Title: Castellina in Chianti Castles With Overnight Rooms from $123| Expedia.com [Castellina in Chianti Travel Guide](https://expedia.com/Castellina-In-Chianti.dx55534)[Hotels in Castellina in Chianti](https://expedia.com/Castellina-In-Chianti-Hotels.d55534.Travel-Guide-Hotels)[Vacation Rentals in Castellina in Chianti](https://expedia.com/Castellina-In-Chianti-Vacation-Rentals.d55534.Travel-Guide-VacationRentals)[Flights to Castellina in Chianti](https://expedia.com/Cheap-Flights-To-Castellina-In-Chianti.d55534.Travel-Guide-Flights)[Things to do in Castellina in Chianti](https://expedia.com/Things-To-Do-In-Castellina-In-Chianti.d55534.Travel-Guide-Activities)[Car Rentals in Castellina in Chianti](https://expedia.com/Car-Rentals-In-Castellina-In-Chianti.d55534.Car-Rental-Guide)[Castellina in Chianti Vacation Packages](https://expedia.com/Castellina-In-Chianti.d55534.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/55534/68deebc9-9310-492d-8f83-85d906ba54aa.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/55534/68deebc9-9310-492d-8f83-85d906ba54aa.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=55534&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=55534&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=55534&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=55534&startDate=2026-05-22&endDate=2026-05-24&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Castellina in Chianti 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/cc1d13c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/115000000/114730000/114728600/114728523/fb9ce640.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello Di Montemasso [](https://www.expedia.com/Greve-In-Chianti-Hotels-Castello-Di-Montemasso.h114728523.Hotel-Information) Greve in Chianti 9.8/10 Exceptional (13 reviews) "Sanja and her husband were amazing hosts. They made sure we had everything we needed. The place was so beautiful and comfortable. We loved it!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen $126 nightly $140 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/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) ![Exterior](https://images.trvl-media.com/lodging/40000000/39140000/39138500/39138427/14ab515a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39140000/39138500/39138427/beec271a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39140000/39138500/39138427/da8ac4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CASTELLO NELLE CRETE [](https://www.expedia.com/Asciano-Hotels-CASTELLO-NELLE-CRETE.h39138427.Hotel-Information) Siena 10/10 Exceptional (1 review) "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. $17,655 nightly $17,655 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Asciano-Hotels-CASTELLO-NELLE-CRETE.h39138427.Hotel-Information) ![Standard Triple Room | Hypo-allergenic bedding, down comforters, desk, soundproofing](https://images.trvl-media.com/lodging/108000000/107200000/107195900/107195877/8df84232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107200000/107195900/107195877/108d1b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Quadruple Room | Hypo-allergenic bedding, down comforters, desk, soundproofing](https://images.trvl-media.com/lodging/108000000/107200000/107195900/107195877/588a6c91.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) ### Cattaleya Rooms [](https://www.expedia.com/Florence-Hotels-HOSTEL-SANTA-MARIA-NOVELLA.h107195877.Hotel-Information) Santa Maria Novella 8.4/10 Very Good (38 reviews) "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!! " ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Metin $99 nightly $123 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Florence-Hotels-HOSTEL-SANTA-MARIA-NOVELLA.h107195877.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.com/Hotel-Search?startDate=2026-04-12&endDate=2026-04-13®ionId=55534&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCastellina-In-Chianti-Castles.d55534-aaCastles.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCastellina-In-Chianti-Castles.d55534-aaCastles.Travel-Guide-Accommodation) ## Top Castellina in Chianti Hotel Reviews ![Globus Urban Hotel](https://images.trvl-media.com/lodging/1000000/920000/913600/913526/w5461h3637x5y0-ad6a6137_y.jpg) ### Globus Urban Hotel 8/10 Good "Room was very clean. Staff was friendly and helpful. Several breakfast choices. Would definitely stay here again. " [](https://expedia.com/Florence-Hotels-Globus-Urban-Hotel.h913526.Hotel-Information) ![The Social Hub Florence Lavagnini](https://images.trvl-media.com/lodging/24000000/23200000/23198300/23198289/fdc60d68_y.jpg) ### The Social Hub Florence Lavagnini 8/10 Good "Have a nice rooftop" [](https://expedia.com/Florence-Hotels-The-Social-Hub-Florence-Lavagnini.h23198289.Hotel-Information) ![Hotel Santa Maria Novella](https://images.trvl-media.com/lodging/1000000/930000/920500/920451/7b96b723_y.jpg) ### Hotel Santa Maria Novella 10/10 Excellent "Spotless rooms with character. Warm and helpful staff. Very nice breakfast. Close to everything but removed just far enough to avoid the crush. So close to train station we just strolled across the plaza and crossed the street! Could not have been better. Hospitality was exceptional! Hope to return. " [](https://expedia.com/Florence-Hotels-Hotel-Santa-Maria-Novella.h920451.Hotel-Information) ![Art Hotel Villa Agape](https://images.trvl-media.com/lodging/11000000/10510000/10507800/10507728/35ef77e8_y.jpg) ### Art Hotel Villa Agape 10/10 Excellent "What a beautiful hotel!! Spacious room, updated nice bathroom, and gorgeous views and property. Very friendly staff, too. Breakfast is awesome and they had plenty GF options too. They also have a shuttle to take you up and down the hill to the main part of town, which was very helpful and meant we didn’t have to pay for taxis hardly at all. Overall an amazing place! " [](https://expedia.com/Florence-Hotels-Art-Hotel-Villa-Agape.h10507728.Hotel-Information) ![ Hotel Calimala Florence](https://images.trvl-media.com/lodging/38000000/37960000/37955200/37955169/c5fb6e39_y.jpg) ### Hotel Calimala Florence 10/10 Excellent "Our deluxe twin room was spotless and beautiful. It felt like Florence from the minute we walked in. Breakfast on the Tera e every morning with iced lattes and cappuccinos set us up for the day. The location is truly center city within walking to the Uffizi, Duomo, Santa Croce, Ponte Vecchio and Academie. S Te aff was friendly and helpful." [](https://expedia.com/Florence-Hotels-Hotel-Calimala.h37955169.Hotel-Information) ![Aurum Firenze](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/3c6602ae_y.jpg) ### Aurum Firenze 8/10 Good "Overall, we were happy with the stay. Few additions could have made difference but for short stay no complaints. Although the breakfast is free and placed at the top which was the best. However, it is small and can be too crowded. " [](https://expedia.com/Florence-Hotels-Aurum-Firenze.h28961941.Hotel-Information) ![Radisson Blu Hotel, Florence](https://images.trvl-media.com/lodging/1000000/20000/14500/14476/efa5cbd4_y.jpg) ### Radisson Blu Hotel, Florence 8/10 Good "The hotel is excellent though its breakfast left room for improvement. Most of the staff is lazy and tried to do the absolute minimum to help." [](https://expedia.com/Florence-Hotels-Conference-Florentia-Hotel.h14476.Hotel-Information) ![Grand Hotel Baglioni](https://images.trvl-media.com/lodging/1000000/10000/6400/6371/aa91965a_y.jpg) ### Grand Hotel Baglioni 10/10 Excellent "A charming hotel in the heart of Florence " [](https://expedia.com/Florence-Hotels-Grand-Hotel-Baglioni.h6371.Hotel-Information) ![The Hoxton Florence](https://images.trvl-media.com/lodging/105000000/104900000/104897200/104897196/3780a3c2_y.jpg) ### The Hoxton Florence 8/10 Good "Check in was super quick and easy, staff were lovely and helpful. The hotel in general is modern and stylish with good character. Our room was nice, we paid more to have a bigger room but actually it was too big, almost echoing. Walls were plain, needed some more furniture to fill the space. Our room was nice and warm when we turned the heating on. However our bathroom was always very cold. Overall, was a very pleasant stay. " [](https://expedia.com/Florence-Hotels-The-Hoxton-Florence.h104897196.Hotel-Information) ## Find out more about Castellina in Chianti ## Castellina in Chianti Castles information | Number of reviews | 52 | | ----------------- | ----------- | | Accommodation | 161 Castles | | Lowest Price | $123 | | Highest Price | $17,655 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - More ways to book - [Hotels near Montecalvario ](https://www.expedia.com/Montecalvario-Hotels.0-l553248621533001049-0.Travel-Guide-Filter-Hotels) - [Villas in Cavallari ](https://www.expedia.com/Cavallari-Villas.d553248622858908079-aaVillas.Travel-Guide-Accommodation) - [B&B in Cavallari ](https://www.expedia.com/Cavallari-Bed-And-Breakfast.d553248622858908079-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Resorts in Cavallari ](https://www.expedia.com/Cavallari-Resorts.d553248622858908079-aaResorts.Travel-Guide-Accommodation) - [Cavallari Hotels ](https://www.expedia.com/Cavallari-Hotels.d553248622858908079.Travel-Guide-Hotels) - 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[Montecalvario ](https://www.expedia.com/Montecalvario-Castellina-in-Chianti.d553248621533001049.Vacation-Attraction) - [Casa Vinicola Luigi Cecchi ](https://www.expedia.com/Casa-Vinicola-Luigi-Cecchi-Castellina-in-Chianti.d6103262.Vacation-Attraction) - [City Hall Castellina In Chianti ](https://www.expedia.com/City-Hall-Castellina-In-Chianti-Castellina-in-Chianti.d553248635175258965.Vacation-Attraction) - [Archaeological Museum of Chianti ](https://www.expedia.com/Archaeological-Museum-Of-Chianti-Castellina-in-Chianti.d553248621533001050.Vacation-Attraction) - [Visit Cavallari ](https://www.expedia.com/Cavallari.dx553248622858908079) - [Visit Colle Petroso ](https://www.expedia.com/Colle-Petroso.dx553248622858970030) - [Visit Fonterutoli ](https://www.expedia.com/Fonterutoli.dx6342141) - [Isole e Olena Winery ](https://www.expedia.com/Isole-E-Olena-Winery-Barberino-Tavarnelle.d6230534.Vacation-Attraction) - [Casa Emma ](https://www.expedia.com/Casa-Emma-Barberino-Tavarnelle.d553248621532497726.Vacation-Attraction) - 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[Borgo di Vescine - Tenute di Castelvecchi ](https://www.expedia.com/Borgo-Di-Vescine-Tenute-Di-Castelvecchi-Radda-in-Chianti.d553248621532500717.Vacation-Attraction) - [Visit Vagliagli ](https://www.expedia.com/Vagliagli.dx6047102) - [Fattoria di Montecchio ](https://www.expedia.com/Fattoria-Di-Montecchio-Barberino-Tavarnelle.d553248621532497727.Vacation-Attraction) - [Castello della Paneretta ](https://www.expedia.com/Castello-Della-Paneretta-Barberino-Tavarnelle.d6230536.Vacation-Attraction) - [Visit Monsanto ](https://www.expedia.com/Monsanto.dx553248622859260555) - [Monsanto Vacations ](https://www.expedia.com/Monsanto.d553248622859260555.Destination-Travel-Guides) - [Castello di Monsanto ](https://www.expedia.com/Castello-Di-Monsanto-Barberino-Tavarnelle.d6230523.Vacation-Attraction) - [Visit San Donato in Poggio ](https://www.expedia.com/San-Donato-In-Poggio.dx6292835) - [Visit Lornano ](https://www.expedia.com/Lornano.dx3000027679) - [Car rentals near Radda in Chianti ](https://www.expedia.com/Car-Rentals-In-Radda-In-Chianti.d601693.Car-Rental-Guide) - 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