Search Deals onCupertino Vacation Packages
Cupertino Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Days Inn & Suites by Wyndham Mountain View
Price was $434, price is now $328 per person
$328
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
Stay at this motel in Mountain View. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions California's Great America and Levi's Stadium are located nearby.
The aged room was clean and the staff super friendly. Great easy stay for an evening at Shoreline.
Reviewed on Aug 28, 2026
Aqua Breeze Inn
Price was $585, price is now $378 per person
$378
per person
Oct 29 - Oct 31
found 17 hours ago
Roundtrip non-stop flight included
Denver (DEN) to San Jose (SJC)
Stay at this motel in Santa Cruz. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Santa Cruz Beach Boardwalk and Mystery Spot are located nearby.
Great location and nice looking, colorful motel. Air conditioning was solid and parking was easy.
Reviewed on Aug 28, 2026
Sonesta San Jose - Milpitas
Save 100% on your flight
Price was $1,344, price is now $909 per person
$909
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to San Jose (SJC)
Book a stay at this business-friendly hotel in Milpitas. Enjoy free WiFi, a free area shuttle, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Levi's Stadium and California's Great America are located nearby.
It was good overall, super close to the Milpitas Market and perfect distance from the Levi's Stadium and airport.
Reviewed on Aug 28, 2026
@ Marbella Lane - Immaculate & Cozy 3BR Home
Save 100% on your flight
Price was $2,220, price is now $1,577 per person
$1,577
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Jose (SJC)
Book a stay at this business-friendly cottage in San Jose. Enjoy free parking, a garden, and a picnic area. Popular attractions SAP Center at San Jose and California's Great America are located nearby.
Holiday Inn San Jose - Silicon Valley by IHG
Save 100% on your flight
Price was $963, price is now $709 per person
$709
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to San Jose (SJC)
Book a stay at this business-friendly hotel in San Jose. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions SAP Center at San Jose and California's Great America are located nearby.
Black mold in the bathroom
Reviewed on Aug 27, 2026
La Bahia Hotel and Spa
Save 100% on your flight
Price was $1,522, price is now $1,163 per person
$1,163
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Austin (AUS) to San Jose (SJC)
Book a stay at this luxury hotel in Santa Cruz. Enjoy free WiFi, a full-service spa, and 3 restaurants. Popular attractions Santa Cruz Beach Boardwalk and Capitola Beach are located nearby.
Fantastic
Reviewed on Aug 28, 2026
Marbella Lane Triplex San Jose
Price was $1,003, price is now $770 per person
$770
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Jose (SJC)
Stay at this vacation home in San Jose. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions SAP Center at San Jose and California's Great America are located nearby.
Just only 4 pm can check in. 😞
Reviewed on Apr 28, 2026
Hilton Garden Inn San Jose/Milpitas
Save 100% on your flight
Price was $954, price is now $736 per person
$736
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to San Jose (SJC)
Book a stay at this business-friendly hotel in Milpitas. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Levi's Stadium and California's Great America are located nearby.
Cupertino Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Cupertino Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Oct 21 - Sat, Nov 7
LAX
Los Angeles Intl.
SFO
San Francisco Intl.
$38 Roundtrip, found 8 hours ago
$38
Roundtrip
found 8 hours ago
Mon, Sep 28 - Mon, Oct 12
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$48 Roundtrip, found 1 day ago
$48
Roundtrip
found 1 day ago
Mon, Sep 21 - Thu, Sep 24
LAX
Los Angeles Intl.
OAK
Oakland Intl.
$181 Roundtrip, found 2 days ago
$181
Roundtrip
found 2 days ago
Mon, Sep 28 - Thu, Oct 1
ORD
O'Hare Intl.
OAK
Oakland Intl.
$201 Roundtrip, found 18 hours ago
$201
Roundtrip
found 18 hours ago
Discover Other Travel Deals
- Apple Campus Vacations
- Apple Park Visitor Center Vacations
- DeAnza College Vacations
- Apple Park Vacations
- Blackberry Farm Golf Course Vacations
- Rancho San Antonio Preserve Vacations
- McClellan Ranch Park Vacations
- Rancho San Antonio Open Space Preserve Vacations
- Cupertino Historical Society and Museum Vacations
- West Coast Farmers Market Vacations
- Cupertino Memorial Park Vacations
- Massage Envy Spa Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
