Title: Siena Castles from CA $204 | Expedia.ca [Siena Travel Guide](https://expedia.ca/Siena.dx9821)[Hotels in Siena](https://expedia.ca/Siena-Hotels.d9821.Travel-Guide-Hotels)[Vacation Rentals in Siena](https://expedia.ca/Siena-Vacation-Rentals.d9821.Travel-Guide-VacationRentals)[Flights to Siena](https://expedia.ca/Cheap-Flights-To-Siena.d9821.Travel-Guide-Flights)[Things to do in Siena](https://expedia.ca/Things-To-Do-In-Siena.d9821.Travel-Guide-Activities)[Siena Car Rentals](https://expedia.ca/Car-Rentals-In-Siena.d9821.Car-Rental-Guide)[Siena Vacation Packages](https://expedia.ca/Siena.d9821.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/9821/7379d030-252a-4e26-a469-e10785470ebc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Castles in Siena from CA $204 - ![](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 Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=9821&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Siena Castles ![Aerial view](https://images.trvl-media.com/lodging/115000000/114730000/114728600/114728523/50689ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/115000000/114730000/114728600/114728523/16de4c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114730000/114728600/114728523/c4d4cf02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/115000000/114730000/114728600/114728523/c73311b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello Di Montemasso Greve in Chianti 10/10 Exceptional (11) "From the moment we arrived, we were welcomed with exceptional hospitality. The staff is outstanding, and we must give special recognition to Ivan and Sanja, whose professionalism, kindness, and genuine care made our stay unforgettable. They go above and beyond in every detail — every smile, every gesture reflects their passion and dedication. The place itself is magical, a true journey back in time. Every corner is rich with history, charm, and authenticity. The cleanliness is impeccable, and... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fabio CA $184 CA $204 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Castello-Di-Montemasso.h114728523.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39140000/39138500/39138427/a75024ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![20 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/40000000/39140000/39138500/39138427/dca1e473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/40000000/39140000/39138500/39138427/a0e56d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39140000/39138500/39138427/a1557db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CASTELLO NELLE CRETE Siena 10/10 Exceptional (1) "Picture yourself in a century-old castle high on a hill in the heart of Tuscany. Your surroundings are those of a majestic Monet painting. Birds humming, and the smell of fresh croissants fills the air. A cup of hot cappucino is being brought to you by the most professional but always smiling and always friendly staff .No you're not dreaming, you and your family of 30 are guests at Villa Leonina, Every room has an ensuite bathroom with daily maintenance and fresh towels. The kitchen and... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) joanne s. CA $25,149 CA $25,149 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Asciano-Hotels-CASTELLO-NELLE-CRETE.h39138427.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=2025-12-10&endDate=2025-12-11®ionId=9821&adults=2&lodging=CASTLE&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_9821) ![](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%2FSiena-Castles.d9821-aaCastles.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSiena-Castles.d9821-aaCastles.Travel-Guide-Accommodation) ## Top Siena Hotel Reviews ![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 10/10 Excellent "Clean room and breakfast was excellent." [](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information) ![Villa Scacciapensieri Boutique Hotel](https://images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/b46a6593_y.jpg) ### Villa Scacciapensieri Boutique Hotel 10/10 Excellent "The villa was wonderful and absolutely beautiful. My friends and I absolutely loved our stay here. " [](https://expedia.ca/Siena-Hotels-Villa-Scacciapensieri-Boutique-Hotel.h2693499.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 large and comfortable. There was a beautiful terrace. Staff was so helpful about reservations, taxis, directions. Breakfast was plentiful and good. Location was walkable to all sites." [](https://expedia.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 10/10 Excellent "The Grand Hotel Continental in Siena is a rare gem,elegant, inviting, and steeped in history. From the beautifully preserved interiors to the warm, attentive staff, every detail makes you feel genuinely cared for. Its central location is unbeatable, placing Siena’s most charming sights just steps away. A perfect blend of luxury and authentic Tuscan character, this hotel transforms a stay in Siena into something truly unforgettable. The foods were yummy took! " [](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Borgo Grondaie](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32_y.jpg) ### Borgo Grondaie 10/10 Excellent "The sta" [](https://expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information) ![Siena Vip](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/4b41a72a_y.jpg) ### Siena Vip 10/10 Excellent "A great location!" [](https://expedia.ca/Siena-Hotels-Siena-Vip.h16245550.Hotel-Information) ![Villa del Sole Siena](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/a259e0b9_y.jpg) ### Villa del Sole Siena 10/10 Excellent "Room was cleaned. Nice small hotel with a perfect view of Siena" [](https://expedia.ca/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.Hotel-Information) ![Hotel Santa Caterina](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540753/3b315dde_y.jpg) ### Hotel Santa Caterina 10/10 Excellent "Amazing staff, great food and an even better view from the garden. " [](https://expedia.ca/Siena-Hotels-Hotel-Santa-Caterina.h2540753.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 "This is a very special place. A highlight of our trip. The service was top notch and the staff worked hard to make sure that our time there was a great experience. We had two dinners there and both were delicious. The room was very comfortable. They even gifted us with their branded olive oil when we checked out. We were sad to leave!" [](https://expedia.ca/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information) ## Find out more about Siena ## Siena Castles information | Number of reviews | 11 | | --- | --- | | Accommodation | 0 Castles | | Lowest Price | CA $204 | | Highest Price | CA $25,149 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in San Rocco a Pilli](https://www.expedia.ca/4Star-San-Rocco-A-Pilli-Hotels.s40-0-d6285685.Travel-Guide-Filter-Hotels) - [Agostoli Hotels](https://www.expedia.ca/Agostoli-Hotels.d553248635975863234.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Bagnaia](https://www.expedia.ca/Bagnaia-Hotels-LGBT-Friendly-Hotel.0-0-d6046167-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Bossi Hotels](https://www.expedia.ca/Bossi-Hotels.d553248622858799636.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Casanova Pansarine](https://www.expedia.ca/Casanova-Pansarine-Hotels-LGBT-Friendly-Hotel.0-0-d6338184-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - 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[Things to do in Monteriggioni](https://www.expedia.ca/Things-To-Do-In-Monteriggioni.d5722.Travel-Guide-Activities) - [Things to do in Province of Siena](https://www.expedia.ca/Things-To-Do-In-Province-Of-Siena.d6047850.Travel-Guide-Activities) - [Things to do in Quercegrossa](https://www.expedia.ca/Things-To-Do-In-Quercegrossa.d6047905.Travel-Guide-Activities) - [Things to do in Sovicille](https://www.expedia.ca/Things-To-Do-In-Sovicille.d602594.Travel-Guide-Activities) - [Book Castles in Siena on Expedia.it](https://www.expedia.it/Siena-Castelli.d9821-aaCastelli.Guida-Viaggi-Alloggi)