Title: Cupertino Vacation Packages & Trips 2026 from CA $1,935 | 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) ![](https://images.trvl-media.com/place/6494/0969eaa1-bf01-43b1-98d2-b43e5ad9f84a.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Cupertino Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Asha Hegde - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Cupertino Vacation A great way to experience this interesting city is with a customized Cupertino vacation package. Stay in the neighborhood of South San Jose, which is good for culture, golfing and mountain biking or go someplace else — our packages are all about you. Fill your itinerary with tours of [Californias Great America](https://www.expedia.ca/Californias-Great-America-Santa-Clara.d6063317.Vacation-Attraction), [Winchester Mystery House](https://www.expedia.ca/Winchester-Mystery-House-West-San-Jose.d6069499.Vacation-Attraction) and [Santa Clara University](https://www.expedia.ca/Santa-Clara-University-Santa-Clara.d6063315.Vacation-Attraction), some of the attractions you simply have to see during a trip to Cupertino. Your ideal Cupertino vacation is just a few clicks away. Explore accommodations, flights and more on Expedia for a getaway that's tailored just for you. ## Top Cupertino Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Motel 6 Santa Cruz, CA ](https://images.trvl-media.com/lodging/6000000/5360000/5353900/5353868/c9a8556d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Motel 6 Santa Cruz, CA Westside Santa Cruz CA $1,935 per person Mar 15 - Mar 22 found 22 hours ago Roundtrip non-stop flight included Calgary (YYC) to San Jose (SJC) 6/10 (581 reviews) The room was dirty and I'm very sure the bed sheets/blankets washed. Reviewed on Nov 15, 2025 ![@ Marbella Lane - Alluring & Spacious 3BR Home](https://images.trvl-media.com/lodging/116000000/115910000/115905500/115905477/12cdb617_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### @ Marbella Lane - Alluring & Spacious 3BR Home Cambrian CA $2,033 per person Mar 15 - Mar 22 found 20 hours ago Roundtrip non-stop flight included Calgary (YYC) to San Jose (SJC) No reviews ![@ Marbella Lane - SJ Designer Home 3BR Ldry+p](https://images.trvl-media.com/lodging/123000000/122490000/122483000/122482975/090b0c99_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### @ Marbella Lane - SJ Designer Home 3BR Ldry+p CA $3,772 per person Mar 15 - Mar 22 found 22 hours ago Roundtrip non-stop flight included Calgary (YYC) to San Jose (SJC) No reviews ![@ Marbella Lane - 4BR Siliconvalley Gempool House](https://images.trvl-media.com/lodging/121000000/120880000/120871500/120871484/w1189h800x0y0-631fa5c8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### @ Marbella Lane - 4BR Siliconvalley Gempool House Berryessa CA $3,816 per person Mar 15 - Mar 22 found 22 hours ago Roundtrip non-stop flight included Calgary (YYC) to San Jose (SJC) No reviews ![@ Marbella Lane - Elegant Home in SJ](https://images.trvl-media.com/lodging/122000000/121420000/121418600/121418552/7e39abaa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### @ Marbella Lane - Elegant Home in SJ Willow Glen CA $2,553 per person Mar 15 - Mar 22 found 22 hours ago Roundtrip non-stop flight included Calgary (YYC) to San Jose (SJC) No reviews ## Ready to book your vacation to Cupertino? Choose your dates ## Cupertino Hotel Deals ![Aloft Cupertino](https://images.trvl-media.com/lodging/6000000/5570000/5560600/5560573/36cb5e4d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Aloft Cupertino 10165 N De Anza Blvd Cupertino CA Fully refundableReserve now, pay when you stay CA $147 CA $165 total Jan 9 - Jan 10 includes taxes & fees 8.6/10 Excellent! (1,014 reviews) Courteous and friendly staff; room was extremely clean and comfortable. Reviewed on Dec 31, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F01%2F2026&endDate=10%2F01%2F2026&selected=5560573&PinnedHotelID=5560573&HadPinnedHotel=true®ionId=6494) ![Juniper Hotel Cupertino, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/880000/878800/878745/57165126_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Juniper Hotel Cupertino, Curio Collection by Hilton 10050 S De Anza Blvd Cupertino CA Fully refundableReserve now, pay when you stay CA $156 CA $175 total Jan 9 - Jan 10 includes taxes & fees 8.8/10 Excellent! (1,004 reviews) Great location Reviewed on Dec 29, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F01%2F2026&endDate=10%2F01%2F2026&selected=878745&PinnedHotelID=878745&HadPinnedHotel=true®ionId=6494) ![Hilton Garden Inn Cupertino](https://images.trvl-media.com/lodging/1000000/130000/126600/126572/3820c8a4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Cupertino 10741 N Wolfe Rd Cupertino CA Fully refundableReserve now, pay when you stay CA $136 CA $153 total Jan 9 - Jan 10 includes taxes & fees 8.8/10 Excellent! (1,003 reviews) We didn’t have breakfast but it look really good! Great stay! Reviewed on Dec 26, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F01%2F2026&endDate=10%2F01%2F2026&selected=126572&PinnedHotelID=126572&HadPinnedHotel=true®ionId=6494) [See all 1,041 properties in Cupertino](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=03%2F01%2F2026&endDate=04%2F01%2F2026®ionId=6494) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### What to do in Cupertino ![Picture 2 for Activity San Jose: Valley Ghosts Haunted Walking Tour](https://mediaim.expedia.com/localexpert/48362066/f95600a9-61f5-4f2a-a4d6-b3977b51bed6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette CA $44 per adult [](https://expedia.ca/things-to-do/san-jose-ghost-tour-the-scythe.a48362066.activity-details) ![Special Ops: Mysterious Market](https://mediaim.expedia.com/localexpert/46228102/09e3205f-95a4-4a65-bad8-32a9580cff52.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### The Escape Game San Jose: Epic 60-Minute Adventure at Valley Fair CA $64 per adult [](https://expedia.ca/things-to-do/the-escape-game-san-jose-epic-60-minute-adventure-at-valley-fair.a46228102.activity-details) ![Silicon Valley Tech Tour](https://mediaim.expedia.com/localexpert/475414/6027414a-4e5f-4c87-9d71-79d7d86452e5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Silicon Valley Tech Tour CA $253 per adult [](https://expedia.ca/things-to-do/silicon-valley-tech-tour.a475414.activity-details) [See all activities in Cupertino](https://expedia.ca/things-to-do/search?rid=6494) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app