Title: TOP Historic Hotels in Chianti Region for 2025 | Expedia.co.uk [Chianti Region Travel Guide](https://expedia.co.uk/Chianti-Region.dx603148)[Hotels in Chianti Region](https://expedia.co.uk/Chianti-Region-Hotels.d603148.Travel-Guide-Hotels)[Holiday Rentals in Chianti Region](https://expedia.co.uk/Chianti-Region-Holiday-Rentals.d603148.Travel-Guide-HolidayRentals)[Flights to Chianti Region](https://expedia.co.uk/Cheap-Flights-To-Chianti-Region.d603148.Travel-Guide-Flights)[Things to do in Chianti Region](https://expedia.co.uk/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities)[Chianti Region Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chianti-Region.d603148.Car-Hire-Guide)[Chianti Region Holidays](https://expedia.co.uk/Chianti-Region.d603148.Holidays-City-Breaks) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/410000/410487-Torre-Del-Mangia.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Historic Hotels in Chianti Region ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![](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 Historic Hotels Tonight [29 Oct - 30 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [30 Oct - 31 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [31 Oct - 2 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chianti Region Historic Hotels ![Poolside bar](https://images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/72f1acd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Manor House Balcony Suite | View from room](https://images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/dd8f4786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/bd9729ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Land view from property](https://images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/31773bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Vignale & Spa Radda in Chianti 9.2/10 Wonderful (282) "Beautiful clean quiet. Would visit again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jaycie £163 includes taxes & fees 30 Oct - 31 Oct [](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Relais-Vignale-Spa.h1122097.Hotel-Information) ![Indoor pool, outdoor pool, open 8:30 AM to 7 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/870000/862800/862712/64683028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/870000/862800/862712/8a343c92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/870000/862800/862712/f68e355f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/870000/862800/862712/5400ca9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Lecchi Hotel Wellness Poggibonsi 9.4/10 Exceptional (80) "My wife and I spent three nights at this hotel. We enjoyed the facilities- both in the spa and the surrounding areas. The staff are outstanding and take a real pride in ensuring that all our needs are taken care of. Food was excellent and service could not be faulted. Highly recommended." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) ian £287 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Poggibonsi-Hotels-Villa-Lecchi-Hotel-Wellness.h862712.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2550000/2542300/2542211/bd706898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2550000/2542300/2542211/6d3bc507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/3000000/2550000/2542300/2542211/19526edb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool loungers](https://images.trvl-media.com/lodging/3000000/2550000/2542300/2542211/2748a205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Le Barone Greve in Chianti 9.6/10 Exceptional (138) "This was a beautiful property. The staff were very helpful and friendly. I would definitely recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christie £187 includes taxes & fees 31 Oct - 1 Nov [](https://www.expedia.co.uk/Greve-In-Chianti-Hotels-Villa-Le-Barone.h2542211.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35080000/35073400/35073320/4d3d05a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35080000/35073400/35073320/913837e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/36000000/35080000/35073400/35073320/d22eee29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35080000/35073400/35073320/128ac496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK Ruffoli 9.4/10 Exceptional (20) "This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall... ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) James £149 includes taxes & fees 31 Oct - 1 Nov [](https://www.expedia.co.uk/Greve-In-Chianti-Hotels-UNIQUE-LARGE-TERRACE-WITH-VIEWS-TO-CHAINTI-VALLEY-AND-DRINK.h35073320.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30370000/30366000/30365985/03b7a756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/31000000/30370000/30366000/30365985/c0ae1e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/31000000/30370000/30366000/30365985/57b83369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30370000/30366000/30365985/717f0916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS Ruffoli 9.2/10 Wonderful (28) "We loved the property - the kitchen and it's facilities was outstanding, same with the bathroom and the bedrooms. The exterior is peaceful and tranquil with some wonderful views. All in all a wonderful place to stay - highly recommended." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorna M. £237 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Greve-In-Chianti-Hotels-CHIANTI-VINEYARDS-OLIVE-GROVES-FOOD-TASTINGS-SCENIC-VIEWS.h30365985.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39140000/39138700/39138677/b2996c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39140000/39138700/39138677/7983115c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39140000/39138700/39138677/9753ec4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/40000000/39140000/39138700/39138677/bdafe746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cennano Suite - enter apartment Montevarchi 10/10 Exceptional (3) "After and before the tourist rushes of Florence. I enjoyed a few very quiet and relaxing days in a beautiful and spacious place. " ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Judith T. £102 includes taxes & fees 1 Nov - 2 Nov [](https://www.expedia.co.uk/Montevarchi-Hotels-Cennano-Suite-Enter-Apartment.h39138677.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67580000/67574900/67574832/7a5a0942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67580000/67574900/67574832/3f750956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, video library, stereo](https://images.trvl-media.com/lodging/68000000/67580000/67574900/67574832/942be153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67580000/67574900/67574832/3562c29b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old medieval apartment San Donato 9.8/10 Exceptional (6) "It was a cute and spacious apartment in an medieval looking building. The owner (Leonardo) was a very receptive and pleasant person." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Ali £109 includes taxes & fees 31 Oct - 1 Nov [](https://www.expedia.co.uk/Barberino-Tavarnelle-Hotels-Old-Medieval-Apartment.h67574832.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/35000000/34110000/34102500/34102457/2af46e59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34110000/34102500/34102457/5fcc914d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34110000/34102500/34102457/935aaa7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34110000/34102500/34102457/e756d866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B Terranuova Bracciolini 10/10 Exceptional (1) "Our short stay could not have been better. After difficulty with our phones and GPS, we arrived to a very gracious Christina and a relaxing stay. The breakfasts we're outstanding. Thank you so much, Christina." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn P. £123 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Terranuova-Bracciolini-Hotels-Deluxe-Room-Nero-Su-Bianco-With-AC-And-Private-Bathroom-In-Villa-Le-Facezie-BB.h34102457.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/73000000/72280000/72279600/72279580/9509d0ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72280000/72279600/72279580/7e01a778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/73000000/72280000/72279600/72279580/447e1de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, travel cot, free WiFi](https://images.trvl-media.com/lodging/73000000/72280000/72279600/72279580/05ff5304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Colle di Val d'Elsa - Siena - Apt Blue - C Colle di Val d'Elsa 10/10 Exceptional (1) "Un vero e proprio appartamentino con camera da letto e soggiorno con angolo cottura perfettamente attrezzato. Bagno molto bello con doccia doppia. Comodissimo anche il check in on line che permette di arrivare quando si vuole dopo un cero orario" ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Francesco S. £134 includes taxes & fees 30 Oct - 31 Oct [](https://www.expedia.co.uk/Colle-Di-Val-DElsa-Hotels-Apartment.h72279580.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.co.uk/Hotel-Search?startDate=2025-11-12&endDate=2025-11-13®ionId=603148&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chianti Region Hotel Reviews ![COMO Castello Del Nero](//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.co.uk/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ![Il Borro - Relais & Châteaux](//images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/4a6bd899_y.jpg) ### Il Borro - Relais & Châteaux 10/10 Excellent "A one of a kind, unique property amazing cuisine, and the tour we took of the wine cellar was the best I have ever experienced thanks to the helpfulness and knowledge of our guide Sophia" [](https://expedia.co.uk/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) ![Hotel Toscana Ambassador](//images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b_y.jpg) ### Hotel Toscana Ambassador 10/10 Excellent "Excellent emplacement pour explorer la région. Facile de se trouver un stationnement gratuit en face de l'hôtel. Chambre propre, mais relativement sans charme, plutôt impersonnelle côté déco, mais tout ce dont on a besoin y est toutefois, donc je recommande si vous cherchez qqchose d'efficace, abordable et fonctionnel. Le déjeuner buffet est très bon!" [](https://expedia.co.uk/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information) ![Hotel Certaldo](//images.trvl-media.com/lodging/2000000/1680000/1675500/1675499/0f881b23_y.jpg) ### Hotel Certaldo 10/10 Excellent "Beautiful garden in the back" [](https://expedia.co.uk/Certaldo-Hotels-Hotel-Certaldo.h1675499.Hotel-Information) ![Villa I Barronci Resort & Spa](//images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/d7de1ccd_y.jpg) ### Villa I Barronci Resort & Spa 10/10 Excellent "Spa experience was wonderful!!" [](https://expedia.co.uk/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.Hotel-Information) ![Castello di Spaltenna- Small Luxury Hotels of the World](//images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg) ### Castello di Spaltenna- Small Luxury Hotels of the World 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.co.uk/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information) ![Hotel Ristorante Alcide](//images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/d779a567_y.jpg) ### Hotel Ristorante Alcide 10/10 Excellent "I highly recommended " [](https://expedia.co.uk/Poggibonsi-Hotels-Hotel-Ristorante-Alcide.h1402058.Hotel-Information) ![Castello di Fonterutoli Wine Resort](//images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f05cf5a_y.jpg) ### Castello di Fonterutoli Wine Resort 10/10 Excellent "It was a glorious place. So quaint, clean and rustic. Very relaxing and peaceful stay. Friendly team members and excellent wine. We met some friendly people on the wine tour. The breakfast was delicious! Many options for those who don’t eat pork and a beautiful location. This is a place to return for another vacation. I will be back! 😊 " [](https://expedia.co.uk/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ![Palazzo Leopoldo Dimora Storica & Spa](//images.trvl-media.com/lodging/1000000/920000/911700/911656/95292913_y.jpg) ### Palazzo Leopoldo Dimora Storica & Spa 10/10 Excellent "Excellent breakfast. 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