Title: Book the Best SHOPPING Hotels in Chianti Region in 2025 | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/410000/410487-Torre-Del-Mangia.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Shopping 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 availability on Chianti Region Shopping Hotels Tonight [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-18&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-24&endDate=2025-10-26&adults=2&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&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chianti Region Shopping Hotels ![Interior detail](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/b8b0f4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/0273c2c6.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) ![Mansarda](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/bb8071f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Palazzo San niccolò & Spa Radda in Chianti 9.2/10 Wonderful (175) "Ideal country setting" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Dee CA $145 CA $169 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Hotel-Palazzo-San-Niccolo.h1289163.Hotel-Information) ![Deluxe Room | Vineyard view](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/95292913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite (with SPA access)](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/d623efd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/a118885b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 13 per person)](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/68b8f035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Leopoldo Dimora Storica & Spa Radda in Chianti 9.2/10 Wonderful (271) "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 $213 CA $244 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/cc572805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/c96d8943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/bfdf14a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room Single Use, 1 Queen Bed, Balcony, Hill View | View from room](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/3f8ec422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Pacini Colle di Val d'Elsa 9.8/10 Exceptional (97) "The owners of this hotel are very accommodating. The breakfast was very good. The restaurants around this hotel are plentiful and offer good value and views." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $236 CA $263 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Palazzo-Pacini.h11807517.Hotel-Information) ![Seasonal outdoor pool, open 7 AM to 8:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1690000/1685900/1685892/f05836b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1690000/1685900/1685892/7a69a6bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1690000/1685900/1685892/ea777c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room](https://images.trvl-media.com/lodging/2000000/1690000/1685900/1685892/7af01e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa San Lucchese Poggibonsi 9.4/10 Exceptional (333) "The staff was so kind and helpful. The food and setting of Villa San Lucchese are wonderful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie CA $147 CA $172 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Poggibonsi-Hotels-Villa-San-Lucchese.h1685892.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/900000/893900/893876/2db6542e.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) ![Property entrance](https://images.trvl-media.com/lodging/1000000/900000/893900/893876/0a495101.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) ### Hotel Bellavista Impruneta Impruneta 9.2/10 Wonderful (120) "The staff was amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $102 CA $119 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Impruneta-Hotels-Hotel-Bellavista-Impruneta.h893876.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/e097a1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/92b373a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/27ed04fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![25-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/15898c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Squarcialupi Castellina in Chianti 9.8/10 Exceptional (70) "Friendly staff and felt like family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $269 CA $306 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Palazzo-Squarcialupi.h4459020.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/97000000/96970000/96968500/96968420/4b111209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/97000000/96970000/96968500/96968420/85b23eb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/97000000/96970000/96968500/96968420/f41d66c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96970000/96968500/96968420/a9aee426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Tiglio - A Small Luxury Hotels of the World Bucine 10/10 Exceptional (2) "We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $463 CA $510 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Bucine-Hotels-Palazzo-Tiglio.h96968420.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/114000000/113390000/113380600/113380587/22716861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113390000/113380600/113380587/181714b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113390000/113380600/113380587/d41b24aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/114000000/113390000/113380600/113380587/ac4e87fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suite Family Room with Attic and View, use of two pools at Casale del Vacanziere Toscana 10/10 Exceptional (2) "Très beau site tranquille et belle nature. Beau appartement bien équipé et piscine intérieure intéressante en début d’été. Barbara très à l’écoute de nos besoins. Bon site pour visiter la région." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Larry CA $122 CA $158 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Certaldo-Hotels-Vrbo-Property.h113380587.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95800000/95796600/95796580/fb6f2295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95800000/95796600/95796580/69aa10c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95800000/95796600/95796580/6a09f96b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95800000/95796600/95796580/7d28cf84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic apartment in Chianti with pool and vineyard views Toscana CA $204 CA $333 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Montespertoli-Hotels-Romantic-Apartment-In-Chianti-With-Pool-And-Vineyard-Views.h95796580.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106310000/106302300/106302208/92ef15a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106310000/106302300/106302208/eb3ef55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106310000/106302300/106302208/7678b040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106310000/106302300/106302208/d240a734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ReginaSerena 2/4 people private park Toscana 10/10 Exceptional (1) "La gentillesse du propriétaire et très aidantes. Le logis était très jolie et très propre. Merci à Debra à sa famille " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) luc CA $180 CA $266 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Certaldo-Hotels-ReginaSerena-2-3people.h106302208.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&location_highlights_explore=shopping&sort=RECOMMENDED&openPlayBack=true) ## Top Chianti Region Hotel Reviews ![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) ![Palazzo Leopoldo Dimora Storica & Spa](//images.trvl-media.com/lodging/1000000/920000/911700/911656/95292913_y.jpg) ### Palazzo Leopoldo Dimora Storica & Spa 10/10 Excellent "Excellent breakfast. " [](https://expedia.ca/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) ![Hu Norcenni Girasole Village](//images.trvl-media.com/lodging/4000000/3540000/3530100/3530075/dcea3a98_y.jpg) ### Hu Norcenni Girasole Village 10/10 Excellent "Good value for money" [](https://expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Norcenni-Girasole-Village.h3530075.Hotel-Information) ![Hotel Certaldo](//images.trvl-media.com/lodging/2000000/1680000/1675500/1675499/0f881b23_y.jpg) ### Hotel Certaldo 10/10 Excellent "We loved this property. Lots of space to run around with our little one. The staff we amazing! " [](https://expedia.ca/Certaldo-Hotels-Hotel-Certaldo.h1675499.Hotel-Information) ![Villa Castiglione](//images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/dbdc1d6b_y.jpg) ### Villa Castiglione 10/10 Excellent "Lovely friendly hotel with a gorgeous courtyard for dinner and aperitivo! Great view of Florence? " [](https://expedia.ca/Impruneta-Hotels-Villa-Castiglione.h1348125.Hotel-Information) ![Villa Casagrande Resort & SPA](//images.trvl-media.com/lodging/1000000/900000/891700/891661/f41faf16_y.jpg) ### Villa Casagrande Resort & SPA 10/10 Excellent "We had a great stay and loved the 2 bedrooms as a family of 4. Very friendly and accommodating staff" [](https://expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-Casagrande-Resort-SPA.h891661.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Lgbt Friendly Hotels in Antella](https://www.expedia.ca/Antella-Hotels-LGBT-Friendly-Hotel.0-0-d6142059-tLGBTFriendlyHotel.Travel-Guide-Filter-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) - [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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