Title: Book the Best San Gusme WINERY Hotels in 2025 | Expedia.ca [Hotels in San Gusme](https://expedia.ca/San-Gusme-Hotels.d602593.Travel-Guide-Hotels)[Vacation Rentals in San Gusme](https://expedia.ca/San-Gusme-Vacation-Rentals.d602593.Travel-Guide-VacationRentals)[San Gusme Car Rentals](https://expedia.ca/Car-Rentals-In-San-Gusme.d602593.Car-Rental-Guide)[San Gusme Vacation Packages](https://expedia.ca/San-Gusme.d602593.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in San Gusme from CA $130 ![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 Gusme Winery Hotels Tonight [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=602593&startDate=2025-10-03&endDate=2025-10-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=602593&startDate=2025-10-04&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=602593&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=602593&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top San Gusme Winery Hotels ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/84f971b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/f4558f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/c3101a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Certosa di Pontignano Castelnuovo Berardenga 9.6/10 Exceptional (476) "Excellent staff, great food. " CA $138 CA $158 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/f2375def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/9acf3969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/085024c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/6322c664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo San Sano Gaiole in Chianti 10/10 Exceptional (70) "Great place to stay in Chianti region, quiet and charming property." CA $116 CA $135 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Hotel-Residence-San-Sano.h1491964.Hotel-Information) ![Family Apartment, Annex Building | Terrace/patio](https://images.trvl-media.com/lodging/104000000/103370000/103369500/103369406/327843aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/104000000/103370000/103369500/103369406/7ee5dcbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/104000000/103370000/103369500/103369406/d8bc3f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment, Annex Building | Private kitchen](https://images.trvl-media.com/lodging/104000000/103370000/103369500/103369406/7158e76e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo La Ripolina Buonconvento 9.2/10 Wonderful (10) "La Ripolina, a family owned agriturismo, was more than we hoped for. Laura and daughters bring such heart and dedication to insuring their guests enjoy their stay. The food, the award winning wine and especially the cooking class has left us with treasured memories." CA $162 CA $181 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Buonconvento-Hotels-Agriturismo-La-Ripollina.h103369406.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/29ec8453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Il Torrino) | Private kitchen](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/40bd4847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms, Patio (6 Adults) | Living room](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/11fad22b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/93f882ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borgo di Pietrafitta Relais Castellina in Chianti 9.4/10 Exceptional (160) " Amazing place for vacation " CA $118 CA $137 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Borgo-Di-Pietrafitta-Relais.h2530284.Hotel-Information) ![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](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) ![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) ### 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 14 - Oct 15 [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Castello-Vicchiomaggio.h7564854.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/46000000/45640000/45633200/45633177/1c58afd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment (8+2 Frutteti) | Terrace/patio](https://images.trvl-media.com/lodging/46000000/45640000/45633200/45633177/c41f892d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Apartment (2+1 Carnovalino) | View from room](https://images.trvl-media.com/lodging/46000000/45640000/45633200/45633177/11acdc7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment, Accessible (4+2 Fitto) | Living area](https://images.trvl-media.com/lodging/46000000/45640000/45633200/45633177/f4775829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo il Querciolo Marciano della Chiana 9.2/10 Wonderful (7) "Very beautiful property. It was a nice quiet space after being in Rome." CA $153 CA $168 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Marciano-Della-Chiana-Hotels-Agriturismo-Il-Querciolo.h45633177.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2700000/2692600/2692539/854880a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2700000/2692600/2692539/7413cb3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2700000/2692600/2692539/669f66e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/3000000/2700000/2692600/2692539/dfc3623e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Le Cetinelle B&B Greve in Chianti 9.8/10 Exceptional (89) "Great place to stay in the middle of Chianti. The hosts were super friendly and cosy environment. The breakfast was great. Nice swimming pool to chill. Local wine and other goods that handmade by the owner. The room a bit smaller and the bed was not so comfortable but in overall we are recommended" [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Le-Cetinelle-BB.h2692539.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/45000000/44580000/44570800/44570744/2c4915c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (con 2 camere da letto) | Living area](https://images.trvl-media.com/lodging/45000000/44580000/44570800/44570744/eaa842a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/45000000/44580000/44570800/44570744/7764357b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (con 2 camere da letto)](https://images.trvl-media.com/lodging/45000000/44580000/44570800/44570744/55566554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castello di Modanella Rapolano Terme 7.8/10 Good (16) "Property is closing and looks like it. Very unfortunate, I was there 30 years ago with fond memories! Obviously I should have done more homework!! Very sad." CA $140 CA $210 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Rapolano-Terme-Hotels-CASTELLO-DI-MODANELLA.h44570744.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/e097a1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/92b373a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Winery](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/fcc48187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![25-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/15898c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palazzo Squarcialupi Castellina in Chianti 9.8/10 Exceptional (68) "This was the most amazing place ever. The view, the staff, the breakfast, the location, the everything! " CA $269 CA $306 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Palazzo-Squarcialupi.h4459020.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661496/2659699d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661496/4fcbd8cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Italian cuisine, pool views ](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661496/434a1f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 2 Bedrooms, 2 Bathrooms (Belvedere) | Private kitchen](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661496/87579925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palagina la Dimora Figline e Incisa Valdarno 9.0/10 Wonderful (337) "The perfect Tuscan experience. We’ll located, well maintained and checked off all the boxes for us as a family and as adult couples without kids who joined us. " CA $115 CA $130 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Villa-La-Palagina.h1661496.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=2025-10-17&endDate=2025-10-18®ionId=602593&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top San Gusme Hotel Reviews ![ Palazzo Ravizza](//images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg) ### Palazzo Ravizza 10/10 Excellent "Charming venue! Great location with friendly staff. Lovely patio area in the back of the hotel! Don't miss it. Money well spent on this relaxing boutique hotel! " [](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information) ![Grand Hotel Continental Siena – Starhotels Collezione](//images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg) ### Grand Hotel Continental Siena – Starhotels Collezione 10/10 Excellent "Wonderful room 125. Faces the main thoroughfare. Could be a bit of noise sometimes. Wonderful stay. " [](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information) ![Hotel Athena](//images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg) ### Hotel Athena 10/10 Excellent "NA" [](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.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 "This hotel is wonderful with beautiful views from the terrace! The only complaint is the number of stairs you have to take if staying on upper floors (no elevator) - my husband has a bad back so that’s a consideration. Also, wish they would accommodate all the guests in the gourmet restaurant as we couldn’t get a reservation during our 2-day stay! Book ahead of time!" [](https://expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information) ![Hotel Certosa Di Maggiano](//images.trvl-media.com/lodging/1000000/530000/528500/528470/4c3dd1ab_y.jpg) ### Hotel Certosa Di Maggiano 10/10 Excellent "Beautiful room and hotel grounds. You’ll feel like you’ve travelled back to a bygone era. And the staff is part of that magic. The friendliest and most accommodating service we’ll come across." [](https://expedia.ca/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information) ![Borgo Grondaie](//images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32_y.jpg) ### Borgo Grondaie 10/10 Excellent "Lovely hotel a short walk from the train station but feels like it’s in the countryside. Huge supermarket at the end of the driveway for those self-catering. Pleasant grassy pool area that felt very peaceful. Large cool room with very comfortable bed. The staff were friendly, super helpful and accommodating. Would definitely stay again. " [](https://expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information) ![NH Siena](//images.trvl-media.com/lodging/1000000/20000/15800/15716/9d41d91a_y.jpg) ### NH Siena 10/10 Excellent "Front desk staff were professional, kind and multilingual. Very helpful with storing luggage after checkout and help with printing museum tickets. Valet parking is easier than parking yourself at this location. Cost was €35." [](https://expedia.ca/Siena-Hotels-NH-Siena.h15716.Hotel-Information) ![La Certosa di Pontignano](//images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7_y.jpg) ### La Certosa di Pontignano 10/10 Excellent "Upscale service staff" [](https://expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information) ![Hotel Chiusarelli](//images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg) ### Hotel Chiusarelli 10/10 Excellent "Beautiful place. Be mindful of stairs. 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[Church of San Sigismondo](https://www.expedia.ca/Church-Of-San-Sigismondo-Gaiole-in-Chianti.d6238140.Vacation-Attraction) - [Visit Gaiole in Chianti](https://www.expedia.ca/Gaiole-In-Chianti.dx603149) - [Le Miccine](https://www.expedia.ca/Le-Miccine-Cavriglia.d553248621532500723.Vacation-Attraction) - [Visit Le Tolfe](https://www.expedia.ca/Le-Tolfe.dx553248622897701422) - [Visit Rosennano](https://www.expedia.ca/Rosennano.dx3000026644) - [Visit San Giovanni A Cerreto](https://www.expedia.ca/San-Giovanni-A-Cerreto.dx553248622859516344) - [Visit Solata](https://www.expedia.ca/Solata.dx6361204) - [Visit Starda](https://www.expedia.ca/Starda.dx6285677) - [Visit Vertine](https://www.expedia.ca/Vertine.dx632712480144572416) - [Visit Villa A Sesta](https://www.expedia.ca/Villa-A-Sesta.dx553248622859606733) - [San Sano Vacation Rentals](https://www.expedia.ca/San-Sano-Vacation-Rentals.d6285678.Travel-Guide-VacationRentals) - [Things to do in Gaiole in Chianti](https://www.expedia.ca/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities) - [Things to do in Lecchi in Chianti](https://www.expedia.ca/Things-To-Do-In-Lecchi-In-Chianti.d553248635974650979.Travel-Guide-Activities) - [Book Winery Hotels in San Gusme on Expedia.it](https://www.expedia.it/San-Gusme-Hotel-Hotel-Winery.0-0-d602593-tHotelWinery.Guida-Viaggi-Filtro-Hotel)