Title: Tuscany Winery Hotels from CA $233: 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 $233 ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Top Cities in Tuscany ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/408000/408972-Florence.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Florence [](https://expedia.ca/Florence-Hotels-Winery-Hotel.0-0-d1222-tWineryHotel.Travel-Guide-Filter-Hotels) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409074-Siena.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Siena [](https://expedia.ca/Siena-Hotels-Winery-Hotel.0-0-d9821-tWineryHotel.Travel-Guide-Filter-Hotels) ![Leaning Tower which includes heritage architecture, a garden and heritage elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/58000/58146-Leaning-Tower.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Pisa [](https://expedia.ca/Pisa-Hotels-Winery-Hotel.0-0-d2877-tWineryHotel.Travel-Guide-Filter-Hotels) ![Livorno which includes a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/58000/58202-Livorno.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Livorno [](https://expedia.ca/Livorno-Hotels-Winery-Hotel.0-0-d178013-tWineryHotel.Travel-Guide-Filter-Hotels) ![Arezzo featuring a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/119000/119649-Arezzo-Province.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Arezzo [](https://expedia.ca/Arezzo-Hotels-Winery-Hotel.0-0-d11306-tWineryHotel.Travel-Guide-Filter-Hotels) ![San Gimignano featuring street scenes and shopping as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157883-San-Gimignano.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### San Gimignano [](https://expedia.ca/San-Gimignano-Hotels-Winery-Hotel.0-0-d11091-tWineryHotel.Travel-Guide-Filter-Hotels) ## Check availability on Tuscany Winery Hotels Tonight [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=601686&startDate=2025-10-06&endDate=2025-10-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=601686&startDate=2025-10-07&endDate=2025-10-08&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) ![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) ![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) ![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 $256 CA $281 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) ![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/d71aded7.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](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/e04b84de.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 $260 CA $293 total includes taxes & fees Oct 12 - Oct 13 [](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) ![Camera Deluxe Plus](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) ### 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 $509 CA $574 total includes taxes & fees Nov 6 - Nov 7 [](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 | Private kitchen](https://images.trvl-media.com/lodging/3000000/2760000/2750300/2750235/d9be60a9.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) ![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) ### Tenuta Santo Pietro Pienza 9.6/10 Exceptional (116) "Great countryside stay" CA $324 CA $363 total includes taxes & fees Oct 14 - Oct 15 [](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) ![Junior Suite | View from room](https://images.trvl-media.com/lodging/5000000/4780000/4774100/4774015/cda9c123.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) ### Castello Banfi - Il Borgo Montalcino 10/10 Exceptional (122) "Amazing scenery and castle. Great restaurants " CA $1,281 CA $1,425 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) ![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) ![Junior Suite](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/b9811738.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 $206 CA $233 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) ![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) ![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) ![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) ### Locanda le Piazze Castellina in Chianti 9.8/10 Exceptional (183) "Absolutely gorgeous property!" CA $415 CA $467 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) ![Front of property](https://images.trvl-media.com/lodging/10000000/9780000/9778300/9778251/463c0685.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) ![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) ### 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) ![Sauna, hot tub, Turkish bath, body treatments, deep-tissue massages](https://images.trvl-media.com/lodging/4000000/3610000/3605900/3605816/60fdab27.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) ### Hotel Villa Campomaggio Radda in Chianti 9.2/10 Wonderful (161) "Loved our three night stay. Very beautiful property, great food, and lovely staff. " CA $241 CA $275 total includes taxes & fees Oct 19 - Oct 20 [](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) ![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) ![Double Room | Living area](https://images.trvl-media.com/lodging/3000000/2530000/2526600/2526551/351377de.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=2025-10-20&endDate=2025-10-21®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 ![Solo Experience Hotel](//images.trvl-media.com/lodging/3000000/2540000/2533900/2533892/2466c367_y.jpg) ### Solo Experience Hotel 10/10 Excellent "Friendly staff, Good service, outstanding breakfast and fabulous location Rosario Egan " [](https://expedia.ca/Florence-Hotels-Solo-Experience-Hotel.h2533892.Hotel-Information) ![ Hotel Calimala Florence](//images.trvl-media.com/lodging/38000000/37960000/37955200/37955169/62707ba1_y.jpg) ### Hotel Calimala Florence 10/10 Excellent "Excellent location! Very clean and helpful staff!" [](https://expedia.ca/Florence-Hotels-Hotel-Calimala.h37955169.Hotel-Information) ![IQ Hotel Firenze](//images.trvl-media.com/lodging/90000000/89040000/89035100/89035039/72f32f77_y.jpg) ### IQ Hotel Firenze 10/10 Excellent "Me and my Mum had a wonderful stay here. So clean, friendly and welcoming. All the staff were so attentive and the hotel restaurant was lovely! Would 100% recommend staying here if you’re visiting Florence, the location is perfect. " [](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 "Amazing place, everything was perfect." [](https://expedia.ca/Florence-Hotels-The-Social-Hub-Florence-Belfiore.h110550930.Hotel-Information) ![Grand Hotel Cavour](//images.trvl-media.com/lodging/1000000/20000/11000/10993/50470bbc_y.jpg) ### Grand Hotel Cavour 10/10 Excellent "staff was friendly, great view from rooftop bar " [](https://expedia.ca/Florence-Hotels-Grand-Hotel-Cavour.h10993.Hotel-Information) ![Hotel Paris](//images.trvl-media.com/lodging/1000000/60000/54200/54104/ecd15007_y.jpg) ### Hotel Paris 10/10 Excellent "I would definitely staff at Hotel Paris again. The staff was friendly and professional. As 2 older women we felt very safe and enjoyed the many restaurants in the area. Florence is a beautiful city." [](https://expedia.ca/Florence-Hotels-Hotel-Paris.h54104.Hotel-Information) ![Hotel Bologna](//images.trvl-media.com/lodging/1000000/920000/914300/914236/647ffe61_y.jpg) ### Hotel Bologna 10/10 Excellent "Staff were very friendly and helpful, great location with easy walk to all attractions. Would stay again " [](https://expedia.ca/Pisa-Hotels-Hotel-Bologna.h914236.Hotel-Information) ![Hotel Delle Nazioni](//images.trvl-media.com/lodging/1000000/930000/920200/920176/dd1e8db6_y.jpg) ### Hotel Delle Nazioni 10/10 Excellent "The staff and service were amazing, they remembered it was my wedding anniversary, and the manager gave us a bottle of wine. Ronald was amazing in making sure we had our needs met. He took care of us during the trip and went out of his way to make sure our entire stay was amazing. Breakfast was good and had an extensive selection, but the sausage/meat could use some variety. The coffee/cappuccino machine was very good! The rooms were big and spacious. The shampoo/shower gel bottles could be bigger though. " [](https://expedia.ca/Florence-Hotels-Hotel-Delle-Nazioni.h920176.Hotel-Information) ![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 "This place was amazing. We stayed one night but wanted to stay longer. The pools are great and family friendly. Clean tent rooms. Only issue is that it is about a hour and a half walk from the city and 30 minute bus ride. Buses get full fast so you have to wait. There’s a really good cafe and dinner place right in front of the resort that is very accommodating and gets full. Not a lot of other options for food than that. " [](https://expedia.ca/Florence-Hotels-Firenze-Camping-In-Town.h18331768.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) - [Lgbt Friendly Hotels in Province of Florence](https://www.expedia.ca/Destinations-In-Province-Of-Florence-LGBT-Friendly-Hotel.0-0-d179893-tLGBTFriendlyHotel.Hotel-Filter-Destinations) - [Luxury Hotels in Province of Florence](https://www.expedia.ca/Destinations-In-Province-Of-Florence-Luxury-Hotel.0-0-d179893-tLuxuryHotel.Hotel-Filter-Destinations) - [Mountain Hotels in Province of Florence](https://www.expedia.ca/Destinations-In-Province-Of-Florence-Mountain-Hotels.0-0-d179893-tMountainHotels.Hotel-Filter-Destinations) - 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[Convertible Car Rentals in Florence](https://www.expedia.ca/Convertible-Car-Rentals-In-Florence.d1222-tConvertible.Car-Rental-Guide-Class) - [Convertible Car Rentals in Province of Florence](https://www.expedia.ca/Convertible-Car-Rentals-In-Province-Of-Florence.d179893-tConvertible.Car-Rental-Destination-Class) - [Car rentals near Province of Florence](https://www.expedia.ca/Destinations-In-Province-Of-Florence.d179893.Car-Rental-Destinations) - [Enterprise Rental Cars in Florence](https://www.expedia.ca/Enterprise-Car-Rentals-In-Florence.d1222-c15.Car-Rental-Guide-Suppliers) - [Europcar Rental Cars in Florence](https://www.expedia.ca/Europcar-Car-Rentals-In-Florence.d1222-c14.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Florence](https://www.expedia.ca/Hertz-Car-Rentals-In-Florence.d1222-c40.Car-Rental-Guide-Suppliers) - [National Car Rental Rental Cars in Florence](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Florence.d1222-c42.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in Florence](https://www.expedia.ca/Sixt-Car-Rentals-In-Florence.d1222-c35.Car-Rental-Guide-Suppliers) - 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