Cupertino Vacation Packages

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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, Winchester Mystery House and Santa Clara University, 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.
The Ameswell Hotel

The Ameswell Hotel

4.5 out of 5
per person
May 30 - Jun. 3
Roundtrip flight included
Toronto (YYZ) to San Jose (SJC)
9.4/10 Exceptional! (627 reviews)
This was an exceptional hotel. Beautiful amenities, excellent service and a safe and quiet location centrally located .

Reviewed on Apr. 12, 2024

Juniper Hotel Cupertino, Curio Collection by Hilton

Juniper Hotel Cupertino, Curio Collection by Hilton

4 out of 5
per person
Jun. 16 - Jun. 20
Roundtrip flight included
Toronto (YYZ) to San Jose (SJC)
9/10 Wonderful! (1,000 reviews)
This place is absolutely accommodating. I booked this hotel/room for my kids and my daughter lost her wallet on the way from Orange County to San Jose. By the time they checked in, she doesn't have any credit cards but the manager accommodated them due to unfortunate circumstance, BIG thanks to the hotel I am glad they did let my kids checked in since I was out of the country travelling. The place and room booked was very nice, clean and spacious, quiet and parking was a breeze. I would book this place again.

Reviewed on Apr. 21, 2024

Days Inn by Wyndham Redwood City

Days Inn by Wyndham Redwood City

2 out of 5
South Fair Oaks
per person
Jul. 2 - Jul. 9
Roundtrip non-stop flight included
Montreal (YUL) to San Jose (SJC)
7.2/10 Good! (351 reviews)
It smells and noisy when you turn the heater on. Not sure how often they clean and replace the filter.

Reviewed on Apr. 18, 2024

Marbella Lane Triplex San Jose

Marbella Lane Triplex San Jose

3.5 out of 5
Northside
per person
Jun. 11 - Jun. 15
Roundtrip non-stop flight included
Vancouver (YVR) to San Jose (SJC)
7/10 Good! (30 reviews)
Great place, and everything was perfect.

Reviewed on Feb. 19, 2024

Grand Bay Hotel San Francisco

Grand Bay Hotel San Francisco

4 out of 5
Redwood Shores
per person
May 30 - Jun. 3
Roundtrip flight included
Toronto (YYZ) to San Jose (SJC)
8.2/10 Very Good! (1,000 reviews)
We had a nice quick stay, would stay here again!

Reviewed on Apr. 24, 2024

Cupertino Hotel Deals

Cupertino Hotel
Cupertino Hotel
3.5 out of 5
10889 North De Anza Boulevard, Cupertino, CA
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Apr. 27 to Apr. 28
CA $133
CA $150 total
includes taxes & fees
Apr 27 - Apr 28
8.4/10 Very Good! (1,000 reviews)
"Very good"

Reviewed on Apr. 22, 2024

Cupertino Hotel
Hilton Garden Inn Cupertino
Hilton Garden Inn Cupertino
3 out of 5
10741 N Wolfe Rd, Cupertino, CA
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from May 17 to May 18
CA $127
CA $142 total
includes taxes & fees
May 17 - May 18
8.6/10 Excellent! (1,001 reviews)
Good location
"This was a third stay here, and we've made it our "go to" hotel when we need to come in the local area. Good access to I-280, and the local Chinese markets nearby are good!"

Reviewed on Apr. 22, 2024

Hilton Garden Inn Cupertino
Juniper Hotel Cupertino, Curio Collection by Hilton
Juniper Hotel Cupertino, Curio Collection by Hilton
4 out of 5
10050 S De Anza Blvd, Cupertino, CA
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from May 10 to May 11
CA $161
CA $181 total
includes taxes & fees
May 10 - May 11
9/10 Wonderful! (1,003 reviews)
"This place is absolutely accommodating. I booked this hotel/room for my kids and my daughter lost her wallet on the way from Orange County to San Jose. By the time they checked in, she doesn't have any credit cards but the manager accommodated them due to unfortunate circumstance, BIG thanks to the ..."

Reviewed on Apr. 21, 2024

Juniper Hotel Cupertino, Curio Collection by Hilton
See all 1,071 properties in Cupertino
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

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Family Vacations

Frequently asked questions

How much does a Cupertino vacation package cost?
From as little as CA $799, you can build your own Cupertino package the way you want. Simply bundle hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Cupertino?
Bundle your flight and hotel bookings, toss in extras such as tours, and save with a Cupertino vacation package. You won’t just land exciting discounts on your escape — you’ll have loads of choice too. When you book through Expedia, you can choose from more than 550 airlines and 1,000,000 hotels throughout the world. Your next epic adventure starts right here, right now!
Where should I stay in Cupertino?
We recommend staying near the action. Many travelers book hotels within easy reach of top sights, like Apple Campus, Kaiser Permanente Santa Clara Medical Center and Apple Park Visitor Center.
What are the top hotels in Cupertino?
Get your vacation off to a good start by reserving a room at Residence Inn by Marriott San Jose Cupertino. It’s one of most popular hotels in Cupertino. Another leading option is Hyatt House San Jose / Cupertino.
How far in advance should I book my Cupertino vacation?
Travelers are usually able to look up international fares on Expedia within 12 months of departure. Booking at the last minute? With a stroke of luck, it’s still possible to score an affordable ticket just weeks before your flight.
What does an Expedia Cupertino travel package include?
That depends on what you’re looking for. If you’re traveling by yourself, you might decide to bundle flights and hotels. Taking the entire family to Cupertino? A travel package including rental cars, flights and hotels might be a better fit. Expedia gives you the flexibility and freedom to tailor-make your travel package.
What should I know before booking a Cupertino travel package?
Our prices are already low. However, you’ll grab an even better deal when you book your flights, hotels and car rentals together. With an Expedia package, you’ll always get transparent pricing and a terrific range of choice.
Can I choose my airline with a Cupertino Expedia vacation package?
Yes, the choice is all yours. We have access to over 550 partner airlines worldwide, so you can design your Cupertino escape according to your budget and travel needs.
If I'm not able to travel, can I cancel my Cupertino vacation package?
Your situation can change in a flash, so yes, you can. You may be able to cancel or alter your Cupertino vacation package for free if you’ve booked in the last 24 hours. For bookings made more than 24 hours ago, you can still make the necessary changes, but your car rental company, hotel or airline may impose a charge. Need more information? Check out our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.