Title: Book The Best Hotels in Chianti Region for 2025 from CA $105 - 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.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Chianti Region from CA $105 ![](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 Spa [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&amenities=SPA_ON_SITE) Farm [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&lodging=AGRITOURISM) Resort [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&lodging=HOTEL_RESORT) Castle [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&lodging=CASTLE) Pool [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&amenities=POOL) 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=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&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=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&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=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&lodging=APART_HOTEL) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&lodging=APARTMENT) Villa [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&lodging=VILLA) 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=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&amenities=PETS) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Chianti+Region%2C+Tuscany%2C+Italy®ionId=603148&latLong=43.534735%2C11.364917&adults=2&startDate=2025-10-23&d1=2025-10-23&endDate=2025-10-25&d2=2025-10-25&amenities=WATER_PARK) ## Check prices for these dates Tonight [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-09&endDate=2025-10-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 5,067 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![2 bedrooms, cribs/infant beds, bed sheets](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/f6cba490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/d9fabe63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Chalet](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/e325c14e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bungalow](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/10c2f471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### hu Firenze Certosa camping in town Impruneta 7.8/10 Good (47) "Hu Firenze Certosa is a nice retreat from the bustling tourist center. The swimming pool is nice, it is affordable, the rooms are nice and staff is great. " CA $57 CA $68 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Impruneta-Hotels-Firenze-Certosa-Camping.h101503652.Hotel-Information) ![Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/d7de1ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/0e954f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/446df379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tree House](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/f9e9d290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa I Barronci Resort & Spa San Casciano in Val di Pesa 9.2/10 Wonderful (402) "Beautiful hotel!" CA $204 CA $234 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/c3101a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/f4558f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/84f971b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Certosa di Pontignano Castelnuovo Berardenga 9.6/10 Exceptional (482) "Excellent place to stay even for the next time. " CA $158 CA $180 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/288cff0c.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/ac1776a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/4222355a.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/2000000/1220000/1216500/1216478/346cd924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Borgo di Cortefreda Relais Barberino Tavarnelle 9.4/10 Exceptional (468) "Beautiful property and helpful staff. " CA $190 CA $218 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/43000000/42060000/42059900/42059842/aaf98c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite, Private Cottage](https://images.trvl-media.com/lodging/43000000/42060000/42059900/42059842/f171cbe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42060000/42059900/42059842/079f0a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, located in a dependence, at 300 meters from the historic Villa, accessible with stairs](https://images.trvl-media.com/lodging/43000000/42060000/42059900/42059842/a4499de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Torre a Cona Wine Estate Rignano sull'Arno 9.6/10 Exceptional (85) "The pool area and views were amazing. Also the food was excellent and the ambiance and experience was mesmerizing. We will travel to this location again!!" CA $404 CA $448 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Rignano-SullArno-Hotels-Torre-A-Cona-Wine-Estate.h42059842.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/76c30180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/78369923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/9f7c196f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Spaltenna- Small Luxury Hotels of the World Gaiole in Chianti 9.6/10 Exceptional (257) "This was the most authentic place I have ever seen really takes back but all the amenities by far the best place to stay in Tuscany IT Fantastic staff 5star" [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070779/e8636907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070779/583c655e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily self-serve breakfast (EUR 9 per person)](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070779/6a6d04cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070779/7c625dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Loggia Villa Gloria - Adults Only Castelnuovo Berardenga 8.4/10 Very good (284) "Amazing property in the country side. Grocery store 10 min drive away. Check in and parking was easy and the views were worth it." CA $95 CA $111 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Loggia-Villa-Gloria.h1070779.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/56ce48bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/826b9811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/8e8d0a1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/7531f1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salvadonica - Borgo del Chianti San Casciano in Val di Pesa 9.6/10 Exceptional (250) "Beautiful setting with delicious food and attentive staff " CA $172 CA $196 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Salvadonica.h20483959.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/c9efa80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/36e10829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/e66754fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/b741acfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Villa Olmo Impruneta 9.4/10 Exceptional (225) "This is a beautiful Villa with a stunning views. Rooms were large and very clean and the location was wonderful. It was close to Florence and ideal for exploring Tuscany. Restaurant offered delicious buffet breakfast and many other wonderful local dishes for lunch and dinner. I would highly recommend this Villa and would love to stay here again." [](https://www.expedia.ca/Impruneta-Hotels-Relais-Villa-Olmo.h797278.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/f0b9ee56.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) ![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 (185) "Beautiful location and hotel Staff were excellent - thank you" CA $131 CA $149 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Villa-Sabolini.h3763111.Hotel-Information) ![Breakfast, lunch, dinner served; Italian cuisine, garden views ](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f05cf5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/70f4f37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite, Vineyard View](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/e04b84de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/d71aded7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Fonterutoli Wine Resort Castellina in Chianti 9.4/10 Exceptional (187) "Amazing experience all around! Stayed for 2 nights!" CA $258 CA $290 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ![Private pool](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/3986de2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Heritage)](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/48bd2186.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/2000000/1280000/1279800/1279768/5908bcb2.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/2000000/1280000/1279800/1279768/92950714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COMO Castello Del Nero Barberino Tavarnelle 9.6/10 Exceptional (129) "Beautiful place to stay and enjoy . " CA $1,097 CA $1,219 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/1d958423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; local cuisine](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/e06aa6e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/133e09c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; local cuisine](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/c9ee8535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Scopeto Wine & Country Relais Castelnuovo Berardenga 9.2/10 Wonderful (188) "This hotel is absolutely gorgeous. The staff, food and grounds are fantastic. Can’t recommend more! Big thanks to Luka and Giuseppe for making our stay so special. Great wine tasting and delicious wine recommendations. Won’t disappoint " [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Borgo-Scopeto-Relais.h1277546.Hotel-Information) ![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) ![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) ![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" CA $161 CA $186 total includes taxes & fees Nov 2 - Nov 3 [](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) ![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) ![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) ![Suite (with SPA access) | Vineyard view](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/2c78359e.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" CA $220 CA $252 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) ![Lunch, dinner served; local cuisine, pool views ](https://images.trvl-media.com/lodging/1000000/920000/918700/918681/a52adc76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/918700/918681/5afa6482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/918700/918681/83d82b9d.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 San Casciano in Val di Pesa 9.6/10 Exceptional (143) "Wonderful stay." [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-Il-Poggiale-Dimora-Storica.h918681.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) ![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) ![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) ### Palazzo Squarcialupi Castellina in Chianti 9.8/10 Exceptional (68) "This was the most amazing place ever. The view, the staff, the breakfast, the location, the everything! " CA $267 CA $304 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Palazzo-Squarcialupi.h4459020.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/3ab5a8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 King Bed | Living room](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/f6dc2628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/c22c91c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1120000/1115500/1115409/f93869a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dievole Wine Resort Castelnuovo Berardenga 9.6/10 Exceptional (173) "This is our third time staying at this property. We absolutely love starting our trip here. Thank you again for your warm hospitality." [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Dievole-Wine-Resort.h1115409.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/679da5ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/dd9f1e7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/d9870570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/18de298e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Argiano Castelnuovo Berardenga 10/10 Exceptional (70) "Very comfortable stay. " CA $405 CA $459 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Borgo-Argiano.h21114825.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) ![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) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/44b2ce32.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) ### Villa Castiglione Impruneta 8.6/10 Excellent (250) "Lovely friendly hotel with a gorgeous courtyard for dinner and aperitivo! Great view of Florence? " [](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=2025-10-23&endDate=2025-10-24®ionId=603148&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Great weekend hotel deals in Chianti Region Showing deals for:Oct 17 - Oct 19 ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/17000000/16580000/16576000/16575993/a85d6e83.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Villa Le Calvane Montespertoli 9.8/10Exceptional (81 reviews) 5% off CA $706 CA $1,577 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=16575993&adults=2) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/21000000/20530000/20524700/20524657/269e0c62.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### La Veronica Resort Greve in Chianti 9.8/10Exceptional (8 reviews) 23% off CA $514 CA $1,142 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=20524657&adults=2) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/19000000/18430000/18421800/18421756/3dfb3a4b.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) VIP Access ### Le Lappe Cavriglia 9.6/10Exceptional (32 reviews) 10% off CA $442 CA $981 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=18421756&adults=2) ![Breakfast, dinner served; local cuisine, alfresco dining ](https://images.trvl-media.com/lodging/3000000/2690000/2688100/2688046/42287445.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Fonte de' Medici San Casciano in Val di Pesa 9.6/10Exceptional (38 reviews) 10% off CA $385 CA $860 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=2688046&adults=2) ![Front of property - evening/night](https://images.trvl-media.com/lodging/36000000/35380000/35371400/35371398/cf423eb4.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Resort 37 Rignano sull'Arno 9.6/10Exceptional (34 reviews) 15% off CA $345 CA $775 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=35371398&adults=2) ![Exterior](https://images.trvl-media.com/lodging/3000000/2530000/2529600/2529579/e89e5ece.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Hotel Torciano Vecchio Asilo San Gimignano 9.6/10Exceptional (54 reviews) 14% off CA $378 CA $852 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=2529579&adults=2) ![Quadruple Room](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402089/9fa8e1be.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Park Hotel Chianti Tavarnelle Val di Pesa 9.0/10Wonderful (255 reviews) 18% off CA $209 CA $479 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=1402089&adults=2) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/28000000/27400000/27400000/27399911/f775f743.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Villa Di Capovento Radda in Chianti 10/10Exceptional (13 reviews) 15% off CA $469 CA $1,046 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=27399911&adults=2) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/8d2f3252.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) VIP Access ### Borgo Vescine Radda in Chianti 9.4/10Exceptional (242 reviews) 10% off CA $783 CA $1,749 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=1180553&adults=2) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/36000000/35090000/35081700/35081628/1ee9fe4c.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Agriturismo Villa Godenano - Pool & Relax Castellina in Chianti 9.2/10Wonderful (46 reviews) 10% off CA $230 CA $510 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=35081628&adults=2) ![Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/62000000/61540000/61530100/61530023/2e387f97.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Tenuta Tegolato Barberino Val d'Elsa 10/10Exceptional (23 reviews) 23% off CA $252 CA $568 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=61530023&adults=2) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/43000000/42060000/42059900/42059842/aaf98c1b.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) VIP Access ### Torre a Cona Wine Estate Rignano sull'Arno 9.6/10Exceptional (85 reviews) 25% off CA $560 CA $1,239 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=42059842&adults=2) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/7a95d976.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Villa Cassia di Baccano Loro Ciuffenna 9.4/10Exceptional (23 reviews) 12% off CA $214 CA $472 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=1130942&adults=2) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277546/1d958423.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) VIP Access ### Borgo Scopeto Wine & Country Relais Castelnuovo Berardenga 9.2/10Wonderful (188 reviews) 19% off CA $696 CA $1,564 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=1277546&adults=2) ![Local cuisine](https://images.trvl-media.com/lodging/23000000/22590000/22580600/22580540/578aa2c8.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Agriturismo La Forra Cavriglia 9.4/10Exceptional (13 reviews) 11% off CA $219 CA $496 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=22580540&adults=2) ![Family Cottage, 3 Bedrooms (Due Torri) | View from room](https://images.trvl-media.com/lodging/29000000/28630000/28620500/28620497/eca617c6.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) VIP Access ### VIESCA Suites & Villas – Il Borro Toscana Reggello 9.2/10Wonderful (7 reviews) 5% off CA $517 CA $1,144 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=28620497&adults=2) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/96000000/95120000/95114100/95114066/513e5451.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Pieve Aldina - Fontenille Collection Radda in Chianti 10/10Exceptional (29 reviews) 10% off CA $1,369 CA $3,037 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=95114066&adults=2) ![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=600&h=400&p=1&q=high) ### Borgo Iesolana Bucine 9.0/10Wonderful (6 reviews) 5% off CA $322 CA $719 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=24066836&adults=2) ![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Castello di Spaltenna- Small Luxury Hotels of the World Gaiole in Chianti 9.6/10Exceptional (257 reviews) 10% off CA $929 CA $2,077 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=2540741&adults=2) ![Deluxe Apartment, 2 Bedrooms, Kitchenette, Vineyard View | Outdoor dining](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524491/6d4ee5df.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Tenuta di Monaciano Castelnuovo Berardenga 8.6/10Excellent (26 reviews) 12% off CA $227 CA $513 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=2524491&adults=2) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/823021fc.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Chianti Village Morrocco Tavarnelle Val di Pesa 8.6/10Excellent (105 reviews) 24% off CA $117 CA $265 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=5273860&adults=2) ![Breakfast and dinner served, garden views ](https://images.trvl-media.com/lodging/113000000/112080000/112073700/112073661/88e6bc0e.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Pensieri di Cavatina Castelnuovo Berardenga 10/10Exceptional (6 reviews) 20% off CA $425 CA $961 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=112073661&adults=2) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/22000000/21530000/21521600/21521587/d07a12aa.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Molino di Foci San Gimignano 9.4/10Exceptional (47 reviews) 5% off CA $219 CA $494 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=21521587&adults=2) ![View from room](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/d779a567.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Hotel Ristorante Alcide Poggibonsi 8.0/10Very good (472 reviews) 13% off CA $105 CA $252 total includes taxes & fees [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=1402058&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=2025-10-23&endDate=2025-10-24&adults=2®ionId=603148) ![Chianti Region showing farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157505-Chianti-Region.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 During your visit to Reggello, 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 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 quaint area, or enjoy its local tours. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532501476) [](https://expedia.ca/Castello-Di-Monsanto-Hotels.0-l6230523-0.Travel-Guide-Filter-Hotels) #### Castello di Monsanto You can enjoy a tasting or tour at Castello di Monsanto during your travels to Monsanto. Discover the beautiful countryside and wineries in this relaxing area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6230523) ## More cheap stays in Chianti Region ![Villa Castiglione](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/dbdc1d6b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Villa Castiglione Via Colle Ramole 20, Impruneta, FI [Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=1348125&PinnedHotelID=1348125&HadPinnedHotel=true®ionId=603148) 8.4/10 Very Good! (249 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 CA $95 CA $105 total Nov 4 - Nov 5 includes taxes & fees 8.4/10 Very Good! (42 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=23%2F10%2F2025&endDate=24%2F10%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=23%2F10%2F2025&endDate=24%2F10%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) ![Calzaiolo](https://images.trvl-media.com/lodging/3000000/2530000/2524200/2524190/1e8ac8bc_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Calzaiolo Via Cassia Per Siena 32, San Casciano in Val di Pesa, FI [Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=2524190&PinnedHotelID=2524190&HadPinnedHotel=true®ionId=603148) 8.2/10 Very Good! (16 reviews) [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Calzaiolo.h2524190.Hotel-Information) ![Castello di Pratelli](https://images.trvl-media.com/lodging/5000000/4970000/4966600/4966530/d1c5c97d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Castello di Pratelli Via Di Pratelli 1/a, Figline e Incisa Valdarno, FI [Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&selected=4966530&PinnedHotelID=4966530&HadPinnedHotel=true®ionId=603148) [](https://expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Castello-Di-Pratelli.h4966530.Hotel-Information) ## Hotels in Chianti Region with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_w.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/2000000/1410000/1402100/1402058/d779a567_w.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/3000000/2550000/2540800/2540748/5edc5b37_w.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/2000000/1350000/1348200/1348125/dbdc1d6b_w.jpg) 2 Star Hotels 9 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 ![Relais Vignale & Spa](//images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/72f1acd5_y.jpg) ### Relais Vignale & Spa 5/5 Excellent "Beautiful property, friendly staff, nice breakfast buffet all made this place a great experience. We had multiple dining options within walking distance and cute shopping. The views are so good, they look fake." A verified traveller stayed at Relais Vignale & Spa Posted 4 days ago [](https://expedia.ca/Radda-In-Chianti-Hotels-Relais-Vignale-Spa.h1122097.Hotel-Information) ![Il Borro - Relais & Châteaux](//images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/4a6bd899_y.jpg) ### Il Borro - Relais & Châteaux 5/5 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. " A verified traveller stayed at Il Borro - Relais & Châteaux Posted 6 days ago [](https://expedia.ca/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) ![Villa I Barronci Resort & Spa](//images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/d7de1ccd_y.jpg) ### Villa I Barronci Resort & Spa 5/5 Excellent One of the best Hotels in Tuscany "This magnificent Hotel exceeded all our expectations. The rooms were very generous is size and the beds were so comfy. Breakfast was exceptional too.... The heated swimming pool with Jacuzzi and the view of the countryside was breathtaking." A verified traveller stayed at Villa I Barronci Resort & Spa Posted 8 days ago [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.Hotel-Information) ![Palazzo Leopoldo Dimora Storica & Spa](//images.trvl-media.com/lodging/1000000/920000/911700/911656/95292913_y.jpg) ### Palazzo Leopoldo Dimora Storica & Spa 5/5 Excellent "Excellent breakfast. " A verified traveller stayed at Palazzo Leopoldo Dimora Storica & Spa Posted 9 days ago [](https://expedia.ca/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) ![Salvadonica - Borgo del Chianti](//images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/56ce48bb_y.jpg) ### Salvadonica - Borgo del Chianti 5/5 Excellent "Very friendly staff. Stunning views! Excellent restaurant on site with breakfast included. Great rooms with plenty of old-world charm. Can't wait to come back!" A verified traveller stayed at Salvadonica - Borgo del Chianti Posted 9 days ago [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Salvadonica.h20483959.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 5/5 Excellent "This hotel is wonderful with beautiful views from the terrace! The only complaint is the number of stairs you have to take if staying on upper floors (no elevator) - my husband has a bad back so that’s a consideration. Also, wish they would accommodate all the guests in the gourmet restaurant as we couldn’t get a reservation during our 2-day stay! Book ahead of time!" A verified traveller stayed at Castello di Spaltenna- Small Luxury Hotels of the World Posted 12 days ago [](https://expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information) ![Castello di Fonterutoli Wine Resort](//images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f05cf5a_y.jpg) ### Castello di Fonterutoli Wine Resort 5/5 Excellent "Amazing experience all around! Stayed for 2 nights!" A verified traveller stayed at Castello di Fonterutoli Wine Resort Posted 2 weeks ago [](https://expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ![Hu Norcenni Girasole Village](//images.trvl-media.com/lodging/4000000/3540000/3530100/3530075/dcea3a98_y.jpg) ### Hu Norcenni Girasole Village 5/5 Excellent "Good value for money" A verified traveller stayed at Hu Norcenni Girasole Village Posted 2 weeks ago [](https://expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Norcenni-Girasole-Village.h3530075.Hotel-Information) ![Borgo Vescine](//images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/8d2f3252_y.jpg) ### Borgo Vescine 5/5 Excellent "This was a beautiful location. The room was spacious and loved the patio for coffee in the mornings. It was very private. We enjoyed the pool and restaurants were great. Breakfast was amazing. We did the picnic and dinner in the Olive Garden and loved getting to know others at our table. The chefs food choices were so wonderful. We would definitely stay again. " A verified traveller stayed at Borgo Vescine Posted 2 weeks ago [](https://expedia.ca/Radda-In-Chianti-Hotels-Il-Borgo-Di-Vescine.h1180553.Hotel-Information) ## Frequently asked questions ### Where can I find the best nightlife in Chianti Region? > The Chianti Region in Tuscany is renowned for its stunning landscapes, exquisite wines, and charming villages, but it also offers delightful options for those seeking a taste of the local nightlife. > > > > 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? > You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chianti Region. ### How can I save on a Chianti Region hotel booking with Expedia? > Members always get our best prices. Find our best Chianti Region hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings. ### How much is the nightly rate at a Chianti Region hotel? > Prices for hotels in Chianti Region often vary, but you can find a great deal from CA $105 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate. ## 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) - [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) - [Castellina in Chianti Hotels](https://www.expedia.ca/Castellina-In-Chianti-Hotels.d55534.Travel-Guide-Hotels) - [Hotels near Castello di Radda Winery](https://www.expedia.ca/Castello-Di-Radda-Winery-Hotels.0-l553248621532501476-0.Travel-Guide-Filter-Hotels) - [Castelnuovo dei Sabbioni Hotels](https://www.expedia.ca/Castelnuovo-Dei-Sabbioni-Hotels.d602580.Travel-Guide-Hotels) - [Cavallari Hotels](https://www.expedia.ca/Cavallari-Hotels.d553248622858908079.Travel-Guide-Hotels) - [Cavriglia Hotels](https://www.expedia.ca/Cavriglia-Hotels.d6025771.Travel-Guide-Hotels) - [Villas in Cignano](https://www.expedia.ca/Cignano-Villas.d553248622858952310-aaVillas.Travel-Guide-Accommodation) - [Colle Petroso Hotels](https://www.expedia.ca/Colle-Petroso-Hotels.d553248622858970030.Travel-Guide-Hotels) - [Dudda Hotels](https://www.expedia.ca/Dudda-Hotels.d553248622858995407.Travel-Guide-Hotels) - [Fonterutoli Hotels](https://www.expedia.ca/Fonterutoli-Hotels.d6342141.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Gaiole in Chianti](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-LGBT-Friendly-Hotel.0-0-d603149-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Gaiole in Chianti Hotels](https://www.expedia.ca/Gaiole-In-Chianti-Hotels.d603149.Travel-Guide-Hotels) - [Gaville Hotels](https://www.expedia.ca/Gaville-Hotels.d6263833.Travel-Guide-Hotels) - [Castles in Greve in Chianti](https://www.expedia.ca/Greve-In-Chianti-Castles.d601773-aaCastles.Travel-Guide-Accommodation) - [Hilton Hotels in Greve in Chianti](https://www.expedia.ca/Greve-In-Chianti-Hotels-Hilton-Hotels.0-0-d601773--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Greve in Chianti](https://www.expedia.ca/Greve-In-Chianti-Hotels-Hotels-With-Balconies.0-0-d601773-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Greve in Chianti](https://www.expedia.ca/Greve-In-Chianti-Hotels-Hotels-With-Tennis-Courts.0-0-d601773-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Greve in Chianti](https://www.expedia.ca/Greve-In-Chianti-Hotels-LGBT-Friendly-Hotel.0-0-d601773-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Greve in Chianti](https://www.expedia.ca/Greve-In-Chianti-Hotels-Spa-Hotel.0-0-d601773-tSpaHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Greve in Chianti](https://www.expedia.ca/Greve-In-Chianti-Hotels-Winery-Hotel.0-0-d601773-tWineryHotel.Travel-Guide-Filter-Hotels) - [Greve in Chianti Hotels](https://www.expedia.ca/Greve-In-Chianti-Hotels.d601773.Travel-Guide-Hotels) - [Villas in Greve in Chianti](https://www.expedia.ca/Greve-In-Chianti-Villas.d601773-aaVillas.Travel-Guide-Accommodation) - [Lamole Hotels](https://www.expedia.ca/Lamole-Hotels.d6271005.Travel-Guide-Hotels) - [Lecchi in Chianti Hotels](https://www.expedia.ca/Lecchi-In-Chianti-Hotels.d553248635974650979.Travel-Guide-Hotels) - [Meleto Hotels](https://www.expedia.ca/Meleto-Hotels.d6292517.Travel-Guide-Hotels) - [Condo Rentals in Monsanto](https://www.expedia.ca/Monsanto-Condos.d553248622859260555-aaCondos.Travel-Guide-Accommodation) - [Resorts in Monsanto](https://www.expedia.ca/Monsanto-Resort-Hotels.d553248622859260555-aaResortHotels.Travel-Guide-Accommodation) - [Montefioralle Hotels](https://www.expedia.ca/Montefioralle-Hotels.d3000404943.Travel-Guide-Hotels) - [Historic Hotels in Montegonzi](https://www.expedia.ca/Montegonzi-Hotels-Historic-Hotel.0-0-d6361203-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Montegonzi Hotels](https://www.expedia.ca/Montegonzi-Hotels.d6361203.Travel-Guide-Hotels) - [Castles in Panzano in Chianti](https://www.expedia.ca/Panzano-In-Chianti-Castles.d602564-aaCastles.Travel-Guide-Accommodation) - [Lgbt Friendly Hotels in Panzano in Chianti](https://www.expedia.ca/Panzano-In-Chianti-Hotels-LGBT-Friendly-Hotel.0-0-d602564-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Panzano in Chianti Hotels](https://www.expedia.ca/Panzano-In-Chianti-Hotels.d602564.Travel-Guide-Hotels) - [Pieve di Panzano Hotels](https://www.expedia.ca/Pieve-Di-Panzano-Hotels.d553248635149768628.Travel-Guide-Hotels) - [Ponte Agli Stolli Hotels](https://www.expedia.ca/Ponte-Agli-Stolli-Hotels.d6342228.Travel-Guide-Hotels) - [Cheap Hotels in Radda in Chianti](https://www.expedia.ca/Radda-In-Chianti-Hotels-Cheap-Hotels.0-0-d601693-tCheapHotels.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Radda in Chianti](https://www.expedia.ca/Radda-In-Chianti-Hotels-LGBT-Friendly-Hotel.0-0-d601693-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Radda in Chianti](https://www.expedia.ca/Radda-In-Chianti-Hotels-Spa-Hotel.0-0-d601693-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Radda in Chianti](https://www.expedia.ca/Radda-In-Chianti-Hotels-Wedding-Hotels.0-0-d601693-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Radda in Chianti](https://www.expedia.ca/Radda-In-Chianti-Hotels-Winery-Hotel.0-0-d601693-tWineryHotel.Travel-Guide-Filter-Hotels) - [Radda in Chianti Hotels](https://www.expedia.ca/Radda-In-Chianti-Hotels.d601693.Travel-Guide-Hotels) - [Ricavo Hotels](https://www.expedia.ca/Ricavo-Hotels.d6342250.Travel-Guide-Hotels) - [Rietine Hotels](https://www.expedia.ca/Rietine-Hotels.d553248622859452554.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Sambuca](https://www.expedia.ca/Sambuca-Hotels-LGBT-Friendly-Hotel.0-0-d6271022-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [San Donato in Poggio Hotels](https://www.expedia.ca/San-Donato-In-Poggio-Hotels.d6292835.Travel-Guide-Hotels) - [Sicelle Hotels](https://www.expedia.ca/Sicelle-Hotels.d6343024.Travel-Guide-Hotels) - [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 Sambuca](https://www.expedia.ca/Cheap-Flights-To-Sambuca.d6271022.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 Barberino Tavarnelle](https://www.expedia.ca/lp/flights/553248635976437709/flights-from-barberino-tavarnelle) - [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) - [Visit Chiocchio](https://www.expedia.ca/Chiocchio.dx6047589) - [Church of San Sigismondo](https://www.expedia.ca/Church-Of-San-Sigismondo-Gaiole-in-Chianti.d6238140.Vacation-Attraction) - [Visit Cortine](https://www.expedia.ca/Cortine.dx553248622858995402) - [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 Le Bolle](https://www.expedia.ca/Le-Bolle.dx3000027759) - [Le Miccine](https://www.expedia.ca/Le-Miccine-Cavriglia.d553248621532500723.Vacation-Attraction) - [Visit Lilliano](https://www.expedia.ca/Lilliano.dx553248622859062176) - [Visit Meleto](https://www.expedia.ca/Meleto.dx6292517) - [Monsanto Vacations](https://www.expedia.ca/Monsanto.d553248622859260555.Destination-Travel-Guides) - [Visit Montefioralle](https://www.expedia.ca/Montefioralle.dx3000404943) - [Visit Panzano in Chianti](https://www.expedia.ca/Panzano-In-Chianti.dx602564) - [Visit Poggio Alla Croce](https://www.expedia.ca/Poggio-Alla-Croce.dx3000026929) - [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 San Giovanni Valdarno](https://www.expedia.ca/San-Giovanni-Valdarno.dx6047047) - [Sezzate Castle](https://www.expedia.ca/Sezzate-Castle-Greve-in-Chianti.d553248621562147192.Vacation-Attraction) - [Visit Sicelle](https://www.expedia.ca/Sicelle.dx6343024) - [Visit Starda](https://www.expedia.ca/Starda.dx6285677) - [Visit Vertine](https://www.expedia.ca/Vertine.dx632712480144572416) - [Car rental Barberino Val d'Elsa](https://www.expedia.ca/Car-Rentals-In-Barberino-Val-DElsa.d6046188.Car-Rental-Guide) - [Car rental Castellina in Chianti](https://www.expedia.ca/Car-Rentals-In-Castellina-In-Chianti.d55534.Car-Rental-Guide) - [Car rental Figline e Incisa Valdarno](https://www.expedia.ca/Car-Rentals-In-Figline-E-Incisa-Valdarno.d553248635975875845.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) - [Car rental San Giovanni Valdarno](https://www.expedia.ca/Car-Rentals-In-San-Giovanni-Valdarno.d6047047.Car-Rental-Guide) - [San Sano Vacation Rentals](https://www.expedia.ca/San-Sano-Vacation-Rentals.d6285678.Travel-Guide-VacationRentals) - [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 Montefiridolfi](https://www.expedia.ca/Things-To-Do-In-Montefiridolfi.d6342326.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 Hotels in Chianti Region on Expedia.it](https://www.expedia.it/Regione-Del-Chianti-Hotel.d603148.Guida-Viaggi-Hotel) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)