Title: Book The Best Hotels in Chianti Region for 2026 from CA $111 - 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) ![Chianti Region showing farmland](https://images.trvl-media.com/place/603148/a6b4be95-df3f-44a2-bf6d-bb1e6f500def/chianti-vineyard-tuscany-italy-rolling-hills-cypress-trees-farmhouse.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Chianti Region from CA $111 - ![](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 Resort [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&lodging=HOTEL_RESORT) Spa [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=SPA_ON_SITE) Pool [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=POOL) Farm [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&lodging=AGRITOURISM) 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=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=HOT_TUB) 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=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&travelerType=family_friendly) 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=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&lodging=APART_HOTEL) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&lodging=COTTAGE) 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=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=PETS) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&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=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=WATER_PARK) Villa [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&lodging=VILLA) ## Check prices for these dates Tonight [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chianti Region hotels ![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) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/54415207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; local cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/cf05a6fd.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 (478) "The views were spectacular and the grounds were so peaceful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $120 CA $141 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; international cuisine](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/96aac713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; international cuisine](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/37ca1e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/a66b41de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COMO Castello Del Nero [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) Barberino Tavarnelle 9.6/10 Exceptional (132) "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). " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $1,093 CA $1,216 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.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) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/46476210.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) ### La Certosa di Pontignano [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) Castelnuovo Berardenga 9.6/10 Exceptional (502) "Excellent place to stay even for the next time. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Xuejie CA $139 CA $159 total includes taxes & fees Dec 21 - Dec 22 [](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) ![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) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/7c981965.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) ### 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 (176) "Ideal country setting" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Dee CA $147 CA $171 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Hotel-Palazzo-San-Niccolo.h1289163.Hotel-Information) ![Couples treatment rooms, sauna, hot tub, Turkish bath, body treatments](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/db2128b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, Turkish bath, body treatments](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/bea252c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/933a0477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/c79c988c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Palazzo San Lorenzo & SPA [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information) Colle di Val d'Elsa 9.4/10 Exceptional (432) "Beautiful hotel and spa. Excellent amenities and modern luxuries. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/f80bb145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9932f5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Italian cuisine, garden views ](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/27a5f04f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double or Twin Room](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f80b6a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Fonterutoli Wine Resort [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) Castellina in Chianti 9.4/10 Exceptional (200) "Clean room, courteous staff, and good winery" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sangchun CA $256 CA $288 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/b18ded9a.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/1000000/920000/911700/911656/417bcb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/8b130f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/52967186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Leopoldo Dimora Storica & Spa [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) Radda in Chianti 9.2/10 Wonderful (274) "We loved it was easy to get to wineries or small towns we wanted to visit" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol CA $143 CA $167 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/db899670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, Terrace | View from room](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/fa1286fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/1cd8f145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food court](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/ebb7bbae.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 (403) "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 CA $175 CA $201 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/2f9ea910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/5f68da89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/1f7b2cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/55adc74a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Toscana Ambassador [](https://www.expedia.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information) Poggibonsi 8.0/10 Very good (314) "Wonderful breakfast. Good location!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Karen CA $95 CA $105 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/920000/918700/918681/60fcd28c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/920000/918700/918681/be695815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/918700/918681/23cb164c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/918700/918681/977160f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa il Poggiale - Dimora Storica [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-Il-Poggiale-Dimora-Storica.h918681.Hotel-Information) San Casciano in Val di Pesa 9.6/10 Exceptional (145) "Wonderful stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-Il-Poggiale-Dimora-Storica.h918681.Hotel-Information) ![Dinner served, Regional cuisine](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/dcb50280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 10:00 AM to 6:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/65b0d93f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/dbdc1d6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Regional cuisine](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/73720f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Castiglione [](https://www.expedia.ca/Impruneta-Hotels-Villa-Castiglione.h1348125.Hotel-Information) Impruneta 8.6/10 Excellent (256) "Nice and cute place. Great price. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jozsef [](https://www.expedia.ca/Impruneta-Hotels-Villa-Castiglione.h1348125.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/530000/520400/520321/d19f4d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/530000/520400/520321/3732c7fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Italian cuisine, garden views ](https://images.trvl-media.com/lodging/1000000/530000/520400/520321/6d64638c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Italian cuisine, garden views ](https://images.trvl-media.com/lodging/1000000/530000/520400/520321/98252489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Della Rovere [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Relais-Della-Rovere.h520321.Hotel-Information) Colle di Val d'Elsa 9.0/10 Wonderful (243) "Quietly located hotel with modern rooms and very good dinner option in the courtyard. Spacious pool to relax after long sightseeing days in the countryside." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Alexander [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Relais-Della-Rovere.h520321.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/84e9dcbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/13bfac74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/687bd3c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/c08bf318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Ristorante Alcide [](https://www.expedia.ca/Poggibonsi-Hotels-Hotel-Ristorante-Alcide.h1402058.Hotel-Information) Poggibonsi 8.0/10 Very good (478) "I highly recommended " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) George CA $63 CA $70 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Poggibonsi-Hotels-Hotel-Ristorante-Alcide.h1402058.Hotel-Information) ![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/1000000/980000/976900/976828/684aa360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/980000/976900/976828/5da59bea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/980000/976900/976828/c9e06509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/980000/976900/976828/eea15283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Villa Cesi [](https://www.expedia.ca/Impruneta-Hotels-Hotel-Villa-Cesi.h976828.Hotel-Information) Impruneta 8.6/10 Excellent (70) "We had a wonderful stay." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Kanhaiya [](https://www.expedia.ca/Impruneta-Hotels-Hotel-Villa-Cesi.h976828.Hotel-Information) ![Standard Double Room](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402089/c31a16c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402089/dfcdddf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402089/caa41f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402089/956e6494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Hotel Chianti [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Park-Hotel-Chianti.h1402089.Hotel-Information) Barberino Tavarnelle 9.0/10 Wonderful (259) "It was clean and room was nice. Good for short stay." ![Singapore](https://a.travel-assets.com/egds/marks/flags/sg.svg) Giam Ming [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Park-Hotel-Chianti.h1402089.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/52973642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/003afa33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/823021fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio (2 adults)](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/9d79efbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chianti Village Morrocco [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Chianti-Village-Morrocco.h5273860.Hotel-Information) Barberino Tavarnelle 8.6/10 Excellent (108) "Front desk was very helpful and very comfortable room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Chianti-Village-Morrocco.h5273860.Hotel-Information) ![Turkish bath, body treatments, body scrubs, facials](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/de7e649e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner served; Italian cuisine, pool views ](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/87471dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/6c9c19d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Triple Room, 1 Bedroom, Accessible](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/fa624351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Il Piccolo Castello [](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Il-Piccolo-Castello.h892517.Hotel-Information) Monteriggioni 8.6/10 Excellent (337) "We enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua [](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Il-Piccolo-Castello.h892517.Hotel-Information) ![Breakfast and dinner served, Regional cuisine](https://images.trvl-media.com/lodging/1000000/900000/893900/893876/08e7a422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, Regional cuisine](https://images.trvl-media.com/lodging/1000000/900000/893900/893876/686ec0ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/900000/893900/893876/5b8ae1a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/900000/893900/893876/0a495101.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Bellavista Impruneta [](https://www.expedia.ca/Impruneta-Hotels-Hotel-Bellavista-Impruneta.h893876.Hotel-Information) Impruneta 9.2/10 Wonderful (122) "The staff was amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy [](https://www.expedia.ca/Impruneta-Hotels-Hotel-Bellavista-Impruneta.h893876.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/40e40ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/6f4e5fd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/d0d6e34a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Single Room](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/84572333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Pensione di Vignamaggio [](https://www.expedia.ca/Greve-In-Chianti-Hotels-La-Pensione-Di-Vignamaggio.h22644742.Hotel-Information) Panzano in Chianti 9.6/10 Exceptional (117) "A beautiful location, fantastic view, close to wineries, little shops and local restaurants. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Rob [](https://www.expedia.ca/Greve-In-Chianti-Hotels-La-Pensione-Di-Vignamaggio.h22644742.Hotel-Information) ![2 outdoor pools, open 8 AM to 9 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2050000/2040200/2040163/b8942259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, Kitchen](https://images.trvl-media.com/lodging/3000000/2050000/2040200/2040163/a1bc3ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2050000/2040200/2040163/bc232565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio con vista colline](https://images.trvl-media.com/lodging/3000000/2050000/2040200/2040163/a30d1bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Vecchio Borgo di Inalbi [](https://www.expedia.ca/Impruneta-Hotels-Agriturismo-Vecchio-Borgo-Di-Inalbi.h2040163.Hotel-Information) Impruneta 9.0/10 Wonderful (95) "Beautiful stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy CA $171 CA $195 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Impruneta-Hotels-Agriturismo-Vecchio-Borgo-Di-Inalbi.h2040163.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-27®ionId=603148&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Great weekend hotel deals in Chianti Region Showing deals for:**Dec 19 - Dec 21** ### Image gallery for Hotel Torciano Vecchio Asilo ![Rooftop terrace](https://images.trvl-media.com/lodging/3000000/2530000/2529600/2529579/28222aeb.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Hotel Torciano Vecchio Asilo San Gimignano **9.6/10**Exceptional (54 reviews) 12% off CA $385 CA $867 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=2529579&adults=2) ### Image gallery for COMO Castello Del Nero ![2 restaurants, breakfast, lunch, dinner served; international cuisine](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) VIP Access ### COMO Castello Del Nero Tavarnelle Val di Pesa **9.6/10**Exceptional (132 reviews) Member Price available CA $1,096 CA $2,437 total includes taxes & fees [Sign in for Member Price ](https://www.expedia.ca/user/signin?uurl=e3id%3Dredr%26rurl%3D%2FHotel-Search%3FstartDate%3D2025-12-19%26endDate%3D2025-12-21%26selected%3D1279768%26adults%3D2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=1279768&adults=2) ### Image gallery for Le Lappe ![Front of property](https://images.trvl-media.com/lodging/19000000/18430000/18421800/18421756/4c693f46.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) VIP Access ### Le Lappe Cavriglia **9.6/10**Exceptional (32 reviews) 10% off CA $394 CA $877 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=18421756&adults=2) ### Image gallery for L' Eroico ![Exterior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/994aad7e.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### L' Eroico Gaiole in Chianti **10/10**Exceptional (12 reviews) 5% off CA $196 CA $457 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=22746331&adults=2) ### Image gallery for Hotel Il Piccolo Castello ![Turkish bath, body treatments, body scrubs, facials](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/de7e649e.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) VIP Access ### Hotel Il Piccolo Castello Monteriggioni **8.6/10**Excellent (337 reviews) 10% off CA $159 CA $366 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=892517&adults=2) ### Image gallery for Hotel Palazzo San niccolò & Spa ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/187ae210.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Hotel Palazzo San niccolò & Spa Radda in Chianti **9.2/10**Wonderful (176 reviews) 23% off CA $175 CA $405 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=1289163&adults=2) ### Image gallery for Park Hotel Chianti ![Standard Double Room](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402089/c31a16c4.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Park Hotel Chianti Tavarnelle Val di Pesa **9.0/10**Wonderful (259 reviews) 24% off CA $75 CA $183 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=1402089&adults=2) ### Image gallery for Agriturismo La Forra ![Lobby sitting area](https://images.trvl-media.com/lodging/23000000/22590000/22580600/22580540/18d178fe.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Agriturismo La Forra Cavriglia **9.4/10**Exceptional (13 reviews) 10% off CA $222 CA $502 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=22580540&adults=2) ### Image gallery for Casa di Palaia ![In-room dining](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/4ef3aa51.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Casa di Palaia Greve in Chianti **10/10**Exceptional (22 reviews) 10% off CA $132 CA $304 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=96088992&adults=2) ### Image gallery for Villa Cassia di Baccano ![Lobby](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/b50d05a7.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Villa Cassia di Baccano Loro Ciuffenna **9.4/10**Exceptional (23 reviews) 11% off CA $284 CA $626 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=1130942&adults=2) ### Image gallery for Beautiful Tuscan home between Florence & Siena ![Outdoor pool](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/87d9fa0b.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Beautiful Tuscan home between Florence & Siena San Casciano in Val di Pesa **10/10**Exceptional (6 reviews) 10% off CA $2,170 CA $5,696 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=86496746&adults=2) ### Image gallery for Borgo Poneta ![Exterior detail](https://images.trvl-media.com/lodging/45000000/44940000/44933000/44932937/0c148cda.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Borgo Poneta Barberino Val d'Elsa **10/10**Exceptional (3 reviews) 8% off CA $170 CA $388 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=44932937&adults=2) ### Image gallery for Castello di Meleto ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/089cca52.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Castello di Meleto Gaiole in Chianti **8.8/10**Excellent (90 reviews) 8% off CA $208 CA $485 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=2537801&adults=2) ### Image gallery for Fattoria Sant'Appiano ![Exterior](https://images.trvl-media.com/lodging/3000000/2530000/2524400/2524358/cb5deb64.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Fattoria Sant'Appiano Barberino Val d'Elsa **9.2/10**Wonderful (15 reviews) 10% off CA $132 CA $302 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=2524358&adults=2) ### Image gallery for Podere dell'Anselmo ![Restaurant](https://images.trvl-media.com/lodging/4000000/3660000/3657500/3657429/93b1ab03.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Podere dell'Anselmo Montespertoli **9.6/10**Exceptional (31 reviews) 5% off CA $181 CA $411 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=3657429&adults=2) ### Image gallery for La Rocca della Magione ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/25000000/24310000/24302900/24302869/cf38669a.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### La Rocca della Magione Monteriggioni **9.4/10**Exceptional (6 reviews) 7% off CA $123 CA $285 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=24302869&adults=2) ### Image gallery for Vintage 70s Home - your place in Tuscany. Holiday Home, Events & Retreats. ![Property grounds](https://images.trvl-media.com/lodging/75000000/74550000/74545400/74545366/19bcd97f.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Vintage 70s Home - your place in Tuscany. Holiday Home, Events & Retreats. Tavarnelle Val di Pesa **10/10**Exceptional (4 reviews) 5% off CA $922 CA $2,581 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=74545366&adults=2) ### Image gallery for Castello di Mugnana ![Property grounds](https://images.trvl-media.com/lodging/16000000/15170000/15163100/15163051/14c8ca91.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Castello di Mugnana Greve in Chianti **9.6/10**Exceptional (22 reviews) 10% off CA $1,662 CA $3,660 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=15163051&adults=2) ### Image gallery for Moody smart & comfy Hotel ![Lobby lounge](https://images.trvl-media.com/lodging/102000000/101160000/101154700/101154609/9998284b.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Moody smart & comfy Hotel Terranuova Bracciolini **8.8/10**Excellent (5 reviews) 10% off CA $197 CA $444 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=101154609&adults=2) ### Image gallery for Hotel Borgo San Luigi ![Front of property](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/db899670.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Hotel Borgo San Luigi Monteriggioni **9.2/10**Wonderful (403 reviews) 18% off CA $176 CA $404 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=527532&adults=2) ### Image gallery for Villa Castiglione ![Dinner served, Regional cuisine](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/dcb50280.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) VIP Access ### Villa Castiglione Impruneta **8.6/10**Excellent (256 reviews) 26% off CA $127 CA $289 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=1348125&adults=2) ### Image gallery for Dimora Casa Eugenia ![Front of property](https://images.trvl-media.com/lodging/2000000/1480000/1470400/1470364/22ab09d5.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Dimora Casa Eugenia Loro Ciuffenna **9.2/10**Wonderful (32 reviews) 7% off CA $185 CA $408 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=1470364&adults=2) ### Image gallery for Riserva di Fizzano Residence ![Aerial view](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/3c3931cd.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) VIP Access ### Riserva di Fizzano Residence Castellina in Chianti **9.8/10**Exceptional (24 reviews) 10% off CA $234 CA $520 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=3522769&adults=2) ### Image gallery for Poggio Cennina Resort ![Aerial view](https://images.trvl-media.com/lodging/2000000/1510000/1501100/1501063/156be3f8.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Poggio Cennina Resort Bucine **9.4/10**Exceptional (6 reviews) 10% off CA $179 CA $484 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-21&selected=1501063&adults=2) ![](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=2025-12-26&endDate=2025-12-27&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) #### 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) #### 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 stunning cathedral 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 wineries 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 ![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 CA $98 per night Jan 10 - Jan 11 8.2/10 Very Good! (16 reviews) [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Calzaiolo.h2524190.Hotel-Information) ![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=26%2F12%2F2025&endDate=27%2F12%2F2025&selected=1348125&PinnedHotelID=1348125&HadPinnedHotel=true®ionId=603148) 8.6/10 Excellent! (255 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=26%2F12%2F2025&endDate=27%2F12%2F2025&selected=22736103&PinnedHotelID=22736103&HadPinnedHotel=true®ionId=603148) 8.2/10 Very Good! (46 reviews) [](https://expedia.ca/Poggibonsi-Hotels-Hotel-Albergo-Italia.h22736103.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=26%2F12%2F2025&endDate=27%2F12%2F2025&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=26%2F12%2F2025&endDate=27%2F12%2F2025&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=26%2F12%2F2025&endDate=27%2F12%2F2025&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 ![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 4 days 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 12 days 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 weeks 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 weeks ago [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Salvadonica.h20483959.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 "Beautiful hotel and spa. Excellent amenities and modern luxuries. " A verified traveller 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) ![Villa I Barronci Resort & Spa](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/d7de1ccd_y.jpg) ### Villa I Barronci Resort & Spa 5/5 Excellent "Stayed here as part of our honeymoon. Staff were super helpful with reservations and recommendations. The view is beautiful and the rooms are cozy. The breakfast was delicious as well." A verified traveller stayed at Villa I Barronci Resort & Spa Posted 2 months ago [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.Hotel-Information) ![Villa Castiglione](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/dbdc1d6b_y.jpg) ### Villa Castiglione 5/5 Excellent "Nice and cute place. Great price. " A verified traveller stayed at Villa Castiglione Posted 2 months ago [](https://expedia.ca/Impruneta-Hotels-Villa-Castiglione.h1348125.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 2 months ago [](https://expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ![Il Borro - Relais & Châteaux](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/4a6bd899_y.jpg) ### Il Borro - Relais & Châteaux 5/5 Excellent "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" A verified traveller stayed at Il Borro - Relais & Châteaux Posted 2 months ago [](https://expedia.ca/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.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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