Title: Book the Best HISTORIC Hotels in Val d'Orcia in 2025 | Expedia.ca [Val d'Orcia Travel Guide](https://expedia.ca/Val-DOrcia.dx6047918)[Hotels in Val d'Orcia](https://expedia.ca/Val-DOrcia-Hotels.d6047918.Travel-Guide-Hotels)[Vacation Rentals in Val d'Orcia](https://expedia.ca/Val-DOrcia-Vacation-Rentals.d6047918.Travel-Guide-VacationRentals)[Flights to Val d'Orcia](https://expedia.ca/Cheap-Flights-To-Val-DOrcia.d6047918.Travel-Guide-Flights)[Val d'Orcia Car Rentals](https://expedia.ca/Car-Rentals-In-Val-DOrcia.d6047918.Car-Rental-Guide)[Val d'Orcia Vacation Packages](https://expedia.ca/Val-DOrcia.d6047918.Destination-Travel-Guides) ![Cathedral of Pienza featuring religious elements, a church or cathedral and heritage elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/208000/208193-Cathedral-Of-Pienza.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Val d'Orcia ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Val d'Orcia Historic Hotels Tonight [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Val d'Orcia Historic Hotels ![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) ![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) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8826686a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosewood Castiglion del Bosco Montalcino 10/10 Exceptional (67) "Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) IOSEFIN CA $1,782 CA $1,976 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/5ff3c1e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/644ef42b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/4589cff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/d909396a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gelda house, relax with a view Castelnuovo dell'Abate 9.6/10 Exceptional (14) "We loved the village setting and the apartment was very comfortable and well appointed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen J. CA $162 CA $231 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/8def11f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/8e2d77d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/5d163297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/7d70a4e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The House of Alice, charm and relaxation Montalcino (SI) 9.8/10 Exceptional (66) "Unbelievable ambience and beauty of the region and the house. Francesco was super helpful. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Debbie W. CA $260 CA $351 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information) ![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/37000000/36360000/36359700/36359627/054b2390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36360000/36359700/36359627/55dd0445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36360000/36359700/36359627/f3230669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36360000/36359700/36359627/2df8f8f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MDQ Events - A natural oasis on the Via Francigena catiglione d'orcia CA $154 CA $205 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-MDQ-Events-A-Natural-Oasis-On-The-Via-Francigena.h36359627.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/e63ddb1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/0f4b4ffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/38757a29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/b169044b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Casetta di Brunello, quiet and breathtaking views Montalcino 9.6/10 Exceptional (16) " Beautiful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janelle H. CA $260 CA $349 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Montalcino-Hotels-La-Casetta-Di-Brunello.h36077744.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/8477e2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/a8b308d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/3f2e2df7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/9ee300f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Il Focolare" Superior Apartment in Monticchiello Monticchiello 10/10 Exceptional (8) "An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Dan CA $162 CA $195 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34430000/34420700/34420647/506bf68f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34430000/34420700/34420647/41322e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34430000/34420700/34420647/dd440d46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/35000000/34430000/34420700/34420647/e45bbbd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large apartment with garden in an old farmhouse with swimming pool Radicofani 10/10 Exceptional (3) "The appartement was nice and large with a lovely atmosphere. The children enjoyed the pool a lot. The house's location was amazing with a lovely view over the Tuscan hills." ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Ellen V. CA $292 CA $299 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Radicofani-Hotels-Agriturismo-Pietreta-Apartment-Olivo-5-2-Sleeping-Accommodations.h34420647.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/49000000/48840000/48837200/48837118/9a24ba4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/49000000/48840000/48837200/48837118/e139d884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48840000/48837200/48837118/ad75fefb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/49000000/48840000/48837200/48837118/7290fd10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The house in the village - Angelica apartment - Vald'Orcia Monticchiello 9.8/10 Exceptional (9) "Nice and comfortable house in a beautiful tiny village " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lana A. CA $145 CA $177 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Pienza-Hotels-The-House-In-The-Village-Angelica-Apartment-ValdOrcia.h48837118.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40090000/40085700/40085671/d6382af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/41000000/40090000/40085700/40085671/e02ba848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/41000000/40090000/40085700/40085671/6c2f9b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40090000/40085700/40085671/887db38d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SUITE WINE - Relax & Design in the Heart of the Valdorcia San Quirico d'Orcia 10/10 Exceptional (9) "Beautiful, clean, comfortable apartment in a great location." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) priscilla e. CA $132 CA $208 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Relax-Design-In-The-Heart-Of-The-Valdorcia.h40085671.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956732/da1f953b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956732/3c3efac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956732/cdcd98ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956732/a142d3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large double bedroom: private bathroom, private access, garden and swimming pool Radicofani 10/10 Exceptional (1) "Il nostro soggiorno è stato bellissimo. Il casale è splendido, si respira un'atmosfera d'altri tempi; la nostra camera matrimoniale era ampia e pulitissima. Anche a Novembre, la vista della campagna della Val d'Orcia che si aveva dalla camera è indimenticabile. Abbiamo fatto bene a fidarci delle foto e delle descrizioni della struttura. Grazie per la vostra calorosa accoglienza." ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Massimo C. CA $130 CA $136 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Radicofani-Hotels-Delightful-Apartment-Olivo-5-2-Places-In-Val-Dorcia-Swimming-Pool.h33956732.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=2025-11-07&endDate=2025-11-08®ionId=6047918&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Val d'Orcia Hotel Reviews ![Hotel Corsignano](//images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/e0c5b2be_y.jpg) ### Hotel Corsignano 10/10 Excellent "Perfect stay" [](https://expedia.ca/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information) ![Hotel Dei Capitani](//images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/156cc4b3_y.jpg) ### Hotel Dei Capitani 10/10 Excellent "The breakfast options could have been better otherwise a very good stay" [](https://expedia.ca/Montalcino-Hotels-Hotel-Dei-Capitani.h2520185.Hotel-Information) ![SI Montalcino Hotel](//images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/cba09c68_y.jpg) ### SI Montalcino Hotel 10/10 Excellent "The breakfast was great, some good GF options. Room was clean. Kind staff. I can't comment on the pool or restaurant as it was closed for the season, but otherwise it was great! They even have an elevator which was rare in Italy." [](https://expedia.ca/Montalcino-Hotels-SI-Montalcino-Hotel-Restaurant.h8662747.Hotel-Information) ![Castello Banfi - Il Borgo](//images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/89af6209_y.jpg) ### Castello Banfi - Il Borgo 10/10 Excellent "The setting, scenery and hotel were 5 star plus!" [](https://expedia.ca/Montalcino-Hotels-Castello-Banfi-Il-Borgo.h4774015.Hotel-Information) ![Hotel San Gregorio](//images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/9fda43a3_y.jpg) ### Hotel San Gregorio 10/10 Excellent "Excellent property! Very elegant and the service was wonderful. The breakfast was also excellent. The location could not be any better - the entry to the old town is just across from the hotel. Wish we could have stayed longer." [](https://expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) ![Hotel Relais II Chiostro di Pienza](//images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192_y.jpg) ### Hotel Relais II Chiostro di Pienza 10/10 Excellent "The perfect location. Gorgeous property. Excellent breakfast. " [](https://expedia.ca/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information) ![Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso](//images.trvl-media.com/lodging/12000000/11760000/11752200/11752153/3c5a4f24_y.jpg) ### Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso 10/10 Excellent "Villa Liberty is a lovely hotel. Great room, with an excellent bathroom and a garden patio. Located one block outside the Old Town (which made parking easier). Fabulous breakfast at the related restaurant in Old Town (3 minute walk). Helpful staff. " [](https://expedia.ca/San-Quirico-DOrcia-Hotels-Hotel-Villa-Del-Capitano-Art-Relais-Historic-Luxury-Capitano-Collection.h11752153.Hotel-Information) ![Castello di Velona Resort Thermal SPA & Winery](//images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/87359911_y.jpg) ### Castello di Velona Resort Thermal SPA & Winery 10/10 Excellent "Me and my wife stayed there for our honeymoon. We had an exceptional time. The service was exceptional. The pools and amenities were very nice. Great! Breakfast was just free. Located close to montel Chino and many great wineries. Specifically, we really enjoyed the wine tasting. The entire staff were great but here were some standouts , We were helped by Kristian who made us feel extremely welcomed and Morris who performed our wine tasting and he was an exceptional. Strong recommendation, great value." [](https://expedia.ca/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) ![Rosewood Castiglion del Bosco](//images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a_y.jpg) ### Rosewood Castiglion del Bosco 10/10 Excellent "Beautiful property and great service. Was a little disappointed they charge double the price for wine they make in their back yard then I pay here in Montreal." 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