Title: Book the Best BOUTIQUE 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 Boutique Hotels in Chianti Region ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Boutique Hotels Tonight [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-02&endDate=2025-10-03&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-03&endDate=2025-10-04&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chianti Region Boutique Hotels ![2 restaurants, lunch, dinner served; local cuisine](https://images.trvl-media.com/lodging/1000000/530000/528500/528471/61bcbebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/1000000/530000/528500/528471/739b27a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/530000/528500/528471/ca53ff62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, body scrubs, facials, manicures and pedicures, massages](https://images.trvl-media.com/lodging/1000000/530000/528500/528471/f78cd5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo San Felice Resort Castelnuovo Berardenga 9.8/10 Exceptional (77) "One of our favorite places we’ve ever stayed at. 100% recommend. Hopefully we can visit again. " CA $1,014 CA $1,132 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Hotel-Borgo-San-Felice.h528471.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/dfc827da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Soundproofing](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/0d43f7ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/16465e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/81bf5c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mercure Petriolo Siena Terme Spa Hotel Civitella Paganico 8.8/10 Excellent (230) "Very nice and location is quiet. You need a car to get out and about" CA $147 CA $162 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Civitella-Paganico-Hotels-Mercure-Petriolo-Siena-Terme-Spa-Hotel.h1859917.Hotel-Information) ![2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (Sant'Anna)](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8e24bdea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/7c5ee645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/8826686a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosewood Castiglion del Bosco Montalcino 10/10 Exceptional (66) "Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !" CA $2,689 CA $2,975 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1930000/1923100/1923032/f0f5b944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1930000/1923100/1923032/32a1cfc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/2000000/1930000/1923100/1923032/850497c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1930000/1923100/1923032/f5213917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lupaia Torrita di Siena 10/10 Exceptional (69) "One of the most special stays - from the service to the property - it was perfection! " CA $917 CA $1,013 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Torrita-Di-Siena-Hotels-Lupaia.h1923032.Hotel-Information) ![Villa (Thesan) | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/4de54dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/9b3b941a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/d115d568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Castello di Casole)](https://images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/08b171fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Casole, A Belmond Hotel, Tuscany Casole d'Elsa 9.6/10 Exceptional (75) "Overall stunning all the way Staff was very attentive Great time ! " CA $1,897 CA $2,090 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Casole-DElsa-Hotels-Castello-Di-Casole.h5058985.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Terrace | View from room](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/239d33c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/e5fc7e2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/4fe0a1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hotel Continental Siena – Starhotels Collezione Siena City Centre 9.2/10 Wonderful (564) "Very nice hotel " CA $505 CA $566 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/30000/22600/22579/bc8037ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/30000/22600/22579/1b8b315e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22600/22579/8de77b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/30000/22600/22579/01d144a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Cora Oltrarno 9.8/10 Exceptional (462) "The hotel is very beautiful, and the surrounding environment is also excellent." CA $859 CA $971 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Florence-Hotels-Villa-Cora.h22579.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2090000/2088400/2088346/8bdd4889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite, Hot Tub](https://images.trvl-media.com/lodging/3000000/2090000/2088400/2088346/a75cfc35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2090000/2088400/2088346/af1daf95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio, Ground Floor](https://images.trvl-media.com/lodging/3000000/2090000/2088400/2088346/3f1f4bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ponte Vecchio Suites & Spa Historic Centre of Florence 9.6/10 Exceptional (1001) "Great location and beautiful accommodation " CA $305 CA $359 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Florence-Hotels-Ponte-Vecchio-Suites-Spa.h2088346.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/540000/536000/535995/7a08f6e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/540000/536000/535995/09bb57ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/540000/536000/535995/703b7751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite (Top garden or river view)](https://images.trvl-media.com/lodging/1000000/540000/536000/535995/d1836c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa La Massa Bagno a Ripoli 9.4/10 Exceptional (107) "The most beautiful and relaxing and best service " CA $739 CA $827 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Bagno-A-Ripoli-Hotels-Villa-La-Massa.h535995.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14600/14583/9c1dd8be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/14600/14583/aec9cff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner and brunch served](https://images.trvl-media.com/lodging/1000000/20000/14600/14583/6f4b9239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, River View | View from room](https://images.trvl-media.com/lodging/1000000/20000/14600/14583/20017c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Lungarno - Lungarno Collection Historic Centre of Florence 9.6/10 Exceptional (590) "Beautiful location " CA $876 CA $990 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Florence-Hotels-Hotel-Lungarno-Lungarno-Collection.h14583.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=2025-10-16&endDate=2025-10-17®ionId=603148&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chianti Region Hotel Reviews ## 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) - 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