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) ![Monticchiello which includes a park](https://images.trvl-media.com/place/6285816/fa9b94f8-2fd7-458e-8bd7-b7e6ee32500e.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 [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-11-21&endDate=2025-11-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-11-22&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Val d'Orcia Historic Hotels ![Interior](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/5ff3c1e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/e3578963.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) ![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) ### The Gelda house, relax with a view Castelnuovo dell'Abate 9.6/10 Exceptional (14) "Loved our stay...lovely and quiet..great location " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Lisa K. CA $162 CA $230 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information) ![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 (68) "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 $1,852 CA $2,053 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.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) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/7d70a4e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/26d5f3cc.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) "We absolutely loved this place! We only wish we got to stay longer. Great location, quiet and peaceful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah S. CA $259 CA $350 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/13261dd9.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) ### The Casetta di Brunello, quiet and breathtaking views Montalcino 9.6/10 Exceptional (16) "The apartment is beautiful and the views are breathtaking! The local restaurant serves very authentic family style Tuscan cuisine and everyone was incredibly friendly and helpful. I wish we could have stayed longer!" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Andrew M. CA $259 CA $344 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Montalcino-Hotels-La-Casetta-Di-Brunello.h36077744.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) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34430000/34420700/34420647/8bade8be.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 $298 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Radicofani-Hotels-Agriturismo-Pietreta-Apartment-Olivo-5-2-Sleeping-Accommodations.h34420647.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) ![Exterior](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/9ee300f7.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) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/5d93306f.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 $194 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.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) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/49000000/48840000/48837200/48837118/c6793766.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) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48840000/48837200/48837118/ad75fefb.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 (10) "Nice and comfortable house in a beautiful tiny village " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lana A. CA $144 CA $177 total includes taxes & fees Nov 23 - Nov 24 [](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) ![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) ![TV, books](https://images.trvl-media.com/lodging/41000000/40090000/40085700/40085671/ab5d89d9.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 $131 CA $207 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Relax-Design-In-The-Heart-Of-The-Valdorcia.h40085671.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39930000/39927100/39927031/254d468f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/40000000/39930000/39927100/39927031/w1998h1500x0y0-728abf3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39930000/39927100/39927031/w1999h1500x0y0-046365ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39930000/39927100/39927031/a5910aa0.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 (1) "Pietreta è un angolo di paradiso. Verde e querce secolari. Camere pulitissime. Appartamento super fornito. Radicofani è un paesino delizioso. Al centro della Val d'Orcia. Vicino alle note località termali. In questa zona si mangia bene e si beve meglio 😊😊😊" ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) TINA G. CA $194 CA $201 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Radicofani-Hotels-Farmhouse-Pietreta-Apartment-Pozzo-Sleeps-4.h39927031.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35210000/35202500/35202485/52c46b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35210000/35202500/35202485/2cff8560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/36000000/35210000/35202500/35202485/d1bb3909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35210000/35202500/35202485/2ac52315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic apartment with garden in a farmhouse with swimming pool Radicofani CA $162 CA $169 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Radicofani-Hotels-Agriturismo-Pietreta-Quercia-Suite-Suite-2-Beds.h35202485.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-04&endDate=2025-12-05®ionId=6047918&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_6047918) ## Top Val d'Orcia Hotel Reviews ![Castello di Velona Resort Thermal SPA & Winery](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/87359911_y.jpg) ### Castello di Velona Resort Thermal SPA & Winery 10/10 Excellent "The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing." [](https://expedia.ca/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) ![ Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111483/fbe5451e_y.jpg) ### Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection 10/10 Excellent "THE AMAZING LOCATION THE VIEWS OF THE MOUNTAINS AND VALLEYS AND AMAZING POOL (WE DID NOT GET TO USE IT BECAUSE DUE TO THE TEMPERATURE BEING IN THE 60'S) THE RESTAURANT WHICH IS THE NEXT TO THE HOTEL WAS GREAT !!!" [](https://expedia.ca/San-Quirico-DOrcia-Hotels-Hotel-Palazzo-Del-Capitano-Wellness-Relais-Historic-Luxury-Capitano-Collection.h1111483.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 10/10 Excellent "The room was beautiful and very clean. Breakfast staff was very kind." [](https://expedia.ca/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information) ![SI Montalcino Hotel](https://images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/cba09c68_y.jpg) ### SI Montalcino Hotel 10/10 Excellent "The staff were very welcoming. The room was comfortable and spotless. Bathroom even had heating. Breakfast was included and there was a great choice. Serene location but a few minutes to the centro storico of Montalcino. Would recommend this accommodation to anybody visiting Tuscany." [](https://expedia.ca/Montalcino-Hotels-SI-Montalcino-Hotel-Restaurant.h8662747.Hotel-Information) ![Hotel Dei Capitani](https://images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/156cc4b3_y.jpg) ### Hotel Dei Capitani 10/10 Excellent "It’s a lovely hotel. Reception was nice and the room very clean with an incredible view out the window of the valley behind. No balcony but a Juliet railing with large opening windows. The breakfast buffet was excellent, self serve with exception of coffee which was served by a very pleasant waiter. Parking is a bit of challenge in a steeply sloped narrow driveway beside the hotel.Take the time to line up the car to go straight through the narrow gate and you’ll be fine. Also very nice sitting area beside the restaurant. " [](https://expedia.ca/Montalcino-Hotels-Hotel-Dei-Capitani.h2520185.Hotel-Information) ![Hotel San Gregorio](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/9fda43a3_y.jpg) ### Hotel San Gregorio 10/10 Excellent "Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!" [](https://expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) ![Hotel Corsignano](https://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) ![Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso](https://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) ![Rosewood Castiglion del Bosco](https://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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