South San Mateo Vacations from ￥162,874

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest South San Mateo Vacation Packages

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

Fitzgerald Hotel

3 out of 5
Union Square
Price was ￥253,608, price is now ￥162,874 per person
￥162,874
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to San Francisco (SFO)
7.8/10 Good! (447 reviews)
The hotel is easy access to all tourist spots

Reviewed on Oct 6, 2025

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was ￥304,836, price is now ￥210,132 per person
￥210,132
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to San Francisco (SFO)
9/10 Wonderful! (6,811 reviews)
The tiniest bathroom I've ever seen. You can barely close the door. Television lacks streaming from Netflix or Amazon. Very slow check in process, and the clerk asked for the ID cards of all guests! I said they are in the car. Very weird. It was a nicer hotel when it was a Sheraton. Upon checkout, the older Asian lady at the desk refused my request for a bottle of water, saying those are only for check in. After spending what I did, I do not think a paltry bottle of water was asking for much!

Reviewed on Oct 9, 2025

Hotel G San Francisco

Hotel G San Francisco

4 out of 5
Union Square
Price was ￥297,642, price is now ￥213,413 per person
￥213,413
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Nagoya (NGO) to San Francisco (SFO)
8.8/10 Excellent! (1,012 reviews)
Massive room, comfy bed, everything you’d need for a stay in SF

Reviewed on Oct 8, 2025

Argonaut Hotel

Argonaut Hotel

4.5 out of 5
Fisherman's Wharf
Price was ￥306,928, price is now ￥223,266 per person
￥223,266
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to San Francisco (SFO)
9.4/10 Exceptional! (1,142 reviews)
location, location, location. friendly staff, clean rooms, restaurant on site, valet parking.

Reviewed on Oct 6, 2025

The Marker Union Square San Francisco

The Marker Union Square San Francisco

4 out of 5
Union Square
Price was ￥252,980, price is now ￥187,373 per person
￥187,373
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to San Francisco (SFO)
8.8/10 Excellent! (1,030 reviews)
Great hotel, location perfect for Union Square . All the staff were incredibly helpful and friendly

Reviewed on Oct 8, 2025

Where to stay in South San Mateo

Find the best South San Mateo areas and neighborhoods for the activities you enjoy most. Learn more about South San Mateo
Union Square which includes a high rise building and a city

Union Square

4/5(5,164 area reviews)

Major tourist destination in downtown San Francisco, Union Square boasts shopping, hotels, and theaters. Explore department stores, boutiques, and galleries, or catch a performance at various theaters. Enjoy the Dewey Monument and stunning views from nearby hotels. Easily accessible via cable car lines, buses, and subway systems.

Find hotels in Union Square

South San Mateo Hotel Deals

Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave, San Francisco, CA
Fully refundable
The price is ￥17,083 per night from Nov 2 to Nov 3
￥17,083
￥20,106 total
Nov 2 - Nov 3
includes taxes & fees
8.8/10 Excellent! (4,659 reviews)
"Nice view in corner room"

Reviewed on Oct 7, 2025

Holiday Inn Golden Gateway by IHG
Hilton San Francisco Financial District

Hilton San Francisco Financial District

4 out of 5
750 Kearny St, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is ￥15,717 per night from Nov 9 to Nov 10
￥15,717
￥18,498 total
Nov 9 - Nov 10
includes taxes & fees
8.6/10 Excellent! (1,848 reviews)
"Clean and awesome"

Reviewed on Oct 6, 2025

Hilton San Francisco Financial District
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
2500 Mason St, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is ￥20,995 per night from Nov 2 to Nov 3
￥20,995
￥30,994 total
Nov 2 - Nov 3
includes taxes & fees
8.8/10 Excellent! (6,954 reviews)
"The breakfast was awesome and many healthy choices"

Reviewed on Oct 8, 2025

Hotel Riu Plaza Fisherman's Wharf
See all 4,612 properties in South San Mateo
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.

Frequently asked questions

How much does a South San Mateo vacation package cost?
Custom build your South San Mateo vacation package from as low as ￥162,874. Pick from any combination of hotels, flights and rental cars to pull together the escape you've long been dreaming about. Don't forget to add on one or two experiences!
How do I get a cheap travel package to South San Mateo?
You'll save loads of cash if you bundle your flights, car rentals and hotels into a South San Mateo vacation package. Sometimes cheap packages mean fewer options. But that's not the case with Expedia. We offer more than 550 airlines and 1,000,000 properties across the globe, which means you'll always have plenty of options to choose from. Eager to save even more? Add some exciting activities to your package deal and unlock even more discounts! After all, travel is about more than simply getting to your destination.
How far in advance should I book my South San Mateo vacation?
Reserving your spot early with Expedia means one less thing to have to worry about. Most carriers advertise prices up to a year in advance. Usually, this is the cheapest time to book. If circumstances have left you booking late, great deals to South San Mateo sometimes occur just weeks before departure.
What does an Expedia South San Mateo travel package include?
It comes down to what you're after. If you're traveling by yourself, you might decide to combine hotels and flights. Bringing the whole family to South San Mateo? A travel package that includes hotels, flights and rental cars might be a better fit. Expedia gives you the freedom and flexibility to tailor your travel package.
What should I know before booking a South San Mateo travel package?
You can save a tidy sum by combining your airfares, hotels and rental cars. Once you've made your booking, you can add on activities or sightseeing tours. Your next awesome vacation is only a couple of clicks away.
Can I choose my airline with a South San Mateo Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my South San Mateo vacation package?
We get it — life doesn't always go according to plan. If you've locked in a South San Mateo vacation package and need to cancel or change it, we can help. We suggest checking out our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to cancel and rebook for free. If it's been more than 24 hours, your hotel, airline or car rental company may impose a fee.

Discover the most popular places to visit in South San Mateo

San Mateo County Event Center

3.5/5(28 reviews)

San Mateo County Event Center is just one of the places to see in San Mateo, so why not enjoy the other things to explore during your travels? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

San Mateo County Event Center

Hillsdale Shopping Center

4/5(23 reviews)

You can enjoy retail therapy at Hillsdale Shopping Center during your stay in San Mateo. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Hillsdale Shopping Center

Things to do

Filoli House & Garden

Filoli House & Garden

￥4,980
per adult
100% of travellers recommend
Filoli House & Garden
Muir Woods & Sausalito with EXCLUSIVE Battery Spencer Small Group Tour

Muir Woods & Sausalito with EXCLUSIVE Battery Spencer Small Group Tour

￥14,003
per adult
Muir Woods & Sausalito with EXCLUSIVE Battery Spencer Small Group Tour
Private Half Moon Bay Coastal Delights Driving Tour

Private Half Moon Bay Coastal Delights Driving Tour

￥5,127
per traveler
Private Half Moon Bay Coastal Delights Driving Tour
See all activities in San Francisco
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.