Title: Book The Best Hotels in Chianti Region for 2026 from CA $121 - Fully Refundable Options - Expedia.ca [Chianti Region Travel Guide](https://expedia.ca/Chianti-Region.dx603148)[Vacation Rentals in Chianti Region](https://expedia.ca/Chianti-Region-Vacation-Rentals.d603148.Travel-Guide-VacationRentals)[Flights to Chianti Region](https://expedia.ca/Cheap-Flights-To-Chianti-Region.d603148.Travel-Guide-Flights)[Things to do in Chianti Region](https://expedia.ca/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities)[Chianti Region Car Rentals](https://expedia.ca/Car-Rentals-In-Chianti-Region.d603148.Car-Rental-Guide)[Chianti Region Vacation Packages](https://expedia.ca/Chianti-Region.d603148.Destination-Travel-Guides) ![Typical Tuscany stone house with vineyard in the Chianti region and magical sunset,Tuscany,Italy,Europe; Shutterstock ID 230998399](https://images.trvl-media.com/place/603148/f55ed247-c704-412c-bed7-4bc776c30e02.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/603148/f55ed247-c704-412c-bed7-4bc776c30e02.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 ## Go beyond your typical stay in Chianti Region Pool [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&amenities=POOL) Resort [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&lodging=HOTEL_RESORT) Farm [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&lodging=AGRITOURISM) Spa [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&amenities=SPA_ON_SITE) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&travelerType=family_friendly) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&amenities=HOT_TUB) Villa [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&lodging=VILLA) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&lodging=APART_HOTEL) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&amenities=PETS) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&lodging=COTTAGE) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&lodging=APARTMENT) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&amenities=WATER_PARK) ## Check prices for these dates Tonight [Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-01-27&endDate=2026-01-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-01-28&endDate=2026-01-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chianti Region hotels ![Reception](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/4eac4992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/56ce48bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8 AM to 8:30 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/47d0a085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/4eeae5eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salvadonica - Borgo del Chianti [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Salvadonica.h20483959.Hotel-Information) San Casciano in Val di Pesa 9.6/10 Exceptional (265 reviews) "Great staff, great room and amenities. Outstanding romantic Tuscany location. Going back again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve CA $137 CA $157 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Salvadonica.h20483959.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/18221048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, steam room, Turkish bath](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/3d30ae6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/56435536.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/54415207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Borgo di Cortefreda Relais [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) Barberino Tavarnelle 9.4/10 Exceptional (483 reviews) "The views were spectacular and the grounds were so peaceful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $121 CA $142 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/b50d05a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/6055a736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/0dc1dfcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Steam room, Turkish bath, body scrubs, massages](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/e763d814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Cassia di Baccano [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Villa-Cassia-Di-Baccano.h1130942.Hotel-Information) Loro Ciuffenna 9.4/10 Exceptional (23 reviews) "The staff were great and the villa was amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ralphvincent CA $221 CA $244 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Villa-Cassia-Di-Baccano.h1130942.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4900000/4890100/4890092/f9f34d83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/5000000/4900000/4890100/4890092/ff2e2ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/5000000/4900000/4890100/4890092/d8b69484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 2 Bedrooms | View from room](https://images.trvl-media.com/lodging/5000000/4900000/4890100/4890092/74214674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Torraccia di Chiusi [](https://www.expedia.ca/San-Gimignano-Hotels-Torraccia-Di-Chiusi.h4890092.Hotel-Information) San Gimignano 10/10 Exceptional (97 reviews) "A beautiful base for exploring Tuscany away from the crowds." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony CA $262 CA $297 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/San-Gimignano-Hotels-Torraccia-Di-Chiusi.h4890092.Hotel-Information) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/089cca52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Winery](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/cbeec78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/f5b61d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, alfresco dining ](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/afca094e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Meleto [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Meleto.h2537801.Hotel-Information) Gaiole in Chianti 8.8/10 Excellent (93 reviews) "We had a great time" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Meleto.h2537801.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/f41faf16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/af2e1f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/ff372f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/c3549fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Casagrande Resort & SPA [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-Casagrande-Resort-SPA.h891661.Hotel-Information) Figline e Incisa Valdarno 9.2/10 Wonderful (378 reviews) "Always beautiful when I stay here, staff are helpful and every room clean and tidy " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Claire CA $139 CA $157 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-Casagrande-Resort-SPA.h891661.Hotel-Information) ![Breakfast (EUR 5 per person)](https://images.trvl-media.com/lodging/5000000/4140000/4133900/4133846/c54fab53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/5000000/4140000/4133900/4133846/623d6b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/5000000/4140000/4133900/4133846/64b8abc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/5000000/4140000/4133900/4133846/939d4b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Il Viandante [](https://www.expedia.ca/Terranuova-Bracciolini-Hotels-Hotel-Il-Viandante.h4133846.Hotel-Information) Terranuova Bracciolini 9.2/10 Wonderful (162 reviews) "Our girls loved having the upstairs to themselves, the staff was friendly and helpful, and the breakfast was \*delicious!\*" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $131 CA $177 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Terranuova-Bracciolini-Hotels-Hotel-Il-Viandante.h4133846.Hotel-Information) ![Horseback riding](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/fb1bfe8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/5b35f6b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/00ea9987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/27ef3f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Borro - Relais & Châteaux [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) Loro Ciuffenna 9.2/10 Wonderful (99 reviews) "A one of a kind, unique property amazing cuisine, and the tour we took of the wine cellar was the best I have ever experienced thanks to the helpfulness and knowledge of our guide Sophia" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Ian CA $591 CA $651 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524406/ac1688f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; garden views](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524406/6f31e4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; garden views](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524406/967e2930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524406/c0076df5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Poggio Borgoni [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Relais-Poggio-Borgoni.h2524406.Hotel-Information) San Casciano in Val di Pesa 9.8/10 Exceptional (58 reviews) "Staff was really helpful and the place was charming" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Samuel CA $150 CA $172 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Relais-Poggio-Borgoni.h2524406.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/980000/971900/971821/967d2c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/1000000/980000/971900/971821/f623ffee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/980000/971900/971821/ddee21d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/980000/971900/971821/4f478603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antica Pieve B&B [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Antica-Pieve-BB.h971821.Hotel-Information) Barberino Tavarnelle 9.4/10 Exceptional (14 reviews) "Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jessica CA $125 CA $177 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Antica-Pieve-BB.h971821.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/b7790c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/1214b9be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/bbf583b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/756242b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Borgo San Luigi [](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information) Monteriggioni 9.2/10 Wonderful (408 reviews) "Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allyson [](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/8a9d9969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/d6652f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Italian cuisine, alfresco dining ](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/a55956cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/46476210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Certosa di Pontignano [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) Castelnuovo Berardenga 9.4/10 Exceptional (509 reviews) "Excellent place to stay even for the next time. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Xuejie CA $148 CA $170 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/187ae210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/637c56f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/37d88bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/4ad1f017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Palazzo San niccolò & Spa [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Hotel-Palazzo-San-Niccolo.h1289163.Hotel-Information) Radda in Chianti 9.2/10 Wonderful (180 reviews) "Ideal country setting" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Dee CA $142 CA $166 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Hotel-Palazzo-San-Niccolo.h1289163.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/12000000/11050000/11047100/11047087/58b438dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/12000000/11050000/11047100/11047087/f80e256a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/12000000/11050000/11047100/11047087/0c523a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11050000/11047100/11047087/e3a4df1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Nerbona [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Agriturismo-Nerbona.h11047087.Hotel-Information) Colle di Val d'Elsa 9.6/10 Exceptional (18 reviews) "Very nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JULISSA CA $131 CA $148 total includes taxes & fees Feb 21 - Feb 22 [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Agriturismo-Nerbona.h11047087.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/29000000/28070000/28064500/28064452/2077addd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/29000000/28070000/28064500/28064452/d12a0cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/29000000/28070000/28064500/28064452/403e30ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms, Kitchen, Poolside | Living area](https://images.trvl-media.com/lodging/29000000/28070000/28064500/28064452/6d61b073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Torrebianca Tuscany [](https://www.expedia.ca/Rignano-SullArno-Hotels-Torrebianca-Tuscany.h28064452.Hotel-Information) Rignano sull'Arno 9.6/10 Exceptional (40 reviews) "Lovely pool Breakfast good" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) christine CA $119 CA $133 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Rignano-SullArno-Hotels-Torrebianca-Tuscany.h28064452.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/319df4c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 15 per person)](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/86ecdf94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/4cc4dd78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/5edc5b37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Colle Etrusco Salivolpi [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Hotel-Colle-Etrusco-Salivolpi.h2540748.Hotel-Information) Castellina in Chianti 9.6/10 Exceptional (116 reviews) "Friendly staff and walking distance to town" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $196 CA $221 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Hotel-Colle-Etrusco-Salivolpi.h2540748.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/4c3be6b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/36dbdc56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Memory foam beds, minibar, individually decorated](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/e7f84930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served, Italian cuisine, alfresco dining ](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/bfbda0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa il Fedino [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-Il-Fedino.h2723529.Hotel-Information) San Casciano in Val di Pesa 9.6/10 Exceptional (98 reviews) "Great people, great location great service" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) James CA $188 CA $214 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-Il-Fedino.h2723529.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/57a598f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/c9252ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tree House | View from room](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/5794994c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/542b0aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa I Barronci Resort & Spa [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.Hotel-Information) San Casciano in Val di Pesa 9.2/10 Wonderful (411 reviews) "Staff wa really accommodating. Resort really has it all to almost never had to leave they even helped us book a nice wine tour! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis CA $101 CA $121 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/31000000/30630000/30620900/30620869/bbac2d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/31000000/30630000/30620900/30620869/010f3c55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/31000000/30630000/30620900/30620869/8f4938da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/31000000/30630000/30620900/30620869/fefd4bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chiantirooms Guesthouse [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Chiantirooms-Guesthouse.h30620869.Hotel-Information) Greve in Chianti 9.8/10 Exceptional (35 reviews) "Friendly host and great place to stay. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Pasquale [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Chiantirooms-Guesthouse.h30620869.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/994aad7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/ddbdc210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, soundproofing, free WiFi](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/2b26409c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/aba3f4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L' Eroico [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-L-Eroico.h22746331.Hotel-Information) Gaiole in Chianti 10/10 Exceptional (12 reviews) "Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Perry [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-L-Eroico.h22746331.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=2026-02-10&endDate=2026-02-11®ionId=603148&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Vacation Rentals in Chianti Region Residence ![Aerial view](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/3c3931cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner served; local cuisine, garden views ](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/05c157ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/3ac6b4a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/53f64e4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riserva di Fizzano Residence [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Riserva-Di-Fizzano-Residence.h3522769.Hotel-Information) Castellina in Chianti 9.8/10 Exceptional (25 reviews) "Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams. " [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Riserva-Di-Fizzano-Residence.h3522769.Hotel-Information) Townhouse ![Property entrance](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/4c3be6b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/36dbdc56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Memory foam beds, minibar, individually decorated](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/e7f84930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served, Italian cuisine, alfresco dining ](https://images.trvl-media.com/lodging/3000000/2730000/2723600/2723529/bfbda0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa il Fedino [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-Il-Fedino.h2723529.Hotel-Information) San Casciano in Val di Pesa 9.6/10 Exceptional (98 reviews) "Great people, great location great service" [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-Il-Fedino.h2723529.Hotel-Information) Townhouse ![Lobby](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/b50d05a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/6055a736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/0dc1dfcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Steam room, Turkish bath, body scrubs, massages](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/e763d814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Cassia di Baccano [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Villa-Cassia-Di-Baccano.h1130942.Hotel-Information) Loro Ciuffenna 9.4/10 Exceptional (23 reviews) "The staff were great and the villa was amazing" [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Villa-Cassia-Di-Baccano.h1130942.Hotel-Information) Townhouse ![Exterior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/994aad7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/ddbdc210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, soundproofing, free WiFi](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/2b26409c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/aba3f4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L' Eroico [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-L-Eroico.h22746331.Hotel-Information) Gaiole in Chianti 10/10 Exceptional (12 reviews) "Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy." [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-L-Eroico.h22746331.Hotel-Information) Townhouse ![View from property](https://images.trvl-media.com/lodging/1000000/980000/971900/971821/967d2c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/1000000/980000/971900/971821/f623ffee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/980000/971900/971821/ddee21d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/980000/971900/971821/4f478603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antica Pieve B&B [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Antica-Pieve-BB.h971821.Hotel-Information) Barberino Tavarnelle 9.4/10 Exceptional (14 reviews) "Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. " [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Antica-Pieve-BB.h971821.Hotel-Information) Residence ![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/0d96bb47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/b2177890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/3b470c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/5468a801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Pacini [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Palazzo-Pacini.h11807517.Hotel-Information) Colle di Val d'Elsa 9.8/10 Exceptional (98 reviews) "Such a beautiful gem of a hotel. Steeped in Florentine style. Comfortable and classy. Definitely would recommend " [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Palazzo-Pacini.h11807517.Hotel-Information) Apartment ![Aerial view](https://images.trvl-media.com/lodging/2000000/1510000/1501100/1501063/156be3f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/2000000/1510000/1501100/1501063/a5f7f50e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Delicatessen](https://images.trvl-media.com/lodging/2000000/1510000/1501100/1501063/63b09ad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/2000000/1510000/1501100/1501063/391ff2a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poggio Cennina Resort [](https://www.expedia.ca/Bucine-Hotels-Poggio-Cennina-Resort.h1501063.Hotel-Information) Bucine 9.4/10 Exceptional (6 reviews) "The resort is in the most stunning setting. The pool is fantastic. The accommodation is comfortable and has everything you need. The staff were very friendly and helpful. We would highly recommend and would return for another stay." [](https://www.expedia.ca/Bucine-Hotels-Poggio-Cennina-Resort.h1501063.Hotel-Information) Townhouse ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/24000000/23190000/23183900/23183851/f58917b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Birthday party area](https://images.trvl-media.com/lodging/24000000/23190000/23183900/23183851/498c2bc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms](https://images.trvl-media.com/lodging/24000000/23190000/23183900/23183851/0c1e54bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23190000/23183900/23183851/9c14d908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Terre di Baccio [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Terre-Di-Baccio.h23183851.Hotel-Information) Greve in Chianti 9.8/10 Exceptional (71 reviews) "The stay was great, and the staff were wonderful. " [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Terre-Di-Baccio.h23183851.Hotel-Information) Aparthotel ![Front of property](https://images.trvl-media.com/lodging/5000000/4730000/4724100/4724071/711cef5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/5000000/4730000/4724100/4724071/467b8e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/5000000/4730000/4724100/4724071/3c547ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/5000000/4730000/4724100/4724071/47205f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere il Pino [](https://www.expedia.ca/Poggibonsi-Hotels-Podere-Il-Pino.h4724071.Hotel-Information) Poggibonsi 9.2/10 Wonderful (17 reviews) "Beautiful place to stay. Great for kids and has an amazing view. " [](https://www.expedia.ca/Poggibonsi-Hotels-Podere-Il-Pino.h4724071.Hotel-Information) Townhouse ![Exterior](https://images.trvl-media.com/lodging/3000000/2530000/2529900/2529815/c8eff036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2530000/2529900/2529815/e89534f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2530000/2529900/2529815/d8444557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room](https://images.trvl-media.com/lodging/3000000/2530000/2529900/2529815/2b3b8609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rocca di Castagnoli [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Rocca-Di-Castagnoli.h2529815.Hotel-Information) Gaiole in Chianti 9.2/10 Wonderful (28 reviews) "It was wonderful to stay in a castle in Tuscany no less Every person we met was attentive and kind We were staying near friends and didn’t hang around the grounds much or use the pool but everything seemed well kept It’s really a place to retreat to eat at and sleep at which served our purpose well " [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Rocca-Di-Castagnoli.h2529815.Hotel-Information) Aparthotel ![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/6000000/5340000/5331800/5331739/59068004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5340000/5331800/5331739/03eeab0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast meal](https://images.trvl-media.com/lodging/6000000/5340000/5331800/5331739/1d36a1bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/6000000/5340000/5331800/5331739/727e0d46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Villa Belvedere [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Relais-Villa-Belvedere.h5331739.Hotel-Information) Figline e Incisa Valdarno 9.2/10 Wonderful (70 reviews) "Very nice place" [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Relais-Villa-Belvedere.h5331739.Hotel-Information) Townhouse ![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/10000000/9410000/9407600/9407590/c29b122f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room](https://images.trvl-media.com/lodging/10000000/9410000/9407600/9407590/ea9a7603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9410000/9407600/9407590/73e7a71f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room](https://images.trvl-media.com/lodging/10000000/9410000/9407600/9407590/c5611619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Locanda di Pietracupa [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-La-Locanda-Di-Pietracupa.h9407590.Hotel-Information) Barberino Tavarnelle 9.4/10 Exceptional (35 reviews) "Great place, wonderful restaurant" [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-La-Locanda-Di-Pietracupa.h9407590.Hotel-Information) Townhouse ![Outdoor dining](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690342/fd869ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690342/d7d83723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690342/01ed134f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690342/b9b003bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B La Fonte del Machiavelli [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Bed-And-Breakfast-La-Fonte-Del-Machiavelli.h2690342.Hotel-Information) San Casciano in Val di Pesa 9.2/10 Wonderful (82 reviews) "It was a wonderful stay the bed was comfortable and the view was beautiful. " [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Bed-And-Breakfast-La-Fonte-Del-Machiavelli.h2690342.Hotel-Information) Townhouse ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/101000000/100940000/100934200/100934109/6a3e808d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/101000000/100940000/100934200/100934109/260ec870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Living area](https://images.trvl-media.com/lodging/101000000/100940000/100934200/100934109/2456dfeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Living area](https://images.trvl-media.com/lodging/101000000/100940000/100934200/100934109/8aaf47cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Farmhouse in Castiglion Fibocchi [](https://www.expedia.ca/Castiglion-Fibocchi-Hotels-Farmhouse-In-Castiglion-Fibocchi.h100934109.Hotel-Information) Castiglion Fibocchi 10/10 Exceptional (1 review) "Marisol was so welcoming and helpful. Beautiful apartment and scenery. Would definitely recommend " [](https://www.expedia.ca/Castiglion-Fibocchi-Hotels-Farmhouse-In-Castiglion-Fibocchi.h100934109.Hotel-Information) Residence ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/40000000/39680000/39673400/39673326/3db308c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39680000/39673400/39673326/45947cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, oven, stovetop, espresso maker](https://images.trvl-media.com/lodging/40000000/39680000/39673400/39673326/45f2e5f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 1 Bedroom, Non Smoking, Kitchen](https://images.trvl-media.com/lodging/40000000/39680000/39673400/39673326/61db7f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rocca Palazzaccio [](https://www.expedia.ca/Impruneta-Hotels-Rocca-Palazzaccio.h39673326.Hotel-Information) Impruneta 9.0/10 Wonderful (14 reviews) "A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the... [](https://www.expedia.ca/Impruneta-Hotels-Rocca-Palazzaccio.h39673326.Hotel-Information) [See all vacation rentals](https://expedia.ca/Hotel-Search?startDate=2026-02-24&endDate=2026-02-27®ionId=603148&adults=2&sort=RECOMMENDED&stay_options_group=vacation_rentals_option&categorySearch=vacation_rentals_option&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%2FChianti-Region-Hotels.d603148.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChianti-Region-Hotels.d603148.Travel-Guide-Hotels) ## Learn more about Chianti Region Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages. [See all hotels in Chianti Region](https://www.expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&adults=2®ionId=603148) ![Chianti Region showing farmland](https://images.trvl-media.com/place/603148/a6b4be95-df3f-44a2-bf6d-bb1e6f500def.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ### Stay near popular Chianti Region attractions [](https://expedia.ca/Antinori-Nel-Chianti-Classico-Hotels.0-l6270044-0.Travel-Guide-Filter-Hotels) ![A woman on a spiral stairway, part of the modern architecture at Antinori Winery Nel Chianti Classico, San Casciano in Val di Pesa, Tuscany, Italy.](https://images.trvl-media.com/place/6270044/b012c8ba-fe88-4c40-bf4a-cfb2024bed1b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Antinori nel Chianti Classico You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Check out the churches and wineries in this walkable area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6270044) [](https://expedia.ca/The-Mall-Luxury-Outlet-Hotels.0-l6143206-0.Travel-Guide-Filter-Hotels) ![Night view of the architecture of the small town of Florence, Shanghai](https://images.trvl-media.com/place/6143206/806ebe24-ab7b-4765-b117-386f5cb12367.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### The Mall Luxury Outlet 4/5(15 reviews) During your visit to Leccio, you can search for that perfect souvenir at The Mall Luxury Outlet. Discover the acclaimed art scene and churches in this walkable area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6143206) [](https://expedia.ca/Castle-Of-Brolio-Hotels.0-l6249465-0.Travel-Guide-Filter-Hotels) #### Castle of Brolio 4.5/5(3 reviews) You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and charming coffeehouses in this walkable area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6249465) [](https://expedia.ca/Castello-Di-Radda-Winery-Hotels.0-l553248621532501476-0.Travel-Guide-Filter-Hotels) #### Castello di Radda Winery You can enjoy a tasting or tour at Castello di Radda Winery during your travels to Radda in Chianti. Discover the beautiful countryside in this relaxing area, or enjoy its local tours. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532501476) ## More cheap stays in Chianti Region ![Villa Castiglione](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/dbdc1d6b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Villa Castiglione Via Colle Ramole 20 Impruneta FI [Get rates](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=1348125&PinnedHotelID=1348125&HadPinnedHotel=true®ionId=603148) 8.6/10 Excellent! (257 reviews) [](https://expedia.ca/Impruneta-Hotels-Villa-Castiglione.h1348125.Hotel-Information) ![Hotel Albergo Italia](https://images.trvl-media.com/lodging/23000000/22740000/22736200/22736103/7b6f90b7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Albergo Italia Via Trento, 36 Poggibonsi SI [Get rates](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=22736103&PinnedHotelID=22736103&HadPinnedHotel=true®ionId=603148) 8.2/10 Very Good! (47 reviews) [](https://expedia.ca/Poggibonsi-Hotels-Hotel-Albergo-Italia.h22736103.Hotel-Information) ![Calzaiolo](https://images.trvl-media.com/lodging/3000000/2530000/2524200/2524190/1e8ac8bc_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Calzaiolo Via Cassia Per Siena 32 San Casciano in Val di Pesa FI [Get rates](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=2524190&PinnedHotelID=2524190&HadPinnedHotel=true®ionId=603148) 8.2/10 Very Good! (17 reviews) [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Calzaiolo.h2524190.Hotel-Information) ![Villa Norcenni Aparthotel](https://images.trvl-media.com/lodging/31000000/31000000/30997700/30997662/68c66b28_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Villa Norcenni Aparthotel Via Norcenni 7 Figline e Incisa Valdarno FI [Get rates](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=30997662&PinnedHotelID=30997662&HadPinnedHotel=true®ionId=603148) 7.4/10 Good! (21 reviews) [](https://expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-Norcenni-Aparthotel.h30997662.Hotel-Information) ![Agriturismo Il Caggio di Sotto](https://images.trvl-media.com/lodging/23000000/22850000/22849500/22849412/f1c9d7ed_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Agriturismo Il Caggio di Sotto Loc. Il Caggio di Sotto, 26 Colle di Val d'Elsa SI [Get rates](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=22849412&PinnedHotelID=22849412&HadPinnedHotel=true®ionId=603148) 9.4/10 Exceptional! (16 reviews) [](https://expedia.ca/Colle-Di-Val-DElsa-Hotels-Agriturismo-Il-Caggio-Di-Sotto.h22849412.Hotel-Information) ![Tenuta La Pieve Casale Presciano](https://images.trvl-media.com/lodging/24000000/23400000/23393000/23392977/155ae711_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Tenuta La Pieve Casale Presciano Via di Migliari Pergine Valdarno AR [Get rates](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=23392977&PinnedHotelID=23392977&HadPinnedHotel=true®ionId=603148) [](https://expedia.ca/Pergine-Valdarno-Hotels-Tenuta-La-Pieve-Casale-Presciano.h23392977.Hotel-Information) ## Hotels in Chianti Region with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 5 properties [](https://expedia.ca/5Star-Chianti-Region-Hotels.s50-0-d603148.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 45 properties [](https://expedia.ca/4Star-Chianti-Region-Hotels.s40-0-d603148.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 36 properties [](https://expedia.ca/3Star-Chianti-Region-Hotels.s30-0-d603148.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 10 properties [](https://expedia.ca/2Star-Chianti-Region-Hotels.s20-0-d603148.Travel-Guide-Filter-Hotels) ## Find out more about Chianti Region ### Top reasons to visit Chianti Region - **Scenic Vineyard Tours:** Explore the picturesque vineyards and indulge in wine tastings, experiencing the renowned Chianti wines. - **Charming Hilltop Towns:** Visit quaint towns with historic churches, castles, and lively piazzas, perfect for leisurely strolls. - **Luxurious Accommodations:** Enjoy a range of charming agritourism properties and boutique hotels that showcase Italian hospitality. - **Outdoor Adventures:** Experience the stunning landscapes through hiking, cycling, and exploring the enchanting countryside. - **Rich Cultural Heritage:** Immerse yourself in Tuscany's vibrant culture and history, creating unforgettable memories. ### Find great hotels near Chianti Region Discover the enchanting Chianti Region of Tuscany, where a variety of accommodation options await you. From charming agritourism properties to cozy bed and breakfasts, you'll find the perfect spot for your getaway. Whether you're seeking a pet-friendly hotel, a family-friendly retreat, or a romantic escape, Chianti offers boutique hotels that cater to every traveller's desire. Experience the unique charm of Italy's hospitality and immerse yourself in the breathtaking landscapes of this iconic wine region. - **Villa Ermellina Siena, a Tribute Portfolio Hotel:** Nestled 22.5km from the picturesque Chianti Region, Villa Ermellina Siena offers a sophisticated blend of business amenities and pet-friendly accommodations. This 4-star hotel caters to business travellers with features such as multiple meeting rooms, an accessible business centre, and expansive conference spaces. The environment is welcoming for pets, providing necessary amenities like food and water bowls, making it an excellent choice for those travelling with furry companions. With a focus on professional services and comfort, this hotel is ideal for those seeking a productive yet relaxing retreat. - **[Hotel Borgo San Luigi: ](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information)** Located 22.5km from the enchanting Chianti Region, Hotel Borgo San Luigi is a 4-star haven for nature enthusiasts and business travellers alike. This charming property seamlessly combines a tranquil natural setting with essential business facilities, including multiple meeting rooms and a dedicated business centre. Surrounded by the beauty of Tuscany, guests can unwind in a serene environment while having access to modern amenities that accommodate work needs. Whether you're attending a conference or enjoying the scenic landscape, this hotel provides a delightful and versatile experience. - **[Four Points by Sheraton Siena: ](https://www.expedia.ca/Siena-Hotels-Four-Points-By-Sheraton-Siena.h852305.Hotel-Information)** Situated 20.9km from the captivating Chianti Region, Four Points by Sheraton Siena is the perfect family-friendly getaway. This 4-star accommodation is well-equipped for families, offering amenities such as free cribs and childcare services, ensuring a comfortable stay for guests of all ages. The hotel is also pet-friendly, allowing pets on-site and providing essential amenities for their care. With a focus on family and nature, this hotel invites guests to explore the beautiful surroundings while enjoying a relaxing, home-like atmosphere. ### Where to stay near Chianti Region Exploring the Chianti Region in Tuscany is a dream come true for any traveller seeking romance and natural beauty. Nestled among picturesque hillside towns and stunning vineyards, the area offers a relaxing atmosphere that is perfect for unwinding. With friendly locals and luxurious accommodations, you'll find a convenient base to explore the charming Chianti hills, indulge in local wines, and soak in the breathtaking scenery that defines this enchanting region. - **[Volpaia: ](https://www.expedia.ca/Volpaia-Hotels.d3000403024.Travel-Guide-Hotels)** Nestled a mile from the heart of the Chianti Region, Volpaia is a picturesque village known for its charming ambiance and romantic allure. Visitors often flock here during the summer months, particularly from July to September, seeking outdoor adventures and entertainment-themed experiences. The village offers a unique blend of historic charm, with nearby monuments and castles that invite exploration. After a day of sightseeing, unwind at one of the local spas, making Volpaia a perfect destination for couples and those looking for a peaceful retreat. - **[Lamole: ](https://www.expedia.ca/Lamole-Hotels.d6271005.Travel-Guide-Hotels)** Located two miles from the Chianti Region, Lamole is a quaint village steeped in culture and history. Like Volpaia, it attracts tourists mainly in the warmer months, especially from July to September. Visitors are drawn to its enchanting atmosphere and cultural experiences, with historic places and majestic castles nearby. Lamole is ideal for those seeking a blend of romantic getaways and entertainment, making it a delightful stop for anyone looking to immerse themselves in the rich tapestry of Tuscan life. - **[Radda in Chianti: ](https://www.expedia.ca/Radda-In-Chianti-Hotels.d601693.Travel-Guide-Hotels)** Just three miles from the Chianti Region, Radda in Chianti is a vibrant city that offers a year-round appeal to travellers. Known for its romantic settings and outdoor activities, peak visitor times occur in April, July, and September. The city boasts a range of spas and wellness centres, perfect for unwinding after a day of exploring its historic sites and castles. Radda in Chianti is a hub of culture and charm, making it a must-visit for those wanting to experience the best of Tuscany. ### Things to do near Chianti Region The Chianti Region is perfect for a romantic and entertaining outdoor vacation. Visitors can indulge in rejuvenating spa treatments, explore charming boutiques, and enjoy scenic vineyard tours. Don't miss the opportunity to visit Chianti itself, where you can soak in the stunning landscapes and experience the rich culture and history of Tuscany. It's a delightful destination for those seeking both relaxation and adventure. **Shopping** Experience the Chianti Region’s shopping charm at [The Mall Luxury Outlet](https://www.expedia.ca/The-Mall-Luxury-Outlet-Hotels.0-l6143206-0.Travel-Guide-Filter-Hotels), located 20.9km away, offering luxury brands in a vibrant atmosphere. Closer to home, visit Ra-Ma snc and Fashion Groove, both 19.3km away, for unique gifts and souvenirs amidst family-friendly vibes. **Recreation** At Villa a Sesta Polo Club, indulge in a luxurious wellness experience surrounded by scenic landscapes. Enjoy rejuvenating spa treatments and unwind in elegant settings. For sports enthusiasts, Siena Stadium and Stadio Artemio Franchi offer thrilling events, allowing you to immerse yourself in the vibrant local sports culture. **Adventure** The Sentierelsa Trail offers a scenic hiking experience, located 22.5km from Chianti Region, perfect for outdoor enthusiasts seeking adventure amidst stunning landscapes. For a thrill, the Siena Circuit provides an exciting karting experience 25.7km away, while Tuscany MTB Guide caters to mountain biking enthusiasts nearby. **Nightlife** The Chianti Region offers an enchanting nightlife experience. Enjoy a romantic evening at the [Teatro dei Rinnovati](https://www.expedia.ca/Teatro-Dei-Rinnovati-Hotels.0-l6077970-0.Travel-Guide-Filter-Hotels) or the Vittorio Alfieri Theater, both known for their cultural charm. For a unique twist, visit the Chianti Observatory for a cosmic adventure just a short drive away. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Chianti Region To save money while visiting the Chianti Region, consider travelling during the off-peak months of January, February, or November for lower accommodation rates. Booking about a month in advance or exploring last-minute deals on platforms like Expedia can yield significant savings. Aim to stay on a Monday for the best rates, and use Expedia to compare hotel prices, especially by selecting eco-friendly options. Additionally, combining your hotel, flights, and activities into a package can further reduce costs. Don’t forget to take advantage of free outdoor activities and scenic walks in the picturesque countryside. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay around Chianti Region are January to February and November, where the prices are slightly lower. This is in comparison to May to June and September, where prices are slightly higher. - **The best time to book a hotel:** Booking a hotel around Chianti Region about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay around Chianti Region is Monday. The most expensive day to stay around Chianti Region is Friday. - **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to refine your choices based on factors such as your budget, desired location, and type of accommodation. For instance, by selecting the Eco-certified option, you can view a selection of sustainable and environmentally-friendly hotels currently available. To discover the best prices and special offers, simply arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save some money by combining your hotel stay in the Chianti Region with your flights and activities through an Expedia package. ### Find the best attractions near Chianti Region The Chianti Region in Tuscany, Italy, offers a delightful mix of romance, entertainment, and outdoor adventures. Visitors can explore charming churches, historic castles, and lively piazzas, all while indulging in the area's renowned wineries and picturesque vineyards. With the stunning hills of Chianti as a backdrop, this destination is perfect for travellers seeking rich cultural experiences and a romantic getaway. - **[Castello di Radda Winery: ](https://www.expedia.ca/Castello-Di-Radda-Winery-Hotels.0-l553248621532501476-0.Travel-Guide-Filter-Hotels)** Nestled within a picturesque landscape, this enchanting castle offers a romantic atmosphere and a glimpse into Tuscany's rich cultural heritage. Enjoy wine tastings and guided tours that unveil the secrets of winemaking while soaking in stunning views of the surrounding vineyards. - **[Piazza del Campo: ](https://www.expedia.ca/Piazza-Del-Campo-Hotels.0-l6077950-0.Travel-Guide-Filter-Hotels)** A vibrant hub in the heart of Siena, this iconic square is renowned for its unique shell shape. Experience the lively atmosphere, local cafés, and cultural events, making it a perfect spot to immerse yourself in Tuscan life. - **[Palazzo Pubblico: ](https://www.expedia.ca/Palazzo-Pubblico-Hotels.0-l6077946-0.Travel-Guide-Filter-Hotels)** This historic palace stands as a testament to Siena's political history. Explore its stunning architecture and impressive frescoes, and take in panoramic views of the city from its tower, enriching your cultural experience. ### Best time to go to Chianti Region The best time to visit Chianti Region is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is sunny with no rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 40.6°F (4.800000000000001°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | February | 42.8°F (6.0°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | March | 47.5°F (8.6°C) | Light Rain | Mostly Sunny | Average | Average | | April | 54.0°F (12.2°C) | Light Rain | Mostly Sunny | Average | Average | | May | 60.4°F (15.8°C) | Light Rain | Mostly Sunny | Average | Slightly High | | June | 69.8°F (21.0°C) | Light Rain | Sunny | Average | Slightly High | | July | 75.9°F (24.4°C) | No Rain | Sunny | Moderately High | Average | | August | 75.6°F (24.200000000000003°C) | No Rain | Sunny | Moderately High | Average | | September | 67.1°F (19.5°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | October | 58.5°F (14.7°C) | Light Rain | Mostly Sunny | Average | Average | | November | 50.0°F (10.0°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | December | 43.2°F (6.2°C) | Light Rain | Mostly Sunny | Moderately Low | Average | ### The nearest major airports for your trip to Chianti Region Accessing the Chianti Region is convenient via several major airports. Florence Airport ([FLR](https://www.expedia.ca/Peretola-Airport-Hotels.0-aFLR-0.Travel-Guide-Filter-Hotels)\-Peretola) is approximately 33.8km away, with nearby hotels like the 5-star [Bernini Palace](https://www.expedia.ca/Florence-Hotels-Bernini-Palace.h13999.Hotel-Information) and [Palazzo Montebello](https://www.expedia.ca/Florence-Hotels-Palazzo-Montebello.h4019.Hotel-Information), offering various transportation services including 24-hour airport shuttles. Pisa Airport ([PSA](https://www.expedia.ca/Galileo-Galilei-Airport-Hotels.0-aPSA-0.Travel-Guide-Filter-Hotels)\-Galileo Galilei) is 80.5km away, featuring luxurious options such as [Bagni di Pisa Palace & Thermal Spa](https://www.expedia.ca/San-Giuliano-Terme-Hotels-Bagni-Di-Pisa.h1113530.Hotel-Information) and [Pisa Tower Plaza](https://www.expedia.ca/Pisa-Hotels-Allegroitalia-Pisa-Tower-Plaza.h3067108.Hotel-Information), both providing shuttle services. Perugia San Francesco d'Assisi – Umbria Intl. Airport ([PEG](https://www.expedia.ca/Perugia-San-Francesco-DAssisi-Umbria-Intl-Airport-Airport-Hotels.0-aPEG-0.Travel-Guide-Filter-Hotels)) is 104.6km from Chianti, with top hotels like [Sina Brufani](https://www.expedia.ca/Perugia-Hotels-Sina-Brufani.h27255.Hotel-Information), offering on-request airport shuttles and transfers. Each airport presents excellent access to the enchanting landscapes of Tuscany. ## Recent reviews of Chianti Region hotels ![Villa Casagrande Resort & SPA](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/f41faf16_y.jpg) ### Villa Casagrande Resort & SPA 5/5 Excellent "Always beautiful when I stay here, staff are helpful and every room clean and tidy " A verified traveller stayed at Villa Casagrande Resort & SPA Posted 3 weeks ago [](https://expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-Casagrande-Resort-SPA.h891661.Hotel-Information) ![Hotel Palazzo San Lorenzo & SPA](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/1af45070_y.jpg) ### Hotel Palazzo San Lorenzo & SPA 5/5 Excellent "Livia was amazing and made me feel very welcomed. She has great customer service skills and showed me where places were on the map. The room and bathroom was spacious." A verified traveller from Highlands Ranch stayed at Hotel Palazzo San Lorenzo & SPA Posted 1 month ago [](https://expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information) ![Castello di Fonterutoli Wine Resort](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f05cf5a_y.jpg) ### Castello di Fonterutoli Wine Resort 5/5 Excellent "Very clean,staff was very kind and helpful. Looking forward to come back! 😊" A verified traveller stayed at Castello di Fonterutoli Wine Resort Posted 2 months ago [](https://expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ![Hotel Borgo di Cortefreda Relais](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/288cff0c_y.jpg) ### Hotel Borgo di Cortefreda Relais 5/5 Excellent "The hotel and services exceeded my expectations." A verified traveller stayed at Hotel Borgo di Cortefreda Relais Posted 2 months ago [](https://expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) ![Hotel Toscana Ambassador](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b_y.jpg) ### Hotel Toscana Ambassador 5/5 Excellent "We recommend the Toscana Ambassador to everyone, as we had a great experience with its cleanliness, hospitality, friendliness, and an extraordinary breakfast, with excellent service from Ada & Julia and the rest of the crew, from the front desk to room service. If you ever visit Poggibonsi, Tuscany, stay here with no hesitation. " A verified traveller stayed at Hotel Toscana Ambassador Posted 2 months ago [](https://expedia.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information) ![Salvadonica - Borgo del Chianti](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/56ce48bb_y.jpg) ### Salvadonica - Borgo del Chianti 5/5 Excellent "Great staff, great room and amenities. Outstanding romantic Tuscany location. Going back again." A verified traveller stayed at Salvadonica - Borgo del Chianti Posted 3 months ago [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Salvadonica.h20483959.Hotel-Information) ![Agriturismo San Sano](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/f2375def_y.jpg) ### Agriturismo San Sano 5/5 Excellent "You can never go wrong in Toscana , even in off season . San Sano even more so, hidden from mass tourism. " A verified traveller from scottsdale stayed at Agriturismo San Sano Posted 3 months ago [](https://expedia.ca/Gaiole-In-Chianti-Hotels-Hotel-Residence-San-Sano.h1491964.Hotel-Information) ![Castello Vicchiomaggio](https://images.trvl-media.com/lodging/8000000/7570000/7564900/7564854/3167b59e_y.jpg) ### Castello Vicchiomaggio 5/5 Excellent "This beautiful property stole our hearts back in 2019, when my now-wife first visited this magical place. Six years later, we returned — this time to celebrate our wedding reception after tying the knot a few months earlier. From start to finish, everything was beyond wonderful. A special mention to Sandra, the amazing coordinator who made everything run so smoothly, and her fantastic team — Delfina and the lovely lady (whose name, unfortunately, I’ve forgotten) who graciously welcomed and ushered our guests upon arrival. Every detail was handled with care and professionalism. The food and Chianti wines during our celebration were absolutely exceptional — truly a highlight that everyone still talks about! The breakfast and dinner staff were attentive, kind, and ensured everything was perfect throughout our stay. Our rooms were clean, comfortable, and beautifully maintained, with housekeeping doing a fantastic job. We also had the privilege of meeting Mr. John Matta, the owner — such a gracious and inspiring man who leads an extraordinary team. All of our guests loved their stay, and we left with hearts full of joy and gratitude. We can’t wait to come back again — hopefully for our anniversary next time." A verified traveller stayed at Castello Vicchiomaggio Posted 3 months ago [](https://expedia.ca/Greve-In-Chianti-Hotels-Castello-Vicchiomaggio.h7564854.Hotel-Information) ![COMO Castello Del Nero](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2_y.jpg) ### COMO Castello Del Nero 5/5 Excellent "Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). " A verified traveller stayed at COMO Castello Del Nero Posted 3 months ago [](https://expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ## Frequently asked questions ### Where can I find the best nightlife in Chianti Region? > The town of Greve in Chianti is a lovely spot to begin your evening. Known for its picturesque piazza, you'll find a variety of wine bars and traditional trattorias that often host live music events, allowing you to sip on local Chianti wines while enjoying a lively atmosphere. > > > Further along, the village of Radda in Chianti features quaint wine cellars and rustic bars where you can unwind after a day of exploring. Here, you might stumble upon small gatherings and local events that celebrate Tuscan culture, making it a superb choice for a relaxed night out. > > > If you're in Castellina in Chianti, you'll discover a vibrant scene with a mix of wine bars and restaurants that often stay open late, allowing you to savour delicious Tuscan cuisine paired with regional wines in a warm and inviting setting. > > > Finally, the nearby town of San Gimignano, while a bit further from the heart of Chianti, has bars and gelaterias that come alive in the evenings, especially during the summer months. The breathtaking views from the town's towers make for a memorable backdrop to your night out. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Chianti Region hotel booking with Expedia? ### How much is the nightly rate at a Chianti Region hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - More ways to book - [Badia a Passignano Hotels ](https://www.expedia.ca/Badia-A-Passignano-Hotels.d553248635118833255.Travel-Guide-Hotels) - [Badia Coltibuono Hotels ](https://www.expedia.ca/Badia-Coltibuono-Hotels.d553248635975857717.Travel-Guide-Hotels) - [Casole Hotels ](https://www.expedia.ca/Casole-Hotels.d3000429476.Travel-Guide-Hotels) - [B&B in Castellina in Chianti ](https://www.expedia.ca/Castellina-In-Chianti-Bed-And-Breakfast.d55534-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Luxury Hotels in Castellina in Chianti ](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Luxury-Hotel.0-0-d55534-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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