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Cupertino Vacations

Your trip

Hotel options

Hotel stay must be within date range of Leave and Return.

Room 1
Age categories
Ages of children at time of trip (for pricing, discounts)

Your Cupertino vacation

From family vacations to last-minute romantic getaways, make Orbitz your first and only stop for Cupertino vacations. You can customize your trip with flights, hotels and activities to match your travel plans and tastes. Sweeten the pot with extra savings when you book your flight and hotel together.

Create your own Cupertino travel plans
Build your own Cupertino vacation itinerary. Choose a flight that matches your schedule and a hotel with the amenities you need. Book them together for extra discounts you won't find when booking separately.

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Reach out to an Orbitz travel specialist for Cupertino vacation assistance. Our specialists are available around the clock at 1-800-504-3248. We can even help with last-minute Cupertino vacations.

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Scope out your Cupertino vacation options and savings
With the Orbitz Matrix Display, you can view all your flight and hotel options quickly. Plus, you'll see what you can save on your travel packages when you book them together.

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Cupertino Vacation Packages

Hotel only $116

1 Cypress, a Kimpton Hotel

4 stars
4.3 / 5 24 reviews

10050 S De Anza Blvd Map

Save 10% on your stay

Four Diamond luxurious boutique hotel for parents and pet ownersThe only AAA four-diamond property in the area, Kimpton's Cypress Hotel offers a luxurious modern ambiance for its mixed crowd of business travelers and vacationers. Located less than a mile from Apple... More

Hotel only $95

2 Courtyard by Marriott San Jose Cupertino

3 stars
4.1 / 5 31 reviews

10605 Map

The state-of-the-art lobby at the Courtyard San Jose Cupertino Hotel in Silicon Valley provides greater flexibility and choices for our guests. Our Cupertino hotel near Sunnyvale and Santa Clara, features a recently renovated lobby with inviting, flexible spaces to work... More

Hotel only $99

3 Aloft Cupertino

3 stars
4.5 / 5 4 reviews

10165 North De Anza Boulevard Map

Save 10% on your stay

Celebrate your style at Aloft Cupertino, a hip new hotel where youll enjoy the trendy shops and restaurants of Santana Row. We offer easy-breezy access to Apple headquarters next door and numerous other Fortune 500 companies in Silicon Valley. Meet & mingle with... More

Hotel only $92

4 Hilton Garden Inn Cupertino

3 stars
4.2 / 5 17 reviews

10741 North Wolfe Road Map

Complimentary wired and Wi-Fi Internet Access

The Hilton Garden Inn Cupertino hotel is in the heart of the Silicon Valley area of California, and is 10 miles from San Jose International Airport (SJC), 45 miles South of San Francisco International Airport (SFO) and accessible to major freeways and expressways. Our... More

Hotel only $89

5 Cupertino Inn

3 stars
4.3 / 5 14 reviews

10889 North De Anza Blvd Map

Located in the heart of Silicon Valley the Cupertino Inn is the choice of the upscale traveler. The hotel features many complimentary amenities including wireless high speed internet access -breakfast -cocktails and hors doeuvres and limosine service to and from the San... More