Cupertino Vacation Packages 2026 from $329

Cupertino flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Sonesta Select San Jose Airport

Rosemary

$329

per person

Mar 12 - Mar 15

found 1 day ago

Roundtrip flight included

Portland (PDX) to San Jose (SJC)

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Self parking, a snack bar/deli, and a grocery/convenience store are also offered.

Global Luxury Suites San Jose Downtown

Downtown San Jose

Save 100% on your flight

$543

per person

Mar 12 - Mar 15

found 1 day ago

Roundtrip flight included

Portland (PDX) to San Jose (SJC)

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. There's an outdoor pool on site, and a terrace and a garden are also provided.

Holiday Inn Express & Suites San Jose Airport by IHG

North San Jose

$358

per person

Mar 12 - Mar 15

found 1 day ago

Roundtrip flight included

Portland (PDX) to San Jose (SJC)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast and a free airport shuttle. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Hotel Vue

Old Mountain View

Save 100% on your flight

$482

per person

Mar 12 - Mar 15

found 1 day ago

Roundtrip flight included

Portland (PDX) to San Jose (SJC)

A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A 24-hour business center, a terrace, and dry cleaning are also on offer.

Sonesta San Jose - Milpitas

$362

per person

Mar 12 - Mar 15

found 1 day ago

Roundtrip flight included

Portland (PDX) to San Jose (SJC)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like a free area shuttle.

Top Cupertino hotels deals

Aloft Cupertino

10165 N De Anza Blvd Cupertino CA

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$100 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Pool

Pet friendly

Juniper Hotel Cupertino, Curio Collection by Hilton

10050 S De Anza Blvd Cupertino CA

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$128 total

Dec 28 - Dec 29

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Pool

Pet friendly

Hilton Garden Inn Cupertino

10741 N Wolfe Rd Cupertino CA

Free Cancellation

Reserve now, pay when you stay

$92 nightly

$103 total

Dec 27 - Dec 28

Total with taxes and fees

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, a snack bar/deli, and express check-in are also on offer.

Pool

Pet friendly

Cupertino Hotel

10889 North De Anza Boulevard Cupertino CA

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$105 total

Dec 24 - Dec 25

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Hyatt House San Jose / Cupertino

10380 Perimeter Rd Cupertino CA

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$142 total

Jan 2 - Jan 3, 2026

Total with taxes and fees

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Residence Inn by Marriott San Jose Cupertino

19429 Stevens Creek Boulevard Cupertino CA

Free Cancellation

Reserve now, pay when you stay

$189 nightly

$212 total

Dec 26 - Dec 27

Total with taxes and fees

This hotel features a 24-hour gym and a bar/lounge. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A business center, a terrace, and a grocery/convenience store are also on offer.

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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.

Popular places to visit

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.

Apple Campus

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 Park Visitor Center

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.

Frequently asked questions

How much are vacation packages to Cupertino?

You might be surprised — you can find yourself in Cupertino for as low as $329. Allow Travelocity to save you time and money with our fantastic vacation packages. With experiences, hotels and flights all ready to go at our one-stop shop, what are you waiting for?

How long should my Cupertino vacation be?

The majority of people book a hotel for 2 nights in Cupertino. But that doesn't mean you have to follow in their footsteps. How long you decide to stay boils down to what sorts of things you want to do during your vacation. If you want to get familiar with every part of this amazing place, consider booking another night or so (or even longer!).

Where can I get the best vacation package deals for Cupertino?

One word — Travelocity. With 400 airlines and 1,000,000 worldwide properties, it's easy to find a Cupertino package deal that suits your needs.

Why should I book my Cupertino vacation bundle via Travelocity?

Travel is all about making cherished new memories and forgetting all your worries — which is why we provide you with a friendly team of customer service experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our terrific range of vacation destinations. So what are you waiting for? There's no time like the present to secure that vacation you've always wanted.

Will I save money on my Cupertino car rental if I combine it with a hotel or flight?

You most certainly can — combine your hotel, car and flight into a Cupertino vacation package and you'll save a ton. With so much to discover in the Cupertino area, having your own set of wheels will more than come in handy. Once you've buckled yourself in, crank up the music and head toward Pier 39, a renowned attraction roughly 40 mi from Cupertino.

What is the best time of year to go to Cupertino?

That depends on whether you'd rather save cash or visit Cupertino when it's in full swing. The quietest time to explore this part of the world is January, July and August. But if you want to experience this destination in peak season, consider March, June and November. Want to save your hard-earned cash? The cheapest month is . typically has the most expensive prices.

Which airport is best for Cupertino?

Many visitors fly into San Francisco Intl. Airport (SFO), 30 mi northwest of downtown Cupertino. Others prefer Norman Y. Mineta San Jose Intl. Airport (SJC) (7 mi away from central Cupertino) or Oakland Intl. Airport (OAK) (30 mi away from central Cupertino).

What is there to do in Cupertino?

While venturing off the beaten track is rewarding, you shouldn't miss the big-name attractions that make a place famous. Apple Park Visitor Center and DeAnza College are a couple of them in Cupertino.

Where should I stay when visiting Cupertino?

The Cupertino Hotel is recommended by many visitors. Book now to avoid missing out.