Title: Book the Best HISTORIC Hotels in Cupertino 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 Historic Hotels in Cupertino, CA from CA $321 - ![](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 Historic Hotels Tonight [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=6494&startDate=2025-10-31&endDate=2025-11-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6494&startDate=2025-11-01&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6494&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6494&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cupertino Historic Hotels ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99720000/99713500/99713461/7943fd18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99720000/99713500/99713461/17e84c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99720000/99713500/99713461/82f0a4a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99720000/99713500/99713461/cacb96b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 4 Bed/ 4 Bath 2300ft Home Centrally-Located in heart of Silicon Valley Santa Clara 9.0/10 Wonderful (12) "An excellent place to stay in San Francisco!" ![China](https://a.travel-assets.com/egds/marks/flags/cn.svg) Hao CA $431 CA $1,011 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Santa-Clara-Hotels-Airy-4-Bed-4-Bath-2300ft-Home-Centrally-Located.h99713461.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25090000/25088000/25087963/85824c4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/26000000/25090000/25088000/25087963/f9626fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/26000000/25090000/25088000/25087963/cf75f163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/26000000/25090000/25088000/25087963/8a6b9c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Santana Row Properties #2 - Silicon Valley Getaway San Jose 9.6/10 Exceptional (87) "." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Carolyn C. CA $496 CA $990 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/San-Jose-Hotels-Santana-Row-Properties-2-Silicon-Valley-Getaway.h25087963.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11020000/11011100/11011054/b363fca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, minibar, in-room safe](https://images.trvl-media.com/lodging/12000000/11020000/11011100/11011054/dbdb73ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/12000000/11020000/11011100/11011054/ea3c8dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/12000000/11020000/11011100/11011054/e8c364b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enchanté Boutique Hotel North Los Altos 9.4/10 Exceptional (270) "We needed to book a hotel in the area somewhat urgently in order to deal with a family emergency. The staff could not have been more helpful and gracious. From perfect accommodations to wonderful food and generous help, we had everything we needed in order to make an uncomfortable situation an extremely pleasant experience. We are looking forward to staying here again, and we will no doubt enjoy the incredible bath products, fluffy robes, excellent staff, delicious food, and great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy CA $447 CA $510 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Los-Altos-Hotels-Enchante-Boutique-Hotel.h11011054.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75800000/75798300/75798273/bb55be26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75800000/75798300/75798273/beb7620b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75800000/75798300/75798273/9bbb52ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75800000/75798300/75798273/e10b099b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown SJ The Hensley House Hensley 9.0/10 Wonderful (31) "Property was great. Street parking was easy and free. Fun stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ian T. CA $153 CA $321 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/San-Jose-Hotels-SJ-DowntownThe-Hensley-House-With-Gated-Parking.h75798273.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75610000/75609900/75609834/ec6ac0ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75610000/75609900/75609834/8b22a1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/76000000/75610000/75609900/75609834/d5bad9af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/76000000/75610000/75609900/75609834/e942deff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SJ Downtown Private Guess House with Gated Parking Room7 Hensley 6.0/10 (3) "Host double booked on VRBO and other major house sharing platform. I had booked 2 months in advance (and paid) but got notice 3 hours before checking in ( was in a plane heading there) that “sorry” but could not take me that they would honor a cancellation like they were doing me a favor. They basically told me I could not stay and it was their fault it was double booked. I had to rebook at a hotel at double price because it was a busy weekend. VRBO sucked in helping. Beware. You could get... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffry K. CA $216 CA $377 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/San-Jose-Hotels-SJ-Downtown-Private-Guess-House-With-Gated-Parking-Room7.h75609834.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=2025-11-14&endDate=2025-11-15®ionId=6494&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Cupertino 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 "Wonderful room. Very clean. " [](https://expedia.ca/San-Jose-Hotels-Sonesta-Select-San-Jose-Airport.h16897.Hotel-Information) ![Hotel Valencia Santana Row](//images.trvl-media.com/lodging/1000000/900000/894700/894638/a27e6753_y.jpg) ### Hotel Valencia Santana Row 10/10 Excellent "Muchas gracias Graciela y RJ! You made my wife’s 50th birthday really special!!! And of course, it was great for me to!!! Happy wife, happy life!!!! 😃👌" [](https://expedia.ca/San-Jose-Hotels-Hotel-Valencia-Santana-Row.h894638.Hotel-Information) ![Maple Tree Inn](//images.trvl-media.com/lodging/1000000/20000/13900/13802/4363ca08_y.jpg) ### Maple Tree Inn 10/10 Excellent "Maple Inn will forever be where I stay no matter where I need to go in the bay area. The neighborhood is quite and there are tons of restaurant choices within walking distance. The staff was so friendly and attentive, no matter what I asked for they delivered. The Inn feels warm and inviting unlike most places that have that slick, cold corporate feel. The room was super clean and expertly apointed. There's even a nice robe for you in the closet. There's a coffee, tea and cucumber water station 24/7 and well stocked vending machines on every floor. The breakfast buffet (which is complimentary) was way more than I expected. Scrambled eggs with cheese, ham, sausage, potatos, pancakes, bagels, muffins, fruit, chobani yogurt, rice and miso soup(my favorite) also cold and hot cereals. The pool area is beautiful and a great place to have your breakfast as it opens up right next to the dining room. I can't say enough good about it and I can't believe how reasonable the price was! Can't wait to go back." [](https://expedia.ca/Sunnyvale-Hotels-Maple-Tree-Inn.h13802.Hotel-Information) ![Aloft Santa Clara](//images.trvl-media.com/lodging/12000000/11630000/11628700/11628699/9e5359a0_y.jpg) ### Aloft Santa Clara 10/10 Excellent "Great" [](https://expedia.ca/San-Jose-Hotels-Aloft-Santa-Clara.h11628699.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 "Parking is very secure! We never have any issues with parking!" [](https://expedia.ca/Cupertino-Hotels-Hilton-Garden-Inn-Cupertino.h126572.Hotel-Information) ![Courtyard by Marriott San Jose Cupertino](//images.trvl-media.com/lodging/1000000/20000/17800/17735/87b10fef_y.jpg) ### Courtyard by Marriott San Jose Cupertino 10/10 Excellent "I liked the cleanliness of the room and the courtesy of the staff." [](https://expedia.ca/Cupertino-Hotels-Courtyard-By-Marriott-San-Jose-Cupertino.h17735.Hotel-Information) ![Juniper Hotel Cupertino, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/880000/878800/878745/57165126_y.jpg) ### Juniper Hotel Cupertino, Curio Collection by Hilton 10/10 Excellent "Excellent " [](https://expedia.ca/Cupertino-Hotels-Juniper-Hotel-Cupertino.h878745.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 "Service was good" [](https://expedia.ca/San-Jose-Hotels-Spark-By-Hilton-San-Jose-Airport.h11484.Hotel-Information) ![Hotel Zico, BW Signature Collection](//images.trvl-media.com/lodging/1000000/420000/414000/413943/4855a2da_y.jpg) ### Hotel Zico, BW Signature Collection 10/10 Excellent "Good food and good service." [](https://expedia.ca/Mountain-View-Hotels-Hotel-Zico.h413943.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Cupertino? > The historical places in Cupertino are likely at the top of your sightseeing list. While you're here, be sure to check out the shops and live music. And also relish a stop at the top-notch restaurants in this family-friendly area. ### How many historical hotels will I find in Cupertino? > Cupertino is home to 71 hotel accommodations bookable on Expedia though you won't find many designated historic hotels. ### What are the top historical places and other sights in Cupertino? > Favorite places to visit include Silicon Valley, Santa Cruz Mountains, and Cupertino Historical Society and Museum. In the area, you'll also find Levi's Stadium and SAP Center at San Jose. ### What is a historic hotel like in Cupertino? > When you book a historic hotel, you'll enjoy a vacation in a building that has an officially recognized national historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be transformed into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often preserved in the guestrooms or communal spaces of such hotels in Cupertino, giving a historical feel. ### What is the difference between a historic hotel and a heritage hotel? > The two are similar. "Historic hotel" is more commonly used in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to emphasize the architecture and building. A heritage hotel draws meaning mainly from the place's cultural value and how it influenced the community. ### Do historic hotels in Cupertino have modern facilities? > Yes, every effort is made to preserve treasured traditions and historic facades, but interiors include modern conveniences and safety features. Visitors should expect the popular amenities you'd find in a hotel such as WiFi, heating and air conditioning, and updated bathroom facilities. 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