South San Mateo Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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
Price found within the past 48 hours. Click for updated prices.
Marina Village Inn

Marina Village Inn

2 out of 5
Price was €1,843, price is now €1,495 per person
€1,495
per person
6 Jan - 13 Jan
found 11 hours ago
Return flight included
Dublin (DUB) to Oakland (OAK)
7.8/10 Good! (1,004 reviews)

Fairmont Heritage Place, Ghirardelli Square

Fairmont Heritage Place, Ghirardelli Square

5 out of 5
Fisherman's Wharf
Save 100% on your flight
Price was €7,727, price is now €5,293 per person
€5,293
per person
6 Jan - 13 Jan
found 12 hours ago
Return flight included
Dublin (DUB) to San Francisco (SFO)
9.4/10 Exceptional! (416 reviews)
We could not have been happier with our stay at the Fairmont Heritage Place on Ghiradelli Square. This place is amazing. Rooms spotless, well appointed and very spacious, views of bay were amazing and the staff was incredibly friendly to us at every single interaction of our stay; including the room attendants! Thanks to everyone there for a five star stay. We will definitely be back.

Reviewed on 1 Nov 2026

Hotel Caza Fisherman´s Wharf

Hotel Caza Fisherman´s Wharf

4 out of 5
Fisherman's Wharf
Price was €2,736, price is now €2,077 per person
€2,077
per person
6 Jan - 13 Jan
found 12 hours ago
Return flight included
Dublin (DUB) to San Francisco (SFO)
9/10 Wonderful! (3,660 reviews)

Timbri Hotel San Francisco, Curio Collection by Hilton

Timbri Hotel San Francisco, Curio Collection by Hilton

4 out of 5
Union Square
Price was €4,935, price is now €4,012 per person
€4,012
per person
6 Jan - 13 Jan
found 12 hours ago
Return flight included
Dublin (DUB) to San Francisco (SFO)
8.6/10 Excellent! (1,082 reviews)

CHIC & EXCLUSIVE HOME

CHIC & EXCLUSIVE HOME

3 out of 5
Upper Rockridge
Price was €2,709, price is now €2,262 per person
€2,262
per person
6 Jan - 13 Jan
found 11 hours ago
Return flight included
Dublin (DUB) to Oakland (OAK)
No 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, palm trees, and red double-decker buses.

Union Square

This famous shopping area is a magnet for fashionistas as well as a historic landmark of old San Francisco.

Find hotels in Union Square

Top hotels in South San Mateo

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 €126 per night from 29 Nov to 30 Nov
€126
29 Nov - 30 Nov
includes taxes & fees
9/10 Wonderful! (6,466 reviews)
"It was great having secure parking, which is much cheaper if booked ahead with the room rather than onsite."

Reviewed on 3 Nov 2026

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 €162 per night from 8 Nov to 9 Nov
€162
8 Nov - 9 Nov
includes taxes & fees
9/10 Wonderful! (7,751 reviews)
"Clean and comfortable, ample parking with elevator connected to room floors"

Reviewed on 3 Nov 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 €159 per night from 22 Nov to 23 Nov
€159
22 Nov - 23 Nov
includes taxes & fees
Hilton San Francisco Union Square
See all 3,931 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 €1,495. 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

Things to do

Private Walking Tour in Stanford University

Stanford University Personalized Self-Guided App Tour

€4
per traveller
Stanford University Personalized Self-Guided App Tour
Woodside: Filoli Historic House and Garden Entry Ticket

Filoli Historic House and Garden Entry Ticket

€35
per adult
100% of travellers recommend
Filoli Historic House and Garden Entry Ticket
Muir Woods & Sausalito with EXCLUSIVE Battery Spencer Small Group Tour

Muir Woods & Sausalito with EXCLUSIVE Battery Spencer Small Group Tour

€79
per adult
100% of travellers recommend
Muir Woods & Sausalito with EXCLUSIVE Battery Spencer Small Group 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.