Cupertino Vacations from ￥161,168

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The Latest Cupertino Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sonesta Silicon Valley

Sonesta Silicon Valley

4 out of 5
per person
Oct 14 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to San Jose (SJC)
9/10 Wonderful! (1,569 reviews)
We enjoyed the buffet breakfast

Reviewed on Aug 11, 2025

Cupertino Hotel

Cupertino Hotel

3.5 out of 5
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to San Jose (SJC)
8/10 Very Good! (1,000 reviews)
Last day of visit no hot water in the shower

Reviewed on Aug 4, 2025

Hotel Valencia Santana Row

Hotel Valencia Santana Row

4 out of 5
per person
Oct 22 - Oct 26
found 3 hours ago
Roundtrip flight included
Naha (OKA) to San Jose (SJC)
9/10 Wonderful! (1,006 reviews)
Excellent customer service, was greeted with a drink at check in.

Reviewed on Aug 11, 2025

Hyatt Place San Jose Airport

Hyatt Place San Jose Airport

3 out of 5
North San Jose
per person
Oct 22 - Oct 26
found 3 hours ago
Roundtrip flight included
Naha (OKA) to San Jose (SJC)
8.8/10 Excellent! (1,414 reviews)
The breakfast was fantastic!! The best ive had at a hotel the staff was friendly nobody bothered us I would def come again thank you

Reviewed on Aug 10, 2025

Holiday Inn San Jose - Silicon Valley by IHG

Holiday Inn San Jose - Silicon Valley by IHG

3 out of 5
Rosemary
per person
Oct 22 - Oct 26
found 3 hours ago
Roundtrip flight included
Naha (OKA) to San Jose (SJC)
8.2/10 Very Good! (1,038 reviews)
If you are anything like me, that don’t wanna spend too much money but also don’t want anything rinky dink then this place will be just fine. There’s a lot of good places to eat in the area. I just think the rooms are a little out dated. The AC blew a whisper of air & the water took over 30mins to get hot. If those are big factors for you then I think you should definitely reconsider staying somewhere else.

Reviewed on Aug 7, 2025

Find the Best Cupertino Vacation Packages

Cupertino Hotel Deals

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 ￥17,158 per night from Aug 23 to Aug 24
￥17,158
￥19,251 total
Aug 23 - Aug 24
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"I’ve been coming to this location since February- love the easy check in process - and the rooms are really spacious!"

Reviewed on Aug 8, 2025

Aloft 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 ￥17,461 per night from Aug 29 to Aug 30
￥17,461
￥19,594 total
Aug 29 - Aug 30
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Amazing Staff!"

Reviewed on Aug 6, 2025

Juniper Hotel Cupertino, Curio Collection by Hilton
Cupertino Hotel

Cupertino Hotel

3.5 out of 5
10889 North De Anza Boulevard, Cupertino, CA
Fully refundableReserve now, pay when you stay
8/10 Very Good! (1,002 reviews)
"Close to shopping plaza, BJ Brewpub. I would nice if they had a bar or restaurant on site but not a deal breaker due to plaza next to the hotel"

Reviewed on Aug 10, 2025

Get rates
Cupertino Hotel
See all 934 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.

Discover the most popular places to visit in Cupertino

Good for hiking

Rancho San Antonio Preserve

You can take time to visit Rancho San Antonio Preserve during your travels to Cupertino. While in this family-friendly area, you can savor the top-notch restaurants.

Rancho San Antonio Preserve

Apple Campus

After visiting Apple Campus, make a plan to see the other sights and activities in Cupertino. Attend a sporting event or visit the shops in this family-friendly area.

Apple Campus

Apple Park Visitor Center

After visiting Apple Park Visitor Center, make a plan to see the other sights and activities in Santa Clara. Check out the shops and top-notch restaurants in this family-friendly area.

Apple Park Visitor Center

What to do in Cupertino

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

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

￥3,545
per adult
San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette
LEGOLAND Discovery Center Bay Area

LEGOLAND Discovery Center Bay Area

￥4,134
per adult
LEGOLAND Discovery Center Bay Area
San Jose: One day Yosemite and Giant Sequoia Tour

San Jose: One day Yosemite and Giant Sequoias Tour

￥42,682
per adult
92% of travellers recommend
San Jose: One day Yosemite and Giant Sequoias Tour
See all activities in Cupertino

Frequently asked questions

How much does a Cupertino vacation package cost?
Offering great value package deals from ￥161,168 on Expedia, you'll be surprised at how little a vacation to Cupertino costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Cupertino?
February, March and April are great times to look for cheap Cupertino vacation packages. Choosing to travel in less busy periods means you'll typically find reduced prices on flights and hotels.
How many days is enough for Cupertino?
Allow around 2 days for your Cupertino vacation to immerse yourself in all that makes this place special. Wander around popular areas, including Sunnyvale West and Ponderosa Park. Then check out top attractions like Pichetti Winery and Bowlmor Lanes. With a clever itinerary, you can keep busy with room for some rest and relaxation too. Want to venture beyond Cupertino? Consider squeezing in an excursion or two.
Is it worth booking a vacation package to Cupertino?
It's easy to see why a Cupertino vacation is on the must-do list of many travelers. Well-known attractions like McClellan Ranch Park are just the beginning of things to keep you busy here.
How to find the best Cupertino package deals?
Use Expedia's filters to help you find some unbeatable Cupertino package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Cupertino package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Cupertino vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Cupertino vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Cupertino?
Secure amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Cupertino adventure.
How to plan a trip to Cupertino?

  1. Choose when to travel: Check your calendar and get packing. Your favorite time of year and the activities available will also help you decide when to vacation in Cupertino.
  2. Work out your budget: Make sure you have enough money to pay for everything from dining out and transportation to activities and airfares. Your hotel will probably be the largest expense during your trip to Cupertino.
  3. Determine how many days away: Start by making a list of all the activities and sights you'd like 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 hotels, car rental, flights and more into a customized Cupertino vacation package.

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