Title: Book the Best Chianti Region Hotels with FREE BREAKFAST in 2026 | 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://images.trvl-media.com/place/603148/a6b4be95-df3f-44a2-bf6d-bb1e6f500def.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Free Breakfast in Chianti Region from CA $101 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chianti Region Hotels with Free Breakfast Tonight [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-16&endDate=2025-12-17&adults=2&amenities=FREE_BREAKFAST&mealPlan=FREE_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-17&endDate=2025-12-18&adults=2&amenities=FREE_BREAKFAST&mealPlan=FREE_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=FREE_BREAKFAST&mealPlan=FREE_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=FREE_BREAKFAST&mealPlan=FREE_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chianti Region hotels with free breakfast ![Aerial view](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/8a9d9969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/74216348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Italian cuisine, alfresco dining ](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/a55956cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/46476210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Certosa di Pontignano [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) Castelnuovo Berardenga 9.6/10 Exceptional (503) "Excellent place to stay even for the next time. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Xuejie CA $86 CA $101 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/29ec8453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/43c6b732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Il Torrino) | Private kitchen](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/40bd4847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms, Patio (6 Adults) | Living room](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/11fad22b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo di Pietrafitta Relais [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Borgo-Di-Pietrafitta-Relais.h2530284.Hotel-Information) Castellina in Chianti 9.4/10 Exceptional (169) "Wonderful setting." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Simon CA $123 CA $142 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Borgo-Di-Pietrafitta-Relais.h2530284.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/b50d05a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Steam room, Turkish bath, body scrubs, massages](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/e763d814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/0dc1dfcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/7a95d976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Cassia di Baccano [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Villa-Cassia-Di-Baccano.h1130942.Hotel-Information) Loro Ciuffenna 9.4/10 Exceptional (23) "The staff were great and the villa was amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ralphvincent CA $197 CA $217 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Villa-Cassia-Di-Baccano.h1130942.Hotel-Information) ![Dinner served, Regional cuisine](https://images.trvl-media.com/lodging/2000000/1190000/1186800/1186799/bdf3227e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1190000/1186800/1186799/488577ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1190000/1186800/1186799/47200692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1190000/1186800/1186799/64b641bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locanda Il Gallo [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Locanda-Il-Gallo.h1186799.Hotel-Information) Greve in Chianti 9.4/10 Exceptional (53) "The property owner was very helpful explaining wineries location and local food! The in-house restaurant was excellent and convenient! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Santina CA $210 CA $236 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Locanda-Il-Gallo.h1186799.Hotel-Information) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/089cca52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Winery](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/cbeec78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, alfresco dining ](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/afca094e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Garden view](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/eb7fec56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Meleto [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Meleto.h2537801.Hotel-Information) Gaiole in Chianti 8.8/10 Excellent (90) "This Castle is AMAZING! Agatha and Victor so kind. I highly recommend this place. Wines are extremely wonderful. We really enjoy the staying." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karem CA $171 CA $202 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Meleto.h2537801.Hotel-Information) ![Breakfast (EUR 5 per person)](https://images.trvl-media.com/lodging/5000000/4140000/4133900/4133846/c54fab53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/5000000/4140000/4133900/4133846/623d6b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/5000000/4140000/4133900/4133846/939d4b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, free minibar items](https://images.trvl-media.com/lodging/5000000/4140000/4133900/4133846/988928c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Il Viandante [](https://www.expedia.ca/Terranuova-Bracciolini-Hotels-Hotel-Il-Viandante.h4133846.Hotel-Information) Terranuova Bracciolini 9.2/10 Wonderful (162) "Arrived very late due to flight delay , communication and support from the hotel about late check in was fantastic and the owner even stayed until I arrived at 00.30\. Recommended." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) James CA $121 CA $166 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Terranuova-Bracciolini-Hotels-Hotel-Il-Viandante.h4133846.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/22000000/21530000/21521600/21521587/aff43075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/22000000/21530000/21521600/21521587/1708a273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21530000/21521600/21521587/b1566bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, local cuisine](https://images.trvl-media.com/lodging/22000000/21530000/21521600/21521587/b7869503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Molino di Foci [](https://www.expedia.ca/San-Gimignano-Hotels-Molino-Di-Foci.h21521587.Hotel-Information) San Gimignano 9.4/10 Exceptional (47) "Breakfast was fresh and beautifully presented in the atrium with a view of the Tuscan landscape. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Diego [](https://www.expedia.ca/San-Gimignano-Hotels-Molino-Di-Foci.h21521587.Hotel-Information) ![In-room dining](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/4ef3aa51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/35053b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Studio Suite, 1 Bedroom, Hot Tub, Garden View](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/b9a4ef80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool views ](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/8edfd189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa di Palaia [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Casa-Di-Palaia.h96088992.Hotel-Information) Greve in Chianti 10/10 Exceptional (22) "Very well located in the heart if the Tuscany region." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eli CA $119 CA $137 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Casa-Di-Palaia.h96088992.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/36000000/35380000/35371400/35371398/e43241b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/36000000/35380000/35371400/35371398/5dc87e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/36000000/35380000/35371400/35371398/d157a0dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/36000000/35380000/35371400/35371398/e16b396d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resort 37 [](https://www.expedia.ca/Rignano-SullArno-Hotels-Resort-37.h35371398.Hotel-Information) Rignano sull'Arno 9.8/10 Exceptional (36) "Excellent option if you are planning on shopping!! Food was outstanding, service was excellent and views were incredible. I wish we had stayed longer! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy CA $302 CA $336 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Rignano-SullArno-Hotels-Resort-37.h35371398.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/29000000/28070000/28064500/28064452/2077addd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/29000000/28070000/28064500/28064452/3cb7c05c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/29000000/28070000/28064500/28064452/403e30ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms, Kitchen, Poolside | Living area](https://images.trvl-media.com/lodging/29000000/28070000/28064500/28064452/6d61b073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Torrebianca Tuscany [](https://www.expedia.ca/Rignano-SullArno-Hotels-Torrebianca-Tuscany.h28064452.Hotel-Information) Rignano sull'Arno 9.6/10 Exceptional (40) "Lovely pool Breakfast good" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) christine CA $142 CA $159 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Rignano-SullArno-Hotels-Torrebianca-Tuscany.h28064452.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=2025-12-30&endDate=2025-12-31®ionId=603148&adults=2&mealPlan=FREE_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ## Hotels with free breakfast and pools in Chianti Region ![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39020000/39010300/39010298/8e8255f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39020000/39010300/39010298/79630d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business Triple Room](https://images.trvl-media.com/lodging/40000000/39020000/39010300/39010298/4a79cd10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39020000/39010300/39010298/43663ac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### B&B Poggiobonizio [](https://www.expedia.ca/Poggibonsi-Hotels-BB-Poggiobonizio.h39010298.Hotel-Information) Poggibonsi 9.2/10 Wonderful (62) [](https://www.expedia.ca/Poggibonsi-Hotels-BB-Poggiobonizio.h39010298.Hotel-Information) ![In-room dining](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/4ef3aa51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/35053b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Studio Suite, 1 Bedroom, Hot Tub, Garden View](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/b9a4ef80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool views ](https://images.trvl-media.com/lodging/97000000/96090000/96089000/96088992/8edfd189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa di Palaia [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Casa-Di-Palaia.h96088992.Hotel-Information) Greve in Chianti 10/10 Exceptional (22) CA $119 CA $137 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Casa-Di-Palaia.h96088992.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/40e40ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/5936a7dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/d0d6e34a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/23000000/22650000/22644800/22644742/6f4e5fd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Pensione di Vignamaggio [](https://www.expedia.ca/Greve-In-Chianti-Hotels-La-Pensione-Di-Vignamaggio.h22644742.Hotel-Information) Panzano in Chianti 9.6/10 Exceptional (117) [](https://www.expedia.ca/Greve-In-Chianti-Hotels-La-Pensione-Di-Vignamaggio.h22644742.Hotel-Information) ![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) ![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/4ad1f017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/637c56f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/7c981965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Palazzo San niccolò & Spa [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Hotel-Palazzo-San-Niccolo.h1289163.Hotel-Information) Radda in Chianti 9.2/10 Wonderful (177) CA $158 CA $184 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Hotel-Palazzo-San-Niccolo.h1289163.Hotel-Information) ![Horseback riding](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/fb1bfe8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/00ea9987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/5b35f6b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/27ef3f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Borro - Relais & Châteaux [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) Loro Ciuffenna 9.2/10 Wonderful (99) CA $655 CA $721 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119330000/119324400/119324317/w2532h1132x0y19-eb15f7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/120000000/119330000/119324400/119324317/dd89fac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/120000000/119330000/119324400/119324317/a88420d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/120000000/119330000/119324400/119324317/1d979e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Montemagni di Sopra [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Agriturismo-Montemagni-Di-Sopra.h119324317.Hotel-Information) Greve in Chianti 9.0/10 Wonderful (8) CA $132 CA $152 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Agriturismo-Montemagni-Di-Sopra.h119324317.Hotel-Information) ![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/b18ded9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/417bcb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/8b130f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 13 per person)](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/74f5dddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Leopoldo Dimora Storica & Spa [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) Radda in Chianti 9.2/10 Wonderful (275) CA $131 CA $154 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524406/ac1688f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524406/f115bff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; garden views](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524406/6f31e4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; garden views](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524406/967e2930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Poggio Borgoni [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Relais-Poggio-Borgoni.h2524406.Hotel-Information) San Casciano in Val di Pesa 9.8/10 Exceptional (57) CA $134 CA $153 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Relais-Poggio-Borgoni.h2524406.Hotel-Information) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/089cca52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Winery](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/cbeec78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, alfresco dining ](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/afca094e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Garden view](https://images.trvl-media.com/lodging/3000000/2540000/2537900/2537801/eb7fec56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Meleto [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Meleto.h2537801.Hotel-Information) Gaiole in Chianti 8.8/10 Excellent (90) CA $171 CA $202 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Meleto.h2537801.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/b50d05a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Steam room, Turkish bath, body scrubs, massages](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/e763d814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/0dc1dfcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/7a95d976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Cassia di Baccano [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Villa-Cassia-Di-Baccano.h1130942.Hotel-Information) Loro Ciuffenna 9.4/10 Exceptional (23) CA $197 CA $217 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Loro-Ciuffenna-Hotels-Villa-Cassia-Di-Baccano.h1130942.Hotel-Information) [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31®ionId=603148&adults=2&mealPlan=FREE_BREAKFAST&sort=RECOMMENDED&amenities=POOL&openPlayBack=true) ## 4-star hotels with free breakfast in Chianti Region ![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) ![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/4ad1f017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/637c56f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289163/7c981965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Palazzo San niccolò & Spa [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Hotel-Palazzo-San-Niccolo.h1289163.Hotel-Information) Radda in Chianti 9.2/10 Wonderful (177) CA $158 CA $184 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Hotel-Palazzo-San-Niccolo.h1289163.Hotel-Information) ![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/b18ded9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/417bcb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/8b130f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 13 per person)](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/74f5dddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Leopoldo Dimora Storica & Spa [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) Radda in Chianti 9.2/10 Wonderful (275) CA $131 CA $154 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/18221048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/56435536.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, steam room, Turkish bath](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/3d30ae6f.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/cf05a6fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Borgo di Cortefreda Relais [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) Barberino Tavarnelle 9.4/10 Exceptional (478) CA $119 CA $140 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) ![Couples treatment rooms, sauna, hot tub, Turkish bath, body treatments](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/db2128b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/933a0477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/c79c988c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, Turkish bath, body treatments](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/bea252c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Palazzo San Lorenzo & SPA [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information) Colle di Val d'Elsa 9.4/10 Exceptional (432) [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/36000000/35380000/35371400/35371398/e43241b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/36000000/35380000/35371400/35371398/5dc87e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/36000000/35380000/35371400/35371398/d157a0dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/36000000/35380000/35371400/35371398/e16b396d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resort 37 [](https://www.expedia.ca/Rignano-SullArno-Hotels-Resort-37.h35371398.Hotel-Information) Rignano sull'Arno 9.8/10 Exceptional (36) CA $302 CA $336 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Rignano-SullArno-Hotels-Resort-37.h35371398.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/db899670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food court](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/ebb7bbae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/1cd8f145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, Terrace | View from room](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/fa1286fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Borgo San Luigi [](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information) Monteriggioni 9.2/10 Wonderful (404) [](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information) ![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/1000000/980000/976900/976828/684aa360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/980000/976900/976828/eea15283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 15 per person)](https://images.trvl-media.com/lodging/1000000/980000/976900/976828/8d484dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/980000/976900/976828/c9e06509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Villa Cesi [](https://www.expedia.ca/Impruneta-Hotels-Hotel-Villa-Cesi.h976828.Hotel-Information) Impruneta 8.6/10 Excellent (70) [](https://www.expedia.ca/Impruneta-Hotels-Hotel-Villa-Cesi.h976828.Hotel-Information) ![Turkish bath, body treatments, body scrubs, facials](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/de7e649e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner served; Italian cuisine, pool views ](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/87471dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/c73e279c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Triple Room, 1 Bedroom, Accessible](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/fa624351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Il Piccolo Castello [](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Il-Piccolo-Castello.h892517.Hotel-Information) Monteriggioni 8.6/10 Excellent (337) [](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Il-Piccolo-Castello.h892517.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1590000/1588400/1588342/5dbc4c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/2000000/1590000/1588400/1588342/61f913b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1590000/1588400/1588342/eba2eff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1590000/1588400/1588342/b39de9f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa La Borghetta Resort [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-La-Borghetta-Resort.h1588342.Hotel-Information) Figline e Incisa Valdarno 7.8/10 Good (88) CA $157 CA $176 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-La-Borghetta-Resort.h1588342.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/f41faf16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/1360d9d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/ff372f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/900000/891700/891661/af2e1f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Casagrande Resort & SPA [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-Casagrande-Resort-SPA.h891661.Hotel-Information) Figline e Incisa Valdarno 9.2/10 Wonderful (375) CA $147 CA $165 total includes taxes & fees Jan 16 - Jan 17, 2026 [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-Casagrande-Resort-SPA.h891661.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=2025-12-30&endDate=2025-12-31®ionId=603148&adults=2&mealPlan=FREE_BREAKFAST&sort=RECOMMENDED&star=40&openPlayBack=true) ## Top Chianti Region Hotel Reviews ![Castello di Fonterutoli Wine Resort](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f05cf5a_y.jpg) ### Castello di Fonterutoli Wine Resort 10/10 Excellent "Very clean,staff was very kind and helpful. Looking forward to come back! 😊" [](https://expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ![Hotel Borgo di Cortefreda Relais](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/288cff0c_y.jpg) ### Hotel Borgo di Cortefreda Relais 10/10 Excellent "The hotel and services exceeded my expectations." [](https://expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) ![Hotel Toscana Ambassador](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b_y.jpg) ### Hotel Toscana Ambassador 10/10 Excellent "We recommend the Toscana Ambassador to everyone, as we had a great experience with its cleanliness, hospitality, friendliness, and an extraordinary breakfast, with excellent service from Ada & Julia and the rest of the crew, from the front desk to room service. If you ever visit Poggibonsi, Tuscany, stay here with no hesitation. " [](https://expedia.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information) ![Villa I Barronci Resort & Spa](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/d7de1ccd_y.jpg) ### Villa I Barronci Resort & Spa 10/10 Excellent "Stayed here as part of our honeymoon. Staff were super helpful with reservations and recommendations. The view is beautiful and the rooms are cozy. The breakfast was delicious as well." [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.Hotel-Information) ![Villa Castiglione](https://images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/dbdc1d6b_y.jpg) ### Villa Castiglione 10/10 Excellent "Nice and cute place. Great price. " [](https://expedia.ca/Impruneta-Hotels-Villa-Castiglione.h1348125.Hotel-Information) ![COMO Castello Del Nero](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2_y.jpg) ### COMO Castello Del Nero 10/10 Excellent "Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). " [](https://expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ![Park Hotel Chianti](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402089/9fa8e1be_y.jpg) ### Park Hotel Chianti 10/10 Excellent "Lovely hotel in Chianti, staff were outstanding! " [](https://expedia.ca/Barberino-Tavarnelle-Hotels-Park-Hotel-Chianti.h1402089.Hotel-Information) ![Relais Vignale & Spa](https://images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/72f1acd5_y.jpg) ### Relais Vignale & Spa 10/10 Excellent "great place and great views. breakfast was very good." [](https://expedia.ca/Radda-In-Chianti-Hotels-Relais-Vignale-Spa.h1122097.Hotel-Information) ![Castello di Spaltenna- Small Luxury Hotels of the World](https://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) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [Lgbt Friendly Hotels in Antella ](https://www.expedia.ca/Antella-Hotels-LGBT-Friendly-Hotel.0-0-d6142059-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Badia Coltibuono Hotels ](https://www.expedia.ca/Badia-Coltibuono-Hotels.d553248635975857717.Travel-Guide-Hotels) - [Casole Hotels ](https://www.expedia.ca/Casole-Hotels.d3000429476.Travel-Guide-Hotels) - [B&B in Castellina in Chianti ](https://www.expedia.ca/Castellina-In-Chianti-Bed-And-Breakfast.d55534-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Luxury Hotels in Castellina in Chianti ](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Luxury-Hotel.0-0-d55534-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Castellina in Chianti ](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Wedding-Hotels.0-0-d55534-tWeddingHotels.Travel-Guide-Filter-Hotels) - 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