Title: Book the Best Brunello di Montalcino Wine Area Ski Hotels in 2025 | Expedia.ca [Brunello di Montalcino Wine Area Travel Guide](https://expedia.ca/Brunello-Di-Montalcino-Wine-Area.dx6342620)[Hotels in Brunello di Montalcino Wine Area](https://expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels.d6342620.Travel-Guide-Hotels)[Vacation Rentals in Brunello di Montalcino Wine Area](https://expedia.ca/Brunello-Di-Montalcino-Wine-Area-Vacation-Rentals.d6342620.Travel-Guide-VacationRentals)[Flights to Brunello di Montalcino Wine Area](https://expedia.ca/Cheap-Flights-To-Brunello-Di-Montalcino-Wine-Area.d6342620.Travel-Guide-Flights)[Brunello di Montalcino Wine Area Car Rentals](https://expedia.ca/Car-Rentals-In-Brunello-Di-Montalcino-Wine-Area.d6342620.Car-Rental-Guide)[Brunello di Montalcino Wine Area Vacation Packages](https://expedia.ca/Brunello-Di-Montalcino-Wine-Area.d6342620.Destination-Travel-Guides) ![Montalcino showing a sunset and outdoor eating](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157251-Tuscany.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Ski Hotels in Brunello di Montalcino Wine Area ![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 Brunello di Montalcino Wine Area Ski Hotels Tonight [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=6342620&startDate=2025-10-01&endDate=2025-10-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=6342620&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6342620&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6342620&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Brunello di Montalcino Wine Area Ski Hotels ![Interior entrance](https://images.trvl-media.com/lodging/1000000/880000/879600/879557/2918a634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/880000/879600/879557/980190a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite](https://images.trvl-media.com/lodging/1000000/880000/879600/879557/8a7e01ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/880000/879600/879557/9f5b3da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Osteria Dell Orcia Castiglione d'Orcia 9.6/10 Exceptional (46) "Amazing personnel always taking great care of you, the place is 20 min. Drive from Montalcino, has well maintained pool, breakfast very good, laundry available and restaurant in site. Self-parking area. Great location if you want to disconnect and enjoy breathtaking views of the Tuscany area." CA $374 CA $421 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Hotel-Osteria-Dell-Orcia.h879557.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) ![Exterior](https://images.trvl-media.com/lodging/14000000/13090000/13085800/13085760/9e41f313.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) ![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) ### 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 $369 CA $412 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Locanda-In-Tuscany.h13085760.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) ![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) ![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) ![Reception hall](https://images.trvl-media.com/lodging/10000000/9150000/9140900/9140846/458f4d0e.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 $118 CA $136 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Castel-Del-Piano-Hotels-Grand-Hotel-Impero-Spa-Resort.h9140846.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) ![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) ![Fireplace, books](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/e3578963.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 (13) "We loved the village setting and the apartment was very comfortable and well appointed." CA $163 CA $232 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/47000000/47000000/46995600/46995558/154fce84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deep-tissue massages, massages](https://images.trvl-media.com/lodging/47000000/47000000/46995600/46995558/b52af0df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/47000000/47000000/46995600/46995558/68f84d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/47000000/47000000/46995600/46995558/228e9a48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Convento San Bartolomeo Piancastagnaio 9.8/10 Exceptional (47) "Very nice historic property. " CA $141 CA $156 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Piancastagnaio-Hotels-Convento-San-Bartolomeo.h46995558.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/117000000/116880000/116879500/116879413/ca8cda9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116880000/116879500/116879413/3ff89836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, Mountain View](https://images.trvl-media.com/lodging/117000000/116880000/116879500/116879413/ec3fce4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, Mountain View](https://images.trvl-media.com/lodging/117000000/116880000/116879500/116879413/e20955a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo In Campagna Santa Fiora CA $134 CA $152 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Santa-Fiora-Hotels-Agriturismo-In-Campagna.h116879413.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/47000000/46250000/46240600/46240521/5f37da52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46250000/46240600/46240521/225b07c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/47000000/46250000/46240600/46240521/74a488b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/47000000/46250000/46240600/46240521/a1bf8bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet Il Vecchio Rifugio Castel del Piano 8.0/10 Very good (1) "Sehr schöne Lage, sauber und ordentlich. Sehr freundliches Personal. " CA $86 CA $98 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Castel-Del-Piano-Hotels-Chalet-Il-Vecchio-Rifugio.h46240521.Hotel-Information) ![Couples treatment rooms](https://images.trvl-media.com/lodging/3000000/2530000/2525000/2524945/975e2bd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/3000000/2530000/2525000/2524945/670c1c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2530000/2525000/2524945/faff4ce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/3000000/2530000/2525000/2524945/660ba21e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albergo Le Macinaie Castel del Piano 9.4/10 Exceptional (29) "People are really very kind and do anything to make you feel comfortabel. And the environment is beautiful. Restaurant is good also!" CA $46 CA $54 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Castel-Del-Piano-Hotels-Albergo-Le-Macinaie.h2524945.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/16000000/15860000/15854400/15854322/f368e27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15860000/15854400/15854322/4b85e560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/16000000/15860000/15854400/15854322/a87ad661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/16000000/15860000/15854400/15854322/ba47389f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tenuta Casteani Gavorrano 8.8/10 Excellent (9) "It is a new property and there are a lot of teething problems" CA $150 CA $172 total includes taxes & fees Oct 4 - Oct 5 [](https://www.expedia.ca/Gavorrano-Hotels-Tenuta-Casteani.h15854322.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/47000000/46400000/46391600/46391525/5276d83b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/47000000/46400000/46391600/46391525/3bb0e53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room](https://images.trvl-media.com/lodging/47000000/46400000/46391600/46391525/c9cba637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/47000000/46400000/46391600/46391525/bdd9f0af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B Gli Archi Abbadia San Salvatore 10/10 Exceptional (14) "Such a beautiful town with lovely kind people. It took us back in time to when people enjoyed being out and enjoying the outdoors with their community" CA $148 CA $162 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Abbadia-San-Salvatore-Hotels-BB-Gli-Archi.h46391525.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. 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[Family Hotels in Val d'Orcia](https://www.expedia.ca/Val-DOrcia-Hotels-Family-Hotel.0-0-d6047918-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Val d'Orcia](https://www.expedia.ca/Val-DOrcia-Hotels-Golf-Hotel.0-0-d6047918-tGolfHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Val d'Orcia](https://www.expedia.ca/Val-DOrcia-Hotels-Historic-Hotel.0-0-d6047918-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Val d'Orcia](https://www.expedia.ca/Val-DOrcia-Hotels-Hotel-With-Pool.0-0-d6047918-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Val d'Orcia](https://www.expedia.ca/Val-DOrcia-Hotels-Hotels-With-Balconies.0-0-d6047918-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Val d'Orcia](https://www.expedia.ca/Val-DOrcia-Hotels-Hotels-With-Tennis-Courts.0-0-d6047918-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Val d'Orcia](https://www.expedia.ca/Val-DOrcia-Hotels-Luxury-Hotel.0-0-d6047918-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Val d'Orcia](https://www.expedia.ca/Val-DOrcia-Hotels-Mountain-Hotels.0-0-d6047918-tMountainHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Val d'Orcia](https://www.expedia.ca/Val-DOrcia-Hotels-Romantic-Hotel.0-0-d6047918-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Val d'Orcia](https://www.expedia.ca/Val-DOrcia-Hotels-Spa-Hotel.0-0-d6047918-tSpaHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Val d'Orcia](https://www.expedia.ca/Val-DOrcia-Hotels-Winery-Hotel.0-0-d6047918-tWineryHotel.Travel-Guide-Filter-Hotels) - [Vergelle Hotels](https://www.expedia.ca/Vergelle-Hotels.d3000395568.Travel-Guide-Hotels) - [Flights to Castelnuovo dell'Abate](https://www.expedia.ca/Cheap-Flights-To-Castelnuovo-DellAbate.d603290.Travel-Guide-Flights) - [Flights to Montalcino](https://www.expedia.ca/Cheap-Flights-To-Montalcino.d6025631.Travel-Guide-Flights) - [Flights to Montenero](https://www.expedia.ca/Cheap-Flights-To-Montenero.d6285656.Travel-Guide-Flights) - [Flights to San Quirico d'Orcia](https://www.expedia.ca/Cheap-Flights-To-San-Quirico-DOrcia.d602606.Travel-Guide-Flights) - [Visit Argiano](https://www.expedia.ca/Argiano.dx3000028975) - [Visit Bagno Vignoni](https://www.expedia.ca/Bagno-Vignoni.dx6142908) - [Visit Casciano di Murlo](https://www.expedia.ca/Casciano-Di-Murlo.dx6035423) - [Visit Castelnuovo dell'Abate](https://www.expedia.ca/Castelnuovo-DellAbate.dx603290) - [Visit Cinigiano](https://www.expedia.ca/Cinigiano.dx602923) - [Fortress of Montalcino](https://www.expedia.ca/Fortress-Of-Montalcino-Montalcino.d553248621533000896.Vacation-Attraction) - [Visit Lupompesi](https://www.expedia.ca/Lupompesi.dx6361515) - [Montalcino Vacations](https://www.expedia.ca/Montalcino.d6025631.Destination-Travel-Guides) - [Visit Montalcino](https://www.expedia.ca/Montalcino.dx6025631) - [Monticello Amiata Vacations](https://www.expedia.ca/Monticello-Amiata.d6342861.Destination-Travel-Guides) - [Visit Monticello Amiata](https://www.expedia.ca/Monticello-Amiata.dx6342861) - [Murlo Vacations](https://www.expedia.ca/Murlo.d6046740.Destination-Travel-Guides) - [Pari Vacations](https://www.expedia.ca/Pari.d6342151.Destination-Travel-Guides) - [Visit San Giovanni d'Asso](https://www.expedia.ca/San-Giovanni-DAsso.dx603291) - [Visit Seggiano](https://www.expedia.ca/Seggiano.dx6183291) - [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 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) - [San Giovanni d'Asso Vacation Rentals](https://www.expedia.ca/San-Giovanni-DAsso-Vacation-Rentals.d603291.Travel-Guide-VacationRentals) - [Things to do in Civitella Paganico](https://www.expedia.ca/Things-To-Do-In-Civitella-Paganico.d6059330.Travel-Guide-Activities) - [Things to do in Montalcino](https://www.expedia.ca/Things-To-Do-In-Montalcino.d6025631.Travel-Guide-Activities) - [Things to do in Sant'Angelo In Colle](https://www.expedia.ca/Things-To-Do-In-SantAngelo-In-Colle.d6361516.Travel-Guide-Activities) - [Things to do in Seggiano](https://www.expedia.ca/Things-To-Do-In-Seggiano.d6183291.Travel-Guide-Activities) - [Things to do in Torrenieri](https://www.expedia.ca/Things-To-Do-In-Torrenieri.d3000025996.Travel-Guide-Activities) - [Book Ski Hotels in Brunello di Montalcino Wine Area on Expedia.it](https://www.expedia.it/Regione-Vinicola-Del-Brunello-Di-Montalcino-Hotel-Hotel-Sci.0-0-d6342620-tHotelsci.Guida-Viaggi-Filtro-Hotel)