South San Jose Vacations from $314
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Your South San Jose Vacation
If you're craving a cosmopolitan getaway, our South San Jose vacation packages are the answer. Whether you're seeking culture, golfing or mountain biking, this neighborhood has something for every visitor. Hoping to see the sights during your trip to South San Jose? Make sure you stop by nearby attractions such as Almaden Plaza, Coyote Creek Parkway Path and Martial Cottle Park. No matter what your dream South San Jose vacation may look like, you can turn it into reality with Expedia.
The Latest South San Jose Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Appellation Healdsburg
$1,318
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Francisco (SFO)
9/10 Wonderful! (114 reviews)
We had an incredible weekend at the Appalachian. We were thoroughly impressed by the exceptional hospitality and the beautiful environment that’s created. It was a truly special weekend, especially since we were celebrating a special event..
Chef Charlie Palmer and Chef Reed provided us with an exceptional tasting menu. Sommelier Tess’s wine pairing and list were nothing short of remarkable. GM Brian’s hospitality was truly exceptional. Our waiter Dominic was a true professional. There are many other members of the team who deserve our thanks as well.
Reviewed on Aug 12, 2026
Where to stay in South San Jose
Find the best South San Jose areas and neighborhoods for the activities you enjoy most. Learn more about South San Jose
Downtown San Jose
5 out of top 10 points of interest in this area
This city on San Francisco Bay is not only a technology center, but also filled with cultural and historic attractions.
Willow Glen
Explore this historic downtown with diverse architectural styles, and upscale living. Enjoy shopping and dining in Downtown Willow Glen, and access nearby VTA light rail and Caltrain stations.
West San Jose
1 out of top 10 points of interest in this area
While visiting West San Jose, you might make a stop by sights like Winchester Mystery House and Santana Row Shopping Center.
North San Jose
If you're spending time in North San Jose, check out sights like Samsung Semiconductor Inc or Topgolf San Jose and hop on the metro to see more the city at Cisco Station or Baypointe Station.
Alviso
If you're spending some time in Alviso, San Francisco Bay and Topgolf San Jose are top sights worth seeing.
South San Jose Hotel Deals
La Hacienda San Jose Silicon Valley
399 Silicon Valley Boulevard San Jose CA
Fully refundableReserve now, pay when you stay
$94 nightly
$109 total
Aug 30 - Aug 31
Total with taxes and fees
Hayes Mansion, San Jose - Curio Collection by Hilton
200 Edenvale Ave San Jose CA
Fully refundableReserve now, pay when you stay
$141 nightly
$163 total
Aug 30 - Aug 31
Total with taxes and fees
Sonesta Silicon Valley
1820 Barber Ln Milpitas CA
Fully refundableReserve now, pay when you stay
$114 nightly
$130 total
Sep 5 - Sep 6
Total with taxes and fees
9.2/10 Wonderful! (2,144 reviews)
"Staff was not friendly at all! Room had hairs on floor. They were not ours. Not sure what was going on the weekend we stayed. Kids (teens) running up and down halls in the evening. Floor would shake! We ended up finding the kids! My son yelled at them!! They did grant a late check out. By 1 hour. ..."
Reviewed on Aug 13, 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.
Stay near popular South San Jose attractions
Santa Clara County Fairgrounds
8.0/10 (12 reviews)
Enjoy an outing to Santa Clara County Fairgrounds during your stay in San Jose. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Almaden Plaza
During your visit to San Jose, you can search for that perfect souvenir at Almaden Plaza. Discover the top-notch restaurants and great live music in this family-friendly area.
Santa Ynez Canyon
Commune with nature and explore the great outdoors at Santa Ynez Canyon during your travels in San Jose. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
History Park
You can spend time studying the exhibits at History Park during your trip to San Jose. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Coyote Creek Parkway Path
You can take time to visit Coyote Creek Parkway Path during your travels to San Jose. Check out the shops and top-notch restaurants in this family-friendly area.
Tech CU Arena
Catch an event at Tech CU Arena during your trip to San Jose. While in this family-friendly area, you can savor the top-notch restaurants.
Hayes Mansion
After visiting Hayes Mansion, make a plan to see the other sights and activities in San Jose. While in this family-friendly area, you can savor the top-notch restaurants.
Bowlero San Jose
You can take time to visit Bowlero San Jose during your travels to San Jose. While in this family-friendly area, you can savor the top-notch restaurants.
Things to do
Agnews Historic Park Personalized Self-Guided App Tour
$5
per traveler
San Jose State University: Personalized Self-Guided App Tour
$5
per traveler
80% of travellers recommend
Explore a world of travel with Expedia
- Clarion Alley
- Yerba Buena Ice Skating Center
- Emeryville Marina
- Stonestown Galleria
- Oakland City Hall
- Golden Gate Bridge
- Alum Rock Park
- Anchor Brewing Company
- Brannan Street Wharf
- California's Great America
- Santa Clara Paintball
- D.p. Fong Gallery
- San Bruno Mountain
- Sf Masonic Auditorium
- Westfield San Francisco Centre
- Emeryville Vacations
- Old Oakland
- San Jose Museum of Quilts and Textiles
- Westin St Francis Hotel Glass Elevators
- Alta Bates Summit Medical Center
- Frank Bette Center for the Arts
- Kelley Park
- Levi's Stadium
- Union Square Vacations
- Westfield Valley Fair Shopping Mall
- Happy Hollow Park and Zoo
- Mountain View Cemetery
- Public Market Emeryville
- Uss Potomac
- Paramount Theatre
- St. Joseph Cathedral Basilica
- Temescal Vacations
- Children's Discovery Museum
- Rosenblum Cellars
- St. Patrick Catholic Church
- Orpheum Theatre
- The Tech Interactive
- Children's Creativity Museum
- Vasona Lake County Park
- Oakland Museum of California
- Cow Palace
- Adobe Corporate Headquarters
- Kaiser Permanente Oakland Medical Center
- John McLaren Park
- San Jose City Hall
- South Beach Vacations
- Oakland City Center
- San Francisco Mint
- California Trolley and Railroad Corporation
- Rosicrucian Egyptian Museum
- Apple Park Visitor Center
- Hakone Gardens
- Children's Hospital Oakland
- Mission District Vacations
- Alameda Naval Air Museum
- 22nd St Hill
- Jack London's Cabin
- Pacific-Union Club
- Alameda Vacations
- Raging Waters
- Columbus Tower
- Civic Center Plaza
- Santana Row Shopping Center
- Maiden Lane
- Van Ness Avenue
- Ferry Building
- Sf Armory
- St. Mary Square
- Almaden Quicksilver County Park
- San Francisco Vacations
- Macchu Picchu Gallery & Museum of the Americas
- Twin Peaks
- Ebay Inc. Headquarters
- Mrs. Doubtfire House
- Yerba Buena Gardens
- Conservatory of Flowers
- Mission San Francisco de Asís
- Academy of Art University
- Japanese Friendship Garden
- Balmy Alley
- San Jose Municipal Rose Garden
- Bill Graham Civic Auditorium
- Alamo Square
- San Jose Museum of Art
- Ghirardelli Chocolate Experience
- Daly City Vacations
- Nor Cal Laser Tag
- San Francisco State University
- Moscone Convention Center
- Art-Tech Silicon Valley Institute of Art & Technology
- Preservation Park
- Santa Clara County Fairgrounds
- San Francisco Public Library
- Temple Sinai
- California Theater
- Saints Peter and Paul Church
- Mission Creek Park
- Pacific Pinball Museum
- Winchester Mystery House
- Fisherman's Wharf Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.