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.
Avatar Hotel Santa Clara, Tapestry Collection by Hilton

Avatar Hotel Santa Clara, Tapestry Collection by Hilton

3.5 out of 5
Price was CA $996, price is now CA $703 per person
CA $703
per person
Oct 13 - Oct 16
found 20 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Jose (SJC)
8.6/10 Excellent! (207 reviews)
Its a really nice hotel the only thing has a funny smell inside the rooms and people was smoke outside our room and all the smell got inside of our room.. i don't like that we have kids..

Reviewed on Aug. 25, 2025

Shashi Hotel Mountain View Palo Alto

Shashi Hotel Mountain View Palo Alto

5 out of 5
Price was CA $1,882, price is now CA $1,181 per person
CA $1,181
per person
Oct 1 - Oct 6
found 2 hours ago
Roundtrip flight included
Vancouver (YVR) to San Jose (SJC)
9.4/10 Exceptional! (1,011 reviews)
Beautiful hotel lovely accommodations especially the beds, pool, dining, easy walk to shoreline

Reviewed on Aug. 26, 2025

Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Price was CA $2,010, price is now CA $1,301 per person
CA $1,301
per person
Sep 27 - Oct 4
found 15 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Jose (SJC)
8/10 Very Good! (1,007 reviews)
Short walk to Boardwalk great views

Reviewed on Aug. 25, 2025

DoubleTree by Hilton San Jose

DoubleTree by Hilton San Jose

4 out of 5
Rosemary
Price was CA $1,537, price is now CA $1,066 per person
CA $1,066
per person
Sep 27 - Oct 4
found 15 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Jose (SJC)
7.2/10 Good! (1,008 reviews)
Stay was comfortable and easy check in.

Reviewed on Aug. 28, 2025

Motel 6 Santa Cruz, CA

Motel 6 Santa Cruz, CA

2 out of 5
Westside Santa Cruz
Price was CA $3,012, price is now CA $2,095 per person
CA $2,095
per person
Sep 27 - Oct 4
found 15 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Jose (SJC)
5.8/10 (529 reviews)
This was a very clean room and they had just done improvements on the location and the room. Only thing that was bad was our room did not have shampoo or conditioner and per other guests asking at the front office they did not have any either. The one gentleman was told at 0715 am that he would have to wait til 0900 to get shampoo. I walked the couple blocks down the road and bought some at the gas station.

Reviewed on Aug. 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 $180 per night from Aug 31 to Sep 1
CA $180
CA $202 total
Aug 31 - Sep 1
includes taxes & fees
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 $135 per night from Sep 5 to Sep 6
CA $135
CA $152 total
Sep 5 - Sep 6
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Not too shabby
"Overall decent stay, stayed here on the way home from an ad-lib trip to Santa Cruz one Sunday night. Easy to find next to a lot of good options for dining. Staff was friendly. They did tell us on the phone the pool was heated it wasn't my son was a little upset no big deal though. Unfortunately the ..."

Reviewed on Aug. 24, 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 $128 per night from Aug 31 to Sep 1
CA $128
CA $144 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"The room was roomy and decor was elegant. King bed was very comfortable. Breakfasts was decent."

Reviewed on Aug. 26, 2025

Cupertino Hotel
See all 928 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.
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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 $703 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.