Title: Hotels by Rosewood Hotels in Brunello di Montalcino Wine Area from CA $1,846 | 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) ![Caught this couple taking their wedding photos at the perfect hour of the day. #italianwedding](https://images.trvl-media.com/place/602606/99c62b50-b86f-4116-999d-ba3895dd35a0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Xandrah Fuentes # Find Hotels by Rosewood Hotels in Brunello di Montalcino Wine Area from CA $1,846 - ![](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 prices for these dates Tonight [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=6342620&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=6342620&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6342620&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6342620&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Brunello di Montalcino Wine Area Rosewood Hotels ![Villa (Agresto) | Living area](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/fd17fc16.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/3000000/2180000/2173600/2173539/7c5ee645.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) ![Building design](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/576c77ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castiglion del Bosco, A Rosewood Hotel [](https://www.expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) Montalcino 10/10 Exceptional (69) "Wonderful stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Talib CA $1,664 CA $1,846 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.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=2025-12-25&endDate=2025-12-26®ionId=6342620&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FBrunello-Di-Montalcino-Wine-Area-Hotels-Rosewood-Hotels.0-0-d6342620--bRosewoodHotels.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBrunello-Di-Montalcino-Wine-Area-Hotels-Rosewood-Hotels.0-0-d6342620--bRosewoodHotels.Travel-Guide-Filter-Hotels) ## Top Brunello di Montalcino Wine Area Hotel Reviews ![Villa Le Prata - Residenza del Vescovo ](https://images.trvl-media.com/lodging/76000000/75750000/75743000/75742935/6d575777_y.jpg) ### Villa Le Prata - Residenza del Vescovo 10/10 Excellent "We had a lovely stay here. It's a short drive from town and a beautiful property. We did a wine tasting of the delicious estate wines and a cooking class as well. The room is spacious, comfortable, and well decorated. The staff is really attentive and took great care of us, giving us advice on where to go, helping us get the car to town and make reservations, etc. We used the hot tub which was fantastic. Thanks for a great relaxing stay!" [](https://expedia.ca/Montalcino-Hotels-Winery-Boutique-Hotel-Villa-Le-Prata.h75742935.Hotel-Information) ![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 10/10 Excellent "Excellent hotel, very helpful staff, highly recommended " [](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/8b3fbbcc_y.jpg) ### Relais Villa Grazianella - UNA Esperienze 10/10 Excellent "Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!" [](https://expedia.ca/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information) ![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg) ### Hotel Italia 10/10 Excellent "This was a short stay for us in Siena. A great hotel. Friendly staff and the best bargain best breakfast we have had in Italy. Highly recommended" [](https://expedia.ca/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information) ![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Ideal in every way." [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Mastrojanni Relais](https://images.trvl-media.com/lodging/43000000/42580000/42576200/42576161/eb100684_y.jpg) ### Mastrojanni Relais 10/10 Excellent "This was heaven on earth!! Completely over-exceeded my expectations! Room was so nice, comfortable, and relaxing. A perfect retreat to our busy trip. Also, the wine tour and restaurant can't be missed!! " [](https://expedia.ca/Montalcino-Hotels-Relais-Mastrojanni.h42576161.Hotel-Information) ![Hotel Certosa Di Maggiano](https://images.trvl-media.com/lodging/1000000/530000/528500/528470/edea64a5_y.jpg) ### Hotel Certosa Di Maggiano 10/10 Excellent "La habitación muy amplia, teníamos armario vestidor, sala, habitación amplia y un gran baño. Excelente la atención del personal. El lugar mágico maravilloso de epoca" [](https://expedia.ca/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.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 "Wonderful stay " [](https://expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg) ### Hotel Chiusarelli 10/10 Excellent "The room was very clean and the bathroom was nice. The staff was very helpful especially because we had personal issues to deal with and places we had to get to for resolution. They helped us navigate several things that we could not have done on our own. We are grateful! 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