South San Jose Vacation Packages

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Top Holiday Package Deals in South San Jose

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was CA $2,180, price is now CA $1,350 per person
CA $1,350
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9/10 Wonderful! (7,413 reviews)
Loved location, kind staff, parking, clean and comfy rooms plus a decent breakfast!

Reviewed on Mar 26, 2026

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Price was CA $3,149, price is now CA $1,925 per person
CA $1,925
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9.2/10 Wonderful! (516 reviews)
This hotel used to be my favorite, now it lost it’s charm, the place needs renovation.

Reviewed on Mar 24, 2026

Fairmont Heritage Place, Ghirardelli Square

Fairmont Heritage Place, Ghirardelli Square

5 out of 5
Fisherman's Wharf
Price was CA $5,807, price is now CA $3,800 per person
CA $3,800
per person
May 14 - May 20
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San Francisco (SFO)
9.4/10 Exceptional! (389 reviews)
Wonderful place, I highly recommend staying here!

Reviewed on Mar 26, 2026

The Grove Inn

The Grove Inn

3 out of 5
Western Addition
Price was CA $2,567, price is now CA $1,707 per person
CA $1,707
per person
May 14 - May 18
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Francisco (SFO)
9.2/10 Wonderful! (695 reviews)
Cute boutique style lodge. Rooms were nice, great area, and easy to check in and out. Provided list of local restaurants and amenities around the area.

Reviewed on Mar 7, 2026

@marbella Lane-oceanfront Retreat w/ Stunning View

@marbella Lane-oceanfront Retreat w/ Stunning View

3 out of 5
Sharp Park
Price was CA $5,701, price is now CA $3,863 per person
CA $3,863
per person
May 30 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
No reviews

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

Downtown San Jose

5 out of top 10 points of interest in this area
4.5/5(31 area reviews)

Known for its fascinating museums and great live music, there's plenty to explore in Downtown San Jose. You can visit top attractions like San Pedro Square and San Jose Museum of Art, and jump on the metro at Santa Clara Station or St James Station to see more of the city.

Find hotels in Downtown San Jose

South San Jose Hotel Deals

SureStay Plus Hotel by Best Western San Jose Central City

SureStay Plus Hotel by Best Western San Jose Central City

2.5 out of 5
2650 Monterey Hwy San Jose CA
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Apr 9 to Apr 10
CA $141
CA $161 total
Apr 9 - Apr 10
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Check in was smooth and staff was kind. Location of hotel was unsafe and pictures of property online were overly enhanced compared to what you see in person. One out of our two rooms was not clean upon stay and we were unable to get ahold of staff to help until second day when cleaners came. Loud ...

Reviewed on Mar 15, 2026

SureStay Plus Hotel by Best Western San Jose Central City
Hayes Mansion, San Jose - Curio Collection by Hilton

Hayes Mansion, San Jose - Curio Collection by Hilton

4 out of 5
200 Edenvale Ave San Jose CA
Fully refundableReserve now, pay when you stay
The price is CA $237 per night from Apr 4 to Apr 5
CA $237
CA $273 total
Apr 4 - Apr 5
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
Awesome place! I would go back again!

Reviewed on Mar 21, 2026

Hayes Mansion, San Jose - Curio Collection by Hilton
Holiday Inn Express & Suites San Jose Silicon Valley by IHG

Holiday Inn Express & Suites San Jose Silicon Valley by IHG

2.5 out of 5
2660 Monterey Road San Jose CA
Fully refundable
The price is CA $176 per night from Mar 29 to Mar 30
CA $176
CA $202 total
Mar 29 - Mar 30
includes taxes & fees
9/10 Wonderful! (791 reviews)
Very nice stop for a single overnight between a flight in and a morning baseball tournament

Reviewed on Mar 23, 2026

Holiday Inn Express & Suites San Jose Silicon Valley by IHG
See all 3,291 properties in South San Jose
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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Family Vacations

Frequently asked questions

How much does a South San Jose vacation package cost?
Perhaps less than you might think — from as low as CA $1,350, in fact! By combining flights, hotels and car rentals into a customized vacation package, your South San Jose escape is only clicks away.
How do I get a cheap travel package to South San Jose?
Browse and book everything all in one place with our South San Jose vacation packages. You'll discover bargains on flights, hotels, tours and more that'll keep your travel budget happy and adventurous side satisfied. And, with more than 550 airlines and 1,000,000 properties around the world to pick from, you'll have the flexibility to mix and match as you please.
Where should I stay in South San Jose?
Vacationers come from all over to experience Winchester Mystery House and San Jose Convention Center in South San Jose. Book a hotel within a stone's throw of these fantastic attractions and visit them whenever you please.
What are the top hotels in South San Jose?
Amazing Hillside Retreat 6 Bedrooms and Sleek Contemporary Condo With Clubhouse Access are a couple of the most sought-after properties in South San Jose. Why not take a look at the rates and amenities at each and then make a decision?
How far in advance should I book my South San Jose vacation?
Smart travelers often book early. You can normally compare international airfares on Expedia up to 12 months before your intended flight. If you've left booking to the last minute, don't despair. Low prices sometimes become available just weeks before departure dates.
What does an Expedia South San Jose travel package include?
It comes down to what you're looking for. If you're traveling solo, you might decide to bundle flights and hotels. Bringing the entire family to South San Jose? A travel package including hotels, flights and rental cars might suit you better. Expedia gives you the flexibility to customize your travel package.
What should I know before booking a South San Jose travel package?
Our prices are already low. However, you'll pick up even more bargains if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with a South San Jose Expedia vacation package?
With a vacation package, you're in control. Whether you're eager to fly to South San Jose in coach or business class, simply select from the available airline options. Expedia has access to over 550 partner airlines globally.
If I'm not able to travel, can I cancel my South San Jose vacation package?
Because we understand life can throw you a few curveballs, the answer is yes. For further information, head to our Customer Service Portal. But generally speaking, if you've booked your South San Jose vacation package in the last 24 hours, you may be able to change or cancel it for no charge. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.

Discover the most popular places to visit in South San Jose

Santa Clara County Fairgrounds

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.

Santa Clara County Fairgrounds

Things to do

San Jose Sharks Ice Hockey Game at SAP Center

San Jose Sharks Ice Hockey Game at SAP Center

CA $97
per adult
San Jose Sharks Ice Hockey Game at SAP Center
Picture 2 for Activity San Jose: Valley Ghosts Haunted Walking Tour

San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette

CA $33
per adult
San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette
Private 2-hour San Jose State University Tour: Secret Stories

San Jose State University: Personalized Self-Guided App Tour

CA $7
per traveller
San Jose State University: Personalized Self-Guided App Tour
See all activities in San Jose
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.