Title: Book The Best Hotels in Castiglione del Bosco for 2025 from CA $91 - Fully Refundable Options - Expedia.ca [Vacation Rentals in Castiglione del Bosco](https://expedia.ca/Castiglione-Del-Bosco-Vacation-Rentals.d3000028417.Travel-Guide-VacationRentals)[Castiglione del Bosco Car Rentals](https://expedia.ca/Car-Rentals-In-Castiglione-Del-Bosco.d3000028417.Car-Rental-Guide)[Castiglione del Bosco Vacation Packages](https://expedia.ca/Castiglione-Del-Bosco.d3000028417.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Castiglione del Bosco from CA $91 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Castiglione del Bosco Farm [](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy®ionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&lodging=AGRITOURISM) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy®ionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&lodging=APART_HOTEL) Spa [](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy®ionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&amenities=SPA_ON_SITE) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy®ionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&travelerType=family_friendly) Pool [](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy®ionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&amenities=POOL) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy®ionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&lodging=APARTMENT) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy®ionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&amenities=HOT_TUB) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy®ionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&lodging=COTTAGE) Villa [](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy®ionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&lodging=VILLA) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Castiglione+del+Bosco%2C+Montalcino%2C+Tuscany%2C+Italy®ionId=3000028417&latLong=43.083118%2C11.420667&adults=2&startDate=2025-10-11&d1=2025-10-11&endDate=2025-10-13&d2=2025-10-13&amenities=PETS) ## Check prices for these dates Tonight [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=3000028417&startDate=2025-09-28&endDate=2025-09-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=3000028417&startDate=2025-09-29&endDate=2025-09-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=3000028417&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=3000028417&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 3,247 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) ![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) ![Villa (Stabbi) | View from room](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/c373f952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosewood Castiglion del Bosco Montalcino 10/10 Exceptional (66) "Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !" CA $2,694 CA $2,979 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ![2 restaurants, lunch, dinner served; Modern European cuisine](https://images.trvl-media.com/lodging/5000000/4650000/4644800/4644735/32bc8809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, minibar, in-room safe](https://images.trvl-media.com/lodging/5000000/4650000/4644800/4644735/22e009c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; Modern European cuisine](https://images.trvl-media.com/lodging/5000000/4650000/4644800/4644735/56cf785d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/5000000/4650000/4644800/4644735/b4af0af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Santo Pietro Chiusdino 9.6/10 Exceptional (56) "The most magical place I have ever stayed!" CA $1,345 CA $1,496 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chiusdino-Hotels-Relais-Borgo-Santo-Pietro.h4644735.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) ![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) ![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) ### Grand Hotel Impero - Wellness & Exclusive SPA Castel del Piano 9.2/10 Wonderful (80) "One of my favourite hotels. I make it a special trip to stay there." CA $119 CA $137 total includes taxes & fees Oct 23 - Oct 24 [](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) ![Tasting room](https://images.trvl-media.com/lodging/70000000/69640000/69632400/69632365/55561371.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) ### Drogheria & Locanda Franci Montalcino 9.6/10 Exceptional (10) "Would stay here again." CA $419 CA $477 total includes taxes & fees Sep 28 - Sep 29 [](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) ![Lunch and dinner served, local cuisine](https://images.trvl-media.com/lodging/20000000/19370000/19361300/19361241/7da4b709.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) ![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 9.8/10 Exceptional (67) "Peaceful location with stunning view and well trained staff It was a perfect family vacation My only mistake is not having the time to stay a full week Would come back with our child when they are older " CA $566 CA $631 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Albergo-Posta-Marcucci.h19361241.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) ![Property entrance](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/e5a8fbb6.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) ![Courtyard](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/6ed54e03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Relais II Chiostro di Pienza Pienza 8.8/10 Excellent (614) "Loved this hotel - great location. Really quiet despite such a central location. Yes rooms are not super modern but they reflect the history of the building. Great pool and breakfast on the terrace." CA $107 CA $127 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.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) ![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) ![Ecotours](https://images.trvl-media.com/lodging/11000000/10390000/10385900/10385853/93e8264c.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) ### Palazzo Nobile di San Donato Montepulciano 9.4/10 Exceptional (63) "Unique experience in a central location " CA $234 CA $264 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Montepulciano-Hotels-Palazzo-Nobile-Di-San-Donato.h10385853.Hotel-Information) ![Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/cba09c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/53f909cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double or Twin Room](https://images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/ac71a5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/0a7208d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SI Montalcino Hotel Montalcino 9.2/10 Wonderful (363) "The staff were exceptional! So warm, welcoming and helpful. The property is lovely. The rooms had lovely wine glasses and bottle opener, which is perfect for wine country! Breakfast was great! a Fun place to stay" CA $177 CA $208 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Montalcino-Hotels-SI-Montalcino-Hotel-Restaurant.h8662747.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107410000/107406000/107405922/1da4deab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107410000/107406000/107405922/e0689e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107410000/107406000/107405922/20229b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107410000/107406000/107405922/2bcaf504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albergo Giardino Montalcino 8.8/10 Excellent (27) "The property is very well located, and the room is of a very comfortable size." CA $180 CA $205 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Montalcino-Hotels-Albergo-Giardino.h107405922.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218727/96861552.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) ### Le Ragnaie Montalcino 9.2/10 Wonderful (320) "A beautiful property!" CA $224 CA $263 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Montalcino-Hotels-Agriturismo-Le-Ragnaie.h5218727.Hotel-Information) ![Seasonal outdoor pool, open 9:30 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/46000000/45940000/45932300/45932223/1c9e8c72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45940000/45932300/45932223/99d5ab4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45940000/45932300/45932223/3473fc03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/46000000/45940000/45932300/45932223/6bbb4be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Vecchia Oliviera Montalcino 9.6/10 Exceptional (56) "Perfect location and wonderful staff!" CA $228 CA $258 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Montalcino-Hotels-Hotel-Vecchia-Oliviera.h45932223.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) ![Italian cuisine](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/29bd720d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/a2d4428e.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 (93) "I had an amazing stay at Borgo Sant’Ambrogio Resort. The property is absolutely beautiful with breathtaking views of the Tuscan landscape. It exceeded my expectations in every way. The staff was warm and friendly which made the experience even more special. I would highly recommend this resort to anyone looking for a peaceful and unforgettable stay in Tuscany." CA $251 CA $281 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Trequanda-Hotels-Borgo-SantAmbrogio-Resort.h24046952.Hotel-Information) ![2 restaurants, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/89af6209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/554821c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/09b92259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/91a951f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello Banfi - Il Borgo Montalcino 10/10 Exceptional (120) "Amazing scenery and castle. Great restaurants " CA $1,275 CA $1,419 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Montalcino-Hotels-Castello-Banfi-Il-Borgo.h4774015.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) ![Deluxe Double Room, Garden View | Terrace/patio](https://images.trvl-media.com/lodging/14000000/13090000/13085800/13085760/5b6815d2.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/bfbe29a1.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... CA $357 CA $400 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Locanda-In-Tuscany.h13085760.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) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/7c006ed3.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 (320) "The staff is wonderful and the hotel is beautiful, perfectly situated near Pienza center. We loved it, felt very comfortable, and will be back!" CA $276 CA $314 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information) ![2 outdoor pools, an infinity pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760188/1ba89726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (The Spa Suite)](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760188/a5875a04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, Regional cuisine](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760188/c997d71e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760188/ccebcf73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello Di Vicarello Cinigiano 9.6/10 Exceptional (24) "AMAZING PROPERTY!" CA $1,387 CA $1,526 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Cinigiano-Hotels-Castello-Di-Vicarello.h1760188.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) ![Suite Terrace (UNESCO view) | Living area](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/9be56e31.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) ### Castello di Velona Resort Thermal SPA & Winery Montalcino 8.8/10 Excellent (333) "Absolutely stunning property and an exceptional staff. " CA $810 CA $907 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) ![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) ![Land view from property](https://images.trvl-media.com/lodging/6000000/5070000/5065600/5065554/b657d9df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5070000/5065600/5065554/11cc9208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Studio Ground Floor](https://images.trvl-media.com/lodging/6000000/5070000/5065600/5065554/01e65d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rossellino Pienza 8.6/10 Excellent (53) "Quaint hotel in the heart of Pienza. Comfortable and close to all amenities. " CA $150 CA $204 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Pienza-Hotels-Rossellino.h5065554.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/76000000/75750000/75743000/75742935/6d575777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![45-inch flat-screen TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/76000000/75750000/75743000/75742935/16a7a37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/76000000/75750000/75743000/75742935/a3596891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room](https://images.trvl-media.com/lodging/76000000/75750000/75743000/75742935/8615c53d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Le Prata - Residenza del Vescovo Montalcino 10/10 Exceptional (66) " A dreamy villa surrounded by vineyards—peaceful, private, and so romantic. Sunset by the pool with a glass of wine was unforgettable. The wine tasting was a perfect experience with delicious wines from the property. Outstanding staff, beautiful grounds and a perfect escape for couples. This is a place that will never leave your soul. " CA $778 CA $872 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Montalcino-Hotels-Winery-Boutique-Hotel-Villa-Le-Prata.h75742935.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 6:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/76000000/75850000/75848200/75848104/b29589da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/76000000/75850000/75848200/75848104/bade1d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/76000000/75850000/75848200/75848104/2cd518ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75850000/75848200/75848104/5fd27d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Toscana Wellness Resort Arcidosso 4.0/10 (5) "Rooms were very hot and I mean terribly hot, no real balcony, just closed ones but you can open a window at the balcony, restaurant closed so no service, we arrived at 18:00, spa closed, we checked in and left 30 minutes later. Lost my money, got a lesson in reading the reviews better, the name tricked us, wellness and spa, 4 stars🤣. We had two rooms☹️" CA $157 CA $180 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Arcidosso-Hotels-Toscana-Wellness-Resort.h75848104.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=2025-10-11&endDate=2025-10-12®ionId=3000028417&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCastiglione-Del-Bosco-Hotels.d3000028417.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCastiglione-Del-Bosco-Hotels.d3000028417.Travel-Guide-Hotels) ## 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=2025-10-11&endDate=2025-10-12&adults=2®ionId=3000028417) ![](https://mediaim.expedia.com/destination/2/22ace05f04ccfae1e8e12759ce9a0848.jpg?impolicy=fcrop&w=300&h=400&p=1&q=high) Photo by Mario Mürner ### 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®ionId=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 Castelnuovo dell'Abate 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®ionId=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 $149 CA $173 total Sep 28 - Sep 29 includes taxes & fees 7.8/10 Good! (357 reviews) [](https://expedia.ca/Siena-Hotels-Piccolo-Hotel-Etruria.h18174068.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=11%2F10%2F2025&endDate=12%2F10%2F2025&selected=38384931&PinnedHotelID=38384931&HadPinnedHotel=true®ionId=3000028417) 9.4/10 Exceptional! (18 reviews) [](https://expedia.ca/Siena-Hotels-Porta-Pispini-Residence.h38384931.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 CA $75 CA $91 total Oct 26 - Oct 27 includes taxes & fees 7.8/10 Good! (239 reviews) [](https://expedia.ca/Siena-Hotels-Cannon-DOro.h2525757.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 $186 CA $213 total Sep 29 - Sep 30 includes taxes & fees 8.8/10 Excellent! (81 reviews) [](https://expedia.ca/Siena-Hotels-Albergo-Centrale.h52705677.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 $186 total Oct 5 - Oct 6 includes taxes & fees 9.2/10 Wonderful! (185 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 $183 CA $210 total Oct 28 - Oct 29 includes taxes & fees 9.8/10 Exceptional! (35 reviews) [](https://expedia.ca/Siena-Hotels-Torre-Del-Fuggisole.h94897051.Hotel-Information) ## Recent reviews of Castiglione del Bosco hotels ![Hotel Athena](//images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 5/5 Excellent "Very small room compared with our last visit, but comfortable foe one night stay." A verified traveller stayed at Hotel Athena Posted 3 days ago [](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![NH Siena](//images.trvl-media.com/lodging/1000000/20000/15800/15716/9d41d91a_y.jpg) ### NH Siena 5/5 Excellent "Front desk staff were professional, kind and multilingual. Very helpful with storing luggage after checkout and help with printing museum tickets. Valet parking is easier than parking yourself at this location. Cost was €35." A verified traveller stayed at NH Siena Posted 5 days ago [](https://expedia.ca/Siena-Hotels-NH-Siena.h15716.Hotel-Information) ![Hotel Chiusarelli](//images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg) ### Hotel Chiusarelli 5/5 Excellent "Beautiful place. Be mindful of stairs. " A verified traveller stayed at Hotel Chiusarelli Posted 6 days ago [](https://expedia.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information) ![Precise House Montaperti Siena](//images.trvl-media.com/lodging/2000000/1120000/1110900/1110834/2f957dff_y.jpg) ### Precise House Montaperti Siena 4/5 Good Queen bed "Lovely staff. Misleading advertisement regarding queen bed and single bed in the apartment. There are 2 single beds and a pull out couch." A verified traveller stayed at Precise House Montaperti Siena Posted 7 days ago [](https://expedia.ca/Asciano-Hotels-Precise-House-Montaperti-Siena.h1110834.Hotel-Information) ![ Palazzo Ravizza](//images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 5/5 Excellent "Stayed a very enjoyable three nights. Double room w/ garden view. “garden view” yes but also a stunning view of the Tuscan countryside. Breakfast buffet was bountiful and offered many options. Would stay again in a heartbeat!" A verified traveller from Kensington stayed at Palazzo Ravizza Posted 8 days ago [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Hotel Certosa Di Maggiano](//images.trvl-media.com/lodging/1000000/530000/528500/528470/4c3dd1ab_y.jpg) ### Hotel Certosa Di Maggiano 5/5 Excellent "Entire Team was phenomenal. Paula at Front Desk was beyond phenomenal. Thank you! " A verified traveller stayed at Hotel Certosa Di Maggiano Posted 9 days ago [](https://expedia.ca/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](//images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 5/5 Excellent "If you pay attention to the hotel’s driving instructions, everything else will be 5 star. All of the staff is very accommodating to your every need. The rooms are European elegance with totally updated amenities. Breakfast buffet is fresh and hot with ample selections. Location is in the heart of beautiful Siena. " A verified traveller stayed at Grand Hotel Continental Siena – Starhotels Collezione Posted 9 days ago [](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Borgo Santo Pietro](//images.trvl-media.com/lodging/5000000/4650000/4644800/4644735/32bc8809_y.jpg) ### Borgo Santo Pietro 5/5 Excellent "This pristine and beautiful property took our breath away upon arrival. Five star service and amenities abound. Our suite was stunning and well appointed. We felt as if we stepped back in time and were reminded of what outstanding service and accommodations should be like ~ a much needed respite after a busy week in Florence. The restaurants were outstanding. Top notch property and my husband referred to Borgo Santo Pietro as the most beautiful hotel he’s ever stayed at. So very grateful. The Heils" A verified traveller from Midway stayed at Borgo Santo Pietro Posted 10 days ago [](https://expedia.ca/Chiusdino-Hotels-Relais-Borgo-Santo-Pietro.h4644735.Hotel-Information) ![Hotel Italia](//images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg) ### Hotel Italia 5/5 Excellent "Loved this cute hotel that had everything we needed. Excellent breakfast delicious coffee sweet room, gorgeous views, ideal location." A verified traveller stayed at Hotel Italia Posted 11 days ago [](https://expedia.ca/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information) ## Frequently asked questions ### When is the best time to go to Castiglione del Bosco? > The most popular time to visit Castiglione Del Bosco is June, when the rolling hills of Tuscany are in full bloom and the weather is pleasantly warm, typically ranging from 20 to 28°C. This is an ideal month for enjoying the beautiful vineyards, indulging in wine tastings, and exploring the picturesque countryside on foot or by bike. > > > > 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? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Castiglione del Bosco hotel for you. ### How can I save on a Castiglione del Bosco hotel booking with Expedia? > Members always get our best prices. Find our best Castiglione del Bosco hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings. ### How much is the nightly rate at a Castiglione del Bosco hotel? > Prices for hotels in Castiglione del Bosco often vary, but you can find a great deal from CA $91 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. 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[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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