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.
Hyatt Place San Jose Airport

Hyatt Place San Jose Airport

3 out of 5
North San Jose
Price was CA $866, price is now CA $605 per person
CA $605
per person
Oct 23 - Oct 27
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to San Jose (SJC)
8.8/10 Excellent! (1,421 reviews)
Check in desk guys were very helpful and friendly

Reviewed on Aug. 18, 2025

Aloft Cupertino

Aloft Cupertino

3 out of 5
Price was CA $1,826, price is now CA $1,176 per person
CA $1,176
per person
Nov 8 - Nov 15
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to San Jose (SJC)
8.6/10 Excellent! (1,006 reviews)
Yeah, this place was awesome, super quiet, and parking was a breeze.

Reviewed on Aug. 18, 2025

Shashi Hotel Mountain View Palo Alto

Shashi Hotel Mountain View Palo Alto

5 out of 5
Price was CA $1,486, price is now CA $987 per person
CA $987
per person
Oct 23 - Oct 27
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to San Jose (SJC)
9.4/10 Exceptional! (1,011 reviews)
Cool unique place Polite considerate staff & environment

Reviewed on Aug. 19, 2025

Sonesta San Jose - Milpitas

Sonesta San Jose - Milpitas

3.5 out of 5
Price was CA $1,003, price is now CA $699 per person
CA $699
per person
Oct 23 - Oct 27
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to San Jose (SJC)
8.4/10 Very Good! (1,014 reviews)
Everything was perfect and clean

Reviewed on Aug. 20, 2025

Global Luxury Suites at Mountain View

Global Luxury Suites at Mountain View

4 out of 5
Shoreline West
Price was CA $2,012, price is now CA $1,432 per person
CA $1,432
per person
Nov 8 - Nov 15
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to San Jose (SJC)
8.2/10 Very Good! (182 reviews)
Absolutely wonderful place to stay - except could never ever contact anyone by phone to help in any way. After a long delay they'd send an email and call (which I always missed due to flights so go voicemail) and if I replied to email immediately I'd still not get a response until too late. The Latch system (instead of keys, to enter every door and use elevators) did not work for my phone and no employees understood how it worked. I absolutely needed to have service which I did not inside of the elevator so an employee at the leasing office had to let me in so I could get service at the top floor . It took hours and hours of everyone's time. We were given late checkout as an apology, which I appreciated. (the leasing office people were really uncomfortable because it was not their rental situation, but helped as much as they could. We had just wandered in because we had the wrong address and thankfully they could access our floor in our building)

Reviewed on Jun. 16, 2025

Ready to book your vacation to Cupertino?

 

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Cupertino Hotel Deals

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 $164 per night from Aug 31 to Sep 1
CA $164
CA $184 total
Aug 31 - Sep 1
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Great hotel! Beautiful hotel centrally located!"

Reviewed on Aug. 13, 2025

Juniper Hotel Cupertino, Curio Collection by Hilton
Aloft Cupertino

Aloft Cupertino

3 out of 5
10165 N De Anza Blvd, Cupertino, CA
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Aug 29 to Aug 30
CA $136
CA $153 total
Aug 29 - Aug 30
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"Yeah, this place was awesome, super quiet, and parking was a breeze."

Reviewed on Aug. 18, 2025

Aloft Cupertino
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 $153 per night from Aug 29 to Aug 30
CA $153
CA $172 total
Aug 29 - Aug 30
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"The place was definitely better than I expected. The only issue was breakfast, it’s advertised as being available during certain hours, but in reality, once they run out, they don’t restock. They should consider making it first come, first served to set the right expectation. Other than that, the ..."

Reviewed on Aug. 19, 2025

Cupertino Hotel
See all 939 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.
All Inclusive Vacations
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Beach Vacations
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What to do in Cupertino

Picture 2 for Activity San Jose: Valley Ghosts Haunted Walking Tour

San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette

CA $44
per adult
San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette
San Jose: One day Yosemite and Giant Sequoia Tour

San Jose: One day Yosemite and Giant Sequoias Tour

CA $398
per adult
92% of travellers recommend
San Jose: One day Yosemite and Giant Sequoias Tour
Turkish Mosaic Lamp Making Workshop

Turkish Mosaic Lamp Making Workshop

CA $131
per adult
Turkish Mosaic Lamp Making Workshop
See all activities in Cupertino

Frequently asked questions

How much does a Cupertino vacation package cost?
You'll find cheap prices from CA $605 on Expedia for your Cupertino break. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Cupertino costs.
What are the cheapest months to go to Cupertino?
You can usually find reduced prices and greater availability in February, March and April. Explore our cheap Cupertino vacation packages and you could get some excellent off-season deals.
How many days is enough for Cupertino?
We suggest planning a Cupertino vacation for around 2 days. This will give you plenty of time to visit major attractions such as Westfield Valley Fair Shopping Mall and Mountain Winery, and also explore neighbourhoods like Sunnyvale West and Ponderosa Park. You could even slot in a day trip or two from Cupertino.
Is it worth booking a vacation package to Cupertino?
Cupertino has everything you need for an amazing escape. Get your Cupertino vacation off to a flying start by visiting top attractions like McClellan Ranch Park.
How to find the best Cupertino package deals?
Bagging a cheap Cupertino package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most wallet-friendly Cupertino package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Cupertino vacation as a package?
You can enjoy significant savings on your next Cupertino break by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to see the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Cupertino?
If you have your Cupertino travel dates locked in, book as soon as you can to bag some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Cupertino?

  1. Pick your dates: What you plan to do in Cupertino and your preferred season will help you decide when to go.
  2. Budget wisely: Besides the cost of your accommodations, you should factor in other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Cupertino.
  3. Set the duration of your trip: Start by compiling a list of the activities and sights you want to experience in Cupertino. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalized Cupertino vacation package.

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