptional

(69)

"Wonderful stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Talib

CA $1,948

CA $2,159 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information)

![Jetted tub](https://images.trvl-media.com/lodging/10000000/9150000/9140900/9140846/ccbef385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private spa tub](https://images.trvl-media.com/lodging/10000000/9150000/9140900/9140846/480466cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/10000000/9150000/9140900/9140846/9009c4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception hall](https://images.trvl-media.com/lodging/10000000/9150000/9140900/9140846/458f4d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grand Hotel Impero - Wellness & Exclusive SPA

Castel del Piano

9.2/10

Wonderful

(81)

"One of my favourite hotels. I make it a special trip to stay there."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Andre

CA $116

CA $134 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Castel-Del-Piano-Hotels-Grand-Hotel-Impero-Spa-Resort.h9140846.Hotel-Information)

![Villa, Valley View | Garden view](https://images.trvl-media.com/lodging/70000000/69640000/69632400/69632365/3c18a772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69640000/69632400/69632365/7d9c1565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room, Valley View | Bathroom](https://images.trvl-media.com/lodging/70000000/69640000/69632400/69632365/8705d6dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Tasting room](https://images.trvl-media.com/lodging/70000000/69640000/69632400/69632365/55561371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Drogheria & Locanda Franci

Montalcino

9.8/10

Exceptional

(16)

"Would stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Martin

CA $338

CA $388 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Montalcino-Hotels-Drogheria-Locanda-Franci.h69632365.Hotel-Information)

![Lunch and dinner served, local cuisine](https://images.trvl-media.com/lodging/20000000/19370000/19361300/19361241/0969c7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/20000000/19370000/19361300/19361241/6331f08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/20000000/19370000/19361300/19361241/eac33ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/20000000/19370000/19361300/19361241/a7313f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Posta Hotel & Thermal Spa

San Quirico d'Orcia

9.6/10

Exceptional

(70)

"Enjoyed our stay to the fullest!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anna

CA $556

CA $620 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Albergo-Posta-Marcucci.h19361241.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/bd574044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/0197a690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Italian cuisine](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/29bd720d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Italian cuisine](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/95cc2a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Borgo Sant'Ambrogio Resort

Trequanda

9.8/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Juan Carlos

CA $144

CA $164 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Trequanda-Hotels-Borgo-SantAmbrogio-Resort.h24046952.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/11000000/10390000/10385900/10385853/25d78afd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite (Oro) | Living area](https://images.trvl-media.com/lodging/11000000/10390000/10385900/10385853/aaae788b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ecotours](https://images.trvl-media.com/lodging/11000000/10390000/10385900/10385853/93e8264c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Suite, 2 Bedrooms, Valley View](https://images.trvl-media.com/lodging/11000000/10390000/10385900/10385853/1ac121b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palazzo Nobile di San Donato

Montepulciano

9.4/10

Exceptional

(67)

"Unique experience in a central location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Neil T

CA $290

CA $326 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Montepulciano-Hotels-Palazzo-Nobile-Di-San-Donato.h10385853.Hotel-Information)

![Land view from property](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/e0c5b2be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/900ab7d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/777a1195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/50f526cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Corsignano

Pienza

9.4/10

Exceptional

(329)

"Enjoyed the hotel. Great location, quality breakfast and rooms."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph

CA $185

CA $213 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/21000000/20050000/20043900/20043811/d1836f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/21000000/20050000/20043900/20043811/c3315a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Regional cuisine](https://images.trvl-media.com/lodging/21000000/20050000/20043900/20043811/66bf7db7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Triple Room](https://images.trvl-media.com/lodging/21000000/20050000/20043900/20043811/8629fb39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castello

Sovicille

8.6/10

Excellent

(70)

"Great little place to stay overnight. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ivona

[](https://www.expedia.ca/Sovicille-Hotels-Castello.h20043811.Hotel-Information)

![Royal Room, Balcony, Mountain View](https://images.trvl-media.com/lodging/121000000/120560000/120555100/120555095/8d0fb4d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Double Room, Private Bathroom](https://images.trvl-media.com/lodging/121000000/120560000/120555100/120555095/895e6ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120560000/120555100/120555095/8120eb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120560000/120555100/120555095/7b811ff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Farmhouse Casa del Chiodo 

Roccastrada

CA $123

CA $135 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Roccastrada-Hotels-Historic-Farmhouse-Casa-Del-Chiodo.h120555095.Hotel-Information)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/6ed54e03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/06a2992b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/e5a8fbb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Relais II Chiostro di Pienza

Pienza

8.8/10

Excellent

(629)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pedro

[](https://www.expedia.ca/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/87359911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/56195c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/5f1c53d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Terrace (UNESCO view) | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/00d01fce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castello di Velona Resort Thermal SPA & Winery

Montalcino

9.0/10

Wonderful

(339)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jose

[](https://www.expedia.ca/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/694018cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/6bdbc5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spa](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/f5549878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Room | Room amenity](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/0f635d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relais Le Macine di Stigliano

Sovicille

10/10

Exceptional

(15)

"Amazing staff. Beautiful views and facilities. Treated like friends. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Josh

CA $183

CA $209 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Sovicille-Hotels-Relais-Le-Macine-Di-Stigliano.h23242991.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/6000000/5070000/5065600/5065554/32ded4fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5070000/5065600/5065554/b03f172d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/6000000/5070000/5065600/5065554/f0f2460a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/6000000/5070000/5065600/5065554/98d42f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rossellino

Pienza

8.6/10

Excellent

(55)

"Quaint hotel in the heart of Pienza. Comfortable and close to all amenities. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Debbie

CA $178

CA $202 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Pienza-Hotels-Rossellino.h5065554.Hotel-Information)

![Seasonal outdoor pool, open 9:30 AM to 7:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218727/f577db3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218727/3bef8f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218727/90b04aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Apartment | Living area](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218727/76f21148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Le Ragnaie

Montalcino

9.2/10

Wonderful

(323)

"Great place to stay the staff was super friendly and very close to Monalcino. Good wine everywhere. The scenery was so beautiful! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Douglas

[](https://www.expedia.ca/Montalcino-Hotels-Agriturismo-Le-Ragnaie.h5218727.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/819a9035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite Deluxe](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/767a162a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite Deluxe | View from room](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/e4c153b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/28b23c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Capanna Suites

Montalcino

9.8/10

Exceptional

(130)

"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](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Megan

[](https://www.expedia.ca/Montalcino-Hotels-Capanna-Suites.h36325942.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803899/d3476735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor spa tub](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803899/f14c2216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Studio Suite](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803899/e9f7aec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Turkish bath, body treatments, aromatherapy, deep-tissue massages](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803899/5469eb2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Albergo Le Terme

San Quirico d'Orcia

9.0/10

Wonderful

(68)

"Very good hotel. The parking is a little bit far, good breakfast, i will recommend 👌 "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

liad

CA $667

CA $741 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Albergo-Le-Terme.h2803899.Hotel-Information)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111483/fbe5451e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111483/7f0b9efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, in-room safe, individually furnished](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111483/30075c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111483/66a87e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

San Quirico d'Orcia

9.2/10

Wonderful

(228)

"The property and the room was beautiful. The staff was so helpful!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kyla

CA $272

CA $307 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Hotel-Palazzo-Del-Capitano-Wellness-Relais-Historic-Luxury-Capitano-Collection.h1111483.Hotel-Information)

![Superior Double Room, 1 Queen Bed, Valley View (Superior)](https://images.trvl-media.com/lodging/14000000/13090000/13085800/13085760/c02315c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13090000/13085800/13085760/bfbe29a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch and dinner served, local cuisine](https://images.trvl-media.com/lodging/14000000/13090000/13085800/13085760/ced97e11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13090000/13085800/13085760/9e41f313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Locanda In Tuscany

Castiglione d'Orcia

9.6/10

Exceptional

(19)

"Our stay at Locanda in Tuscany was nothing short of spectacular. Nestled in the heart of the Tuscan countryside, the hotel offers breathtaking views that capture the essence of this picturesque region. The staff were exceptional, anticipating our needs and promptly responding to all our requests, from arranging wine tastings to making dining reservations. The rooms were beautifully appointed with luxurious amenities that blended seamlessly with the rustic charm of the surroundings. Our daughter...

![India](https://a.travel-assets.com/egds/marks/flags/in.svg)

Shashidhar

CA $367

CA $410 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Locanda-In-Tuscany.h13085760.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/24000000/23470000/23465600/23465578/59e4ea8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23470000/23465600/23465578/1a2d575e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/24000000/23470000/23465600/23465578/8a73a3fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/24000000/23470000/23465600/23465578/61abc11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Locanda Vesuna

Trequanda

9.4/10

Exceptional

(50)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Justin

CA $127

CA $145 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Trequanda-Hotels-Locanda-Vesuna.h23465578.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/8000000/7750000/7748600/7748578/bcd5056b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Twin Room (Villa Master Double with Balcony)](https://images.trvl-media.com/lodging/8000000/7750000/7748600/7748578/450fd48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/8000000/7750000/7748600/7748578/3fd13b1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/8000000/7750000/7748600/7748578/6c729d0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Valdonica Winery & Vineyard Residence

Roccastrada

9.4/10

Exceptional

(28)

"pretty setting"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

ed

CA $225

CA $248 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Roccastrada-Hotels-Valdonica-Winery-Vineyard-Residence.h7748578.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-20&endDate=2025-12-21&regionId=3000028417&adults=2&sort=RECOMMENDED&openPlayBack=true)

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Save an average of 15% on thousands of hotels when you're signed in

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Sign up, it's free

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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](https://www.expedia.ca/Hotel-Search?startDate=2025-12-20&endDate=2025-12-21&adults=2&regionId=3000028417)

![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.](https://images.trvl-media.com/place/6025631/4982164e-5dfb-4949-8519-f2f14021eed9.jpg?impolicy=fcrop&w=899&h=675&p=1&q=high)

Photo by tom owens

### Stay near popular Castiglione del Bosco attractions

[](https://expedia.ca/Castello-Banfi-Hotels.0-l6103264-0.Travel-Guide-Filter-Hotels)

![Castello Banfi](https://mediaim.expedia.com/destination/2/dabfa8b1253dbe9ea99eafc0b883e7d7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Castello Banfi

You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas, or simply enjoy its wineries. 

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6103264)

[](https://expedia.ca/Abbazia-Di-SantAntimo-Hotels.0-l6077912-0.Travel-Guide-Filter-Hotels)

#### Abbazia di Sant'Antimo

4.5/5(5 reviews)

You can learn about the history of Montalcino when you stop by Abbazia di Sant'Antimo. Visit the area's spas, or simply enjoy its wineries. 

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6077912)

## More cheap stays in Castiglione del Bosco

![Piccolo Hotel Etruria](https://images.trvl-media.com/lodging/19000000/18180000/18174100/18174068/e41ea97c_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

CA $112

CA $128 total

Dec 20 - Dec 21

includes taxes & fees

7.8/10 Good! (388 reviews)

[](https://expedia.ca/Siena-Hotels-Piccolo-Hotel-Etruria.h18174068.Hotel-Information)

![Cannon d'Oro](https://images.trvl-media.com/lodging/3000000/2530000/2525800/2525757/bda17ddf_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Cannon d'Oro

Via Montanini 28 Siena SI

[Get rates](https://expedia.ca/Hotel-Search?startDate=20%2F12%2F2025&endDate=21%2F12%2F2025&selected=2525757&PinnedHotelID=2525757&HadPinnedHotel=true&regionId=3000028417)

7.8/10 Good! (243 reviews)

[](https://expedia.ca/Siena-Hotels-Cannon-DOro.h2525757.Hotel-Information)

![Hotel La Terrazza di Montepulciano](https://images.trvl-media.com/lodging/4000000/3810000/3801900/3801871/2cd509e0_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

CA $163

CA $185 total

Dec 14 - Dec 15

includes taxes & fees

9.2/10 Wonderful! (194 reviews)

[](https://expedia.ca/Montepulciano-Hotels-Hotel-La-Terrazza-Di-Montepulciano.h3801871.Hotel-Information)

![Porta Pispini Residence](https://images.trvl-media.com/lodging/39000000/38390000/38385000/38384931/463354ae_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

[Get rates](https://expedia.ca/Hotel-Search?startDate=20%2F12%2F2025&endDate=21%2F12%2F2025&selected=38384931&PinnedHotelID=38384931&HadPinnedHotel=true&regionId=3000028417)

9.4/10 Exceptional! (21 reviews)

[](https://expedia.ca/Siena-Hotels-Porta-Pispini-Residence.h38384931.Hotel-Information)

![Albergo Centrale](https://images.trvl-media.com/lodging/53000000/52710000/52705700/52705677/350a0544_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

CA $102

CA $117 total

Dec 10 - Dec 11

includes taxes & fees

8.8/10 Excellent! (87 reviews)

[](https://expedia.ca/Siena-Hotels-Albergo-Centrale.h52705677.Hotel-Information)

![Torre del Fuggisole](https://images.trvl-media.com/lodging/95000000/94900000/94897100/94897051/6b84e393_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

CA $102

CA $118 total

Dec 17 - Dec 18

includes taxes & fees

9.8/10 Exceptional! (39 reviews)

[](https://expedia.ca/Siena-Hotels-Torre-Del-Fuggisole.h94897051.Hotel-Information)

## Recent reviews of Castiglione del Bosco hotels

![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg)

### Hotel Italia

5/5 Excellent

"Clean room, helpful staff and excellent breakfast"

A verified traveller stayed at Hotel Italia

Posted 4 days ago

[](https://expedia.ca/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information)

![Hotel Certosa Di Maggiano](https://images.trvl-media.com/lodging/1000000/530000/528500/528470/edea64a5_y.jpg)

### Hotel Certosa Di Maggiano

5/5 Excellent

"La habitación muy amplia, teníamos armario vestidor, sala, habitación amplia y un gran baño. Excelente la atención del personal. El lugar mágico maravilloso de epoca"

A verified traveller stayed at Hotel Certosa Di Maggiano

Posted 5 days ago

[](https://expedia.ca/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information)

![Villa del Sole Siena](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/a259e0b9_y.jpg)

### Villa del Sole Siena

5/5 Excellent

"Great room, beautiful view "

A verified traveller stayed at Villa del Sole Siena

Posted 7 days ago

[](https://expedia.ca/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.Hotel-Information)

![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg)

### Hotel Athena

5/5 Excellent

"Beautiful walk to the city center"

A verified traveller stayed at Hotel Athena

Posted 8 days ago

[](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information)

![Rosewood Castiglion del Bosco](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a_y.jpg)

### Rosewood Castiglion del Bosco

5/5 Excellent

"Wonderful stay "

A verified traveller stayed at Rosewood Castiglion del Bosco

Posted 11 days ago

[](https://expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information)

![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg)

### Hotel Chiusarelli

5/5 Excellent

"The room was very clean and the bathroom was nice. The staff was very helpful especially because we had personal issues to deal with and places we had to get to for resolution. They helped us navigate several things that we could not have done on our own. We are grateful! "

A verified traveller stayed at Hotel Chiusarelli

Posted 13 days ago

[](https://expedia.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information)

![Villa Scacciapensieri Boutique Hotel](https://images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/b46a6593_y.jpg)

### Villa Scacciapensieri Boutique Hotel

5/5 Excellent

"The villa was wonderful and absolutely beautiful. My friends and I absolutely loved our stay here. "

A verified traveller stayed at Villa Scacciapensieri Boutique Hotel

Posted 2 weeks ago

[](https://expedia.ca/Siena-Hotels-Villa-Scacciapensieri-Boutique-Hotel.h2693499.Hotel-Information)

![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg)

### Grand Hotel Continental Siena – Starhotels Collezione

5/5 Excellent

"The Grand Hotel Continental in Siena is a rare gem,elegant, inviting, and steeped in history. From the beautifully preserved interiors to the warm, attentive staff, every detail makes you feel genuinely cared for. Its central location is unbeatable, placing Siena’s most charming sights just steps away. A perfect blend of luxury and authentic Tuscan character, this hotel transforms a stay in Siena into something truly unforgettable. The foods were yummy took! "

A verified traveller stayed at Grand Hotel Continental Siena – Starhotels Collezione

Posted 2 weeks ago

[](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information)

![Borgo Grondaie](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32_y.jpg)

### Borgo Grondaie

5/5 Excellent

"The sta"

A verified traveller stayed at Borgo Grondaie

Posted 3 weeks ago

[](https://expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information)

## Frequently asked questions

### When is the best time to go to Castiglione del Bosco?

> During the peak season, from April to June, visitors flock to this charming region for its outdoor activities and cultural experiences. The lush landscapes provide a stunning backdrop for leisurely walks, while the local festivals often showcase the best of Tuscan cuisine and traditions. It's a vibrant time to immerse yourself in the local culture, with plenty of opportunities for sightseeing at nearby historical sites.
> 
>   
> For those who appreciate a quieter atmosphere, consider visiting in December. This month offers a unique perspective of Castiglione Del Bosco, with fewer tourists and a serene ambiance. You can enjoy the tranquillity of the landscape while still experiencing the warm hospitality of the locals.

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Castiglione del Bosco hotel booking with Expedia?

### How much is the nightly rate at a Castiglione del Bosco hotel?

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- [Visit Argiano ](https://www.expedia.ca/Argiano.dx3000028975)
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- [Visit Casciano di Murlo ](https://www.expedia.ca/Casciano-Di-Murlo.dx6035423)
- [Visit Castelnuovo dell'Abate ](https://www.expedia.ca/Castelnuovo-DellAbate.dx603290)
- [Fortress of Montalcino ](https://www.expedia.ca/Fortress-Of-Montalcino-Montalcino.d553248621533000896.Vacation-Attraction)
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- [Visit Torrenieri ](https://www.expedia.ca/Torrenieri.dx3000025996)

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- [Things to do in Sant'Angelo In Colle ](https://www.expedia.ca/Things-To-Do-In-SantAngelo-In-Colle.d6361516.Travel-Guide-Activities)
- [Things to do in Torrenieri ](https://www.expedia.ca/Things-To-Do-In-Torrenieri.d3000025996.Travel-Guide-Activities)

- [Book Hotels in Castiglione del Bosco on Expedia.it ](https://www.expedia.it/Castiglione-Del-Bosco-Hotel.d3000028417.Guida-Viaggi-Hotel)

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