Title: TOP Winery 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 Winery Hotels in Chianti Region ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chianti Region Winery Hotels Tonight [19 Sept - 20 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-09-19&endDate=2025-09-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [20 Sept - 21 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-09-20&endDate=2025-09-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [19 Sept - 21 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-09-19&endDate=2025-09-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=603148&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chianti Region Winery Hotels ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/8000000/7570000/7564900/7564854/3167b59e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite | In-room safe, individually furnished, soundproofing, free WiFi](https://images.trvl-media.com/lodging/8000000/7570000/7564900/7564854/da2e11e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/8000000/7570000/7564900/7564854/7c35f9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7570000/7564900/7564854/d55388f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello Vicchiomaggio Greve in Chianti 9.4/10 Exceptional (360) "This property is gorgeous! The grounds are beautiful. The restaurant was excellent! " £149 includes taxes & fees 5 Oct - 6 Oct [](https://www.expedia.co.uk/Greve-In-Chianti-Hotels-Castello-Vicchiomaggio.h7564854.Hotel-Information) ![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 | 2 bedrooms, blackout curtains, free WiFi, bed sheets](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) ![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) ### Castello di Fonterutoli Wine Resort Castellina in Chianti 9.4/10 Exceptional (184) "Really nice, quiet, next to the vineyard. " £197 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/8d2f3252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Camera Deluxe Plus | 1 bedroom, minibar, individually decorated, individually furnished](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/e7bd3918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/cbf46611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/22162502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Vescine Radda in Chianti 9.4/10 Exceptional (240) "Wonderful staff " £279 includes taxes & fees 28 Sept - 29 Sept [](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Il-Borgo-Di-Vescine.h1180553.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) ![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) ![Minibar, in-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/57d93a90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/e4212b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locanda le Piazze Castellina in Chianti 9.8/10 Exceptional (182) "Great place to stay!! Plenty of vineyards and towns close by! " £276 includes taxes & fees 14 Oct - 15 Oct [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Locanda-Le-Piazze.h3556560.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3610000/3605900/3605816/f6f6c579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/4000000/3610000/3605900/3605816/4fd3ea89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3610000/3605900/3605816/eb372085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub, Turkish bath/hammam, body treatments](https://images.trvl-media.com/lodging/4000000/3610000/3605900/3605816/60fdab27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Villa Campomaggio Radda in Chianti 9.2/10 Wonderful (159) "Loved our three night stay. Very beautiful property, great food, and lovely staff. " £146 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Hotel-Villa-Campomaggio.h3605816.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2530000/2526600/2526551/824d18c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/3000000/2530000/2526600/2526551/c8e9b8f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/3000000/2530000/2526600/2526551/74def047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2530000/2526600/2526551/ce02717a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fattoria San Donato San Gimignano 9.4/10 Exceptional (59) "The place is very nice, in Toscana. Quiet, peacefull" [](https://www.expedia.co.uk/San-Gimignano-Hotels-Fattoria-San-Donato.h2526551.Hotel-Information) ![Minibar, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/f531fd35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/6c69e565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room | Minibar, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/304a196c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double or Twin Room, Valley View | Valley view](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/705d9d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Leon Bianco San Gimignano City Centre 9.4/10 Exceptional (547) "Phenomenal location at the heart of San Gimignano" £97 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/San-Gimignano-Hotels-Hotel-Leon-Bianco.h1314959.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1840000/1834100/1834037/96e2a94a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1840000/1834100/1834037/305f215c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Non Smoking, Park View | Hypo-allergenic bedding, down duvets, minibar, in-room safe](https://images.trvl-media.com/lodging/2000000/1840000/1834100/1834037/02cf7c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment, 2 Bedrooms, Patio, Ground Floor (With Private Garden) | Hypo-allergenic bedding, down duvets, minibar, in-room safe](https://images.trvl-media.com/lodging/2000000/1840000/1834100/1834037/8ca85951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Casolare Le Terre Rosse San Gimignano 9.2/10 Wonderful (441) "Just a lovely place all over" £119 includes taxes & fees 16 Oct - 17 Oct [](https://www.expedia.co.uk/San-Gimignano-Hotels-Hotel-Casolare-Le-Terre-Rosse.h1834037.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540749/18f15682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540749/11913afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540749/478fe491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540749/2a71d69b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Casalecchi Country Hotel Castellina in Chianti 9.2/10 Wonderful (116) "A truly unique Tuscany experience!" [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Villa-Casalecchi-Country-Hotel.h2540749.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/e08a63e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/a129c83f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun deck](https://images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/19fe592e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/88101e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Pescille - Tuscany Charme San Gimignano 9.2/10 Wonderful (318) "Amazing Hotel, great location, the room very renovated and the breakfast was amazing - we really enjoyed and recommended the hotel" £90 includes taxes & fees 28 Sept - 29 Sept [](https://www.expedia.co.uk/San-Gimignano-Hotels-Hotel-Pescille.h2525287.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=2025-10-03&endDate=2025-10-04®ionId=603148&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Chianti Region Hotel Reviews ![Hu Norcenni Girasole Village](//images.trvl-media.com/lodging/4000000/3540000/3530100/3530075/dcea3a98_y.jpg) ### Hu Norcenni Girasole Village 10/10 Excellent "Clean pool, everything within easy reach, beautiful rooms, lovely staff, my only concern was the lack of a kettle in the room- this was managable but I'd say a kettle is more universal that an espresso maker. Take bug bite spray though- the bugs ate me alive due to being in the hills, but still one of the best places with everything being near. The little road train was fabulous! Its made me want to book another break with Hu! " [](https://expedia.co.uk/Figline-E-Incisa-Valdarno-Hotels-Norcenni-Girasole-Village.h3530075.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 "Wonderful place to stay to soak in the views of Tuscany. The pool area with views are gorgeous. Breakfast was fantastic. Rooms were clean, property was quiet. There are a lot of dining options a 10 min drive away in the town of San Casciano. You definately need a car here. Absoltuely wonderful stay, the highlight of my trip!" [](https://expedia.co.uk/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.Hotel-Information) ![Hotel Borgo di Cortefreda Relais](//images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/288cff0c_y.jpg) ### Hotel Borgo di Cortefreda Relais 10/10 Excellent "Beautiful, picturesque, elegant charm, romantic but also good for families. The hotel was modern but still charming. Rooms were spacious, service was wonderful and the restaurant has been one of the best! Dinner was incredible- everything on the menu. Specifically, the wild boar stew, truffle gnocchi and the Osso Bucco. Pool was perfect and again the views!!!" [](https://expedia.co.uk/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.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 "Really nice, quiet, next to the vineyard. " [](https://expedia.co.uk/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ![Hotel Toscana Ambassador](//images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b_y.jpg) ### Hotel Toscana Ambassador 10/10 Excellent "Wonderful breakfast. Good location!" [](https://expedia.co.uk/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.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 "An utterly enchanting escape nestled within the Tuscan hills, Castello di Spaltenna perfectly blends centuries-old charm with modern elegance. The spa and both indoor and outdoor pools are wonderfully indulgent, complemented by serene views across vineyards and olive groves. The Michelin-starred restaurant, Il Pievano, delivers exceptional cuisine under romantic candlelight, while attentive and warm-hearted service adds to every moment. Each room feels genuinely Tuscan—stone walls, beamed ceilings, cozy fireplaces—all paired with contemporary comforts. Mornings on the breakfast terrace offer breathtaking panoramas that awaken the senses, and the immaculate grounds invite long, relaxing strolls. A magical, unforgettable retreat—we can’t wait to return." [](https://expedia.co.uk/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.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 "I am a frequent international traveler and our II Borro experience was among the best. The Concierge staff was amazing! And a key to our great stay. Will recommend without reservation. " [](https://expedia.co.uk/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) ![COMO Castello Del Nero](//images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/3986de2c_y.jpg) ### COMO Castello Del Nero 10/10 Excellent "Beautiful!" [](https://expedia.co.uk/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ![Relais Vignale & Spa](//images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/97955edf_y.jpg) ### Relais Vignale & Spa 10/10 Excellent "My friend and I had such a relaxing time at Relais!! We both got amazing massages from Natalie, the staff helped me figure out how to get to Rome after, the rooms were GORGEOUS, the pool was spectacular and got great poolside drinks, and the food/wine was the best!!! Stay here for a romantic and relaxing getaway surrounded by Tuscany’s beautiful rolling hills and vineyards. Would definitely come back!" 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