Title: Book the Best Val d'Orcia WINERY Hotels 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 Winery 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 Winery Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next 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) ## Top Val d'Orcia Winery Hotels ![Exterior](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/819a9035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite Deluxe | View from room](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/e4c153b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/28b23c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite Deluxe](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/767a162a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Capanna Suites Montalcino 9.8/10 Exceptional (121) "Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! " CA $365 CA $418 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Montalcino-Hotels-Capanna-Suites.h36325942.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) ![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) ![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) ### Villa Le Prata - Residenza del Vescovo Montalcino 10/10 Exceptional (66) "The vila and the staff are flexible and friendly" CA $608 CA $685 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Montalcino-Hotels-Winery-Boutique-Hotel-Villa-Le-Prata.h75742935.Hotel-Information) ![Spa](https://images.trvl-media.com/lodging/43000000/42580000/42576200/42576161/eb100684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/43000000/42580000/42576200/42576161/d080f76f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite](https://images.trvl-media.com/lodging/43000000/42580000/42576200/42576161/674214b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Suite](https://images.trvl-media.com/lodging/43000000/42580000/42576200/42576161/920621bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mastrojanni Relais Montalcino 9.8/10 Exceptional (57) "This is the most magical and beautiful property in Tuscany with amazing food and service. The guests talk about how they come back every year to this resort The views from the pool are the best in this area. " CA $551 CA $622 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Montalcino-Hotels-Relais-Mastrojanni.h42576161.Hotel-Information) ![Exclusive Villa, 2 Bedrooms, Garden View, Annex Building | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/4fa44438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Villa, 2 Bedrooms, Garden View, Annex Building | Private kitchen](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/d9be60a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Villa, 2 Bedrooms, Garden View, Annex Building](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/42a0569c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/a71dc3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tenuta Santo Pietro Pienza 9.6/10 Exceptional (117) "Great countryside stay" CA $331 CA $371 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Pienza-Hotels-Tenuta-Santo-Pietro.h2750235.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) ![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) ![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) ### Le Ragnaie Montalcino 9.2/10 Wonderful (320) "A beautiful property!" CA $226 CA $265 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Montalcino-Hotels-Agriturismo-Le-Ragnaie.h5218727.Hotel-Information) ![Breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/9fda43a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/4a89a1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fountain](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/2d2d56ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/882d4e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel San Gregorio Pienza 9.4/10 Exceptional (130) "Such friendly staff, loved Pienza and the property was such a good location! " CA $167 CA $193 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.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) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/91a951f0.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) ![Junior Suite | View from room](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/cda9c123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello Banfi - Il Borgo Montalcino 10/10 Exceptional (123) "The setting, scenery and hotel were 5 star plus!" CA $1,244 CA $1,385 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Montalcino-Hotels-Castello-Banfi-Il-Borgo.h4774015.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 (322) "Enjoyed the hotel. Great location, quality breakfast and rooms." CA $172 CA $199 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/44c52963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dishwasher, coffee/tea maker, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/a19596f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/4cc1ef4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/b2818bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Il Macchione Pienza 9.6/10 Exceptional (54) "This was a wonderful spot to stay a short distance outside of town in a very quiet peaceful area. The room was large and comfortable, and the breakfast was excellent. Everyone there was very kind and friendly." CA $207 CA $234 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Pienza-Hotels-Agriturismo-Il-Macchione.h22946136.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/103000000/102320000/102315500/102315469/00b7b83f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/103000000/102320000/102315500/102315469/eff78a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/103000000/102320000/102315500/102315469/3ff42542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room](https://images.trvl-media.com/lodging/103000000/102320000/102315500/102315469/3140c875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Il Cocco Montalcino 10/10 Exceptional (3) "Eu adorei! Recomendo! Ótimo custo benefício! Quarto limpo e quentinho. Ficaria novamente!!! Café da manhã simples e satisfatório!!!! " CA $184 CA $209 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Montalcino-Hotels-Agriturismo-Il-Cocco.h102315469.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=2025-10-28&endDate=2025-10-29®ionId=6047918&adults=2&location_highlights_explore=winery&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 "Enjoyed the hotel. Great location, quality breakfast and rooms." [](https://expedia.ca/Pienza-Hotels-Hotel-Corsignano.h2525690.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 Dei Capitani](//images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/156cc4b3_y.jpg) ### Hotel Dei Capitani 10/10 Excellent "Most beautiful view from hotel room" [](https://expedia.ca/Montalcino-Hotels-Hotel-Dei-Capitani.h2520185.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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