Title: Book the Best HISTORIC Hotels in Montalcino in 2025 | Expedia.ca [Montalcino Travel Guide](https://expedia.ca/Montalcino.dx6025631)[Hotels in Montalcino](https://expedia.ca/Montalcino-Hotels.d6025631.Travel-Guide-Hotels)[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)[Montalcino Car Rentals](https://expedia.ca/Car-Rentals-In-Montalcino.d6025631.Car-Rental-Guide)[Montalcino Vacation Packages](https://expedia.ca/Montalcino.d6025631.Destination-Travel-Guides) ![Montalcino which includes a sunset and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157293-Tuscany.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Montalcino from CA $133 ![](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 Montalcino Historic Hotels Tonight [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=6025631&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6025631&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6025631&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6025631&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Montalcino Historic Hotels ![2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a.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) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8826686a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (Sant'Anna)](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8e24bdea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosewood Castiglion del Bosco Montalcino 10/10 Exceptional (67) "Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) IOSEFIN CA $1,782 CA $1,976 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.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) ![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) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/644ef42b.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 (14) "We loved the village setting and the apartment was very comfortable and well appointed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen J. CA $162 CA $231 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/8def11f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/7d70a4e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/8e2d77d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/5d163297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The House of Alice, charm and relaxation Montalcino (SI) 9.8/10 Exceptional (66) "Unbelievable ambience and beauty of the region and the house. Francesco was super helpful. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Debbie W. CA $260 CA $349 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/e63ddb1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/13261dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/0f4b4ffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/38757a29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Casetta di Brunello, quiet and breathtaking views Montalcino 9.6/10 Exceptional (16) " Beautiful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janelle H. CA $260 CA $349 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Montalcino-Hotels-La-Casetta-Di-Brunello.h36077744.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/23000000/22740000/22735400/22735381/1a8f278f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22740000/22735400/22735381/1485528f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/23000000/22740000/22735400/22735381/w950h517x0y3-72b20c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22740000/22735400/22735381/73476eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Ghibellino Buonconvento 8.4/10 Very good (43) "Fabulous helpful staff" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Sue CA $118 CA $133 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Buonconvento-Hotels-Hotel-Ghibellino.h22735381.Hotel-Information) ![Sauna, hot tub, steam room, massages](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/0411b3d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/b2055c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/025dd887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monastero di Cortona Hotel & Spa Cortona Old Town 10/10 Exceptional (246) "Beautiful property, the staff were really friendly and helpful. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Kirsty CA $390 CA $436 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) ![Breakfast, lunch, dinner served; Italian cuisine, garden views ](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/2334a48c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/a69a08b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/c02fb06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/d0de7308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Falconiere - Relais e Chateaux Cortona 9.4/10 Exceptional (119) "Absolutely Amazing place / stay ! My wife and I only have raving reviews…for us it is in our Top 3 best Hotel stay ever…and we have been to some amazing Hotels before around the world. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) jacques CA $452 CA $504 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/9d4ea066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/2598e840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/9be37908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/bbe8b3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA CHIGI - Seven Bedroom Villa, Sleeps 14 Siena CA $9,720 CA $9,720 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Buonconvento-Hotels-VILLA-CHIGI-Seven-Bedroom-Villa.h48711007.Hotel-Information) ![55-inch Smart TV with satellite channels, TV, Netflix](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/e99138c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Hot Tub](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/b824bd49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Bathroom](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/6b1f2619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/4000000/3550000/3547700/3547611/6770de59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Carletti Montepulciano 9.8/10 Exceptional (237) "Excelente hotel." ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) jorge CA $287 CA $323 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Montepulciano-Hotels-Palazzo-Carletti.h3547611.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/22c9fd1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/12f79b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Valley View | Bathroom](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/1ff7f88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/6bfc0883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Italia Cortona Old Town 9.0/10 Wonderful (281) "Fantastic hotel in Cortona. Perfect location, extremely accommodating staff, delicious breakfast. Best place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) emil CA $143 CA $162 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Cortona-Hotels-Hotel-Italia.h1663916.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=2025-11-07&endDate=2025-11-08®ionId=6025631&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Montalcino Hotel Reviews ![Hotel Athena](//images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 10/10 Excellent "Excellent hotel with great service." [](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![Hotel Dei Capitani](//images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/156cc4b3_y.jpg) ### Hotel Dei Capitani 10/10 Excellent "The breakfast options could have been better otherwise a very good stay" [](https://expedia.ca/Montalcino-Hotels-Hotel-Dei-Capitani.h2520185.Hotel-Information) ![ Palazzo Ravizza](//images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Parking area is very safe. Staff very friendly and helpful. The property has a beautiful yard with stunning view." [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](//images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 10/10 Excellent "This is a 5+ star facility. Our room was outrageous with frescos and paintings on the walls and ceiling. The staff went out of their way to help us with our requests and provide a history of the property. Our room had 1.5 bathrooms and the breakfast had an excellent choice of items. " [](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.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) ![The House of Alice, charm and relaxation](//images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/8def11f2_y.jpg) ### The House of Alice, charm and relaxation 10/10 Excellent "Check in process was seamless as our host was watching for our arrival. The accommodations were an absolute dream located in the wall of the city with updated interior. Just gorgeous!" [](https://expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information) ![NH Siena](//images.trvl-media.com/lodging/1000000/20000/15800/15716/9d41d91a_y.jpg) ### NH Siena 10/10 Excellent "Front desk staff were professional, kind and multilingual. Very helpful with storing luggage after checkout and help with printing museum tickets. Valet parking is easier than parking yourself at this location. Cost was €35." [](https://expedia.ca/Siena-Hotels-NH-Siena.h15716.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) ## Frequently asked questions ### What can a history buff expect from a stay in Montalcino? > Those visiting Montalcino may want to book a tour of the historical sites. While you're here, you can visit the spas and countryside. You can also relish a trip to the wineries during your stay. ### What's the best hotel in Montalcino to be near historical sites? > Based on our travel expertise, [Rosewood Castiglion del Bosco](https://www.expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) is a top historic hotel bookable on our site and it features free WiFi. Other choices close to historic sites include [Traditional Tuscan farmhouse with breathtaking views 19 Minutes from Montalcino](https://www.expedia.ca/Montalcino-Hotels-Panoramic-And-Cosy-House-In-Tuscany-Countryside-Near-Montalcino-And-Siena.h22202208.Hotel-Information) and [Traditional Tuscan farmhouse with 360° view near Montalcino and Siena](https://www.expedia.ca/Montalcino-Hotels-Wonderful-Apartment-IN-Tuscany-Near-Siena.h22144060.Hotel-Information). ### How many historically relevant hotels will I find in Montalcino? > Montalcino is home to 228 hotel accommodations bookable on Expedia, including 3 hotels designated as historic or close to historic sites. ### What are the must-see historical sites and other places in Montalcino? > Landmarks like Fortress of Montalcino and Abbazia di Sant'Antimo in Montalcino might be worth a visit. Cultural venues include Civic and Diocesan Museum of Sacred Art of Montalcino, Museum of Brunello, and Museo del Tartufo. A couple of additional sights to add to your agenda are Tenuta Greppo Franco Biondi Santi and Castiglion del Bosco Winery. ### What is a historic hotel like in Montalcino? > A historic hotel gives guests the opportunity to stay in a building recognized with an official historic designation. Historic hotels throughout the world can take the form of palaces, castles, stately homes or even lodges, pubs, or skyscrapers. These types of hotels in Montalcino typically retain original elements such as period features or traditional architecture in their communal spaces or guestrooms. ### What is the difference between a historic hotel and a heritage hotel? > They are quite similar. The term "historic hotel" is more common in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to emphasize the physical building and architecture. Heritage hotels draw their meaning mainly from the cultural value that the place has and how it inspired the surrounding community. ### Do historic hotels in Montalcino have modern facilities? > Yes. Every effort is made to preserve historic facades and treasured traditions, but hotel interiors are fitted with modern conveniences and safety features. Guests can expect the usual amenities you'd get from a hotel such as Smart TVs, WiFi, and updated bathroom facilities. In Montalcino, booking a historic hotel doesn't mean you're picking a place that's uncomfortable for guests or simply rundown. ## Explore a world of travel with Expedia - More ways to book - [Book Historic Hotels in Montalcino on Expedia.it](https://www.expedia.it/Montalcino-Hotel-Hotel-Storico.0-0-d6025631-tHotelstorico.Guida-Viaggi-Filtro-Hotel)