South San Mateo Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

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

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
A marina with various boats docked, including a yellow and white boat named 'Golden Gate'.

Fisherman's Wharf

1 out of top 10 points of interest in this area

This waterfront location is steeped in history dating back to the days of the gold rush. Today, visitors come here for its vibrant atmosphere and great food.

A cityscape with tall buildings, palm trees, and red double-decker buses.

Union Square

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

A trolley on a street with buildings and a clock tower.

Downtown San Francisco

3 out of top 10 points of interest in this area

Known for its fascinating museums, popular shops and acclaimed art galleries, there's plenty to explore in Downtown San Francisco. Top attractions like Oracle Park and Chase Center are major draws. Catch the metro at Market St & 5th St Stop or Market St & Taylor St Stop to see more of the city.

A cityscape with modern skyscrapers, a central park with pathways, and a few people walking.

South of Market

South of Market, or “SoMa” to the “SoCal” locals, is a huge, varied and exciting district in downtown “San Fran”.

A cityscape with a prominent skyscraper, a bridge, and a mix of modern and historic buildings.

Nob Hill

If you guessed that Nob Hill was one of San Francisco’s original “Seven Hills,” then you might just be a genius.

Our pick of the best South San Mateo Hotel Deals

Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA
Fully refundable
AU$253
7 Sept - 8 Sept
includes taxes & fees
Holiday Inn Golden Gateway by IHG
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
AU$278
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (7,602 reviews)
"Great location. Well organized breakfast with good food. My biggest complaint is the pillows. One is not enough and two are too many causing a very sore neck. Toilet tank in our bathroom took forever to turn off after flushing."

Reviewed on 13 Aug 2026

Hotel Riu Plaza Fisherman's Wharf
Handlery Union Square Hotel

Handlery Union Square Hotel

351 Geary St San Francisco CA
Fully refundableReserve now, pay when you stay
AU$274
1 Sept - 2 Sept
includes taxes & fees
Handlery Union Square Hotel
See all 3,939 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 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.

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

Hillsdale Shopping Center

8.8/10 (206 reviews)
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.
See properties

Laurie Meadows Park

8.6/10 (18 reviews)
Laurie Meadows 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.
See properties

Bay Meadows Park

Explore the lovely green spaces of Bay Meadows Park and also enjoy the cycling trails in San Mateo. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

Casanova Park

8.0/10 (4 reviews)
Casanova 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.
See properties

Sugarloaf Mountain

You can learn about the history of San Mateo with a trip to Sugarloaf Mountain.
See properties

Fiesta Meadows Park

9.6/10 (4 reviews)
After visiting Fiesta Meadows Park, make a plan to see the other sights and activities in San Mateo. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

Paddock Park

8.8/10 (12 reviews)
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.
See properties

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
San Francisco to Kings Canyon and Yosemite 2 Day Tour

San Francisco to Kings Canyon and Yosemite 2 Day Tour

AU$613
per adult
San Francisco to Kings Canyon and Yosemite 2 Day Tour
Lower Antelope Canyon 1

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

AU$1,314
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.