Title: Book the Best Chianti Region Hotels with smoking rooms 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 Smoking 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 Hotels with smoking rooms Tonight [Oct 27 - Oct 28](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-27&endDate=2025-10-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [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) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chianti Region Hotels with smoking rooms ![Poolside bar](https://images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/72f1acd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; pool views](https://images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/2518e1c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Land view from property](https://images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/31773bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/bd9729ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Vignale & Spa Radda in Chianti 9.2/10 Wonderful (282) "Beautiful clean quiet. Would visit again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jaycie CA $231 CA $304 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Relais-Vignale-Spa.h1122097.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/4a6bd899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, Multiple Bedrooms (Il Borro)](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/54b2f9e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/27ef3f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch served](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/8d6d7398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Borro - Relais & Châteaux Loro Ciuffenna 9.2/10 Wonderful (96) "A one of a kind, unique property amazing cuisine, and the tour we took of the wine cellar was the best I have ever experienced thanks to the helpfulness and knowledge of our guide Sophia" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Ian CA $620 CA $683 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) ![Seasonal outdoor pool, open 8 AM to 8 PM, sun loungers](https://images.trvl-media.com/lodging/25000000/24070000/24066900/24066836/e6818a0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 Bedroom, Ground Floor (Legnaia)](https://images.trvl-media.com/lodging/25000000/24070000/24066900/24066836/4a7abec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/25000000/24070000/24066900/24066836/31089e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 25 per person)](https://images.trvl-media.com/lodging/25000000/24070000/24066900/24066836/6fac72e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Iesolana Bucine 9.0/10 Wonderful (6) "Die Lage und die Weinfarm sind sehr schön gelegen und bilden ein wunderschönes Ensemble. Die Unterkunft war in Ordnung. Bäder könnten sauberer sein. Handtuchwechsel war auch nach drei Tagen nicht. Das Handtuch wurde vom Boden aufgenommen und neu aufgefangen. Frühstück eher spärlich und jeden Tag gleich. Abendessen ganz wunderbar. " ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Picht CA $219 CA $246 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Bucine-Hotels-Borgo-Iesolana.h24066836.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/f41faf16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/59b16350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/1360d9d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/944ced52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Casagrande Resort & SPA Figline e Incisa Valdarno 9.2/10 Wonderful (369) "We had a great stay and loved the 2 bedrooms as a family of 4. Very friendly and accommodating staff" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Stefanie CA $142 CA $160 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-Casagrande-Resort-SPA.h891661.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981610/0fa36bf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981610/cbcac354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Studio Suite, 1 King Bed](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981610/122d0769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Studio Suite, 1 King Bed](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981610/6893387d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tenuta di Sticciano Certaldo 9.6/10 Exceptional (16) "Excellent all around. Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $159 CA $183 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Certaldo-Hotels-Tenuta-Di-Sticciano.h77981610.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/72cf22f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/0cec1f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/f0b9ee56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/35b80314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Sabolini Colle di Val d'Elsa 9.2/10 Wonderful (186) "Beautiful location and hotel Staff were excellent - thank you" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Amit CA $111 CA $127 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Villa-Sabolini.h3763111.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/67000000/66500000/66490600/66490510/6b2f9da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/67000000/66500000/66490600/66490510/61e4c528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/67000000/66500000/66490600/66490510/f6a0acf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/67000000/66500000/66490600/66490510/f35a8937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La pietra del cabreo Greve in Chianti 10/10 Exceptional (95) "Very clean; excellent breakfast; friendly/knowledgeable staff; beautiful countryside ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen R CA $320 CA $358 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-LA-PIETRA-DEL-CABREO.h66490510.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/29000000/28070000/28064500/28064452/3e200148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/29000000/28070000/28064500/28064452/2077addd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Triple Room](https://images.trvl-media.com/lodging/29000000/28070000/28064500/28064452/d0ef0a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/29000000/28070000/28064500/28064452/6a9fa35d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Torrebianca Tuscany Rignano sull'Arno 9.6/10 Exceptional (39) "Lovely pool Breakfast good" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) christine CA $115 CA $129 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Rignano-SullArno-Hotels-Torrebianca-Tuscany.h28064452.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/112000000/111990000/111986000/111985970/bdee2f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 13 per person)](https://images.trvl-media.com/lodging/112000000/111990000/111986000/111985970/860e7cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/112000000/111990000/111986000/111985970/2ed5912d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111990000/111986000/111985970/18ae4543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Le Noci Chianti Retreat & Pool Gaiole in Chianti 8.0/10 Very good (2) "We loved our stay here. The views are beautiful and staff is very accommodating. They even opened the restaurant early to accommodate for our young daughter. The restaurant was also amazing! Thank you very much for having us" ![Sweden](https://a.travel-assets.com/egds/marks/flags/se.svg) Sofia CA $184 CA $215 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Borgo-Le-Noci-Chianti-Retreat-Pool.h111985970.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/dbdc1d6b.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) ![Superior Double Room, Garden View | Room amenity](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/d4e76210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/44b2ce32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Castiglione Impruneta 8.6/10 Excellent (250) "Lovely friendly hotel with a gorgeous courtyard for dinner and aperitivo! Great view of Florence? " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jade CA $88 CA $101 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Impruneta-Hotels-Villa-Castiglione.h1348125.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=2025-11-10&endDate=2025-11-11®ionId=603148&adults=2&property_amenities_group_explore=designated_smoking_areas&sort=RECOMMENDED&openPlayBack=true) ## Top Chianti Region Hotel Reviews ![Palagina la Dimora](//images.trvl-media.com/lodging/2000000/1670000/1661500/1661496/2659699d_y.jpg) ### Palagina la Dimora 10/10 Excellent "Très bien situé pour une visite de Florence et de vignobles de Chianti. Excellent restaurant. Personnel très courtois et attentionné. Chambre spacieuse. Seul hic: la climatisation ne fonctionnait pas." 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