Title: Tuscany Winery Hotels from CA $231: Book the Right Winery Hotels Room in Tuscany, Italy - Expedia.ca [Tuscany Travel Guide](https://expedia.ca/Tuscany.dx601686)[Tuscany Hotels](https://expedia.ca/Destinations-In-Tuscany.d601686.Hotel-Destinations)[Vacation Rentals in Tuscany](https://expedia.ca/Destinations-In-Tuscany.d601686.Vacation-Rental-Destinations)[Tuscany Flights](https://expedia.ca/Destinations-In-Tuscany.d601686.Flight-Destinations)[Tuscany Car Rentals](https://expedia.ca/Destinations-In-Tuscany.d601686.Car-Rental-Destinations)[Tuscany Vacations](https://expedia.ca/Tuscany.d601686.Destination-Travel-Guides) ![Montalcino which includes heritage architecture and a sunset](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157252-Tuscany.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Tuscany Winery Hotels from CA $231 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.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 Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![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 Tuscany Winery Hotels Tonight [Oct 8 - Oct 9](https://www.expedia.ca/Hotel-Search?regionId=601686&startDate=2025-10-08&endDate=2025-10-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=601686&startDate=2025-10-09&endDate=2025-10-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=601686&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=601686&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Tuscany 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) ![Villa, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/8000000/7570000/7564900/7564854/7c35f9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite](https://images.trvl-media.com/lodging/8000000/7570000/7564900/7564854/da2e11e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Regional cuisine](https://images.trvl-media.com/lodging/8000000/7570000/7564900/7564854/bf56b5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello Vicchiomaggio Greve in Chianti 9.4/10 Exceptional (365) "Beautiful grounds. Room was spacious and the breakfast was delicious. Very friendly staff." CA $254 CA $279 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/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 | 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 (187) "Amazing experience all around! Stayed for 2 nights!" CA $258 CA $290 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/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) ![Interior](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/89fdd299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/cbf46611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/22162502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo Vescine Radda in Chianti 9.4/10 Exceptional (242) "This was a beautiful location. The room was spacious and loved the patio for coffee in the mornings. It was very private. We enjoyed the pool and restaurants were great. Breakfast was amazing. We did the picnic and dinner in the Olive Garden and loved getting to know others at our table. The chefs food choices were so wonderful. We would definitely stay again. " CA $503 CA $566 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Il-Borgo-Di-Vescine.h1180553.Hotel-Information) ![Exclusive Villa, 2 Bedrooms, Garden View, Annex Building | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/4fa44438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Villa, 2 Bedrooms, Garden View, Annex Building](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/42a0569c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/a71dc3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/9500aee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tenuta Santo Pietro Pienza 9.6/10 Exceptional (116) "Great countryside stay" CA $289 CA $325 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Pienza-Hotels-Tenuta-Santo-Pietro.h2750235.Hotel-Information) ![2 restaurants, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/89af6209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/554821c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/09b92259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/91a951f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello Banfi - Il Borgo Montalcino 10/10 Exceptional (122) "Amazing scenery and castle. Great restaurants " CA $1,272 CA $1,415 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Montalcino-Hotels-Castello-Banfi-Il-Borgo.h4774015.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/8b3fbbcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/b9811738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/cd1e0f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/b28f1d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Villa Grazianella - UNA Esperienze Montepulciano 9.8/10 Exceptional (259) "Nice place to stay for a few days. " CA $204 CA $231 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.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) ![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) ![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, sun 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 (183) "Absolutely gorgeous property!" CA $412 CA $463 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Locanda-Le-Piazze.h3556560.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/10000000/9780000/9778300/9778251/c95e5742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Bathtub | Private kitchen](https://images.trvl-media.com/lodging/10000000/9780000/9778300/9778251/88cd1bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room](https://images.trvl-media.com/lodging/10000000/9780000/9778300/9778251/5696e650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/10000000/9780000/9778300/9778251/f1e3329a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Loggio Winery and Boutique Hotel Cortona 10/10 Exceptional (3) "Staff was amazing. " [](https://www.expedia.ca/Cortona-Hotels-Villa-Loggio-Winery-And-Boutique-Hotel.h9778251.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, body treatments, deep-tissue massages](https://images.trvl-media.com/lodging/4000000/3610000/3605900/3605816/9b686be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Villa Campomaggio Radda in Chianti 9.2/10 Wonderful (161) "Loved our three night stay. Very beautiful property, great food, and lovely staff. " [](https://www.expedia.ca/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) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2530000/2526600/2526551/ce02717a.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, sun loungers](https://images.trvl-media.com/lodging/3000000/2530000/2526600/2526551/74def047.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.ca/San-Gimignano-Hotels-Fattoria-San-Donato.h2526551.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=2025-10-22&endDate=2025-10-23®ionId=601686&adults=2&location_highlights_explore=winery&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%2FDestinations-In-Tuscany-Winery-Hotel.0-0-d601686-tWineryHotel.Hotel-Filter-Destinations)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Tuscany-Winery-Hotel.0-0-d601686-tWineryHotel.Hotel-Filter-Destinations) ## Top Tuscany Hotel Reviews ![Hu Firenze Camping In Town](//images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/6194b9bd_y.jpg) ### Hu Firenze Camping In Town 10/10 Excellent "Excellent place to stay in Florence. The site has everything we needed - nice restaurant, good shop and a swimming pool. The is a frequent and cheap bus into town at the entrance to the site. We stayed in a bungalow and it was perfect for two people in a lovely large bed with a nice outside seating area." [](https://expedia.ca/Florence-Hotels-Firenze-Camping-In-Town.h18331768.Hotel-Information) ![Hotel Paris](//images.trvl-media.com/lodging/1000000/60000/54200/54104/ecd15007_y.jpg) ### Hotel Paris 10/10 Excellent "Small room but very comfortable. Fantastic location! Breakfast was wonderful and beds were comfortable." [](https://expedia.ca/Florence-Hotels-Hotel-Paris.h54104.Hotel-Information) ![IQ Hotel Firenze](//images.trvl-media.com/lodging/90000000/89040000/89035100/89035039/72f32f77_y.jpg) ### IQ Hotel Firenze 10/10 Excellent "Great place to stay when in Florence. Centrally located within 15-20 mins if walking. The rooms were maintained very clean. Liked that the mini fridge was stocked each day and everything was included. Will definitely stay there again. " [](https://expedia.ca/Florence-Hotels-IQ-Hotel-Firenze.h89035039.Hotel-Information) ![The Social Hub Florence Belfiore](//images.trvl-media.com/lodging/111000000/110560000/110551000/110550930/66ceba72_y.jpg) ### The Social Hub Florence Belfiore 10/10 Excellent "what an amazing place" [](https://expedia.ca/Florence-Hotels-The-Social-Hub-Florence-Belfiore.h110550930.Hotel-Information) ![ Hotel Calimala Florence](//images.trvl-media.com/lodging/38000000/37960000/37955200/37955169/62707ba1_y.jpg) ### Hotel Calimala Florence 10/10 Excellent "We loved our stay at Hotel Calimala. The hotel & rooms are beautifully decorated, the staff were friendly & attentive, and location is perfect with everything on the door step. " [](https://expedia.ca/Florence-Hotels-Hotel-Calimala.h37955169.Hotel-Information) ![Grand Hotel Cavour](//images.trvl-media.com/lodging/1000000/20000/11000/10993/50470bbc_y.jpg) ### Grand Hotel Cavour 10/10 Excellent "Beautifully well kept hotel, walking distance to all sites, friendly staff. " [](https://expedia.ca/Florence-Hotels-Grand-Hotel-Cavour.h10993.Hotel-Information) ![Ruby Bea Hotel Florence](//images.trvl-media.com/lodging/103000000/102430000/102429800/102429735/709afed8_y.jpg) ### Ruby Bea Hotel Florence 10/10 Excellent "Well located, modern, great staff attention. Probably the rooms can be little bit more functional than only comfortable and aesthetic." [](https://expedia.ca/Florence-Hotels-Ruby-Bea-Hotel-Florence.h102429735.Hotel-Information) ![The Hoxton Florence](//images.trvl-media.com/lodging/105000000/104900000/104897200/104897196/e5c58994_y.jpg) ### The Hoxton Florence 10/10 Excellent "Good " [](https://expedia.ca/Florence-Hotels-The-Hoxton-Florence.h104897196.Hotel-Information) ![Grand Hotel Baglioni](//images.trvl-media.com/lodging/1000000/10000/6400/6371/849fb031_y.jpg) ### Grand Hotel Baglioni 10/10 Excellent "Todo estuvo bien " [](https://expedia.ca/Florence-Hotels-Grand-Hotel-Baglioni.h6371.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in Florence](https://www.expedia.ca/4Star-Florence-Hotels.s40-0-d1222.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Florence](https://www.expedia.ca/5Star-Florence-Hotels.s50-0-d1222.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Province of Florence](https://www.expedia.ca/Destinations-In-Province-Of-Florence-Boutique-Hotel.0-0-d179893-tBoutiqueHotel.Hotel-Filter-Destinations) - 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