Title: Book the Best San Gimignano WINERY Hotels in 2025 | Expedia.ca [San Gimignano Travel Guide](https://expedia.ca/San-Gimignano.dx11091)[Hotels in San Gimignano](https://expedia.ca/San-Gimignano-Hotels.d11091.Travel-Guide-Hotels)[Vacation Rentals in San Gimignano](https://expedia.ca/San-Gimignano-Vacation-Rentals.d11091.Travel-Guide-VacationRentals)[Flights to San Gimignano](https://expedia.ca/Cheap-Flights-To-San-Gimignano.d11091.Travel-Guide-Flights)[Things to do in San Gimignano](https://expedia.ca/Things-To-Do-In-San-Gimignano.d11091.Travel-Guide-Activities)[San Gimignano Car Rentals](https://expedia.ca/Car-Rentals-In-San-Gimignano.d11091.Car-Rental-Guide)[San Gimignano Vacation Packages](https://expedia.ca/San-Gimignano.d11091.Destination-Travel-Guides) ![San Gimignano featuring street scenes, night scenes and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157902-San-Gimignano.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in San Gimignano from CA $145 ![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 San Gimignano Winery Hotels Tonight [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=11091&startDate=2025-10-01&endDate=2025-10-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=11091&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=11091&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=11091&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top San Gimignano Winery Hotels ![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) ![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) ![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) ![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) ![Reception](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/df37bbbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Leon Bianco San Gimignano City Centre 9.4/10 Exceptional (550) "Phenomenal location at the heart of San Gimignano" CA $144 CA $169 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/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) ![Reception](https://images.trvl-media.com/lodging/2000000/1840000/1834100/1834037/7a7bc2e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment, 2 Bedrooms, Patio, Ground Floor (With Private Garden)](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 (445) "Just a lovely place all over" CA $193 CA $222 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/San-Gimignano-Hotels-Hotel-Casolare-Le-Terre-Rosse.h1834037.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) ![Sundeck](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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/3373edf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Pescille - Tuscany Charme San Gimignano 9.2/10 Wonderful (322) "Best stay we had in Italy. Staff is top notch and extremely helpful. All food options were great and location/views could not be better for the area" CA $122 CA $145 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/San-Gimignano-Hotels-Hotel-Pescille.h2525287.Hotel-Information) ![Suite (Duplex)](https://images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/1db616da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/w1221h720x0y0-9f048103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/0f16f384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, steam room, Turkish bath, body treatments, 1 treatment room](https://images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/37f0812a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mormoraia San Gimignano 9.6/10 Exceptional (193) "Absolutely loved everything about our stay here. Property is beautiful with an amazing view of the town & wineries, food is delicious, wine is great and service was amazing. Will definitely be back. " CA $331 CA $373 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/San-Gimignano-Hotels-La-Mormoraia.h5126300.Hotel-Information) ![Poolside bar](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524500/9aab06fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524500/8cc1f121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524500/8621c81f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/3000000/2530000/2524500/2524500/5ad1134f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### il Casale del Cotone San Gimignano 9.4/10 Exceptional (142) "Breathtaking " CA $234 CA $266 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/San-Gimignano-Hotels-Il-Casale-Del-Cotone.h2524500.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524531/2f74db23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524531/307ef5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524531/97a653ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room | In-room dining](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524531/44cf0725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Vicario San Gimignano 9.4/10 Exceptional (104) "Perfect hosts in a beautiful setting. Thank you for a memorable stay. " [](https://www.expedia.ca/San-Gimignano-Hotels-Il-Vicario-Podere-Di-Monti.h2524531.Hotel-Information) ![Outdoor banquet area](https://images.trvl-media.com/lodging/3000000/2530000/2528300/2528251/a60d1a09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner served; Regional cuisine, pool views ](https://images.trvl-media.com/lodging/3000000/2530000/2528300/2528251/bd975624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/3000000/2530000/2528300/2528251/f690dd56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2530000/2528300/2528251/4005cf9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Ducci San Gimignano 9.4/10 Exceptional (47) "I will dream of this property forever. It has the most magnificent view of San Gimignano and the countryside, and is literally a 5 minute drive into town. It was the perfect escape for our honeymoon this summer. The only thing I wish we had, was more time to enjoy the hotel. The breakfast was super tasty! " [](https://www.expedia.ca/San-Gimignano-Hotels-Villa-Ducci.h2528251.Hotel-Information) ![3 outdoor pools, open 9:00 AM to 7:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1500000/1492200/1492186/179b0486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Birthday party area](https://images.trvl-media.com/lodging/2000000/1500000/1492200/1492186/4dcc7ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1492200/1492186/aab7bdc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/2000000/1500000/1492200/1492186/02098626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poderi Arcangelo San Gimignano 9.0/10 Wonderful (320) "Staff was wonderful, very helpful. Beautiful place, view was brethtaking. Food was delicious. " CA $187 CA $214 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/San-Gimignano-Hotels-Poderi-Arcangelo.h1492186.Hotel-Information) ![Seasonal outdoor pool, open 9 AM to 7 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/540000/536000/535983/883c6839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/540000/536000/535983/50a97b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/1000000/540000/536000/535983/fe81a668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/540000/536000/535983/02d6fa3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Collegiata San Gimignano 9.0/10 Wonderful (135) "Pure sanctuary for Tuscan relaxation with the most beautiful views. Everything about this place is wonderful, from the moment we arrived we felt relaxed and well looked after. " CA $374 CA $423 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/San-Gimignano-Hotels-La-Collegiata.h535983.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=2025-10-15&endDate=2025-10-16®ionId=11091&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top San Gimignano Hotel Reviews ![La Cisterna](//images.trvl-media.com/lodging/3000000/2530000/2520300/2520221/0063883f_y.jpg) ### La Cisterna 10/10 Excellent "Loved everything about it!! " [](https://expedia.ca/San-Gimignano-Hotels-La-Cisterna.h2520221.Hotel-Information) ![Hotel Casolare Le Terre Rosse](//images.trvl-media.com/lodging/2000000/1840000/1834100/1834037/96e2a94a_y.jpg) ### Hotel Casolare Le Terre Rosse 10/10 Excellent "Loved it! So accommodating and friendly. Our only issue was the AC but thank God it was cold those days." [](https://expedia.ca/San-Gimignano-Hotels-Hotel-Casolare-Le-Terre-Rosse.h1834037.Hotel-Information) ![L'Antico Pozzo](//images.trvl-media.com/lodging/1000000/920000/915500/915432/dc667d35_y.jpg) ### L'Antico Pozzo 10/10 Excellent "L’Antico Pozzo never disappoints. This is our second time staying here, and the only way to see San Gimignano. While the tourist hordes overrun the town, sit in their quiet courtyard and enjoy a relaxing afternoon with a bottle of wine, then walk to all of the towns attractions in the evening when the buses have all gone. Matteo was a great host, rooms are clean, comfortable and roomy. Location is tough to beat, just a short walk from the parking outside the city walls. " [](https://expedia.ca/San-Gimignano-Hotels-LAntico-Pozzo.h915432.Hotel-Information) ![RELAIS SANTA CHIARA - TUSCANY CHARME](//images.trvl-media.com/lodging/1000000/900000/897600/897561/98a56ee9_y.jpg) ### RELAIS SANTA CHIARA - TUSCANY CHARME 10/10 Excellent "Perfect stay in San Gimiano - thank you! The reception staff are fantastic - polite and very helpful. We loved our balcony Will be back hopefully for longer " [](https://expedia.ca/San-Gimignano-Hotels-Relais-Santa-Chiara-Hotel.h897561.Hotel-Information) ![Hotel Pescille - Tuscany Charme](//images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/e08a63e0_y.jpg) ### Hotel Pescille - Tuscany Charme 10/10 Excellent "Beautiful views!!!" [](https://expedia.ca/San-Gimignano-Hotels-Hotel-Pescille.h2525287.Hotel-Information) ![Poderi Arcangelo](//images.trvl-media.com/lodging/2000000/1500000/1492200/1492186/179b0486_y.jpg) ### Poderi Arcangelo 10/10 Excellent "Staff was wonderful, very helpful. Beautiful place, view was brethtaking. Food was delicious. " [](https://expedia.ca/San-Gimignano-Hotels-Poderi-Arcangelo.h1492186.Hotel-Information) ![Residenza d'Epoca Palazzo Buonaccorsi](//images.trvl-media.com/lodging/6000000/5940000/5933000/5932999/71d708e5_y.jpg) ### Residenza d'Epoca Palazzo Buonaccorsi 10/10 Excellent "Exceptional building and excellent staff " [](https://expedia.ca/San-Gimignano-Hotels-Residenza-DEpoca-Palazzo-Buonaccorsi.h5932999.Hotel-Information) ![Mormoraia](//images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/1db616da_y.jpg) ### Mormoraia 10/10 Excellent "Search the web for days and found this resort. Wonderful stay quiet and relaxing." [](https://expedia.ca/San-Gimignano-Hotels-La-Mormoraia.h5126300.Hotel-Information) ![Hotel Leon Bianco](//images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/f531fd35_y.jpg) ### Hotel Leon Bianco 10/10 Excellent "Phenomenal location at the heart of San Gimignano" [](https://expedia.ca/San-Gimignano-Hotels-Hotel-Leon-Bianco.h1314959.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Bibbiano Hotels](https://www.expedia.ca/Bibbiano-Hotels.d553248635149763194.Travel-Guide-Hotels) - [Campiglia Hotels](https://www.expedia.ca/Campiglia-Hotels.d553248622858799658.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Castel San Gimignano](https://www.expedia.ca/Castel-San-Gimignano-Hotels-LGBT-Friendly-Hotel.0-0-d6285675-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Castel San Gimignano Hotels](https://www.expedia.ca/Castel-San-Gimignano-Hotels.d6285675.Travel-Guide-Hotels) - [Luxury Hotels in Castellina in Chianti](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Luxury-Hotel.0-0-d55534-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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