South San Mateo Holidays

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Your South San Mateo Holiday

With a holiday package to South San Mateo, you'll spend less time planning and more time experiencing this intriguing neighbourhood. From its shopping to its dining, there's so much to discover here. Wondering where to go during your trip to South San Mateo? Nearby attractions like Hillsdale Shopping Centre, Leo J. Ryan Park and Mariners Point Golf Centre are excellent places to start. Whatever your travel plans or the size of your budget, booking your perfect South San Mateo holiday is a cinch with Expedia.

Our guide on 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

Union Square

4/5(249 area reviews)

Packed with a treasure trove of upmarket boutiques, designer labels and department store, shoppers will love this huge shopping plaza.

Find hotels in Union Square

Our pick of the best 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 AU$226 per night from 12 Apr to 13 Apr
AU$226
12 Apr - 13 Apr
includes taxes & fees
9/10 Wonderful! (5,456 reviews)
Great stay

Reviewed on 28 Mar 2026

Holiday Inn Golden Gateway by IHG
Handlery Union Square Hotel

Handlery Union Square Hotel

3.5 out of 5
351 Geary St San Francisco CA
Fully refundableReserve now, pay when you stay
The price is AU$246 per night from 13 Apr to 14 Apr
AU$246
13 Apr - 14 Apr
includes taxes & fees
8.8/10 Excellent! (2,942 reviews)
The hotel was a clean but unfortunately when I arrived I didn’t know that parking was an extra charge per day. And if you want to self park it’s half a block away. We had to switch room through the night due to the ac going out, other people we’re having a similar problem so it took them a bit to ...

Reviewed on 27 Mar 2026

Handlery Union Square Hotel
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 AU$286 per night from 13 Apr to 14 Apr
AU$286
13 Apr - 14 Apr
includes taxes & fees
9/10 Wonderful! (7,364 reviews)
The hotel itself was fine, no complaints and no rave review factors. But the front door bellman / host Prince really made the difference for my stay. So welcoming and friendly, knew where everything was, knew who to ask for what at any time of the day, was accommodating even when I arrived at the ...

Reviewed on 27 Mar 2026

Hotel Riu Plaza Fisherman's Wharf
See all 4,796 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
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beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a South San Mateo holiday package cost?
Custom build your South San Mateo holiday package from as low as . 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 holiday 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 holiday?
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 travelling 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 holiday is only a couple of clicks away.
Can I choose my airline with a South San Mateo Expedia holiday 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 holiday package?
We get it — life doesn't always go according to plan. If you've locked in a South San Mateo holiday 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

Hillsdale Shopping Center

You can search for that perfect souvenir at Hillsdale Shopping Center during your trip to San Mateo. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Hillsdale Shopping Center

Paddock Park

Paddock Park 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.

Paddock Park

Activities

Private Walking Tour in Stanford University

Stanford University Personalized Self-Guided App Tour

AU$7
per traveller
Stanford University Personalized Self-Guided App Tour
Arches National Park

San Francisco to Las Vegas and National Parks 6 Day Tour

AU$1,895
per adult
San Francisco to Las Vegas and National Parks 6 Day Tour
Lower Antelope Canyon 1

San Francisco to Zion, Bryce, and Grand Canyon 4 Day Tour

AU$1,343
per adult
San Francisco to Zion, Bryce, and Grand Canyon 4 Day 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.