Cupertino Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
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.
Shashi Hotel Mountain View Palo Alto
Price was CA $1,963, price is now CA $1,428 per person
CA $1,428
per person
Aug 5 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Jose (SJC)
9.4/10 Exceptional! (1,380 reviews)
Wonderful. We only stayed one night but it was great. Parking garage was easy to navigate. Multiple food options in the hotel. Staff was very friendly and gave a complimentary drink upon check in. Would recommend.
Reviewed on May 23, 2026
Cupertino Hotel Deals
Aloft Cupertino
10165 N De Anza Blvd Cupertino CA
The price is CA $160 per night from May 29 to May 30
CA $160
CA $180 total
May 29 - May 30
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Do not stay here if you want breakfast."
Reviewed on May 20, 2026
Juniper Hotel Cupertino, Curio Collection by Hilton
10050 S De Anza Blvd Cupertino CA
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from May 29 to May 30
CA $169
CA $190 total
May 29 - May 30
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"We had a wonderful 4-night stay at this hotel. The location was excellent — very convenient. There were so many restaurants nearby, with a great variety of choices, and two large shopping centers were also within a short walking distance, which made everything extremely convenient during our stay. ..."
Reviewed on May 9, 2026
Cupertino Hotel
10889 North De Anza Boulevard Cupertino CA
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from May 25 to May 26
CA $150
CA $168 total
May 25 - May 26
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"No microwaves in the room. Front office can send one to you room for $10 and a two hour wait."
Reviewed on May 11, 2026
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.
What to do in Cupertino
Stanford University Personalized Self-Guided App Tour
CA $7
per traveller
San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette
CA $44
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
