Title: Browse the Best Chianti Region Resorts | Expedia.ca [Chianti Region Travel Guide](https://expedia.ca/Chianti-Region.dx603148)[Hotels in Chianti Region](https://expedia.ca/Chianti-Region-Hotels.d603148.Travel-Guide-Hotels)[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://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157505-Chianti-Region.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Resort Hotels in Chianti Region ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chianti Region Resorts ![Gym](https://images.trvl-media.com/lodging/49000000/48560000/48551800/48551747/9f6ea7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Wellness Suite](https://images.trvl-media.com/lodging/49000000/48560000/48551800/48551747/af24d5bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/49000000/48560000/48551800/48551747/3bca4b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, open 9:00 AM to 7:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/49000000/48560000/48551800/48551747/07432ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Petriolo Cerreto Guidi 9.8/10 Exceptional (87) "Everything about this property was exceptional!! We will definitely be back! Amazing experience!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $311 CA $348 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Cerreto-Guidi-Hotels-Villa-Petriolo.h48551747.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100990000/100989800/100989748/576cc1e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite | Living area](https://images.trvl-media.com/lodging/101000000/100990000/100989800/100989748/ea44c708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite | Living area](https://images.trvl-media.com/lodging/101000000/100990000/100989800/100989748/38fcef16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/101000000/100990000/100989800/100989748/3f0691b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Svetoni Wine Resort Montepulciano 9.6/10 Exceptional (66) "Beautiful place. Great service. Wonderful wine. The tasting menu at the Osmosi restaurant was great. Book in advance. The massage was perfect. " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $308 CA $345 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Montepulciano-Hotels-Villa-Svetoni-Wine-Resort.h100989748.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1080000/1079800/1079756/1b0a922b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1080000/1079800/1079756/88ec8e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner served; Italian cuisine, alfresco dining ](https://images.trvl-media.com/lodging/2000000/1080000/1079800/1079756/96d1becb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 6 Bedrooms, Private Pool](https://images.trvl-media.com/lodging/2000000/1080000/1079800/1079756/f39bce16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monsignor della Casa Country Resort & Spa Borgo San Lorenzo 10/10 Exceptional (100) "Excellent family stay" ![](https://a.travel-assets.com/egds/marks/flags/ca.svg) jordan CA $291 CA $322 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Borgo-San-Lorenzo-Hotels-Monsignor-Della-Casa-Country-Resort-Spa.h1079756.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/101000000/100780000/100776500/100776429/55c67d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/101000000/100780000/100776500/100776429/5c55daf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100780000/100776500/100776429/3fa1a54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100780000/100776500/100776429/0935db9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cortona Resort Spa Cortona 7.0/10 Good (2) "Needs lotion in the guest rooms and towels. The staff was wonderful. So was the food. " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Candice CA $190 CA $214 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Cortona-Hotels-Cortona-Resort-Spa.h100776429.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/a4f15486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/67fbceef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/17368504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![15 bedrooms, bed sheets](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/cf3e7650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA CORTONESE - Fifteen Bedroom Resort, Sleeps 34 Cortona CA $8,750 CA $8,750 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Cortona-Hotels-VILLA-CORTONESE-Fifteen-Bedroom-Resort.h39138214.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=2025-11-01&endDate=2025-11-02®ionId=603148&adults=2&lodging=HOTEL_RESORT&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChianti-Region-Resort-Hotels.d603148-aaResortHotels.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChianti-Region-Resort-Hotels.d603148-aaResortHotels.Travel-Guide-Accommodation) ## Top Chianti Region Hotel Reviews ![Villa I Barronci Resort & Spa](//images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/d7de1ccd_y.jpg) ### Villa I Barronci Resort & Spa 10/10 Excellent "Staff wa really accommodating. Resort really has it all to almost never had to leave they even helped us book a nice wine tour! " [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.Hotel-Information) ![hu Firenze Certosa camping in town](//images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/f6cba490_y.jpg) ### hu Firenze Certosa camping in town 10/10 Excellent "Wonderful staff and great amenities!" [](https://expedia.ca/Impruneta-Hotels-Firenze-Certosa-Camping.h101503652.Hotel-Information) ![Hotel Villa Campomaggio](//images.trvl-media.com/lodging/4000000/3610000/3605900/3605816/f6f6c579_y.jpg) ### Hotel Villa Campomaggio 10/10 Excellent "Amazing place, amazing people " [](https://expedia.ca/Radda-In-Chianti-Hotels-Hotel-Villa-Campomaggio.h3605816.Hotel-Information) ![Torre a Cona Wine Estate](//images.trvl-media.com/lodging/43000000/42060000/42059900/42059842/aaf98c1b_y.jpg) ### Torre a Cona Wine Estate 10/10 Excellent "This property is absolutely beautiful and the staff was amazing, I would highly recommend this place. " [](https://expedia.ca/Rignano-SullArno-Hotels-Torre-A-Cona-Wine-Estate.h42059842.Hotel-Information) ![Castello di Fonterutoli Wine Resort](//images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f05cf5a_y.jpg) ### Castello di Fonterutoli Wine Resort 10/10 Excellent "It was a glorious place. So quaint, clean and rustic. Very relaxing and peaceful stay. Friendly team members and excellent wine. We met some friendly people on the wine tour. The breakfast was delicious! Many options for those who don’t eat pork and a beautiful location. This is a place to return for another vacation. I will be back! 😊 " [](https://expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ![Castello di Spaltenna- Small Luxury Hotels of the World](//images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg) ### Castello di Spaltenna- Small Luxury Hotels of the World 10/10 Excellent "Castello di Spaltenna may rank as the best overall lodging experience of my life. Perched on a hill in Chianti, you pass a towering line of Italian Cypress on final approach to the one-time monastery. The Front desk snaps to attention. A warm welcome to introduce us to the gorgeous, quiet property and then we climbed stone steps to room nine. From room nine, we enjoyed a birds eye view of the perfectly manicured lawns, sparking pool, grapevines and olive trees. A feeing of gratitude and tranquility overcame us. We took three dinners and a lunch in the trattoria on site. The Breakfast included in our stay was sprawling, diverse, and healthy choices dotted the offerings. “Capoucino the asked each morning”? Yes! Moto Grazie. The spa has decent offerings and our massages exceeded expectations. We walked down the hill to Gaiole for a simple lunch and beer. In under an hour you can be in Sienna and not much further is San Giminano. Our departure this morning was bittersweet. If you stay here, I hope you feel as we did" [](https://expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information) ![Hotel Borgo di Cortefreda Relais](//images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/288cff0c_y.jpg) ### Hotel Borgo di Cortefreda Relais 10/10 Excellent "It’s beautiful, relaxing .. love the cat - please make sure you feed the cat! She’s so sweet! " [](https://expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) ![Hotel Toscana Ambassador](//images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b_y.jpg) ### Hotel Toscana Ambassador 10/10 Excellent "The staff took great care of us. Found us a late night taxi to take us to and from wedding at wine villa. Served Beers after bar was closed (fyi— the bar was never open). Made up the room even with do not disturb on door. Easy, close parking! " [](https://expedia.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information) ![Il Borro - Relais & Châteaux](//images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/4a6bd899_y.jpg) ### Il Borro - Relais & Châteaux 10/10 Excellent "Charming property. Excellent staff and food options. Would recommend booking activities early and try a little of everything. Would also recommend trying each of the three restaurants and a variety of their wines. " [](https://expedia.ca/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) ## Find out more about Chianti Region ## Chianti Region Resorts information | Number of reviews | | | --- | --- | | Accommodation | Resorts | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [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) - [Hotel Wedding Venues Hotels in Castellina in Chianti](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Wedding-Hotels.0-0-d55534-tWeddingHotels.Travel-Guide-Filter-Hotels) - 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[Villas in Tavarnelle Val di Pesa](https://www.expedia.ca/Tavarnelle-Val-Di-Pesa-Villas.d6023366-aaVillas.Travel-Guide-Accommodation) - [Vertine Hotels](https://www.expedia.ca/Vertine-Hotels.d632712480144572416.Travel-Guide-Hotels) - [Villa Hotels](https://www.expedia.ca/Villa-Hotels.d553248635118822693.Travel-Guide-Hotels) - [Resorts in Villa](https://www.expedia.ca/Villa-Resort-Hotels.d553248635118822693-aaResortHotels.Travel-Guide-Accommodation) - [Volpaia Hotels](https://www.expedia.ca/Volpaia-Hotels.d3000403024.Travel-Guide-Hotels) - [Flights to Castellina in Chianti](https://www.expedia.ca/Cheap-Flights-To-Castellina-In-Chianti.d55534.Travel-Guide-Flights) - [Flights to Gaiole in Chianti](https://www.expedia.ca/Cheap-Flights-To-Gaiole-In-Chianti.d603149.Travel-Guide-Flights) - [Flights to San Donato in Poggio](https://www.expedia.ca/Cheap-Flights-To-San-Donato-In-Poggio.d6292835.Travel-Guide-Flights) - [Flights from Castellina in Chianti](https://www.expedia.ca/lp/flights/55534/flights-from-castellina-in-chianti) - [Flights from Gaiole in Chianti](https://www.expedia.ca/lp/flights/603149/flights-from-gaiole-in-chianti) - [Buondonno Winery](https://www.expedia.ca/Buondonno-Winery-Castellina-in-Chianti.d553248635823420151.Vacation-Attraction) - [Casa Vinicola Luigi Cecchi](https://www.expedia.ca/Casa-Vinicola-Luigi-Cecchi-Castellina-in-Chianti.d6103262.Vacation-Attraction) - [Visit Castelnuovo dei Sabbioni](https://www.expedia.ca/Castelnuovo-Dei-Sabbioni.dx602580) - [Church of San Sigismondo](https://www.expedia.ca/Church-Of-San-Sigismondo-Gaiole-in-Chianti.d6238140.Vacation-Attraction) - [Visit Gaiole in Chianti](https://www.expedia.ca/Gaiole-In-Chianti.dx603149) - [Visit Greve in Chianti](https://www.expedia.ca/Greve-In-Chianti.dx601773) - [Visit Meleto](https://www.expedia.ca/Meleto.dx6292517) - [Visit Montefioralle](https://www.expedia.ca/Montefioralle.dx3000404943) - [Visit Panzano in Chianti](https://www.expedia.ca/Panzano-In-Chianti.dx602564) - [Visit Ponte Agli Stolli](https://www.expedia.ca/Ponte-Agli-Stolli.dx6342228) - [Visit Radda in Chianti](https://www.expedia.ca/Radda-In-Chianti.dx601693) - [Visit San Donato in Poggio](https://www.expedia.ca/San-Donato-In-Poggio.dx6292835) - [Visit Sicelle](https://www.expedia.ca/Sicelle.dx6343024) - [Visit Vertine](https://www.expedia.ca/Vertine.dx632712480144572416) - [Car rental Castellina in Chianti](https://www.expedia.ca/Car-Rentals-In-Castellina-In-Chianti.d55534.Car-Rental-Guide) - [Car rental Greve in Chianti](https://www.expedia.ca/Car-Rentals-In-Greve-In-Chianti.d601773.Car-Rental-Guide) - [Car rental Panzano in Chianti](https://www.expedia.ca/Car-Rentals-In-Panzano-In-Chianti.d602564.Car-Rental-Guide) - [Car rental Radda in Chianti](https://www.expedia.ca/Car-Rentals-In-Radda-In-Chianti.d601693.Car-Rental-Guide) - [Things to do in Fonterutoli](https://www.expedia.ca/Things-To-Do-In-Fonterutoli.d6342141.Travel-Guide-Activities) - [Things to do in Gaiole in Chianti](https://www.expedia.ca/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities) - [Things to do in Greve in Chianti](https://www.expedia.ca/Things-To-Do-In-Greve-In-Chianti.d601773.Travel-Guide-Activities) - [Things to do in Lecchi in Chianti](https://www.expedia.ca/Things-To-Do-In-Lecchi-In-Chianti.d553248635974650979.Travel-Guide-Activities) - [Things to do in Panzano in Chianti](https://www.expedia.ca/Things-To-Do-In-Panzano-In-Chianti.d602564.Travel-Guide-Activities) - [Book Resorts in Chianti Region on Expedia.it](https://www.expedia.it/Regione-Del-Chianti-Resort.d603148-aaResort.Guida-Viaggi-Alloggi)