Title: Best Hotels Near Castiglion del Bosco Winery, Montalcino from CA $119 | Expedia.ca [Montalcino Travel Guide](https://expedia.ca/Montalcino.dx6025631)[Vacation Rentals in Montalcino](https://expedia.ca/Montalcino-Vacation-Rentals.d6025631.Travel-Guide-VacationRentals)[Flights to Montalcino](https://expedia.ca/Cheap-Flights-To-Montalcino.d6025631.Travel-Guide-Flights)[Things to do in Montalcino](https://expedia.ca/Things-To-Do-In-Montalcino.d6025631.Travel-Guide-Activities)[Castiglion del Bosco Winery Car Rentals](https://expedia.ca/Car-Rentals-In-Castiglion-Del-Bosco-Winery.d828039750155694080.Car-Rental-Guide)[Castiglion del Bosco Winery Vacations](https://expedia.ca/Castiglion-Del-Bosco-Winery-Montalcino.d828039750155694080.Vacation-Attraction) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels near Castiglion del Bosco Winery, Montalcino from CA $119 ![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 prices for these dates Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=828039750155694080&startDate=2025-10-04&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=828039750155694080&startDate=2025-10-05&endDate=2025-10-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=828039750155694080&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=828039750155694080&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Top Hotels Close to Castiglion del Bosco Winery ![Seasonal outdoor pool, open 9:30 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/46000000/45940000/45932300/45932223/1c9e8c72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45940000/45932300/45932223/99d5ab4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/46000000/45940000/45932300/45932223/c8415172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/46000000/45940000/45932300/45932223/6bbb4be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Vecchia Oliviera 6.7 km from Castiglion del Bosco Winery 9.6/10 Exceptional (57) "Beautiful hotel. Very kind and friendly staff. Comfortable and many amenities! The view from our room was amazing!" CA $220 CA $256 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Montalcino-Hotels-Hotel-Vecchia-Oliviera.h45932223.Hotel-Information) ![Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/cba09c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/53f909cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double or Twin Room](https://images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/ac71a5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/0a7208d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SI Montalcino Hotel 6.8 km from Castiglion del Bosco Winery 9.2/10 Wonderful (364) "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" CA $164 CA $194 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Montalcino-Hotels-SI-Montalcino-Hotel-Restaurant.h8662747.Hotel-Information) ![Deluxe Apartment | Private kitchen](https://images.trvl-media.com/lodging/26000000/25020000/25012600/25012501/f6795683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/26000000/25020000/25012600/25012501/a5ddeea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double or Twin Room](https://images.trvl-media.com/lodging/26000000/25020000/25012600/25012501/a3df7aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | View from room](https://images.trvl-media.com/lodging/26000000/25020000/25012600/25012501/3fa82b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B Porta Castellana 6.6 km from Castiglion del Bosco Winery 10/10 Exceptional (39) "We absolutely LOVED our stay! The entire property is so lovely and charming. Our room was beautiful and clean, the bed was comfortable, the breakfast was delicious and the proprietor was a joy to work with. I highly recommend staying there. " CA $216 CA $251 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Montalcino-Hotels-BB-Porta-Castellana.h25012501.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) ![Exterior](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218727/90b04aaa.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 7.4 km from Castiglion del Bosco Winery 9.2/10 Wonderful (320) "A beautiful property!" CA $174 CA $208 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Montalcino-Hotels-Agriturismo-Le-Ragnaie.h5218727.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107410000/107406000/107405922/1da4deab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107410000/107406000/107405922/20229b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107410000/107406000/107405922/e0689e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107410000/107406000/107405922/2bcaf504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albergo Giardino 6.4 km from Castiglion del Bosco Winery 8.8/10 Excellent (27) "The property is very well located, and the room is of a very comfortable size." CA $181 CA $205 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Montalcino-Hotels-Albergo-Giardino.h107405922.Hotel-Information) ![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) ![Junior Suite Deluxe | View from room](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/b41e8535.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) ### Capanna Suites 6.8 km from Castiglion del Bosco Winery 9.8/10 Exceptional (119) "Staff is wonderful ! And the view is one of the most fantastic I’ve seen in my life." CA $368 CA $421 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Montalcino-Hotels-Capanna-Suites.h36325942.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) ![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) ![Reception](https://images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/e83b6549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/c317095e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Dei Capitani 6.4 km from Castiglion del Bosco Winery 8.8/10 Excellent (399) "The room is very clean and cosy. The view is stunning. The staff are nice and friendly. I highly recommend it! " CA $180 CA $212 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Montalcino-Hotels-Hotel-Dei-Capitani.h2520185.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/dfc827da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/16465e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/81bf5c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/e82d4f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mercure Petriolo Siena Terme Spa Hotel 9.7 km from Castiglion del Bosco Winery 8.8/10 Excellent (230) "Very nice and location is quiet. You need a car to get out and about" CA $147 CA $162 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Civitella-Paganico-Hotels-Mercure-Petriolo-Siena-Terme-Spa-Hotel.h1859917.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111240000/111235900/111235859/d0cf5e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/112000000/111240000/111235900/111235859/98620c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111240000/111235900/111235859/1bd8204e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/112000000/111240000/111235900/111235859/2a9fafcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Piombaia 8.3 km from Castiglion del Bosco Winery 8.8/10 Excellent (10) "We had a great time for two nights at this beautiful property with really friendly staff. The spacious apartment and the nature around the property as well as the proximity to Montalcino were perfect for a relaxing time. The little winery was excellent and the wine tasted really good. We would definitely recommend this accommodation!" CA $181 CA $261 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Montalcino-Hotels-Agriturismo-Piombaia.h111235859.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2540000/2531200/2531190/b446f9be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2540000/2531200/2531190/1f997578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room](https://images.trvl-media.com/lodging/3000000/2540000/2531200/2531190/a05a6346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tasting room](https://images.trvl-media.com/lodging/3000000/2540000/2531200/2531190/0e9dd114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antico Casale L'Impostino 10.9 km from Castiglion del Bosco Winery 9.4/10 Exceptional (36) "The pool was great, the room was a great size and clean and breakfast was good." CA $191 CA $210 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Civitella-Paganico-Hotels-Antico-Casale-LImpostino.h2531190.Hotel-Information) ![Deluxe Condo | Private kitchen](https://images.trvl-media.com/lodging/84000000/83020000/83015000/83014948/1d7034d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83020000/83015000/83014948/0ee22c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83020000/83015000/83014948/w788h600x12y0-edef6472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo](https://images.trvl-media.com/lodging/84000000/83020000/83015000/83014948/547f2512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Corte Francigena 12.7 km from Castiglion del Bosco Winery 9.8/10 Exceptional (6) "Loved everything about my stay" CA $233 CA $276 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Montalcino-Hotels-Corte-Francigena.h83014948.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) ![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) ![2 restaurants, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/554821c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello Banfi - Il Borgo 11.2 km from Castiglion del Bosco Winery 10/10 Exceptional (122) "Amazing scenery and castle. Great restaurants " CA $1,279 CA $1,424 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/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) ![Interior entrance](https://images.trvl-media.com/lodging/103000000/102320000/102315500/102315469/d4cdaf69.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) ### Agriturismo Il Cocco 9.2 km from Castiglion del Bosco Winery 10/10 Exceptional (3) "Eu adorei! Recomendo! Ótimo custo benefício! Quarto limpo e quentinho. Ficaria novamente!!! Café da manhã simples e satisfatório!!!! " CA $177 CA $202 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Montalcino-Hotels-Agriturismo-Il-Cocco.h102315469.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113060000/113054600/113054534/w484h768x4y0-99120ea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Twin Room](https://images.trvl-media.com/lodging/114000000/113060000/113054600/113054534/065451c6_edited_9ed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/114000000/113060000/113054600/113054534/0e75a1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/114000000/113060000/113054600/113054534/ae76d720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Garibaldi 15.8 km from Castiglion del Bosco Winery 6.4/10 (6) "No WIFI at the room No Reel breakfast avalable" CA $118 CA $136 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Hotel-Garibaldi.h113054534.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95130000/95125000/95124919/c8dca1d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room](https://images.trvl-media.com/lodging/96000000/95130000/95125000/95124919/2ede3db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/96000000/95130000/95125000/95124919/e9905815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Studio Suite](https://images.trvl-media.com/lodging/96000000/95130000/95125000/95124919/b13ebc16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locanda nel Cassero 14.6 km from Castiglion del Bosco Winery 9.6/10 Exceptional (5) CA $127 CA $140 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Civitella-Paganico-Hotels-Locanda-Nel-Cassero.h95124919.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2550000/2542700/2542700/a7dbdb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/3000000/2550000/2542700/2542700/e7862695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/3000000/2550000/2542700/2542700/69025ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Quadruple Room (2 extra beds)](https://images.trvl-media.com/lodging/3000000/2550000/2542700/2542700/f1464b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Borgo Antico 14.8 km from Castiglion del Bosco Winery 8.8/10 Excellent (93) "A hidden gem on the Via Francigena. We loved our stay after a day of walking from Siena. Delicious food too. " CA $104 CA $119 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Monteroni-DArbia-Hotels-Hotel-Borgo-Antico.h2542700.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/113000000/112610000/112603600/112603575/102c75f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Valley View](https://images.trvl-media.com/lodging/113000000/112610000/112603600/112603575/09ab376c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/113000000/112610000/112603600/112603575/85ba851c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Valley View | View from room](https://images.trvl-media.com/lodging/113000000/112610000/112603600/112603575/cfc4e7f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rocca d'Orcia Suites and Villas 17.8 km from Castiglion del Bosco Winery 6.4/10 (5) "Fantastic views, great outdoor space and superb service. Only negative was a very small shower in a large bathroom, why?" CA $193 CA $219 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Rocca-DOrcia-Suites-And-Villas.h112603575.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 13 km from Castiglion del Bosco Winery 9.8/10 Exceptional (55) "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 $555 CA $627 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Montalcino-Hotels-Relais-Mastrojanni.h42576161.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/14000000/13460000/13451700/13451695/3e0a4928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/14000000/13460000/13451700/13451695/26521e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/14000000/13460000/13451700/13451695/0ddca592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/14000000/13460000/13451700/13451695/149caecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso 15.4 km from Castiglion del Bosco Winery 9.0/10 Wonderful (41) "Beautiful space, you need a few days to understand the rhythm of the town. We were there only a day, which was not enough for a place like this. " CA $129 CA $148 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Camaldoli-Historic-Capitano-Collection.h13451695.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/113000000/112640000/112637100/112637011/a9731eb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Double Room](https://images.trvl-media.com/lodging/113000000/112640000/112637100/112637011/e02009dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Massages](https://images.trvl-media.com/lodging/113000000/112640000/112637100/112637011/5c99dba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Massages](https://images.trvl-media.com/lodging/113000000/112640000/112637100/112637011/ac5515c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Orto delle Terme 17.4 km from Castiglion del Bosco Winery 9.8/10 Exceptional (26) "Amazing stay. Very happy with all aspects " CA $197 CA $224 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-LOrto-Delle-Terme.h112637011.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=2025-10-17&endDate=2025-10-18®ionId=828039750155694080&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Top Castiglion del Bosco Winery Hotel Reviews ![Il Burellino Wine & Resort](//images.trvl-media.com/lodging/28000000/27160000/27153700/27153622/c1cee8af_y.jpg) ### Il Burellino Wine & Resort 10/10 Excellent "We stayed here for two nights and had the most wonderful stay. The location and views are just incredible, Fabio was very accommodating and suggested lots of things to do in montalcino. We wouldn’t hesitate to come back again, the highlight of our trip in Italy!" [](https://expedia.ca/Montalcino-Hotels-Il-Burellino-Wine-Resort.h27153622.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) ![Capanna Suites](//images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/819a9035_y.jpg) ### Capanna Suites 10/10 Excellent "Staff is wonderful ! And the view is one of the most fantastic I’ve seen in my life." [](https://expedia.ca/Montalcino-Hotels-Capanna-Suites.h36325942.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) ![Villa Le Prata - Residenza del Vescovo ](//images.trvl-media.com/lodging/76000000/75750000/75743000/75742935/6d575777_y.jpg) ### Villa Le Prata - Residenza del Vescovo 10/10 Excellent " A dreamy villa surrounded by vineyards—peaceful, private, and so romantic. Sunset by the pool with a glass of wine was unforgettable. The wine tasting was a perfect experience with delicious wines from the property. Outstanding staff, beautiful grounds and a perfect escape for couples. This is a place that will never leave your soul. " [](https://expedia.ca/Montalcino-Hotels-Winery-Boutique-Hotel-Villa-Le-Prata.h75742935.Hotel-Information) ![Podere Brizio](//images.trvl-media.com/lodging/14000000/13170000/13162600/13162502/84db21e6_y.jpg) ### Podere Brizio 10/10 Excellent "Lovely agriturismo just outside Montalcino with a stunning location and great guests-only restaurant. Highly recommended." [](https://expedia.ca/Montalcino-Hotels-Podere-Brizio.h13162502.Hotel-Information) ![Drogheria & Locanda Franci](//images.trvl-media.com/lodging/70000000/69640000/69632400/69632365/3c18a772_y.jpg) ### Drogheria & Locanda Franci 10/10 Excellent "Would stay here again." [](https://expedia.ca/Montalcino-Hotels-Drogheria-Locanda-Franci.h69632365.Hotel-Information) ![Fattoria Casabianca](//images.trvl-media.com/lodging/3000000/2870000/2861000/2860965/7478ebc8_y.jpg) ### Fattoria Casabianca 10/10 Excellent "Beautifull place, quiet, nice pool, great for kids" [](https://expedia.ca/Murlo-Hotels-Fattoria-Casabianca.h2860965.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." [](https://expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ### Hotels near Other Montalcino Attractions [](https://expedia.ca/Castello-Banfi-Hotels.0-l6103264-0.Travel-Guide-Filter-Hotels) ![Castello Banfi](https://mediaim.expedia.com/destination/2/dabfa8b1253dbe9ea99eafc0b883e7d7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Castello Banfi You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas, or simply enjoy its wineries. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6103264) [](https://expedia.ca/Abbazia-Di-SantAntimo-Hotels.0-l6077912-0.Travel-Guide-Filter-Hotels) #### Abbazia di Sant'Antimo You can learn about the history of Castelnuovo dell'Abate when you stop by Abbazia di Sant'Antimo. Visit the area's spas, or simply enjoy its wineries. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6077912)