Title: Val d'Elsa Castles | Expedia.ca [Val d'Elsa Travel Guide](https://expedia.ca/Val-DElsa.dx6047917)[Hotels in Val d'Elsa](https://expedia.ca/Val-DElsa-Hotels.d6047917.Travel-Guide-Hotels)[Vacation Rentals in Val d'Elsa](https://expedia.ca/Val-DElsa-Vacation-Rentals.d6047917.Travel-Guide-VacationRentals)[Flights to Val d'Elsa](https://expedia.ca/Cheap-Flights-To-Val-DElsa.d6047917.Travel-Guide-Flights)[Things to do in Val d'Elsa](https://expedia.ca/Things-To-Do-In-Val-DElsa.d6047917.Travel-Guide-Activities)[Val d'Elsa Car Rentals](https://expedia.ca/Car-Rentals-In-Val-DElsa.d6047917.Car-Rental-Guide)[Val d'Elsa Vacation Packages](https://expedia.ca/Val-DElsa.d6047917.Destination-Travel-Guides) ![Piazza della Cisterna showing café scenes, night scenes and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157905-San-Gimignano.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Castles in Val d'Elsa ![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 Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6047917&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6047917&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6047917&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6047917&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Val d'Elsa 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 9.8/10 Exceptional (8) "." CA $177 CA $201 total includes taxes & fees Oct 6 - Oct 7 [](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) ![Exterior](https://images.trvl-media.com/lodging/40000000/39140000/39138500/39138427/14ab515a.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... CA $22,421 CA $22,421 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Asciano-Hotels-CASTELLO-NELLE-CRETE.h39138427.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/54000000/53320000/53315300/53315227/596dc457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms](https://images.trvl-media.com/lodging/54000000/53320000/53315300/53315227/df1ba1e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53320000/53315300/53315227/ef89f95a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53320000/53315300/53315227/8acd272e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday apartment Massa Marittima for 1 - 5 persons with 2 bedrooms - Holiday apartment in one or mu Massa Marittima CA $233 CA $233 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Massa-Marittima-Hotels-Holiday-Apartment-Massa-Marittima-For-1-5-Persons-With-2-Bedrooms-Holiday-Apartment-In-One-Or-Mu.h53315227.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104780000/104774800/104774707/18ff7255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104780000/104774800/104774707/8d701d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/105000000/104780000/104774800/104774707/b1eba8b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104780000/104774800/104774707/39432136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Torre Sassa - Torre Medievale in Toscana Sassa 10/10 Exceptional (1) "This tower was absolutely beautiful, spacious and clean. The medieval decor was awesome. Stefania came in to cook and it was absolutely amazing and delicious. We left some items behind and Giacomo contacted us promptly and is shipping the items back home to us. An absolutely wonderful experience!!" CA $737 CA $1,035 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Montecatini-Val-Di-Cecina-Hotels-Torre-Sassa-Torre-Medievale-In-Toscana.h104774707.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107200000/107195900/107195877/108d1b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/108000000/107200000/107195900/107195877/51882a03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/108000000/107200000/107195900/107195877/533ef217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107200000/107195900/107195877/0390d01b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cattaleya Rooms Santa Maria Novella 8.2/10 Very good (33) "Had a 2 night stayover in Firenze, and thanks to the good location, we only had a small walk to the city centre. Great value for parking at the Apcoa underground park, 10€ for 24h!! " CA $122 CA $146 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Florence-Hotels-HOSTEL-SANTA-MARIA-NOVELLA.h107195877.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/54000000/53210000/53205900/53205817/5cd14d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/54000000/53210000/53205900/53205817/fb9fdffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/54000000/53210000/53205900/53205817/22f52f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53210000/53205900/53205817/d67a8c7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday apartment Massa Marittima for 1 - 3 persons with 1 bedroom - Holiday apartment in one or mul Massa Marittima CA $158 CA $158 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Massa-Marittima-Hotels-Holiday-Apartment-Massa-Marittima-For-1-3-Persons-With-1-Bedroom-Holiday-Apartment-In-One-Or-Mul.h53205817.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/54000000/53410000/53404900/53404834/e47d9dd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53410000/53404900/53404834/fc96add5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms](https://images.trvl-media.com/lodging/54000000/53410000/53404900/53404834/49555945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/54000000/53410000/53404900/53404834/69d45a3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday apartment Massa Marittima for 1 - 6 persons with 2 bedrooms - Holiday apartment in one or mu Massa Marittima CA $205 CA $205 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Massa-Marittima-Hotels-Holiday-Apartment-Massa-Marittima-For-1-6-Persons-With-2-Bedrooms-Holiday-Apartment-In-One-Or-Mu.h53404834.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/54000000/53340000/53335800/53335706/594a54f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/54000000/53340000/53335800/53335706/5c431525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms](https://images.trvl-media.com/lodging/54000000/53340000/53335800/53335706/ead81e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53340000/53335800/53335706/82206564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday apartment Massa Marittima for 1 - 8 persons with 2 bedrooms - Holiday apartment in one or mu Massa Marittima CA $316 CA $316 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Massa-Marittima-Hotels-Holiday-Apartment-Massa-Marittima-For-1-8-Persons-With-2-Bedrooms-Holiday-Apartment-In-One-Or-Mu.h53335706.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/54000000/53410000/53407600/53407584/b047a301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/54000000/53410000/53407600/53407584/6eaafa5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53410000/53407600/53407584/eda2386e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53410000/53407600/53407584/8ad090b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday apartment Massa Marittima for 1 - 6 persons with 2 bedrooms - Holiday apartment in one or mu Massa Marittima CA $279 CA $279 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Massa-Marittima-Hotels-Holiday-Apartment-Massa-Marittima-For-1-6-Persons-With-2-Bedrooms-Holiday-Apartment-In-One-Or-Mu.h53407584.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74780000/74778500/74778465/d41754f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/75000000/74780000/74778500/74778465/8173deeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74780000/74778500/74778465/bc83fb51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/75000000/74780000/74778500/74778465/e87514fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday apartment Massa Marittima for 1 - 4 persons with 1 bedroom - Holiday apartment in one or mul Massa Marittima CA $124 CA $124 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Massa-Marittima-Hotels-Holiday-Apartment-Massa-Marittima-For-1-4-Persons-With-1-Bedroom-Holiday-Apartment-In-One-Or-Mul.h74778465.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=2025-10-19&endDate=2025-10-20®ionId=6047917&adults=2&lodging=CASTLE&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%2FVal-DElsa-Castles.d6047917-aaCastles.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FVal-DElsa-Castles.d6047917-aaCastles.Travel-Guide-Accommodation) ## Top Val d'Elsa Hotel Reviews ![Hotel Casolare Le Terre Rosse](//images.trvl-media.com/lodging/2000000/1840000/1834100/1834037/96e2a94a_y.jpg) ### Hotel Casolare Le Terre Rosse 10/10 Excellent "Amazing" [](https://expedia.ca/San-Gimignano-Hotels-Hotel-Casolare-Le-Terre-Rosse.h1834037.Hotel-Information) ![Hotel Leon Bianco](//images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/f531fd35_y.jpg) ### Hotel Leon Bianco 10/10 Excellent "Beautiful views; friendly and helpful staff" [](https://expedia.ca/San-Gimignano-Hotels-Hotel-Leon-Bianco.h1314959.Hotel-Information) ![Mormoraia](//images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/1db616da_y.jpg) ### Mormoraia 10/10 Excellent "Place is gorgeous. Staff was unbelievably nice and friendly. Highly recommend." [](https://expedia.ca/San-Gimignano-Hotels-La-Mormoraia.h5126300.Hotel-Information) ![Villa Petriolo](//images.trvl-media.com/lodging/49000000/48560000/48551800/48551747/9f6ea7c0_y.jpg) ### Villa Petriolo 10/10 Excellent "This place felt like it wasn’t even real. " [](https://expedia.ca/Cerreto-Guidi-Hotels-Villa-Petriolo.h48551747.Hotel-Information) ![Hotel Sovestro](//images.trvl-media.com/lodging/2000000/1530000/1521600/1521591/3fc35bbb_y.jpg) ### Hotel Sovestro 10/10 Excellent "I super place I recommend it" [](https://expedia.ca/San-Gimignano-Hotels-Hotel-Sovestro.h1521591.Hotel-Information) ![Villa Sabolini](//images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/72cf22f3_y.jpg) ### Villa Sabolini 10/10 Excellent "Beautiful location and hotel Staff were excellent - thank you" [](https://expedia.ca/Colle-Di-Val-DElsa-Hotels-Villa-Sabolini.h3763111.Hotel-Information) ![La Cisterna](//images.trvl-media.com/lodging/3000000/2530000/2520300/2520221/0063883f_y.jpg) ### La Cisterna 10/10 Excellent "Loved everything about it!! " [](https://expedia.ca/San-Gimignano-Hotels-La-Cisterna.h2520221.Hotel-Information) ![RELAIS SANTA CHIARA - TUSCANY CHARME](//images.trvl-media.com/lodging/1000000/900000/897600/897561/98a56ee9_y.jpg) ### RELAIS SANTA CHIARA - TUSCANY CHARME 10/10 Excellent "Perfect stay in San Gimiano - thank you! The reception staff are fantastic - polite and very helpful. We loved our balcony Will be back hopefully for longer " [](https://expedia.ca/San-Gimignano-Hotels-Relais-Santa-Chiara-Hotel.h897561.Hotel-Information) ![Hotel Pescille - Tuscany Charme](//images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/e08a63e0_y.jpg) ### Hotel Pescille - Tuscany Charme 10/10 Excellent "Beautiful views!!!" [](https://expedia.ca/San-Gimignano-Hotels-Hotel-Pescille.h2525287.Hotel-Information) ## Find out more about Val d'Elsa ## Val d'Elsa Castles information | Number of reviews | | | --- | --- | | Accommodation | Castles | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in Casole d'Elsa](https://www.expedia.ca/4Star-Casole-DElsa-Hotels.s40-0-d603292.Travel-Guide-Filter-Hotels) - [4 Star Hotels in San Gimignano](https://www.expedia.ca/4Star-San-Gimignano-Hotels.s40-0-d11091.Travel-Guide-Filter-Hotels) - [Abbadia a Isola Hotels](https://www.expedia.ca/Abbadia-A-Isola-Hotels.d6361507.Travel-Guide-Hotels) - [Bibbiano Hotels](https://www.expedia.ca/Bibbiano-Hotels.d553248635149763194.Travel-Guide-Hotels) - [Campiglia Hotels](https://www.expedia.ca/Campiglia-Hotels.d553248622858799658.Travel-Guide-Hotels) - [Casole d'Elsa Hotels](https://www.expedia.ca/Casole-DElsa-Hotels.d603292.Travel-Guide-Hotels) - 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[Flights from Colle di Val d'Elsa](https://www.expedia.ca/lp/flights/4935/flights-from-colle-di-val-delsa) - [Flights from Poggibonsi](https://www.expedia.ca/lp/flights/4964/flights-from-poggibonsi) - [Visit Casole d'Elsa](https://www.expedia.ca/Casole-DElsa.dx603292) - [Visit Casone](https://www.expedia.ca/Casone.dx553248635149961913) - [Visit Castel San Gimignano](https://www.expedia.ca/Castel-San-Gimignano.dx6285675) - [Visit Castellina Scalo](https://www.expedia.ca/Castellina-Scalo.dx6139999) - [Visit Colle di Val d'Elsa](https://www.expedia.ca/Colle-Di-Val-DElsa.dx4935) - [Collegiate Church of Santa Maria Assunta](https://www.expedia.ca/Collegiate-Church-Of-Santa-Maria-Assunta-San-Gimignano-City-Centre.d6105346.Vacation-Attraction) - [Medieval Criminal and Torture Museum](https://www.expedia.ca/Medieval-Criminal-And-Torture-Museum-San-Gimignano-City-Centre.d6287299.Vacation-Attraction) - [Monteriggioni Castle](https://www.expedia.ca/Monteriggioni-Castle-Monteriggioni.d6258231.Vacation-Attraction) - [Visit Monteriggioni](https://www.expedia.ca/Monteriggioni.dx5722) - [Visit Pancole](https://www.expedia.ca/Pancole.dx6361505) - [Piazza della Cisterna](https://www.expedia.ca/Piazza-Della-Cisterna-San-Gimignano-City-Centre.d6105348.Vacation-Attraction) - [Piazza Luigi Pecori](https://www.expedia.ca/Piazza-Luigi-Pecori-San-Gimignano-City-Centre.d553248635976772612.Vacation-Attraction) - [Visit Poggibonsi](https://www.expedia.ca/Poggibonsi.dx4964) - [San Gimignano Vacations](https://www.expedia.ca/San-Gimignano.d11091.Destination-Travel-Guides) - [Visit San Gimignano](https://www.expedia.ca/San-Gimignano.dx11091) - [Tenuta Torciano Winery](https://www.expedia.ca/Tenuta-Torciano-Winery-San-Gimignano.d6252546.Vacation-Attraction) - [Visit Vico d'Elsa](https://www.expedia.ca/Vico-DElsa.dx3000025842) - [Car rental Colle di Val d'Elsa](https://www.expedia.ca/Car-Rentals-In-Colle-Di-Val-DElsa.d4935.Car-Rental-Guide) - [Car rental Monteriggioni](https://www.expedia.ca/Car-Rentals-In-Monteriggioni.d5722.Car-Rental-Guide) - 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[Things to do in San Gimignano](https://www.expedia.ca/Things-To-Do-In-San-Gimignano.d11091.Travel-Guide-Activities) - [Things to do in Ulignano](https://www.expedia.ca/Things-To-Do-In-Ulignano.d6342128.Travel-Guide-Activities) - [Book Castles in Val d'Elsa on Expedia.it](https://www.expedia.it/Val-DElsa-Castelli.d6047917-aaCastelli.Guida-Viaggi-Alloggi)