Title: Book the Best Cupertino WINERY Hotels in 2025 | Expedia.ca [Cupertino Travel Guide](https://expedia.ca/Cupertino.dx6494)[Hotels in Cupertino](https://expedia.ca/Cupertino-Hotels.d6494.Travel-Guide-Hotels)[Vacation Rentals in Cupertino](https://expedia.ca/Cupertino-Vacation-Rentals.d6494.Travel-Guide-VacationRentals)[Flights to Cupertino](https://expedia.ca/Cheap-Flights-To-Cupertino.d6494.Travel-Guide-Flights)[Things to do in Cupertino](https://expedia.ca/Things-To-Do-In-Cupertino.d6494.Travel-Guide-Activities)[Cupertino Car Rentals](https://expedia.ca/Car-Rentals-In-Cupertino.d6494.Car-Rental-Guide)[Cupertino Vacation Packages](https://expedia.ca/Cupertino.d6494.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/b1bc39d8fe1b0c5b59557c2c5cb656ae.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by David Lew # Find Winery Hotels in Cupertino, CA from CA $142 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Cupertino Winery Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6494&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6494&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6494&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6494&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cupertino Winery Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/126600/126572/3820c8a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/130000/126600/126572/50355711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/126600/126572/2d7f91ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/126600/126572/bd957e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Cupertino Cupertino 8.8/10 Excellent (1007) "Very helpful staff. Clean hotel. " CA $150 CA $168 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Cupertino-Hotels-Hilton-Garden-Inn-Cupertino.h126572.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/34000000/33360000/33354500/33354408/ae9d5f2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/34000000/33360000/33354500/33354408/46785284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33360000/33354500/33354408/2c4074b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/34000000/33360000/33354500/33354408/6113682c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel by Marriott San Jose Santa Clara Santa Clara 9.4/10 Exceptional (758) "Nice hotel" CA $190 CA $223 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Santa-Clara-Hotels-AC-Hotel-By-Marriott-San-Jose-Santa-Clara.h33354408.Hotel-Information) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/30000/25400/25373/28094cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/30000/25400/25373/01800f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25400/25373/b1b306bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25400/25373/7f81a671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric Santa Clara Silicon Valley Santa Clara 9.0/10 Wonderful (1154) "Would stay there again " CA $189 CA $223 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Santa-Clara-Hotels-Hyatt-Centric-Santa-Clara-Silicon-Valley.h25373.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/1000000/890000/889800/889769/46d85f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bungalow, 1 King Bed (Canyon) | Bathroom sink](https://images.trvl-media.com/lodging/1000000/890000/889800/889769/01f60c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/890000/889800/889769/4a59cab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite](https://images.trvl-media.com/lodging/1000000/890000/889800/889769/61de8a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saratoga Oaks Lodge Saratoga 9.4/10 Exceptional (935) "I love the location and the design of the room." CA $208 CA $229 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Saratoga-Hotels-Saratoga-Oaks-Lodge.h889769.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/25000000/24930000/24928200/24928127/df18f7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/25000000/24930000/24928200/24928127/d1962186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/25000000/24930000/24928200/24928127/29e04df7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/25000000/24930000/24928200/24928127/f5b801d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel by Marriott Sunnyvale Cupertino Sunnyvale 9.0/10 Wonderful (835) "Everything about my stay was great! Would stay again in the future." CA $174 CA $196 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Sunnyvale-Hotels-AC-Hotel-By-Marriott-Sunnyvale-Cupertino.h24928127.Hotel-Information) ![Premium bedding, pillowtop beds, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/10000/200/120/2e48feab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/200/120/b373e705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Electric vehicle charging station](https://images.trvl-media.com/lodging/1000000/10000/200/120/7e133a8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/200/120/e2c1ce49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WAFER 450 Hotel Santa Clara 8.6/10 Excellent (547) "Convenient for a night stay for commutes." CA $125 CA $142 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Santa-Clara-Hotels-Hotel-Stratford.h120.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/34000000/33300000/33291200/33291184/a9df15c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/34000000/33300000/33291200/33291184/d7888b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33300000/33291200/33291184/f33b636d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/34000000/33300000/33291200/33291184/bc7d4079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt House San Jose / Cupertino Cupertino 9.2/10 Wonderful (586) "Overall great stay and breakfast was fresh! The cook and staff were very friendly and attentive! " CA $212 CA $237 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Cupertino-Hotels-Hyatt-House-San-Jose-Cupertino.h33291184.Hotel-Information) ![Dining room](https://images.trvl-media.com/lodging/1000000/30000/22600/22537/7b11e84d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/22600/22537/84ddc179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/30000/22600/22537/a765a9f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin 1 Bedroom Suite](https://images.trvl-media.com/lodging/1000000/30000/22600/22537/a5b873aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treehouse Hotel Silicon Valley Sunnyvale 9.8/10 Exceptional (52) "Super cool place to stay. Comfy bed and food was great and the pool and landscaping was amazing " CA $386 CA $467 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Sunnyvale-Hotels-Treehouse-Hotel-Silicon-Valley.h22537.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/894700/894638/a27e6753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/894700/894638/5fd95026.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/894700/894638/740d6ddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Street view](https://images.trvl-media.com/lodging/1000000/900000/894700/894638/2d5a5674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Valencia Santana Row San Jose 9.0/10 Wonderful (1012) "The stay was great " CA $430 CA $492 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/San-Jose-Hotels-Hotel-Valencia-Santana-Row.h894638.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/105000000/104110000/104107500/104107443/da8437f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104110000/104107500/104107443/4cf2edf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/105000000/104110000/104107500/104107443/2bc0b968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Accessible](https://images.trvl-media.com/lodging/105000000/104110000/104107500/104107443/02721a00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alameda Motel San Jose St. Leo's 7.8/10 Good (113) "Stayed there several times, always quiet and comfortable with easy in and out" CA $128 CA $146 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/San-Jose-Hotels-The-Alameda-Motel-San-Jose.h104107443.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=2025-10-28&endDate=2025-10-29®ionId=6494&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Cupertino Hotel Reviews ![Hotel Valencia Santana Row](//images.trvl-media.com/lodging/1000000/900000/894700/894638/a27e6753_y.jpg) ### Hotel Valencia Santana Row 10/10 Excellent "Clean rooms and friendly staff " [](https://expedia.ca/San-Jose-Hotels-Hotel-Valencia-Santana-Row.h894638.Hotel-Information) ![The Domain Hotel](//images.trvl-media.com/lodging/1000000/30000/21500/21433/2e56a61f_y.jpg) ### The Domain Hotel 10/10 Excellent "Excellent property, very clean. Breakfast was good, coffee & tea always available. Microwave a plus! Staff was very informative & nice. I felt safe here. Room was nice & dark. Sleep number bed was a nice compliment. Shower pressure great. Thank you for making my stay pleasent. Would stay here again. " [](https://expedia.ca/Sunnyvale-Hotels-The-Domain-Hotel.h21433.Hotel-Information) ![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 "Very clean comfortable quiet room . Slept well on the firm bed. Thanks for a great stay. Shuttle to the airport is a plus." [](https://expedia.ca/San-Jose-Hotels-Sonesta-Select-San-Jose-Airport.h16897.Hotel-Information) ![Aloft Cupertino](//images.trvl-media.com/lodging/6000000/5570000/5560600/5560573/36cb5e4d_y.jpg) ### Aloft Cupertino 10/10 Excellent "Awesome stay " [](https://expedia.ca/Cupertino-Hotels-Aloft-Cupertino.h5560573.Hotel-Information) ![Hyatt Regency Santa Clara](//images.trvl-media.com/lodging/1000000/10000/4400/4313/d40e00b8_y.jpg) ### Hyatt Regency Santa Clara 10/10 Excellent "Great experience every time " [](https://expedia.ca/Santa-Clara-Hotels-Hyatt-Regency-Santa-Clara.h4313.Hotel-Information) ![Santa Clara Marriott](//images.trvl-media.com/lodging/1000000/10000/6600/6542/38d72dbf_y.jpg) ### Santa Clara Marriott 10/10 Excellent "Always a pleasure to stay here. Especially on football game weekends . Staff is friendly , rooms are nice and atmosphere is great " [](https://expedia.ca/Santa-Clara-Hotels-Santa-Clara-Marriott.h6542.Hotel-Information) ![Maple Tree Inn](//images.trvl-media.com/lodging/1000000/20000/13900/13802/4363ca08_y.jpg) ### Maple Tree Inn 10/10 Excellent "Free breakfast every morning was really nice. The bed was comfortable. Location was very nice. Things I didn't care for was the check-in personnel. Also didn't like the bathroom lights. Not very bright. The person who checked me out was very nice, professional and smiled." [](https://expedia.ca/Sunnyvale-Hotels-Maple-Tree-Inn.h13802.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 "No problem checking in and also checking out. Wheelchair acceasdible" [](https://expedia.ca/San-Jose-Hotels-Spark-By-Hilton-San-Jose-Airport.h11484.Hotel-Information) ![Hilton Garden Inn Cupertino](//images.trvl-media.com/lodging/1000000/130000/126600/126572/3820c8a4_y.jpg) ### Hilton Garden Inn Cupertino 10/10 Excellent "It seemed well equipped I didn't use it" [](https://expedia.ca/Cupertino-Hotels-Hilton-Garden-Inn-Cupertino.h126572.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - More ways to book - [Green Hotels in Bay Area](https://www.expedia.ca/Bay-Area-Hotels-Green-Sustainable.0-0-d6056043-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Historic Hotels in Bay Area](https://www.expedia.ca/Bay-Area-Hotels-Historic-Hotel.0-0-d6056043-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Bay Area](https://www.expedia.ca/Bay-Area-Hotels-Mountain-Hotels.0-0-d6056043-tMountainHotels.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Downtown San Francisco](https://www.expedia.ca/Downtown-San-Francisco-San-Francisco-Hotels-All-Inclusive-Hotel.0-n6151902-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - 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