Title: Book The Best Hotels in Castiglione del Bosco for 2026 from CA $105 - 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

![](https://images.trvl-media.com/place/6025631/4982164e-5dfb-4949-8519-f2f14021eed9.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=2026-02-03&d1=2026-02-03&endDate=2026-02-05&d2=2026-02-05&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=2026-02-03&d1=2026-02-03&endDate=2026-02-05&d2=2026-02-05&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=2026-02-03&d1=2026-02-03&endDate=2026-02-05&d2=2026-02-05&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=2026-02-03&d1=2026-02-03&endDate=2026-02-05&d2=2026-02-05&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=2026-02-03&d1=2026-02-03&endDate=2026-02-05&d2=2026-02-05&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=2026-02-03&d1=2026-02-03&endDate=2026-02-05&d2=2026-02-05&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=2026-02-03&d1=2026-02-03&endDate=2026-02-05&d2=2026-02-05&amenities=HOT_TUB)

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=2026-02-03&d1=2026-02-03&endDate=2026-02-05&d2=2026-02-05&lodging=VILLA)

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=2026-02-03&d1=2026-02-03&endDate=2026-02-05&d2=2026-02-05&lodging=COTTAGE)

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=2026-02-03&d1=2026-02-03&endDate=2026-02-05&d2=2026-02-05&amenities=PETS)

## Check prices for these dates

Tonight

[Jan 20 - Jan 21](https://www.expedia.ca/Hotel-Search?regionId=3000028417&startDate=2026-01-20&endDate=2026-01-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 21 - Jan 22](https://www.expedia.ca/Hotel-Search?regionId=3000028417&startDate=2026-01-21&endDate=2026-01-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This 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)

Next weekend

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000028417&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Castiglione del Bosco hotels

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

![Romantic Single Room, Private Bathroom, Valley View](https://images.trvl-media.com/lodging/121000000/120560000/120555100/120555095/2b43f02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop terrace](https://images.trvl-media.com/lodging/121000000/120560000/120555100/120555095/1959f627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/121000000/120560000/120555100/120555095/8633aa1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Farmhouse Casa del Chiodo 

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

Roccastrada

10/10

Exceptional

(1 review)

"Everything about this place is perfect, highly recommend."

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

Ian

CA $123

CA $139 total

includes taxes & fees

Jan 21 - Jan 22

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

![Superior Suite, 1 Double Bed | Living room](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/274ea02b.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 $110

CA $126 total

includes taxes & fees

Jan 23 - Jan 24

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

![Interior entrance](https://images.trvl-media.com/lodging/24000000/23470000/23465600/23465578/473a1e11.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)

![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 $125

CA $143 total

includes taxes & fees

Jan 25 - Jan 26

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

![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/38b0d782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/40c03b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, Terrace | View from room](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/239d33c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/05b41e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grand Hotel Continental Siena – Starhotels Collezione

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

Siena City Centre

9.2/10

Wonderful

(580 reviews)

"Great hotel / room, city center, friendly staff. "

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

Nebojsa

CA $411

CA $462 total

includes taxes & fees

Feb 9 - Feb 10

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

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/3ffbc3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/eb22fca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/3907ca23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/c8bf5c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Podere Spedalone

[](https://www.expedia.ca/Pienza-Hotels-Podere-Spedalone.h34836233.Hotel-Information)

Pienza

9.4/10

Exceptional

(42 reviews)

"Amazing food, amazing views"

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

Juan

CA $266

CA $300 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Pienza-Hotels-Podere-Spedalone.h34836233.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/f4870127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/w4263h2848x0y0-e141124d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Room, City View](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/0d03d55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/0d8f5d95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa del Sole Siena

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

Siena City Centre

9.8/10

Exceptional

(628 reviews)

"The property is in a great location. The hotel staff is awesome. The room was perfect, we had a great stay and I would highly recommend this hotel. "

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

Anurag

CA $189

CA $213 total

includes taxes & fees

Jan 26 - Jan 27

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

![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)

![Classic Double or Twin Room](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/4e4c131d.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

(1,001 reviews)

"Excellent stay! "

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

Monica

CA $125

CA $143 total

includes taxes & fees

Feb 12 - Feb 13

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

![Daily buffet breakfast (EUR 5 per person)](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/dd6aadf3.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

(1,000 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)

![Room amenity](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/3d8bc861.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)

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

![Front of property](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/6ca01702.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

CA $120

CA $139 total

includes taxes & fees

Jan 21 - Jan 22

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

![Tasting room](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/bc901666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Concierge desk](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/163ec176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double or Twin Room, Air conditioning](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/74f0dd1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, 1 Double Bed](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/23aa0514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Il Battistero Siena - Residenza d'Epoca

[](https://www.expedia.ca/Siena-Hotels-Il-Battistero-Siena-Residenza-DEpoca.h10536156.Hotel-Information)

Siena City Centre

9.6/10

Exceptional

(196 reviews)

"Great location and friendly staff. "

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

Parissa

CA $215

CA $243 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Siena-Hotels-Il-Battistero-Siena-Residenza-DEpoca.h10536156.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1157700/1157683/4b173b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Minibar, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1160000/1157700/1157683/90d6c20c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spa](https://images.trvl-media.com/lodging/2000000/1160000/1157700/1157683/d48ce2b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/2000000/1160000/1157700/1157683/e4a6c92d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Hotel San Marco

[](https://www.expedia.ca/Siena-Hotels-Best-Western-Hotel-San-Marco.h1157683.Hotel-Information)

Siena

9.0/10

Wonderful

(457 reviews)

"Everything was good Stuff rom parking"

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

Ilya

CA $131

CA $148 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Siena-Hotels-Best-Western-Hotel-San-Marco.h1157683.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/f43eb5fd.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)

![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)

### 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 $106

CA $121 total

includes taxes & fees

Feb 8 - Feb 9

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

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/8000000/7050000/7040300/7040201/688b866c.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

(777 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)

![Front of property](https://images.trvl-media.com/lodging/30000000/29110000/29107500/29107445/3cb8d59c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Triple Room, Ensuite](https://images.trvl-media.com/lodging/30000000/29110000/29107500/29107445/4f1b1f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/30000000/29110000/29107500/29107445/ac29b0ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/30000000/29110000/29107500/29107445/e65b7b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B&B Le Aquile

[](https://www.expedia.ca/Siena-Hotels-BB-Le-Aquile.h29107445.Hotel-Information)

Siena City Centre

9.8/10

Exceptional

(112 reviews)

"Wonderful location, great hosts and easy walk to the Campo. Would definitely stay again. "

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

Rebecca

CA $145

CA $167 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Siena-Hotels-BB-Le-Aquile.h29107445.Hotel-Information)

![Breakfast meal](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/da164cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/7aa0755c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/fe380723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/a07ebcd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B&B Il Corso

[](https://www.expedia.ca/Siena-Hotels-BB-Il-Corso.h5218707.Hotel-Information)

Siena City Centre

9.8/10

Exceptional

(192 reviews)

"Safe, clean, close to all attractions"

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

Carlo

CA $155

CA $177 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Siena-Hotels-BB-Il-Corso.h5218707.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)

![Lobby](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/6e2ad2c8.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)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/e878f092.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 $149

CA $205 total

includes taxes & fees

Jan 23 - Jan 24

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

![Exterior](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803899/a6859423.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)

![Restaurant](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803899/6bc419cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803899/9d76db44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Albergo Le Terme

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

San Quirico d'Orcia

9.0/10

Wonderful

(68 reviews)

"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 $506

CA $564 total

includes taxes & fees

Feb 13 - Feb 14

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

![Porch](https://images.trvl-media.com/lodging/18000000/17510000/17500600/17500586/237a733d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite | Private spa tub](https://images.trvl-media.com/lodging/18000000/17510000/17500600/17500586/ed47e23b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food court](https://images.trvl-media.com/lodging/18000000/17510000/17500600/17500586/461c6196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/18000000/17510000/17500600/17500586/7c16ada4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relais degli Angeli

[](https://www.expedia.ca/Siena-Hotels-Relais-Degli-Angeli.h17500586.Hotel-Information)

Siena City Centre

9.8/10

Exceptional

(283 reviews)

"Very central and walkable. Wonderful staff and room was clean and comfortable. "

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

Kristin

CA $182

CA $207 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Siena-Hotels-Relais-Degli-Angeli.h17500586.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/11000000/10940000/10938400/10938337/0dde8c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Minibar, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/11000000/10940000/10938400/10938337/d4c83471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/11000000/10940000/10938400/10938337/295b3867.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/11000000/10940000/10938400/10938337/8b0256d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Villa di STR

[](https://www.expedia.ca/Siena-Hotels-La-Villa-Di-STR.h10938337.Hotel-Information)

Siena Historical Center

9.2/10

Wonderful

(422 reviews)

"Clean room, nice villa and breakfast "

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

Jose

CA $148

CA $168 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Siena-Hotels-La-Villa-Di-STR.h10938337.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)

![Dining](https://images.trvl-media.com/lodging/17000000/16290000/16288700/16288621/64021d1c.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)

### 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 $174

CA $191 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Siena-Hotels-Hotel-Palazzetto-Rosso.h16288621.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=2026-02-03&endDate=2026-02-04&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=2026-02-03&endDate=2026-02-04&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

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 $101

CA $116 total

Jan 21 - Jan 22

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 $114

CA $131 total

Jan 22 - Jan 23

includes taxes & fees

7.8/10 Good! (396 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 $161

CA $184 total

Jan 24 - Jan 25

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 $195

CA $220 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=03%2F02%2F2026&endDate=04%2F02%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=03%2F02%2F2026&endDate=04%2F02%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

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

### Villa del Sole Siena

5/5 Excellent

"The property is in a great location. The hotel staff is awesome. The room was perfect, we had a great stay and I would highly recommend this hotel. "

A verified traveller stayed at Villa del Sole Siena

Posted 11 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

"It’s very beautiful "

A verified traveller stayed at Hotel Athena

Posted 11 days ago

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

![ 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 12 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 12 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 2 weeks ago

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

![Hotel Relais II Chiostro di Pienza](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192_y.jpg)

### Hotel Relais II Chiostro di Pienza

5/5 Excellent

"A little tired, extremely clean, with an amazing staff"

A verified traveller from Alexandria stayed at Hotel Relais II Chiostro di Pienza

Posted 3 weeks ago

[](https://expedia.ca/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.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 1 month 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)

![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)

## 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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