Title: 5 Stars Hotels in Chianti Region, Tuscany from CA $75 - Find Cheap Chianti Region Hotels With 5 Stars | Expedia.ca [Chianti Region Travel Guide](https://expedia.ca/Chianti-Region.dx603148)[Hotels in Chianti Region](https://expedia.ca/Chianti-Region-Hotels.d603148.Travel-Guide-Hotels)[Vacation Rentals in Chianti Region](https://expedia.ca/Chianti-Region-Vacation-Rentals.d603148.Travel-Guide-VacationRentals)[Flights to Chianti Region](https://expedia.ca/Cheap-Flights-To-Chianti-Region.d603148.Travel-Guide-Flights)[Things to do in Chianti Region](https://expedia.ca/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities)[Chianti Region Car Rentals](https://expedia.ca/Car-Rentals-In-Chianti-Region.d603148.Car-Rental-Guide)[Chianti Region Vacation Packages](https://expedia.ca/Chianti-Region.d603148.Destination-Travel-Guides) ![Chianti Region showing farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157505-Chianti-Region.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Chianti Region, Tuscany from CA $75 ![](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 5 Star Hotels Tonight [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-24&endDate=2025-10-25&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-25&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chianti Region 5 Star Hotels ![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) ![Suite, Terrace](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/9893307b.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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/78369923.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 (260) "The breakfast was fresh with lots of options and a outdoor setting on the property. The property is beautiful, pool area and spa so peaceful. Excellent service in all areas of hotel! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Catherine CA $450 CA $511 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information) ![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) ![Suite (Heritage)](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/48bd2186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/7f490258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/69679e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COMO Castello Del Nero Barberino Tavarnelle 9.6/10 Exceptional (130) "Beautiful place to stay and enjoy . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maryam CA $1,187 CA $1,318 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/96000000/95120000/95114100/95114066/513e5451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Living area](https://images.trvl-media.com/lodging/96000000/95120000/95114100/95114066/97151d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room | Living area](https://images.trvl-media.com/lodging/96000000/95120000/95114100/95114066/dd719a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/96000000/95120000/95114100/95114066/394627d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pieve Aldina - Fontenille Collection Radda in Chianti 10/10 Exceptional (31) "Everything was exquisite!! From the service , the food, wine, olive oil, pool, bedding, room decor, outdoor seating spaces etc etc etc - perfection !!!! We enjoyed celebrating our 25th anniversary here so much and hope we are fortunate enough to come back. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Karen CA $500 CA $563 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Pieve-Aldina.h95114066.Hotel-Information) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/8d2f3252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/89fdd299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/cbf46611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/22162502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Vescine Radda in Chianti 9.4/10 Exceptional (244) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherie CA $433 CA $490 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Il-Borgo-Di-Vescine.h1180553.Hotel-Information) ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/17000000/16580000/16576000/16575993/a85d6e83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite](https://images.trvl-media.com/lodging/17000000/16580000/16576000/16575993/f28fb58e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/17000000/16580000/16576000/16575993/2bac478f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Villa, 3 Bedrooms, Patio, Garden Area | Living area](https://images.trvl-media.com/lodging/17000000/16580000/16576000/16575993/a752bf7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Le Calvane Montespertoli 9.6/10 Exceptional (82) "We had a wonderful time! The pool is amazing with an incredible view. The staff went out of their way to make our stay fantastic, especially our server Leonardo. The breakfast was great with eggs to order and everything freshly prepared. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie CA $926 CA $1,030 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Montespertoli-Hotels-Villa-Le-Calvane.h16575993.Hotel-Information) ![](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%2F5Star-Chianti-Region-Hotels.s50-0-d603148.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Chianti-Region-Hotels.s50-0-d603148.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chianti Region. ![Hotel Ristorante Alcide](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/d779a567_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Ristorante Alcide Viale Marconi, 67/A, Poggibonsi, SI CA $68 CA $75 total Nov 16 - Nov 17 includes taxes & fees 8/10 Very Good! (456 reviews) [](https://expedia.ca/Poggibonsi-Hotels-Hotel-Ristorante-Alcide.h1402058.Hotel-Information) ![Hotel Borgo San Luigi](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/69a3ac66_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Borgo San Luigi STRADA DELLA CERRETA,7, Monteriggioni, SI CA $149 CA $173 total Nov 24 - Nov 25 includes taxes & fees 9.2/10 Wonderful! (393 reviews) [](https://expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information) ![Hotel Toscana Ambassador](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Toscana Ambassador Via Salceto, 11, Poggibonsi, SI CA $94 CA $114 total Oct 27 - Oct 28 includes taxes & fees 8/10 Very Good! (296 reviews) [](https://expedia.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information) Still don't see what you're looking for? [See all properties in Chianti Region.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F10%2F2025&endDate=26%2F10%2F2025®ionId=603148&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F10%2F2025&endDate=26%2F10%2F2025®ionId=603148&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F10%2F2025&endDate=26%2F10%2F2025®ionId=603148&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F10%2F2025&endDate=26%2F10%2F2025®ionId=603148&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F10%2F2025&endDate=26%2F10%2F2025®ionId=603148&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F10%2F2025&endDate=26%2F10%2F2025®ionId=603148&star=50&star=50&amenities=WATER_PARK) 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. ## 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=2025-11-07&endDate=2025-11-08&adults=2®ionId=603148) ![Chianti Region showing farmland](https://images.trvl-media.com/place/603148/a6b4be95-df3f-44a2-bf6d-bb1e6f500def.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Chianti Region Hotel Reviews ![Castello di Spaltenna- Small Luxury Hotels of the World](//images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg) ### Castello di Spaltenna- Small Luxury Hotels of the World 10/10 Excellent "The breakfast was fresh with lots of options and a outdoor setting on the property. The property is beautiful, pool area and spa so peaceful. Excellent service in all areas of hotel! " [](https://expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information) ![Borgo Vescine](//images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/8d2f3252_y.jpg) ### Borgo Vescine 10/10 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. " [](https://expedia.ca/Radda-In-Chianti-Hotels-Il-Borgo-Di-Vescine.h1180553.Hotel-Information) ![COMO Castello Del Nero](//images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2_y.jpg) ### COMO Castello Del Nero 10/10 Excellent "Beautiful!" [](https://expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ## Find out more about Chianti Region ## Five Star Hotels in Chianti Region There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Chianti Region so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Chianti Region and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Chianti Region Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Chianti Region The results are in, and Chianti Region 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Chianti Region! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Chianti Region today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Chianti Region? > How much you pay for a 5-star hotel in Chianti Region can vary based on when you prefer to travel and how long you plan to be away, among a range of factors. Use our price per night filter and other search tools to find the best rate on a high-end stay. > > > > - Search for the lowest price per night from CA $75 ### What makes a hotel 5 stars in Chianti Region? > In Chianti Region, a hotel is required to offer a specific number of top-notch amenities to earn 5 stars. These can include on-site gyms, saunas and spas, gourmet restaurants, premium bedding, luxury bathroom products and more. What also sets 5-star hotels apart is their exceptional standard of service. You'll enjoy things like nightly turn-down services, concierge services and in-room massages. Some may even offer extra touches like welcome gifts. ### Are there any 5-star all-inclusive resorts in Chianti Region? > Find a luxury stay that includes your room, meals, activities and entertainment in Chianti Region with our handy filter tool. Search for properties with a 5-star rating and select the "All inclusive" filter. Make sure you check what's included in the price. 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[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) - [Poggio Alle Monache Hotels](https://www.expedia.ca/Poggio-Alle-Monache-Hotels.d553248622859413349.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) - 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[Buondonno Winery](https://www.expedia.ca/Buondonno-Winery-Castellina-in-Chianti.d553248635823420151.Vacation-Attraction) - [Casa Vinicola Luigi Cecchi](https://www.expedia.ca/Casa-Vinicola-Luigi-Cecchi-Castellina-in-Chianti.d6103262.Vacation-Attraction) - [Visit Castelnuovo dei Sabbioni](https://www.expedia.ca/Castelnuovo-Dei-Sabbioni.dx602580) - [Church of San Sigismondo](https://www.expedia.ca/Church-Of-San-Sigismondo-Gaiole-in-Chianti.d6238140.Vacation-Attraction) - [Visit 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) - [Le Miccine](https://www.expedia.ca/Le-Miccine-Cavriglia.d553248621532500723.Vacation-Attraction) - [Visit Meleto](https://www.expedia.ca/Meleto.dx6292517) - [Visit Montefioralle](https://www.expedia.ca/Montefioralle.dx3000404943) - [Visit Panzano in Chianti](https://www.expedia.ca/Panzano-In-Chianti.dx602564) - 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[Things to do in Greve in Chianti](https://www.expedia.ca/Things-To-Do-In-Greve-In-Chianti.d601773.Travel-Guide-Activities) - [Things to do in Lecchi in Chianti](https://www.expedia.ca/Things-To-Do-In-Lecchi-In-Chianti.d553248635974650979.Travel-Guide-Activities) - [Things to do in Panzano in Chianti](https://www.expedia.ca/Things-To-Do-In-Panzano-In-Chianti.d602564.Travel-Guide-Activities) - [Book 5 Star Hotels in Chianti Region on Expedia.it](https://www.expedia.it/5Stelle-Regione-Del-Chianti-Hotel.s50-0-d603148.Guida-Viaggi-Filtro-Hotel)