Cupertino Vacations from $242

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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

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Price was $503, price is now $242 per person
$242
per person
Jan 16 - Jan 19
found 14 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
16/10 Exceptional! (1,002 reviews)
Rooms a bit outdated but location is great. Front desk guy very friendly and helpful. Would have been nice to have some Kleenex in the room ;-)

Reviewed on Nov 18, 2025

Motel 6 Santa Cruz, CA

Motel 6 Santa Cruz, CA

2 out of 5
Westside Santa Cruz
Price was $942, price is now $474 per person
$474
per person
Jan 16 - Jan 19
found 14 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
12/10 Exceptional! (581 reviews)
The room was dirty and I'm very sure the bed sheets/blankets washed.

Reviewed on Nov 15, 2025

@ Marbella Lane - 3BR Designer Near Valley Fair

@ Marbella Lane - 3BR Designer Near Valley Fair

3 out of 5
Save 100% on your flight
Price was $2,974, price is now $1,713 per person
$1,713
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Carlsbad (CLD) to San Jose (SJC)
No reviews
Marbella Lane Triplex San Jose

Marbella Lane Triplex San Jose

3.5 out of 5
Northside
Save 100% on your flight
Price was $2,680, price is now $1,547 per person
$1,547
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Carlsbad (CLD) to San Jose (SJC)
14.8/10 Exceptional! (43 reviews)
It is very nice of a place. I just didnt get a kitchen to cook in. So the pictures lied and i couldnt get in just yet. Other then that great place, location and nice community.

Reviewed on Nov 11, 2025

Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
Save 100% on your flight
Price was $980, price is now $569 per person
$569
per person
Jan 16 - Jan 19
found 14 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
16/10 Exceptional! (1,002 reviews)
Food was superb. The employees were so attentive and very serviceable. This was a business stay so didn’t get the chance to enjoy the amenities. Did manage to squeeze in a hike the shortest trail of the 3 they offer. Breathtaking views especially after rainy day.

Reviewed on Nov 19, 2025

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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

4.5/5(74 reviews)

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

3.5/5(3 reviews)

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

LEGOLAND Discovery Center Bay Area

LEGOLAND Discovery Center Bay Area

$28
per adult
LEGOLAND Discovery Center Bay Area
San Jose: "The Escape Game" Ticket at Valley Fair

San Jose: "The Escape Game" Ticket at Valley Fair

$47
per adult
100% of travellers recommend
San Jose: "The Escape Game" Ticket at Valley Fair
Picture 2 for Activity San Jose: Valley Ghosts Haunted Walking Tour

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

$32
per adult
80% of travellers recommend
San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette
See all activities in Cupertino

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
$93 nightly
The price is $105 total per night from Dec 26 to Dec 27
$105 total
Dec 26 - Dec 27
Total with taxes and fees
7.8/10 Good! (1,010 reviews)
The clean room, friendly people and the welcome tray of fruit

Reviewed on Nov 22, 2025

Cupertino Hotel
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
$108 nightly
The price is $121 total per night from Dec 5 to Dec 6
$121 total
Dec 5 - Dec 6
Total with taxes and fees
8.8/10 Excellent! (1,005 reviews)
Property was clean and received good customer service.

Reviewed on Nov 18, 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
$101 nightly
The price is $113 total per night from Dec 5 to Dec 6
$113 total
Dec 5 - Dec 6
Total with taxes and fees
8.6/10 Excellent! (1,012 reviews)
Great location, atmosphere

Reviewed on Nov 18, 2025

Aloft Cupertino
See all 1,021 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.

Find the Best Cupertino Vacation Packages

Cupertino Essential Information

Language
English
Currency
U.S dollars
Closest Airport
San Francisco Intl. Airport (SFO)
Population
60,600
Max Temp Winter
60ºF
Max Temp Summer
80ºF
Top Sights
Californias Great America, Shoreline Amphitheatre and Raging Waters

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Frequently asked questions

How much does a Cupertino vacation package cost?
Offering great value package deals from $242 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.

Explore a world of travel with Expedia

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