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 from CA $152 ![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 ## Check availability on Val d'Orcia Winery Hotels Tonight [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=6047918&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=6047918&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=6047918&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=6047918&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Val d'Orcia Winery Hotels ![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) ![Billiards](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/9500aee5.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) ![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) ### Tenuta Santo Pietro Pienza 9.6/10 Exceptional (115) "The hotel is amazing! The localization is great, 5 minutes from Pienza. The view is stunning and the restaurant is great! Betina is a very nice host and welcomed us very well." CA $299 CA $336 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Pienza-Hotels-Tenuta-Santo-Pietro.h2750235.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/5000000/4780000/4774100/4774015/09b92259.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) ![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 (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) ![Front of property](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/5116ff5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment | Living area](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/824e4462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment | Private kitchen](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/8c83167a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Economy Double Room, 1 Double Bed, Private Bathroom](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/ba266d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Idolina Guest House Montalcino 9.4/10 Exceptional (102) "The building is lovely - traditional Italian construction with big Chestnut beams in the ceiling. The owner/manager is very pleasant and helpful. Overall, a very nice place to stay. " CA $127 CA $152 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Montalcino-Hotels-Idolina-Guest-House.h9754480.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/156cc4b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/e83b6549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/9036f436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/b1092b5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Dei Capitani Montalcino 8.8/10 Excellent (398) "The room is very clean and cosy. The view is stunning. The staff are nice and friendly. I highly recommend it! " CA $173 CA $204 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Montalcino-Hotels-Hotel-Dei-Capitani.h2520185.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/6000000/5220000/5218800/5218727/90b04aaa.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 $168 CA $201 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Montalcino-Hotels-Agriturismo-Le-Ragnaie.h5218727.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111483/fbe5451e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111483/070e68c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111483/30075c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111483/66a87e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection San Quirico d'Orcia 9.2/10 Wonderful (224) "The property and the room was beautiful. The staff was so helpful!" CA $258 CA $292 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Hotel-Palazzo-Del-Capitano-Wellness-Relais-Historic-Luxury-Capitano-Collection.h1111483.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10650000/10646000/10645950/964a4d13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/11000000/10650000/10646000/10645950/9754fc75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10650000/10646000/10645950/70b49372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/11000000/10650000/10646000/10645950/d4e2d736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel al Brunello di Montalcino Montalcino 7.8/10 Good (81) "A senhora que nos recebeu na recepção não demonstrou nenhuma simpatia. Na verdade parecia que estava nos fazendo um favor em nos receber. O cheiro de cigarro do lugar era insuportável. A minúscula televisão não funcionava. O box do banheiro foi o menor que jacto e a oportunidade de usar. Para completar minha péssima experiencia, o café da manhã servido era composto apenas de poucos produtos industrializados e a jarra de suco, não natural, de cor avermelhada, já estava servido sobre a... [](https://www.expedia.ca/Montalcino-Hotels-Hotel-Al-Brunello-Di-Montalcino.h10645950.Hotel-Information) ![Standard Apartment, Balcony | Balcony](https://images.trvl-media.com/lodging/3000000/2880000/2876600/2876516/765b926d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment, Balcony | Living room](https://images.trvl-media.com/lodging/3000000/2880000/2876600/2876516/7bf01da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2880000/2876600/2876516/0349c504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/3000000/2880000/2876600/2876516/2745f827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Barlanzone Montalcino 9.0/10 Wonderful (34) "Hotel excelente " [](https://www.expedia.ca/Montalcino-Hotels-Il-Barlanzone.h2876516.Hotel-Information) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/3000000/2540000/2536700/2536699/db39222c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2540000/2536700/2536699/8c4e20c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2540000/2536700/2536699/3528f13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/3000000/2540000/2536700/2536699/67eec70d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Rifugio d'Altri Tempi Montalcino 6.2/10 (15) [](https://www.expedia.ca/Montalcino-Hotels-Il-Rifugio-DAltri-Tempi.h2536699.Hotel-Information) ![Apartment, 1 Bedroom, Hill View (Casa Barbi) | Front of property](https://images.trvl-media.com/lodging/5000000/4680000/4676600/4676557/671e3523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Hill View (Casa Barbi) | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4680000/4676600/4676557/c5c4cdf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Hill View (Montello 2) | Private kitchenette](https://images.trvl-media.com/lodging/5000000/4680000/4676600/4676557/0f5d3ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Valley View (Montello 3) | Private kitchenette](https://images.trvl-media.com/lodging/5000000/4680000/4676600/4676557/5be085c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Barbi Pienza 9.6/10 Exceptional (23) "We stayed here in November. Our host was very friendly. The villa had a great views into the valley. Surrounded by farmlands. Comfortable big bed and lots of space in the bedroom. The kitchen worked well.as did the wifi." [](https://www.expedia.ca/Pienza-Hotels-Agriturismo-Barbi.h4676557.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=2025-10-12&endDate=2025-10-13®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 "Very good" [](https://expedia.ca/Pienza-Hotels-Hotel-Corsignano.h2525690.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 "What a property! The drive in is stunning. Amazing greeting. Easy parking within a gated area. The check-in was first class. We were given a tour of the property which is incredible. The rooms are incredible. Then we experienced a wine tasting that we won't forget. The Banfi wines are amazing. Then we experienced arguably our favourite dining experience at the Michelin Star restaurant on the property. What a property! What a team!! We are already discussing our return. " [](https://expedia.ca/Montalcino-Hotels-Castello-Banfi-Il-Borgo.h4774015.Hotel-Information) ![SI Montalcino Hotel](//images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/cba09c68_y.jpg) ### SI Montalcino Hotel 10/10 Excellent "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" [](https://expedia.ca/Montalcino-Hotels-SI-Montalcino-Hotel-Restaurant.h8662747.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) ![Hotel Dei Capitani](//images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/156cc4b3_y.jpg) ### Hotel Dei Capitani 10/10 Excellent "This was a fantastic place to stay while visiting Montalcino. Spectacular views from our room and from the breakfast area and pool deck. Staff was very hospitable, and the breakfast buffet was really good. Mimosa’s restaurant recommendations were on point😎. I picked this place somewhat randomly for me and my dad and did not regret it. Walking distance to great restaurants and gelato. Rooms are not elaborate, but you’re not there to stay in your room. A couple of suggestions: - if you put this place into Apple Maps or Google Maps, IT WILL SEND YOU UP A GRAVEL AGRICULTURAL ROAD WITH 20% GRADE, the Strada Communale Del Canaliccio. OMG, my heart was in my throat driving up this and we narrowly avoided an accident. Instead, ask Maps app to take you to Via Pietro Strozzi, then to the hotel. We made it safely, but there was some stress!! - there is very little permanent parking at the hotel. Drive there, drop your stuff, and they will give you a parking pass and directions to parking. - this may not be the place for those with severely limited mobility. The cobblestone roads are pretty steep. - if you need suggestions for wineries, there are so many, but Col D’Orcia won’t let you down. Book ahead.🍷" [](https://expedia.ca/Montalcino-Hotels-Hotel-Dei-Capitani.h2520185.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) ![Hotel San Gregorio](//images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/9fda43a3_y.jpg) ### Hotel San Gregorio 10/10 Excellent "I don't know where to begin the hotel is in center of everything nice underground parking garage and the staff couldn't been any friendly, helpful and caring The reception staffs their where excelent if We are coming back to pienza staying there 💯 percent thanks you so much " [](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 pictures do not do it justice - stunning setting and view, very nice hotel, very kind attentive staff. Would definitely recommend. " [](https://expedia.ca/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.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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