South San Mateo Vacations from ￥231,124

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The Latest South San Mateo Vacation Packages

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 ￥277,097, price is now ￥231,124 per person
￥231,124
per person
Jan 20 - Jan 24
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to San Francisco (SFO)
9/10 Wonderful! (7,739 reviews)
Room very clean. Walk to it long (we were in the furthest room from the lobby on the third floor). Hallways where the room was were a bit beat up. Not the first time I booked thru Expedia or other third party site and was relegated to the furthest, least updated part of the hotel. Breakfast was good but chaotic. Can’t comment on the pool. Too cool this time of year. There are gas fire pits in front but were taken every night we were there. Not sure how to reserve/get one. Location excellent. Lots of bus stops near by and pier 39 maybe 5 minute walk tops.

Reviewed on Nov 11, 2026

Stanford Court San Francisco

Stanford Court San Francisco

4 out of 5
Downtown San Francisco
Price was ￥325,786, price is now ￥231,426 per person
￥231,426
per person
Jan 20 - Jan 24
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to San Francisco (SFO)
9/10 Wonderful! (1,793 reviews)
The room was clean and large, and the bed was very comfortable. Two things I'd comment on -- one that the hotel can do something about, and one they can't: 1) the view toward the Bay from my room would have been tremendous, but the windows were so dirty I could barely see through them. And 2) there is quite a bit of street noise. I used a white noise app so that I could sleep, and that helped. The breakfast is generous and the food is good. The woodwork in the room was a little tired, especially in the bathroom. Overall this was a good value and a good location for what I needed.

Reviewed on Nov 11, 2026

Fairmont San Francisco

Fairmont San Francisco

5 out of 5
Downtown San Francisco
Price was ￥345,685, price is now ￥282,348 per person
￥282,348
per person
Jan 20 - Jan 24
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to San Francisco (SFO)
9.2/10 Wonderful! (1,625 reviews)

Club Wyndham Canterbury

Club Wyndham Canterbury

3 out of 5
Union Square
Price was ￥307,924, price is now ￥258,009 per person
￥258,009
per person
Jan 20 - Jan 24
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to San Francisco (SFO)
9.2/10 Wonderful! (784 reviews)
Clean & big room with kitchen & conveniently laundry

Reviewed on Nov 11, 2026

The Donatello

The Donatello

3.5 out of 5
Union Square
Price was ￥306,996, price is now ￥257,475 per person
￥257,475
per person
Jan 20 - Jan 24
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to San Francisco (SFO)
9.2/10 Wonderful! (1,000 reviews)

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
A cityscape with tall buildings, a central plaza with palm trees, and a flag on one of the buildings.

Union Square

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 refundableReserve now, pay when you stay
The price is ￥18,803 per night from Nov 29 to Nov 30
￥18,803
￥22,129 total
Nov 29 - Nov 30
includes taxes & fees
Holiday Inn Golden Gateway by IHG
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 ￥20,944 per night from Nov 12 to Nov 13
￥20,944
￥31,188 total
Nov 12 - Nov 13
includes taxes & fees
9/10 Wonderful! (7,742 reviews)
"Room very clean. Walk to it long (we were in the furthest room from the lobby on the third floor). Hallways where the room was were a bit beat up. Not the first time I booked thru Expedia or other third party site and was relegated to the furthest, least updated part of the hotel. Breakfast was good ..."

Reviewed on Nov 11, 2026

Hotel Riu Plaza Fisherman's Wharf
Hilton San Francisco Union Square

Hilton San Francisco Union Square

4 out of 5
333 O'Farrell St. San Francisco CA
Fully refundableReserve now, pay when you stay
The price is ￥14,492 per night from Nov 24 to Nov 25
￥14,492
￥24,671 total
Nov 24 - Nov 25
includes taxes & fees
8.6/10 Excellent! (1,896 reviews)
"Our initial room was located at the far end of the building, which meant quite a long walk from the elevators. Unfortunately, the cleanliness of the room was also disappointing. It was noticeably dusty, to the point that I started experiencing itchiness and frequent sneezing. We requested a room ..."

Reviewed on Nov 10, 2026

Hilton San Francisco Union Square
See all 3,908 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 ￥231,124. 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.

Stay near popular South San Mateo attractions

San Mateo County Event Center

8.4/10 (184 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.
See properties

Things to do

Private Walking Tour in Stanford University

Stanford University Personalized Self-Guided App Tour

￥784
per traveler
Stanford University Personalized Self-Guided App Tour
Silicon Valley Private 2-Hour Driving Tour

Silicon Valley Private 2-Hour Driving Tour

￥7,837
per traveler
Silicon Valley Private 2-Hour Driving Tour
Filoli Historic House and Garden Entry Ticket

Filoli Historic House and Garden Entry Ticket

￥6,112
per adult
100% of travellers recommend
Filoli Historic House and Garden Entry Ticket
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.