Title: Book The Best Hotels in Castiglione del Bosco for 2026 from CA $79 - Fully Refundable Options - Expedia.ca

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![Rosewood Castiglion del Bosco, Villa Stabbi on this pic. The most amazing hotel resort in Tuscany or perhaps the whole of Italy...](https://images.trvl-media.com/place/6025631/5f5f0485-8dfd-4885-8a13-4f1b17f7725d.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Mario Mürner

![](https://images.trvl-media.com/place/6025631/5f5f0485-8dfd-4885-8a13-4f1b17f7725d.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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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=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&lodging=APART_HOTEL)

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=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&amenities=SPA_ON_SITE)

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=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&travelerType=family_friendly)

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=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&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=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&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=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&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=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&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=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&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=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&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=2026-01-27&d1=2026-01-27&endDate=2026-01-29&d2=2026-01-29&amenities=PETS)

## Check prices for these dates

Tonight

[Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=3000028417&startDate=2026-01-14&endDate=2026-01-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=3000028417&startDate=2026-01-15&endDate=2026-01-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000028417&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=3000028417&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Castiglione del Bosco hotels

![Interior](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/f43eb5fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Double Room](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/7b2f0d24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/923a718a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; local cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/d7de10f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Chiusarelli

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

Siena City Centre

8.8/10

Excellent

(1,000 reviews)

"The room was spotlessly clean, the staff were welcoming and helpful, and the breakfast was delicious!"

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

Kenneth

CA $119

CA $136 total

includes taxes & fees

Feb 4 - Feb 5

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

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free self parking, free valet parking](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/2c748a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast (EUR 15 per person)](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/9f983f5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/4107708b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Athena

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

Siena Historical Center

9.2/10

Wonderful

(1,014 reviews)

"Excellent stay! "

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

Monica

CA $126

CA $143 total

includes taxes & fees

Feb 12 - Feb 13

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

![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/39e29e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/38f51959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/9c2d8838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Royal Suite, Hot Tub (SPA) | Private spa tub](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/8f72c3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Abbadia Sicille Relais

[](https://www.expedia.ca/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information)

Trequanda

8.8/10

Excellent

(166 reviews)

"Room was beyond expectations. Helpful staff and overall great experience. "

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

Robert

CA $89

CA $103 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information)

![Indoor pool, open 9:00 AM to midnight, sun loungers](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/cd88e58c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 Double Bed, Valley View | Room amenity](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/c490f6b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sauna, Turkish bath, Thai massages, sports massages, 1 treatment room](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/e4934d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/7823df50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Albergo San Biagio

[](https://www.expedia.ca/Montepulciano-Hotels-Albergo-San-Biagio.h3224141.Hotel-Information)

Montepulciano

8.6/10

Excellent

(201 reviews)

"Great place to stay"

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

Robert

CA $66

CA $79 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Montepulciano-Hotels-Albergo-San-Biagio.h3224141.Hotel-Information)

![Room amenity](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/3d8bc861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment | Terrace/patio](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/a8002544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/a6e9d423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment | Living area](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/fba76c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Siena Vip

[](https://www.expedia.ca/Siena-Hotels-Siena-Vip.h16245550.Hotel-Information)

Siena City Centre

9.2/10

Wonderful

(423 reviews)

"The staff was great and the location was ideal to explore the Tuscany area"

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

Juan

[](https://www.expedia.ca/Siena-Hotels-Siena-Vip.h16245550.Hotel-Information)

![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)

![View from property](https://images.trvl-media.com/lodging/10000000/9150000/9140900/9140846/0b8971d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/10000000/9150000/9140900/9140846/8129934b.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

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

Castel del Piano

9.2/10

Wonderful

(82 reviews)

"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 $115

CA $133 total

includes taxes & fees

Feb 2 - Feb 3

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

![View from property](https://images.trvl-media.com/lodging/71000000/71000000/70999900/70999838/86209b1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, Ensuite, Valley View (Camera con Vista ) | Dining](https://images.trvl-media.com/lodging/71000000/71000000/70999900/70999838/0847ae00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/71000000/71000000/70999900/70999838/184dc423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Room, Ensuite (Camera Romantica ) | Exterior](https://images.trvl-media.com/lodging/71000000/71000000/70999900/70999838/154a5cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vento Dorcia

[](https://www.expedia.ca/Pienza-Hotels-Vento-Dorcia.h70999838.Hotel-Information)

Pienza

10/10

Exceptional

(23 reviews)

"amazing place and people!"

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

jorge

CA $228

CA $257 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Pienza-Hotels-Vento-Dorcia.h70999838.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/5245d9c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/707797d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/502f434a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Borgo Grondaie

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

Siena

9.6/10

Exceptional

(442 reviews)

"Amazing place, super clean, great staff, beautiful and cozy."

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

Elizabeth

CA $107

CA $123 total

includes taxes & fees

Feb 13 - Feb 14

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

![View from property](https://images.trvl-media.com/lodging/8000000/7050000/7040300/7040201/2f61e803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Room, Balcony, City View](https://images.trvl-media.com/lodging/8000000/7050000/7040300/7040201/db50005f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/8000000/7050000/7040300/7040201/ce890cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/8000000/7050000/7040300/7040201/cc294b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Alma Domus

[](https://www.expedia.ca/Siena-Hotels-Hotel-Alma-Domus.h7040201.Hotel-Information)

Siena City Centre

8.8/10

Excellent

(776 reviews)

"Great breakfast, clean rooms and wonderful area"

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

Treena

[](https://www.expedia.ca/Siena-Hotels-Hotel-Alma-Domus.h7040201.Hotel-Information)

![Classic Double Room](https://images.trvl-media.com/lodging/34000000/33450000/33449100/33449097/95389140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33450000/33449100/33449097/fcc97880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room, 1 Queen Bed, Non Smoking, Vineyard View](https://images.trvl-media.com/lodging/34000000/33450000/33449100/33449097/5b5a967f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spa](https://images.trvl-media.com/lodging/34000000/33450000/33449100/33449097/3518c088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tuscany View, Montalcino

[](https://www.expedia.ca/Montalcino-Hotels-Relais-Donna-Brunella.h33449097.Hotel-Information)

Montalcino

8.6/10

Excellent

(8 reviews)

"Very nice place right in town convenient to everything"

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

Bonnie

CA $189

CA $220 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Montalcino-Hotels-Relais-Donna-Brunella.h33449097.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/17000000/16290000/16288700/16288621/59460b3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/17000000/16290000/16288700/16288621/dcfdcea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, memory foam beds, minibar](https://images.trvl-media.com/lodging/17000000/16290000/16288700/16288621/dbb642e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite (Luxury) | Living area](https://images.trvl-media.com/lodging/17000000/16290000/16288700/16288621/4a4eae89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Palazzetto Rosso

[](https://www.expedia.ca/Siena-Hotels-Hotel-Palazzetto-Rosso.h16288621.Hotel-Information)

Siena City Centre

9.8/10

Exceptional

(213 reviews)

"Breakfast and friendliness of the staff was great!"

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

KiKi

CA $176

CA $194 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Siena-Hotels-Hotel-Palazzetto-Rosso.h16288621.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/77000000/76810000/76802800/76802793/d2215aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/77000000/76810000/76802800/76802793/d30fe65c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/77000000/76810000/76802800/76802793/59711702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/77000000/76810000/76802800/76802793/e39ebfa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palace Hotel Due Ponti

[](https://www.expedia.ca/Siena-Hotels-Palace-Hotel-Due-Ponti.h76802793.Hotel-Information)

Due Ponti

8.2/10

Very good

(51 reviews)

"Exceptional service, good breakfast "

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

borjan

[](https://www.expedia.ca/Siena-Hotels-Palace-Hotel-Due-Ponti.h76802793.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/24000000/23470000/23465600/23465578/490b38b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, a rooftop pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/24000000/23470000/23465600/23465578/362f98ad.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)

![Courtyard view](https://images.trvl-media.com/lodging/24000000/23470000/23465600/23465578/da143147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Locanda Vesuna

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

Trequanda

9.4/10

Exceptional

(52 reviews)

"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 $112

CA $129 total

includes taxes & fees

Jan 19 - Jan 20

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

![Panoramic Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/020483c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/a39f2057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Cottage, 1 Bedroom](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/83ad69a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/6e2ad2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Affitacamere Maria Gabriella

[](https://www.expedia.ca/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information)

Pienza

9.8/10

Exceptional

(51 reviews)

"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "

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

Lenise

CA $150

CA $206 total

includes taxes & fees

Jan 23 - Jan 24

[](https://www.expedia.ca/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information)

![Lounge](https://images.trvl-media.com/lodging/1000000/860000/852400/852305/e65a78e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/860000/852400/852305/d9e7f9b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/860000/852400/852305/c8499dcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 2 Single Beds](https://images.trvl-media.com/lodging/1000000/860000/852400/852305/1e798f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Four Points by Sheraton Siena

[](https://www.expedia.ca/Siena-Hotels-Four-Points-By-Sheraton-Siena.h852305.Hotel-Information)

Scacciapensieri

8.8/10

Excellent

(581 reviews)

"Comfortable rooms, excellent breakfast, lovely pool, and service!"

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

Anonymous traveller

CA $157

CA $178 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Siena-Hotels-Four-Points-By-Sheraton-Siena.h852305.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/a05f18a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/4cc1ef4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/2b73bf10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/7d84ee76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Agriturismo Il Macchione

[](https://www.expedia.ca/Pienza-Hotels-Agriturismo-Il-Macchione.h22946136.Hotel-Information)

Pienza

9.6/10

Exceptional

(56 reviews)

"The owners and staff are hospitable .and accommodating very warm people "

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

aileen

CA $221

CA $250 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Pienza-Hotels-Agriturismo-Il-Macchione.h22946136.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/1000000/80000/73300/73208/9db4fe81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/80000/73300/73208/f690476a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/80000/73300/73208/7664d144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden views ](https://images.trvl-media.com/lodging/1000000/80000/73300/73208/ba54065b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Ermellina Siena, a Tribute Portfolio Hotel

[](https://www.expedia.ca/Siena-Hotels-Hotel-Garden.h73208.Hotel-Information)

Camollia

8.6/10

Excellent

(9 reviews)

"Unique and cozy prot"

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

Kristine

CA $171

CA $192 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Siena-Hotels-Hotel-Garden.h73208.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/e3da527a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/24211905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/85c96429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Italia

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

Camollia

9.2/10

Wonderful

(1,002 reviews)

"Great scrambled eggs and butter! Warm and kind staff! "

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

Seonmi

CA $91

CA $105 total

includes taxes & fees

Jan 29 - Jan 30

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

![Interior detail](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/cdb3c15d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Garden View](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/3a6f7416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family dining](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/56594a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free self parking](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/396ff949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Coroncina Lodging

[](https://www.expedia.ca/Siena-Hotels-La-Coroncina-Lodging.h15906915.Hotel-Information)

Siena

10/10

Exceptional

(42 reviews)

"Fantastic place, and I highly recommend it."

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

Hassan

CA $128

CA $147 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Siena-Hotels-La-Coroncina-Lodging.h15906915.Hotel-Information)

![Single Room, Accessible](https://images.trvl-media.com/lodging/3000000/2540000/2534400/2534340/15ad0cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Quadruple Room, Private Bathroom](https://images.trvl-media.com/lodging/3000000/2540000/2534400/2534340/a63c49c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/3000000/2540000/2534400/2534340/43edaa64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Double or Twin Room, Ground Floor](https://images.trvl-media.com/lodging/3000000/2540000/2534400/2534340/db84eb34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Ristorante Piccolo Chianti

[](https://www.expedia.ca/Siena-Hotels-Hotel-Ristorante-Piccolo-Chianti.h2534340.Hotel-Information)

Acquacalda

8.6/10

Excellent

(42 reviews)

"Staff were wonderful. Offering to store our luggage if the room wasn’t ready early, and then letting us check in early. Since we had to miss breakfast the next day to leave for the airport, they prepared a massive plate of local breakfast treats and juice for us to enjoy in our room. "

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

Lavinia

[](https://www.expedia.ca/Siena-Hotels-Hotel-Ristorante-Piccolo-Chianti.h2534340.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=2026-01-28&endDate=2026-01-29&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

[Sign 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=2026-01-28&endDate=2026-01-29&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

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

![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 $107

CA $123 total

Feb 1 - Feb 2

includes taxes & fees

8.8/10 Excellent! (90 reviews)

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

![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 $115

CA $131 total

Jan 23 - Jan 24

includes taxes & fees

7.8/10 Good! (394 reviews)

[](https://expedia.ca/Siena-Hotels-Piccolo-Hotel-Etruria.h18174068.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 $162

CA $184 total

Jan 23 - Jan 24

includes taxes & fees

9.2/10 Wonderful! (196 reviews)

[](https://expedia.ca/Montepulciano-Hotels-Hotel-La-Terrazza-Di-Montepulciano.h3801871.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 $199

CA $224 total

Jan 23 - Jan 24

includes taxes & fees

9.8/10 Exceptional! (39 reviews)

[](https://expedia.ca/Siena-Hotels-Torre-Del-Fuggisole.h94897051.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=28%2F01%2F2026&endDate=29%2F01%2F2026&selected=2525757&PinnedHotelID=2525757&HadPinnedHotel=true&regionId=3000028417)

7.8/10 Good! (245 reviews)

[](https://expedia.ca/Siena-Hotels-Cannon-DOro.h2525757.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=28%2F01%2F2026&endDate=29%2F01%2F2026&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)

## Recent reviews of Castiglione del Bosco hotels

![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg)

###  Palazzo Ravizza

5/5 Excellent

"Great location, clean and large. "

A verified traveller stayed at Palazzo Ravizza

Posted 5 days ago

[](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.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

"Good, prompt service. Attractive and clean room and public spaces. Super central."

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

Posted 6 days 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

"Amazing place, super clean, great staff, beautiful and cozy."

A verified traveller stayed at Borgo Grondaie

Posted 10 days ago

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

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

### Hotel Athena

5/5 Excellent

"Excellent stay! "

A verified traveller stayed at Hotel Athena

Posted 11 days ago

[](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.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 spotlessly clean, the staff were welcoming and helpful, and the breakfast was delicious!"

A verified traveller stayed at Hotel Chiusarelli

Posted 3 weeks ago

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

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

### Hotel Italia

5/5 Excellent

"Nice clean room. Close to train/bus station. Very good breakfast "

A verified traveller stayed at Hotel Italia

Posted 1 month ago

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

![Relais La Corte Dei Cavalieri](https://images.trvl-media.com/lodging/16000000/15640000/15636900/15636837/c9a65eed_y.jpg)

### Relais La Corte Dei Cavalieri

5/5 Excellent

"Awesome "

A verified traveller from St Sauveur stayed at Relais La Corte Dei Cavalieri

Posted 1 month ago

[](https://expedia.ca/Siena-Hotels-Relais-La-Corte-Dei-Cavalieri.h15636837.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

"The best in Siena."

A verified traveller stayed at Hotel Certosa Di Maggiano

Posted 1 month 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

"Amazing rooms and service!!"

A verified traveller stayed at Villa del Sole Siena

Posted 1 month ago

[](https://expedia.ca/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.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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- [Mountain Hotels in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels-Mountain-Hotels.0-0-d6342620-tMountainHotels.Travel-Guide-Filter-Hotels)
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- [Murlo Hotels ](https://www.expedia.ca/Murlo-Hotels.d6046740.Travel-Guide-Hotels)
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- [Sant'angelo In Colle Hotels ](https://www.expedia.ca/SantAngelo-In-Colle-Hotels.d6361516.Travel-Guide-Hotels)
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- [Vergelle Hotels ](https://www.expedia.ca/Vergelle-Hotels.d3000395568.Travel-Guide-Hotels)

- [Flights to Brunello di Montalcino Wine Area ](https://www.expedia.ca/Cheap-Flights-To-Brunello-Di-Montalcino-Wine-Area.d6342620.Travel-Guide-Flights)
- [Flights to Castelnuovo dell'Abate ](https://www.expedia.ca/Cheap-Flights-To-Castelnuovo-DellAbate.d603290.Travel-Guide-Flights)
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- [Flights from Brunello di Montalcino Wine Area ](https://www.expedia.ca/lp/flights/6342620/flights-from-brunello-di-montalcino-wine-area)

- [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)
- [Visit Lucignano d'Arbia ](https://www.expedia.ca/Lucignano-DArbia.dx6342119)
- [Visit Lupompesi ](https://www.expedia.ca/Lupompesi.dx6361515)
- [Montalcino Vacations ](https://www.expedia.ca/Montalcino.d6025631.Destination-Travel-Guides)
- [Visit Montalcino ](https://www.expedia.ca/Montalcino.dx6025631)
- [Murlo Vacations ](https://www.expedia.ca/Murlo.d6046740.Destination-Travel-Guides)
- [Pari Vacations ](https://www.expedia.ca/Pari.d6342151.Destination-Travel-Guides)
- [Tenuta Greppo Franco Biondi Santi ](https://www.expedia.ca/Tenuta-Greppo-Franco-Biondi-Santi-Montalcino.d6103260.Vacation-Attraction)
- [Visit Torrenieri ](https://www.expedia.ca/Torrenieri.dx3000025996)

- [Car rentals near Brunello di Montalcino Wine Area ](https://www.expedia.ca/Car-Rentals-In-Brunello-Di-Montalcino-Wine-Area.d6342620.Car-Rental-Guide)
- [Car rental Buonconvento ](https://www.expedia.ca/Car-Rentals-In-Buonconvento.d6123437.Car-Rental-Guide)
- [Car rental Montalcino ](https://www.expedia.ca/Car-Rentals-In-Montalcino.d6025631.Car-Rental-Guide)
- [Car rental San Quirico d'Orcia ](https://www.expedia.ca/Car-Rentals-In-San-Quirico-DOrcia.d602606.Car-Rental-Guide)
- [Luxury Car Rentals in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Luxury-Car-Rentals-In-Brunello-Di-Montalcino-Wine-Area.d6342620-tLuxury.Car-Rental-Guide-Class)

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- [Things to do in Montalcino ](https://www.expedia.ca/Things-To-Do-In-Montalcino.d6025631.Travel-Guide-Activities)
- [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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