Cupertino Vacations from $616

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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.

The Latest Cupertino vacation packages

Price found within the past 48 hours. Click for updated prices.
Aqua Breeze Inn
Chaminade Resort & Spa
La Bahia Hotel and Spa
Motel 6 Santa Cruz, CA
West Cliff Inn - A Four Sisters Inn
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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
$118 nightly
The price is $133 total per night from Aug 31 to Sep 1
$133 total
Aug 31 - Sep 1
Total with taxes and fees
9/10 Wonderful! (1,000 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
$99 nightly
The price is $111 total per night from Aug 29 to Aug 30
$111 total
Aug 29 - Aug 30
Total with taxes and 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
$116 nightly
The price is $130 total per night from Aug 29 to Aug 30
$130 total
Aug 29 - Aug 30
Total with taxes and 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
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.

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Frequently asked questions

How much does a Cupertino vacation package cost?
Offering great value package deals from $616 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?
If you'd like to snag a cheap Cupertino vacation package, consider traveling in January, July and August. You'll generally find better prices on flights and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Cupertino?
To fully enjoy a Cupertino vacation, we suggest booking for 2 days. Split your time between visiting Flint Center for the Performing Arts, Pichetti Winery and other must-see attractions, in addition to exploring neighborhoods like Morse Park and Ponderosa Park. If you've got some spare time, add a day trip to your Cupertino vacation itinerary.
Is it worth booking a vacation package to Cupertino?
It's easy to see why a Cupertino vacation is on the to-do list of many travelers. Major attractions like Blackberry Farm Golf Course are just the beginning of things to see and do 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 the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Cupertino.
  2. Set a budget: Consider costs such as flights, transportation and food when calculating how much to save for your trip to Cupertino. Then, choose a hotel that suits your budget, whether that's a low-cost stay or a high-end getaway.
  3. Discover Cupertino using our trip planning tool: Gain insights into the leading attractions and best hotels for your trip to Cupertino. You can also save your favorite places, collaborate with your group and manage your plans in one place.
  4. Decide how many days away: Start by listing all the attractions you want to get to in Cupertino. Then, estimate how long you'll need for each, including any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customized Cupertino vacation package.
  6. Book any activities or excursions: Now to the fun part — organizing everything you want to see and do. Browse some of the top things to do in Cupertino and book your tickets early to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Cupertino vacation packages?
Jet off on your dream trip to Cupertino with Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait for the next payday — we've teamed up with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stay on budget and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.