Title: Book The Best Hotels in Castellina in Chianti for 2025 - Competitive Prices - Expedia.ca [Castellina in Chianti Travel Guide](https://expedia.ca/Castellina-In-Chianti.dx55534)[Vacation Rentals in Castellina in Chianti](https://expedia.ca/Castellina-In-Chianti-Vacation-Rentals.d55534.Travel-Guide-VacationRentals)[Flights to Castellina in Chianti](https://expedia.ca/Cheap-Flights-To-Castellina-In-Chianti.d55534.Travel-Guide-Flights)[Castellina in Chianti Car Rentals](https://expedia.ca/Car-Rentals-In-Castellina-In-Chianti.d55534.Car-Rental-Guide)[Castellina in Chianti Vacation Packages](https://expedia.ca/Castellina-In-Chianti.d55534.Destination-Travel-Guides) ![Castellina in Chianti showing heritage architecture, religious elements and a church or cathedral](https://images.trvl-media.com/place/55534/68deebc9-9310-492d-8f83-85d906ba54aa.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Castellina in Chianti ![](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 Castellina in Chianti Spa [](https://www.expedia.ca/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy®ionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&amenities=SPA_ON_SITE) Pool [](https://www.expedia.ca/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy®ionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&amenities=POOL) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy®ionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&lodging=APART_HOTEL) Farm [](https://www.expedia.ca/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy®ionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&lodging=AGRITOURISM) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy®ionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&travelerType=family_friendly) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy®ionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&amenities=HOT_TUB) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy®ionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&lodging=APARTMENT) Villa [](https://www.expedia.ca/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy®ionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&lodging=VILLA) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy®ionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&amenities=PETS) Condo [](https://www.expedia.ca/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy®ionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&lodging=CONDO) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy®ionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&lodging=COTTAGE) ## Check prices for these dates Tonight [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=55534&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=55534&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=55534&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=55534&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![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) ![Panoramic Suite, Vineyard View | Vineyard view](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/91065266.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/6000000/5180000/5172400/5172395/70f4f37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Fonterutoli Wine Resort Castellina in Chianti 9.4/10 Exceptional (193) "Amazing experience all around! Stayed for 2 nights!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Matthew CA $207 CA $235 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.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) ![Garden](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/92b373a8.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) ![Winery](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/fcc48187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Squarcialupi Castellina in Chianti 9.8/10 Exceptional (70) "Friendly staff and felt like family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $277 CA $315 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Palazzo-Squarcialupi.h4459020.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/ac9c98a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/e4212b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Double Room, Patio | View from room](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/20f4cb97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/e1345488.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locanda le Piazze Castellina in Chianti 9.8/10 Exceptional (183) "Absolutely gorgeous property!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) David CA $413 CA $464 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Locanda-Le-Piazze.h3556560.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/5000000/4990000/4985100/4985032/d80b49b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/5000000/4990000/4985100/4985032/f3280e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room (Castello La Leccia)](https://images.trvl-media.com/lodging/5000000/4990000/4985100/4985032/600a5ff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily local cuisine breakfast](https://images.trvl-media.com/lodging/5000000/4990000/4985100/4985032/53b0db46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello La Leccia Castellina in Chianti 10/10 Exceptional (90) "Very beautiful property. Staff is very welcoming and professional." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) haluk CA $271 CA $304 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Castello-La-Leccia.h4985032.Hotel-Information) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/5edc5b37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/8fc9f594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 15 per person)](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/86ecdf94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/4cc4dd78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Colle Etrusco Salivolpi Castellina in Chianti 9.6/10 Exceptional (111) "Beautiful relaxing property. We wish we had more time to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendi CA $147 CA $167 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Hotel-Colle-Etrusco-Salivolpi.h2540748.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) ![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) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/93f882ff.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 Castellina in Chianti 9.4/10 Exceptional (165) "We had the most incredible stay here! The staff were so warm and friendly, nothing was too big an ask. The restaurant down the road is fantastic, and you can order pizzas from the local town. I was there for 3 nights without a car and it wasn’t an issue (as long as you’re willing to go to the same restaurant multiple times). The pool was fantastic, the views across the valley even better and we just couldn’t recommend it more! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Aoife CA $127 CA $146 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Borgo-Di-Pietrafitta-Relais.h2530284.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/36000000/35090000/35081700/35081628/1ee9fe4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/36000000/35090000/35081700/35081628/047d93c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food court](https://images.trvl-media.com/lodging/36000000/35090000/35081700/35081628/257ed33b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Suite, Terrace, Vineyard View | View from room](https://images.trvl-media.com/lodging/36000000/35090000/35081700/35081628/bac8ad6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Villa Godenano - Pool & Restaurant Castellina in Chianti 9.2/10 Wonderful (48) "Breakfast, pool, lovely hotel staff " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Eamonn CA $222 CA $246 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Hotel-Villa-Godenano.h35081628.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/cac6885d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/49c8818d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/7618dff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/e313c01a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Belvedere di San Leonino Castellina in Chianti 9.6/10 Exceptional (176) "Brilliant hotel , pool and restaurant " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Daniel CA $126 CA $148 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Belvedere-Di-San-Leonino.h2540742.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/1000000/920000/919000/918923/ac255c99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9:00 AM to 8 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/920000/919000/918923/aa4db92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/920000/919000/918923/791027e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/919000/918923/0b3586ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Casafrassi Wine Resort Castellina in Chianti 8.2/10 Very good (214) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aloisio CA $198 CA $244 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Hotel-Casafrassi.h918923.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/9000000/8160000/8157400/8157349/ce94a042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/9000000/8160000/8157400/8157349/79445c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room | View from room](https://images.trvl-media.com/lodging/9000000/8160000/8157400/8157349/223c55fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8160000/8157400/8157349/2a5b12cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albergo Il Colombaio Castellina in Chianti 8.4/10 Very good (58) "I was a little hesitant about staying outside a "major city," but I'm so glad we did. Very cute hotel and room. It was a short walk to the local town, which had lots of options for dinner and chianti tasting. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine CA $198 CA $223 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Albergo-Il-Colombaio.h8157349.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/15000000/14830000/14828100/14828033/1f229b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Winery](https://images.trvl-media.com/lodging/15000000/14830000/14828100/14828033/54c16bcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/15000000/14830000/14828100/14828033/8e69cdee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/15000000/14830000/14828100/14828033/d7be7473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Collelungo Castellina in Chianti 9.2/10 Wonderful (45) "Nicely relaxing place 5 minutes away from town and everything and still very quiet Right on the wineyard " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Marc CA $184 CA $209 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Collelungo.h14828033.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/3584552d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Kitchenette (Iris) | Private kitchen](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/a0c7f7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Kitchenette (Iris)](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/eb2dffec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/313690ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo La Ferrozzola Castellina in Chianti 9.4/10 Exceptional (9) "Very nice agriturismo. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruth CA $186 CA $212 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Agriturismo-La-Ferrozzola.h42405029.Hotel-Information) ![Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/26000000/25170000/25163600/25163522/aa257512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Land view from property](https://images.trvl-media.com/lodging/26000000/25170000/25163600/25163522/123a3a8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/26000000/25170000/25163600/25163522/e87f673d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/26000000/25170000/25163600/25163522/a5eafc3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residenzia del Sogno Castellina in Chianti 9.8/10 Exceptional (14) "Beautiful and authentic place, lovely couple running the place that care about you and your stay. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Katherine CA $185 CA $211 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Residenzia-Del-Sogno.h25163522.Hotel-Information) ![Panoramic Apartment, Hill View (4) | Terrace/patio](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/6b1205b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Apartment (2) | Terrace/patio](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/975fa997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/36cba6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Apartment, Hill View | View from room](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/6d0c456d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Vacanze Squarcialupi Castellina in Chianti 8.0/10 Very good (2) "Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey CA $160 CA $185 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Casa-Vacanze-Squarcialupi.h42405254.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115050000/115045000/115044976/15d99987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Valley View | View from room](https://images.trvl-media.com/lodging/116000000/115050000/115045000/115044976/f6e90836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub, steam room, body treatments, facials, massages](https://images.trvl-media.com/lodging/116000000/115050000/115045000/115044976/6cc6c755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115050000/115045000/115044976/74d50f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PODERE 1384 Castellina in Chianti CA $978 CA $1,085 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-PODERE-1384.h115044976.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89040000/89035100/89035039/72f32f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 12 per person)](https://images.trvl-media.com/lodging/90000000/89040000/89035100/89035039/b71dd714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Double Room](https://images.trvl-media.com/lodging/90000000/89040000/89035100/89035039/accbe321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, Italian cuisine](https://images.trvl-media.com/lodging/90000000/89040000/89035100/89035039/7ff42156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### IQ Hotel Firenze Historic Centre of Florence 9.6/10 Exceptional (1020) "Very comfortable stay." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Maria CA $163 CA $202 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Florence-Hotels-IQ-Hotel-Firenze.h89035039.Hotel-Information) ![Executive Suite (Jacuzzi)](https://images.trvl-media.com/lodging/2000000/1610000/1604300/1604285/9b3b942d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/2000000/1610000/1604300/1604285/66e21d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite](https://images.trvl-media.com/lodging/2000000/1610000/1604300/1604285/696dbe62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1610000/1604300/1604285/612cddd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel La Scaletta Al Ponte Vecchio Historic Centre of Florence 8.8/10 Excellent (934) "Amazing property & the staff is incredible.Love this place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $164 CA $204 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Florence-Hotels-Hotel-La-Scaletta-Florence.h1604285.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/110000/108100/108028/7e915af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/110000/108100/108028/39099007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Terrace](https://images.trvl-media.com/lodging/1000000/110000/108100/108028/7a1156a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/110000/108100/108028/9c2b0ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Market Urban Hotel Historic Centre of Florence 9.6/10 Exceptional (1010) "Very friendly staff, excellent breakfast, great location " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jia CA $188 CA $229 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Florence-Hotels-The-Market-Urban-Hotel.h108028.Hotel-Information) ![Garden views, open daily](https://images.trvl-media.com/lodging/1000000/920000/913600/913526/e7798301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/920000/913600/913526/d9d2a48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Annex Building (stair access only) | Private kitchen](https://images.trvl-media.com/lodging/1000000/920000/913600/913526/8e79fd5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Annex Building (stair access only) | Living area](https://images.trvl-media.com/lodging/1000000/920000/913600/913526/7426d88e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Globus Urban Hotel Historic Centre of Florence 9.4/10 Exceptional (1064) "Friendly staff. Lots of restaurants nearby and close to station and main attractions." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Noelle CA $210 CA $254 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Florence-Hotels-Globus-Urban-Hotel.h913526.Hotel-Information) ![Superior Room, Balcony | Balcony](https://images.trvl-media.com/lodging/1000000/850000/849900/849839/c7d418e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/850000/849900/849839/7a86f801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/850000/849900/849839/056604fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/850000/849900/849839/59e14086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orto De Medici Hotel Historic Centre of Florence 9.6/10 Exceptional (1011) "We had a wonderful time staying and close to a lot of wonderful spots to visit. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JoAnn CA $184 CA $225 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Florence-Hotels-Orto-De-Medici-Hotel.h849839.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-11&endDate=2025-11-12®ionId=55534&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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%2FCastellina-In-Chianti-Hotels.d55534.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCastellina-In-Chianti-Hotels.d55534.Travel-Guide-Hotels) ## Learn more about Castellina in Chianti Medieval stone buildings line the narrow streets where you'll find Tuscany's best wine shops and the fascinating Etruscan tomb museum. Climb the fortress tower for panoramic vineyard views, then join locals at Piazza del Comune for aperitivo hour with regional cheeses. [See all hotels in Castellina in Chianti](https://www.expedia.ca/Hotel-Search?startDate=2025-11-11&endDate=2025-11-12&adults=2®ionId=55534) ![Castellina in Chianti showing heritage architecture, religious elements and a church or cathedral](https://images.trvl-media.com/place/55534/68deebc9-9310-492d-8f83-85d906ba54aa.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Find out more about Castellina in Chianti ### Top reasons to visit Castellina in Chianti - **Scenic Countryside:** Explore the picturesque Chianti countryside, with its rolling hills and charming villages. - **Historic Attractions:** Visit enchanting churches, vibrant piazzas, and ancient castles that showcase rich local culture. - **Wine Tours:** Indulge in tours of the renowned Chianti vineyards, tasting exquisite local wines. - **Outdoor Adventures:** Enjoy activities like hiking along the scenic Sentierelsa trail amidst stunning landscapes. - **Relaxing Atmosphere:** Experience a tranquil getaway with spa treatments, friendly locals, and cozy accommodations. ### Find great hotels near Castellina in Chianti Discover the charm of Castellina in Chianti, where a variety of accommodation options await you. From inviting agritourism properties to cozy bed & breakfasts, you’ll find the perfect spot for your Tuscan getaway. Many hotels cater to families and pet-friendly travellers, offering unique winery-themed experiences. Whether you're searching for hotels in Castellina, Chianti hotels, or accommodation in Castellina, this picturesque destination has something for everyone. - **[Hotel Athena:](https://www.expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information)** Nestled in the vibrant city centre and just 17.7km from Castellina in Chianti, Hotel Athena is a 4-star retreat perfect for adventure seekers. This hotel embraces a city-themed atmosphere, offering a variety of exciting outdoor activities right on your doorstep. Guests can indulge in mountain biking, hiking, and rafting in the beautiful Tuscan landscape. With its modern amenities and focus on adventure, Hotel Athena is an ideal choice for those looking to explore the great outdoors while enjoying the comforts of city life. - **[NH Siena:](https://www.expedia.ca/Siena-Hotels-NH-Siena.h15716.Hotel-Information)** Located 16.1km from Castellina in Chianti, NH Siena is a sophisticated 4-star property that caters to both business travellers and pet owners. Its city-themed ambiance is complemented by essential business amenities, including a well-equipped meeting room and conference centre. The hotel is also pet-friendly, welcoming dogs and cats, and offers various services to accommodate your furry companions. With its prime location in the city centre and excellent facilities, NH Siena provides a perfect blend of convenience and comfort for professional and leisure guests alike. - **[Hotel Chiusarelli:](https://www.expedia.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information)** A charming 3-star hotel located 17.7km from Castellina in Chianti, Hotel Chiusarelli combines a city-themed experience with business-friendly amenities and pet accommodations. The hotel allows pets free of charge, providing food and water bowls for your furry friends. Business travellers will appreciate the supportive facilities, making it an excellent choice for work or leisure. Situated in the heart of the city, Hotel Chiusarelli offers a warm atmosphere where guests can enjoy the best of Tuscany while having all the necessary amenities at their fingertips. ### Where to stay in Castellina in Chianti Castellina in Chianti offers a delightful escape into the heart of Tuscany, where you can explore the picturesque Chianti countryside and charming villages. Nearby, the historic city of Siena invites you to experience its rich culture, while the beautiful landscapes provide ample opportunities for outdoor adventures. Enjoy the relaxing atmosphere and friendly locals as you immerse yourself in the luxury and serenity of this enchanting region. - **[Fonterutoli:](https://www.expedia.ca/Fonterutoli-Hotels.d6342141.Travel-Guide-Hotels)** Nestled within the picturesque landscape of Castellina in Chianti, Fonterutoli is a charming village that captures the essence of Tuscany. Its visitor numbers fluctuate seasonally, with peaks in April, July, and September, making it a great spot for a romantic getaway or outdoor adventures. Here, you can enjoy engaging tours that showcase the region's rich history, with numerous historic buildings and sites nearby. The tranquil atmosphere and stunning views make Fonterutoli a delightful place to explore the beauty of Chianti. - **[Lilliano:](https://www.expedia.ca/Lilliano-Hotels.d553248622859062176.Travel-Guide-Hotels)** Lilliano is another quaint village situated in the captivating region of Castellina in Chianti. This village experiences moderate seasonal tourism, with a notable surge from July to September. Lilliano is perfect for culture enthusiasts seeking a mix of entertainment and romance. Visitors can explore local museums and historic buildings, while also having access to event and conference venues. The charm of Lilliano lies in its warm atmosphere and cultural richness, making it an ideal spot to immerse yourself in the local heritage. - **[Sicelle:](https://www.expedia.ca/Sicelle-Hotels.d6343024.Travel-Guide-Hotels)** Positioned within the stunning Castellina in Chianti area, Sicelle is a delightful village that attracts visitors with its romantic ambience and outdoor experiences. Seasonally moderate, visitor numbers peak from July to September, making it a vibrant locale during the summer months. Popular activities in Sicelle include various sports and swimming opportunities, perfect for those looking to enjoy the great outdoors. The village is also home to charming piazzas and squares, where you can relax and soak in the local culture and community spirit. ### Things to do near Castellina in Chianti Castellina in Chianti is perfect for a romantic outdoor getaway, offering delightful activities such as spa treatments and body care. Explore the scenic Sentierelsa trail, indulge in tours to Siena, and discover the area's best attractions. Although skiing opportunities are limited, the local entertainment scene ensures a memorable experience, blending relaxation with adventure amidst the stunning Tuscan landscape. **Shopping** For unique gifts and souvenirs, explore Ra-Ma snc, located 12.9km from Castellina in Chianti. If you're up for a drive, [The Mall Luxury Outlet](https://www.expedia.ca/The-Mall-Luxury-Outlet-Hotels.0-l6143206-0.Travel-Guide-Filter-Hotels), 112.9km away, offers a variety of luxury brands, while the [Conte of Florence Factory Outlet](https://www.expedia.ca/Conte-Of-Florence-Factory-Outlet-Hotels.0-l553248621532498687-0.Travel-Guide-Filter-Hotels), 41.8km distant, is perfect for stylish finds. **Recreation** In Castellina in Chianti, experience tranquility at the Alta Val d'Elsa River Park, a serene spot for relaxation, just 16.1km away. For sports enthusiasts, the Siena Stadium and Stadio Artemio Franchi, both about 10 and 17.7km away respectively, offer an energetic atmosphere for exciting events. **Adventure** Experience the breathtaking Sentierelsa Trail, an 12.9km hiking route offering stunning scenery and outdoor adventure. For a thrilling ride, head to Siena Circuit, located 24.1km away, for an exhilarating karting experience. Relax and cool off at Acquacalda Swimming Pool, situated 14.5km from Castellina in Chianti. **Nightlife** Experience the charm of Castellina in Chianti's nightlife by visiting [Teatro dei Rinnovati](https://www.expedia.ca/Teatro-Dei-Rinnovati-Hotels.0-l6077970-0.Travel-Guide-Filter-Hotels) for captivating performances, or explore the Chianti Observatory for a unique night under the stars. For a cozy drink, head to Il Fiaschetto, where you can enjoy a romantic atmosphere with friends. *\*Distances are measured in a straight line; actual driving distances may vary depending on the route.* ### Booking tips and Expedia advantages for Castellina in Chianti When visiting Castellina in Chianti, you can save money by taking advantage of free attractions like Piazza del Campo and Palazzo Pubblico. For transportation, consider walking or using the bus to cut costs. The best times to visit for lower prices are January to February and November, while booking about a month in advance is recommended. Mondays are the cheapest days to stay, so plan accordingly. Utilize Expedia’s search tool for deals, and consider package options that combine flights and accommodations for additional savings. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Castellina in Chianti 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:** Book your hotel in Castellina in Chianti about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Castellina in Chianti is Monday. The most expensive day to stay in Castellina in Chianti is Friday. - **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to refine your options based on your budget, preferred location, and the type of accommodation you desire. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To discover the best prices and deals, arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in Castellina in Chianti with your flights and activities through an Expedia package. ### Find the best attractions near Castellina in Chianti Castellina in Chianti is an enchanting destination perfect for romantic getaways and outdoor adventures. Visitors can explore charming churches, vibrant piazzas, and historic castles, all while soaking in the region's rich culture and stunning landscapes. Don't miss the chance to tour the picturesque Chianti vineyards and immerse yourself in the local experience. Whether you're seeking romance or entertainment, Castellina in Chianti has something for everyone. - **[Piazza del Campo:](https://www.expedia.ca/Piazza-Del-Campo-Hotels.0-l6077950-0.Travel-Guide-Filter-Hotels)** Located 17.7km from Castellina in Chianti, this iconic square is renowned for its unique shell shape and vibrant atmosphere. It’s a cultural hub where locals and tourists mingle, especially during the famous Palio horse race. - **[Castello di Radda Winery:](https://www.expedia.ca/Castello-Di-Radda-Winery-Hotels.0-l553248621532501476-0.Travel-Guide-Filter-Hotels)** Just 8.0km away, this enchanting winery is set within a historic castle, offering romantic views and a rich cultural experience. Enjoy exquisite wine tastings and explore the picturesque vineyards that epitomize the Tuscan landscape. - **[Palazzo Pubblico:](https://www.expedia.ca/Palazzo-Pubblico-Hotels.0-l6077946-0.Travel-Guide-Filter-Hotels)** Situated 17.7km from Castellina in Chianti, this historic palace features stunning architecture and art. It houses important civic offices and provides insight into the history and culture of Siena through its beautiful frescoes. ### Best time to go to Castellina in Chianti The best time to visit Castellina in Chianti can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Castellina in Chianti falls in July, when visitor numbers are slightly high and weather is sunny with no rain. The coolest average temperature in Castellina in Chianti falls in January, visitor numbers are average 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 | 40.8°F (4.9°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | February | 42.8°F (6.0°C) | Light Rain | Mostly Sunny | Average | 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 | Slightly High | 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 | Slightly High | Average | | August | 75.6°F (24.2°C) | No Rain | Sunny | Slightly High | Average | | September | 67.1°F (19.5°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 58.5°F (14.7°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | November | 50.0°F (10.0°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | December | 43.3°F (6.3°C) | Light Rain | Mostly Sunny | Slightly Low | Average | ### The nearest major airports for your trip to Castellina in Chianti Accessing Castellina in Chianti is convenient via two major airports. Florence Airport ([FLR](https://www.expedia.ca/Peretola-Airport-Hotels.0-aFLR-0.Travel-Guide-Filter-Hotels)\-Peretola) is located 37.0km away, with excellent hotel options such as 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), both approximately 6.4km from the airport, offering various transportation services including airport shuttles. Pisa Airport ([PSA](https://www.expedia.ca/Galileo-Galilei-Airport-Hotels.0-aPSA-0.Travel-Guide-Filter-Hotels)\-Galileo Galilei), situated 75.6km from Castellina, also has superb hotels like the 5-star [Bagni di Pisa Palace & Thermal Spa](https://www.expedia.ca/San-Giuliano-Terme-Hotels-Bagni-Di-Pisa.h1113530.Hotel-Information), located 8.0km away, which provides shuttle services. Other nearby hotels include [Pisa Tower Plaza](https://www.expedia.ca/Pisa-Hotels-Allegroitalia-Pisa-Tower-Plaza.h3067108.Hotel-Information), just 3.2km from the airport, ensuring easy access for travellers. ## Frequently asked questions ### What are the top-rated luxury hotels in Castellina In Chianti? > Among the top-rated luxury hotels in Castellina In Chianti, [Locanda le Piazze](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Locanda-Le-Piazze.h3556560.Hotel-Information), [Belvedere di San Leonino](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Belvedere-Di-San-Leonino.h2540742.Hotel-Information), and [Palazzo Squarcialupi](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Palazzo-Squarcialupi.h4459020.Hotel-Information) are consistently celebrated for their exceptional quality. > > > > The 4-star Locanda le Piazze, with a 9.8 rating, is frequently praised by guests for its beautiful pool and spacious rooms. The on-site winery and garden-view restaurant are also great features, complemented by excellent food and service. > > > > Belvedere di San Leonino, a 4-star hotel rated 9.6, offers a warm welcome with its friendly and wonderful staff. Guests often praise the cosy, clean rooms and the excellent food served at its garden-view restaurant. It also features an on-site winery and vineyard views. > > > > The 4-star Palazzo Squarcialupi, also with a 9.8 rating, provides wellness experiences with a full-service spa, sauna, steam room, and hot tub. Its Beaux-Arts design and lovely garden and pool are frequently highlighted by guests, alongside the helpful staff and good breakfast. ### Which area of Castellina In Chianti is best to stay in for luxury hotels? > The best area to stay in Castellina in Chianti for luxury hotels is generally just outside the historic town centre, offering tranquillity and expansive views. > > > > Guests seeking high-end accommodations will find many excellent options located in the rolling hills surrounding the main village. These hotels often feature their own vineyards, olive groves, and offer a peaceful escape with stunning vistas of the Tuscan countryside. You'll typically find them a short drive from the town's main road, Via Ferruccio, which is lined with small shops and eateries. > > > > This setting is particularly well-suited for couples looking for a romantic and private getaway. The luxury hotels here often provide amenities like fine dining restaurants, spas, and infinity pools, making them ideal for unwinding after a day of exploring. ### How much does a luxury hotel in Castellina In Chianti cost? > Luxury hotel prices in Castellina In Chianti vary, but you can find a great deal on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates. ### Which luxury hotels in Castellina In Chianti are good for families? > For families seeking luxury accommodation in Castellina In Chianti, [Villa Casalecchi Country Hotel](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Villa-Casalecchi-Country-Hotel.h2540749.Hotel-Information), [Belvedere di San Leonino](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Belvedere-Di-San-Leonino.h2540742.Hotel-Information), [Hotel Casafrassi Wine Resort](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Hotel-Casafrassi.h918923.Hotel-Information), and [Palazzo Squarcialupi](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Palazzo-Squarcialupi.h4459020.Hotel-Information) provide excellent options. > > > > The 4-star Villa Casalecchi Country Hotel, with a 9.2 rating, offers an outdoor pool with sun loungers, making it suitable for families. Room service and air conditioning are also provided for guest comfort. > > > > Belvedere di San Leonino, a 4-star hotel rated 9.6, features an onsite winery and a restaurant with garden views. Customers frequently praise the friendly and wonderful staff, the cosy and clean rooms, and the excellent food and great service provided, making it a pleasant stay for families. > > > > The 4-star Hotel Casafrassi Wine Resort, with an 8.2 rating, offers a complimentary local breakfast and a restaurant with garden views. Its Beaux-Arts property design and onsite winery add to its unique character, alongside premium bedding and resort-inclusive housekeeping. > > > > Palazzo Squarcialupi, a 4-star property with an outstanding 9.8 rating, boasts an onsite winery and a full-service spa with a sauna, steam room, and hot tub. Reviewers consistently highlight the friendly and helpful staff, the good breakfast, and the lovely garden and pool areas, which are beneficial for families. ### What are the best luxury hotels in Castellina In Chianti with a pool? > For luxury hotels in Castellina In Chianti offering a pool, consider [Locanda le Piazze](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Locanda-Le-Piazze.h3556560.Hotel-Information), [Belvedere di San Leonino](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Belvedere-Di-San-Leonino.h2540742.Hotel-Information), [Hotel Casafrassi Wine Resort](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Hotel-Casafrassi.h918923.Hotel-Information), [Palazzo Squarcialupi](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Palazzo-Squarcialupi.h4459020.Hotel-Information), and [Villa Casalecchi Country Hotel](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Villa-Casalecchi-Country-Hotel.h2540749.Hotel-Information). > > > > The 4-star Locanda le Piazze, with an exceptional 9.8 rating, features a beautiful pool complemented by a poolside bar and a garden view restaurant. Customers frequently praise the fantastic food and the spacious rooms. > > > > The 4-star Belvedere di San Leonino, rated 9.6, offers both an outdoor and a seasonal outdoor pool. This hotel is praised for its friendly and wonderful staff, cosy and clean rooms, and excellent food, with an on-site winery. > > > > Hotel Casafrassi Wine Resort, a 4-star property with an 8.2 rating, provides a seasonal outdoor pool and a resort-inclusive pool. Guests benefit from complimentary local breakfast and premium bedding within a Beaux-Arts property design. > > > > The 4-star Palazzo Squarcialupi, also with a 9.8 rating, boasts a lovely seasonal outdoor pool. Reviewers often highlight the helpful staff, good breakfast, and the hotel's on-site winery, along with a full-service spa. > > > > Villa Casalecchi Country Hotel, a 4-star establishment rated 9.2, offers both an outdoor pool and sun loungers, alongside a seasonal outdoor pool. ### Which luxury hotels in Castellina In Chianti are good for couples? > In Castellina In Chianti, [Locanda le Piazze](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Locanda-Le-Piazze.h3556560.Hotel-Information) is an excellent choice for couples. > > > > The 4-star Locanda le Piazze, with an exceptional 9.8 rating, offers an onsite winery and a poolside bar, ideal for romantic evenings. Many guests have praised the spacious rooms and the beautiful pool, alongside the fantastic food and great service provided by the staff. ### What luxury activities and experiences are there in Castellina In Chianti? > The best luxury activities and experiences in Castellina In Chianti revolve around bespoke wine tours, gourmet dining, and private cultural excursions. > > > > For couples, a private wine tour of a prestigious estate like Castello di Fonterutoli offers an intimate and educational experience. You'll often have a dedicated guide, access to exclusive cellars, and a tasting of their finest vintages, sometimes including rare library wines, paired with local cheeses and cured meats. Many estates also offer cooking classes focusing on traditional Tuscan cuisine, which can be a fun and romantic activity to do together. > > > > Gourmet dining is another highlight. Restaurants such as Badia a Coltibuono or La Botte di Bacco provide exceptional culinary journeys, often featuring tasting menus that showcase seasonal, local ingredients paired with an extensive selection of Chianti Classico wines. These establishments frequently offer outdoor dining with stunning views of the rolling vineyards, great for a special occasion. > > > > For those interested in local culture and history, arranging a private guided tour of Siena or Florence from Castellina In Chianti is highly recommended. ### How can I save on a luxury hotel in Castellina In Chianti with Expedia? > There are plenty of ways to save on a luxury hotel in Castellina In Chianti. Unlock our lowest prices by joining [One Key™](https://www.expedia.ca/welcome-one-key), Expedia's travel rewards program. It's free and easy to sign up, and you can access member perks too. Typically, booking in advance will help you save on your luxury hotel booking. If you're feeling spontaneous, be sure to check for last-minute deals. ### Is it cheaper to book a luxury Castellina In Chianti hotel and flights as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. ### Can I cancel my luxury hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right luxury hotel in Castellina In Chianti for you. ### How can I save on a Castellina in Chianti hotel booking with Expedia? > Members always get our best prices. Find our best Castellina in Chianti 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 Castellina in Chianti hotel? > Prices for hotels in Castellina in Chianti often vary, but you can find a great deal 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. 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