Title: Book the Best South San Jose WINERY Hotels in 2025 | Expedia.ca [Vacation Rentals in San Jose](https://expedia.ca/San-Jose-Vacation-Rentals.d602703.Travel-Guide-VacationRentals)[Flights to San Jose](https://expedia.ca/Cheap-Flights-To-San-Jose.d602703.Travel-Guide-Flights)[Things to do in San Jose](https://expedia.ca/Things-To-Do-In-San-Jose.d602703.Travel-Guide-Activities)[South San Jose Car Rentals](https://expedia.ca/Car-Rentals-In-South-San-Jose.d6254400.Car-Rental-Guide)[South San Jose Vacations](https://expedia.ca/South-San-Jose.d6254400.Destination-Travel-Guides) ![Kelley Park which includes a garden](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26997-Kelley-Park.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in South San Jose, CA from CA $137 ![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 South San Jose Winery Hotels Tonight [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=6254400&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=6254400&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=6254400&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=6254400&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top South San Jose Winery Hotels ![Restaurant](https://images.trvl-media.com/lodging/1000000/850000/849500/849473/9c295e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/850000/849500/849473/fa609916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/850000/849500/849473/74f2d1bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/850000/849500/849473/66fdce77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn And Suites San Jose South San Jose 8.6/10 Excellent (700) [](https://www.expedia.ca/San-Jose-Hotels-Hampton-Inn-And-Suites-San-Jose.h849473.Hotel-Information) ![Standard Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/1000000/60000/55400/55358/c302f167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/60000/55400/55358/f80c8120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55400/55358/467bbe76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/55400/55358/65764587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SureStay Plus Hotel by Best Western San Jose Central City South San Jose 8.2/10 Very good (1017) "Great and affordable place" CA $141 CA $161 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/San-Jose-Hotels-SureStayPlus-Hotel-By-Best-Western-San-Jose-Central-City.h55358.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/7200/7176/a5054fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/7200/7176/b7f52120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/10000/7200/7176/c234c850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/7200/7176/62980339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Inn Silicon Valley South San Jose 7.6/10 Good (1013) "Awesome stay" CA $146 CA $166 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/San-Jose-Hotels-Clarion-Inn-Silicon-Valley.h7176.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18200/18108/de83baec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18200/18108/307ab7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/18200/18108/1dc680f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/18200/18108/32f1bf96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham San Jose South San Jose 4.4/10 (633) "The room was recently renovated and very clean. Staff at check-in was friendly and very accommodating for 2 senior women to feel safe. " CA $120 CA $137 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/San-Jose-Hotels-Days-Inn-By-Wyndham-San-Jose.h18108.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=6254400&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top South San Jose Hotel Reviews ![Sonesta Select San Jose Airport](//images.trvl-media.com/lodging/1000000/20000/16900/16897/f3399389_y.jpg) ### Sonesta Select San Jose Airport 10/10 Excellent "Good" [](https://expedia.ca/San-Jose-Hotels-Sonesta-Select-San-Jose-Airport.h16897.Hotel-Information) ![Spark by Hilton San Jose Airport](//images.trvl-media.com/lodging/1000000/20000/11500/11484/f79ad4e2_y.jpg) ### Spark by Hilton San Jose Airport 10/10 Excellent "Clean and comfortable room. Nice complimentary breakfast. Great staff." [](https://expedia.ca/San-Jose-Hotels-Spark-By-Hilton-San-Jose-Airport.h11484.Hotel-Information) ![Sonesta San Jose - Milpitas](//images.trvl-media.com/lodging/1000000/10000/7700/7675/2baaa0d6_y.jpg) ### Sonesta San Jose - Milpitas 10/10 Excellent "Lovely property " [](https://expedia.ca/Milpitas-Hotels-Sonesta-San-Jose.h7675.Hotel-Information) ![Sonesta Silicon Valley](//images.trvl-media.com/lodging/1000000/30000/23600/23513/df665399_y.jpg) ### Sonesta Silicon Valley 10/10 Excellent "Staff never came by and cleaned our room, could improve on this. Either than that, great service in the front desk & no major issues. Would definitely come back. " [](https://expedia.ca/Milpitas-Hotels-Sonesta-Silicon-Valley.h23513.Hotel-Information) ![The Domain Hotel](//images.trvl-media.com/lodging/1000000/30000/21500/21433/2e56a61f_y.jpg) ### The Domain Hotel 10/10 Excellent "Great place to stay , convenient location to where we need to go !" [](https://expedia.ca/Sunnyvale-Hotels-The-Domain-Hotel.h21433.Hotel-Information) ![Hyatt Centric Santa Clara Silicon Valley](//images.trvl-media.com/lodging/1000000/30000/25400/25373/28094cb7_y.jpg) ### Hyatt Centric Santa Clara Silicon Valley 10/10 Excellent "Great " [](https://expedia.ca/Santa-Clara-Hotels-Hyatt-Centric-Santa-Clara-Silicon-Valley.h25373.Hotel-Information) ![Uptown Oasis San Jose Airport](//images.trvl-media.com/lodging/1000000/30000/20800/20740/276ff153_y.jpg) ### Uptown Oasis San Jose Airport 10/10 Excellent "Great Hotel for great prices! 👍 " [](https://expedia.ca/San-Jose-Hotels-Oasis-Garden-San-Jose-Airport.h20740.Hotel-Information) ![Hotel De Anza ](//images.trvl-media.com/lodging/1000000/570000/564500/564411/e0e72fc7_y.jpg) ### Hotel De Anza 10/10 Excellent "It was a great experience " [](https://expedia.ca/San-Jose-Hotels-Hotel-De-Anza.h564411.Hotel-Information) ![Maple Tree Inn](//images.trvl-media.com/lodging/1000000/20000/13900/13802/4363ca08_y.jpg) ### Maple Tree Inn 10/10 Excellent "Shops and restaurants in walking distance. 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