Vacations in San Jose

Vacations in San Jose

2 travelers

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Cheap San Jose package deals

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$297 - $710$710 - $1,123$1,123 - $1,536$1,536 - $1,949$1,949+ per night

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Most popular San Jose flight and hotel deals

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DoubleTree by Hilton San Jose - San Jose - Pool
DoubleTree by Hilton San Jose - San Jose - Pool
DoubleTree by Hilton San Jose
6.3 Okay
North San Jose
Airport shuttle
Pool
Pet friendly
Spa
Chicago O'Hare Intl
Meals not included
3 nights + flight
$480
Homewood Suites by Hilton San Jose - Airport/Silicon Valley - San Jose - Building
Homewood Suites by Hilton San Jose - Airport/Silicon Valley - San Jose - Building
Homewood Suites by Hilton San Jose - Airport/Silicon Valley
8.5 Very good
North San Jose
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
$469
Sonesta ES Suites San Jose Airport - San Jose - Patio
Sonesta ES Suites San Jose Airport - San Jose - Patio
Sonesta ES Suites San Jose Airport
7.5 Good
North San Jose
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
$421
Residence Inn by Marriott San Jose Airport - San Jose - Bedroom
Residence Inn by Marriott San Jose Airport - San Jose - Bedroom
Residence Inn by Marriott San Jose Airport
8.9 Very good
North San Jose
Airport shuttle
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
$463
Rose Garden Inn - San Jose Airport - San Jose - Bedroom
Rose Garden Inn - San Jose Airport - San Jose - Bedroom
Rose Garden Inn - San Jose Airport
5.4 Fair
Newhall / College Park
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$360
The Flamingo Motel San Jose - San Jose - Bedroom
The Flamingo Motel San Jose - San Jose - Bedroom
The Flamingo Motel San Jose
8.2 Very good
Sunol-Midtown / Garden Alameda
Parking
Free Wi-Fi
Chicago O'Hare Intl
Meals not included
3 nights + flight
$397
The Row Hotel, BW Signature Collection - San Jose - Dining room
The Row Hotel, BW Signature Collection - San Jose - Dining room
The Row Hotel, BW Signature Collection
8 Very good
Parking
Free Wi-Fi
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
$473
Extended Stay America Premier Suites - San Jose - Airport - San Jose - Patio
Extended Stay America Premier Suites - San Jose - Airport - San Jose - Patio
Extended Stay America Premier Suites - San Jose - Airport
6.9 Okay
North San Jose
Parking
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
$376
The Westin San Jose - San Jose - Lobby
The Westin San Jose - San Jose - Lobby
The Westin San Jose
7.9 Good
Downtown
Free Wi-Fi
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$553
AC Hotel by Marriott San Jose Downtown - San Jose - Restaurant
AC Hotel by Marriott San Jose Downtown - San Jose - Restaurant
AC Hotel by Marriott San Jose Downtown
8.5 Very good
Downtown
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$548
Hotel De Anza by IHG - San Jose - Living room
Hotel De Anza by IHG - San Jose - Living room
Hotel De Anza by IHG
8 Very good
Downtown
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$548
La Quinta Inn & Suites by Wyndham San Jose Airport-Downtown - San Jose - Lobby
La Quinta Inn & Suites by Wyndham San Jose Airport-Downtown - San Jose - Lobby
La Quinta Inn & Suites by Wyndham San Jose Airport-Downtown
8.5 Very good
Central San Jose
Chicago O'Hare Intl
Breakfast
3 nights + flight
$427
Best Western Plus Airport Plaza - San Jose - Building
Best Western Plus Airport Plaza - San Jose - Building
Best Western Plus Airport Plaza
8.6 Very good
Newhall / College Park
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$416
Hyatt House San Jose/Silicon Valley - San Jose - Bedroom
Hyatt House San Jose/Silicon Valley - San Jose - Bedroom
Hyatt House San Jose/Silicon Valley
8.7 Very good
North San Jose
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
$442
Fairfield Inn & Suites by Marriott San Jose - San Jose - Lounge
Fairfield Inn & Suites by Marriott San Jose - San Jose - Lounge
Fairfield Inn & Suites by Marriott San Jose
8.4 Very good
North San Jose
Parking
Free Wi-Fi
Pool
Spa
Chicago O'Hare Intl
Breakfast
3 nights + flight
$444
Clarion Inn Silicon Valley - San Jose - Pool
Clarion Inn Silicon Valley - San Jose - Pool
Clarion Inn Silicon Valley
7.6 Good
South San Jose
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Breakfast
3 nights + flight
$382

When to book a vacation in San Jose

Price includes flights and 3 nights accommodation for 2 travelers. Prices are not fixed and may vary with time.

Tips for finding San Jose package deals

  • There are loads of types of vacations in San Jose and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travelers: Top vacation $424; Family vacation $456; Romantic vacation $437; Luxury vacation $550; Budget vacation $364.

Where to stay in San Jose

Our map will help you find the perfect place to stay for your vacation in San Jose by showing you the exact location of each hotel.

Everything you need to know for your vacation in San Jose

San Jose vacation information

Top vacation (Flight+Hotel)$424
Family vacation (Flight+Hotel)$456
Romantic vacation (Flight+Hotel)$437
Luxury vacation (Flight+Hotel)$550
Budget vacation (Flight+Hotel)$364