South San Mateo Holidays
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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
Fisherman's Wharf
1 out of top 10 points of interest in this area
Soak up the atmosphere of bygone days on this historic wharf where the emphasis is still firmly on seafood.
Union Square
This famous shopping area is a magnet for fashionistas as well as a historic landmark of old San Francisco.
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 San Francisco Bay are major draws. Catch the metro at Market St & 5th St Stop or Market St & Taylor St Stop to see more of the city.
South of Market
From baseball games to top-notch art exhibits, find endless entertainment in one of San Francisco’s fastest-growing neighborhoods.
Nob Hill
Examine architecturally significant buildings, visit the Cable Car Museum and enjoy magnificent views of greater San Francisco in this affluent district.
Top hotels in South San Mateo
Holiday Inn Golden Gateway by IHG
1500 Van Ness Ave San Francisco CA
Fully refundableReserve now, pay when you stay
€165
20 Sept - 21 Sept
includes taxes & fees
9/10 Wonderful! (6,321 reviews)
"Always good good location"
Reviewed on 19 Sept 2026
Hotel Riu Plaza Fisherman's Wharf
2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
€181
18 Oct - 19 Oct
includes taxes & fees
9/10 Wonderful! (7,669 reviews)
"Great location….came back after hours and had a grocery type station in the lobby. Offered ice and heating up of sandwich. Ice in cups for cosmos! Above and beyond!"
Reviewed on 19 Sept 2026
Handlery Union Square Hotel
351 Geary St San Francisco CA
Fully refundableReserve now, pay when you stay
€161
16 Oct - 17 Oct
includes taxes & fees
8.8/10 Excellent! (3,554 reviews)
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Reviewed on 18 Sept 2026
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.
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.
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.
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.
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.
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.
Sugarloaf Mountain
You can learn about the history of San Mateo with a trip to Sugarloaf Mountain.
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.
Things to do
Filoli Historic House and Garden Entry Ticket
€27
per adult
100% of travellers recommend
Stanford University Personalized Self-Guided App Tour
€4
per traveller
Muir Woods & Sausalito with EXCLUSIVE Battery Spencer Small Group Tour
€77
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.