South San Mateo Holidays from NZ$2,166

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Top Holiday Package Deals in South San Mateo

Price found within the past 48 hours. Click for updated prices.
Cathedral Hill Hotel

Cathedral Hill Hotel

2 out of 5
Downtown San Francisco
Price was NZ$3,110, price is now NZ$2,166 per person
NZ$2,166
per person
17 Jan - 23 Jan
found 19 hours ago
Return direct flight included
Auckland (AKL) to San Francisco (SFO)
7.2/10 Good! (754 reviews)

Castle Inn

Castle Inn

2 out of 5
Downtown San Francisco
Price was NZ$3,177, price is now NZ$2,290 per person
NZ$2,290
per person
17 Jan - 23 Jan
found 19 hours ago
Return direct flight included
Auckland (AKL) to San Francisco (SFO)
9.2/10 Wonderful! (1,005 reviews)
The room was clean, and the beds very comfortable. Having on-site parking included was a huge bonus in San Francisco!

Reviewed on 15 Nov 2026

Seaside Inn

Seaside Inn

2.5 out of 5
Marina District
Price was NZ$3,076, price is now NZ$2,230 per person
NZ$2,230
per person
17 Jan - 23 Jan
found 19 hours ago
Return direct flight included
Auckland (AKL) to San Francisco (SFO)
8.6/10 Excellent! (212 reviews)
I stayed there because the following day I was having surgery at the the mission bernal campus. It served its purpose. It was a nice room.

Reviewed on 10 Nov 2026

SF Central Hotel

SF Central Hotel

2 out of 5
Downtown San Francisco
Price was NZ$2,968, price is now NZ$2,176 per person
NZ$2,176
per person
17 Jan - 23 Jan
found 19 hours ago
Return direct flight included
Auckland (AKL) to San Francisco (SFO)
6.2/10 (917 reviews)
Please choose any other hotel BUT this one

Reviewed on 11 Nov 2026

San Carlos Inn

San Carlos Inn

2 out of 5
Price was NZ$2,958, price is now NZ$2,209 per person
NZ$2,209
per person
17 Jan - 23 Jan
found 19 hours ago
Return direct flight included
Auckland (AKL) to San Francisco (SFO)
7.2/10 Good! (400 reviews)

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

Union Square

Known for its charming cafes and popular shops, there's plenty to explore in Union Square. Check out top attractions like Westin St Francis Hotel Glass Elevators and Union Square, and jump on the metro at Powell St & Geary Blvd Stop or Powell St & Post St Stop to see more of the city.

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 NZ$253 per night from 29 Nov to 30 Nov
NZ$253
29 Nov - 30 Nov
includes taxes & fees
9/10 Wonderful! (6,497 reviews)
"Breakfast"

Reviewed on 15 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 NZ$348 per night from 23 Nov to 24 Nov
NZ$348
23 Nov - 24 Nov
includes taxes & fees
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 NZ$365 per night from 29 Nov to 30 Nov
NZ$365
29 Nov - 30 Nov
includes taxes & fees
Hilton San Francisco Union Square
See all 3,904 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 NZ$2,166. 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

Activities

Private Walking Tour in Stanford University

Stanford University Personalized Self-Guided App Tour

NZ$9
per traveller
Stanford University Personalized Self-Guided App Tour
Silicon Valley Private 2-Hour Driving Tour

Silicon Valley Private 2-Hour Driving Tour

NZ$88
per traveller
Silicon Valley Private 2-Hour Driving Tour
Air India's The Maharaja Lounge at San Francisco International Airpor

Air India's The Maharaja Lounge at San Francisco International Airport(SFO)

NZ$124
per traveller
Air India's The Maharaja Lounge at San Francisco International Airport(SFO)
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.