Title: Cupertino Vacation Packages & Trips 2026 from CA $758 | 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

- ##  
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- ###  
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#### 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.

![Global Luxury Suites at Mountain View](https://images.trvl-media.com/lodging/17000000/16410000/16404500/16404421/02f25548_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Global Luxury Suites at Mountain View

Shoreline West

CA $758

per person

Feb 26 - Mar 1

found 1 day ago

Roundtrip flight included

Toronto (YTO) to San Jose (SJC)

8.2/10 Very Good! (185 reviews)

While the property itself is great (clean, quiet, good amenity), communication and management is poor. We were given a code to a wrong room in the Latch app as they re-assigned us to a new room on the day of check-in but didn’t update in their system properly. We stepped in a room that was clearly occupied! What’s worse was we were emailed that all staff would be on Thanksgiving break and we should call some back up phone number, but the back up person clearly belongs to a different firm and was not sure how to handle this and told us there is a chance nobody would be given it’s night before Thanksgiving (so very stressful for us after a long day of driving). And even more funny was we tried to call the original number after all, and they were actually not on break at all! They were indeed able to help. It seems the property is subcontracted through many firms and between each layer there is some communication barrier. Too many miscommunication and mismanagement made an otherwise wonderful stay stressful.

Reviewed on Nov 29, 2025

![West Cliff Inn - A Four Sisters Inn](https://images.trvl-media.com/lodging/2000000/1680000/1677400/1677375/e7f2f95e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### West Cliff Inn - A Four Sisters Inn

Westside Santa Cruz

CA $2,272

per person

Jan 22 - Jan 29

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to San Jose (SJC)

8.8/10 Excellent! (1,000 reviews)

Scenic inn with great service in a great neighborhood.

Reviewed on Oct 25, 2025

![Hotel Vue](https://images.trvl-media.com/lodging/1000000/420000/414000/413992/f1084295_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Vue

Old Mountain View

CA $1,032

per person

Mar 4 - Mar 8

just found

Roundtrip flight included

Toronto (YYZ) to San Jose (SJC)

7.8/10 Good! (1,002 reviews)

Fast and friendly service

Reviewed on Dec 16, 2025

![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 $1,010

per person

Jan 26 - Jan 28

found 1 day 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

![Studios Inn](https://images.trvl-media.com/lodging/76000000/75820000/75817700/75817693/ea246ff2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Studios Inn

CA $843

per person

Jan 22 - Jan 29

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to San Jose (SJC)

9/10 Wonderful! (94 reviews)

Great location. The room was clean, though a bit old. The staff were friendly. Everything was perfect for us!

Reviewed on Oct 14, 2025

## 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)

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Aloft Cupertino

10165 N De Anza Blvd Cupertino CA

Fully refundableReserve now, pay when you stay

CA $123

CA $138 total

Dec 29 - Dec 30

includes taxes & fees

8.6/10 Excellent! (1,006 reviews)

Staff was amazing. Food was ok. Room was nice, spacious and clean

Reviewed on Dec 20, 2025

[](https://expedia.ca/Hotel-Search?startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&selected=5560573&PinnedHotelID=5560573&HadPinnedHotel=true&regionId=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 $157

CA $177 total

Dec 29 - Dec 30

includes taxes & fees

8.8/10 Excellent! (1,000 reviews)

Great hotel in the heart of Cupertino. Conveniently located by a major crossroad with access to lots of food and shopping options nearby. Note, hotel itself has limited options but they are not all that bad. Minutes to Apple, 15-20 mins to major tech companies. The Westfield mall is not too far, ...

Reviewed on Dec 6, 2025

[](https://expedia.ca/Hotel-Search?startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&selected=878745&PinnedHotelID=878745&HadPinnedHotel=true&regionId=6494)

![Hilton Garden Inn Cupertino](https://images.trvl-media.com/lodging/1000000/130000/126600/126572/3820c8a4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Hilton Garden Inn Cupertino

10741 N Wolfe Rd Cupertino CA

Fully refundableReserve now, pay when you stay

CA $137

CA $154 total

Dec 28 - Dec 29

includes taxes & fees

8.8/10 Excellent! (1,003 reviews)

Nice hotel with cozy lobby, quiet neighborhood and clean room. We will come back!

Reviewed on Dec 14, 2025

[](https://expedia.ca/Hotel-Search?startDate=28%2F12%2F2025&endDate=29%2F12%2F2025&selected=126572&PinnedHotelID=126572&HadPinnedHotel=true&regionId=6494)

[See all 1,035 properties in Cupertino](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=23%2F12%2F2025&endDate=24%2F12%2F2025&regionId=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 $33

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 $65

per adult

[](https://expedia.ca/things-to-do/the-escape-game-san-jose-epic-60-minute-adventure-at-valley-fair.a46228102.activity-details)

![Salem Puzzling Adventure](https://mediaim.expedia.com/localexpert/45939637/b70c5052-39b3-4dad-a3a6-c8f815ac671a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### San Jose Puzzling Adventure

CA $48

per traveller

[](https://expedia.ca/things-to-do/san-jose-puzzling-adventure.a45939637.activity-details)

[See all activities in Cupertino](https://expedia.ca/things-to-do/search?rid=6494)

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