South San Mateo Vacation Packages

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Top Holiday Package Deals in South San Mateo

Price found within the past 48 hours. Click for updated prices.
The Jay, Autograph Collection

The Jay, Autograph Collection

4 out of 5
Downtown San Francisco
Price was CA $2,796, price is now CA $1,795 per person
CA $1,795
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
9.4/10 Exceptional! (443 reviews)
We loved this hotel! The third floor outdoor patio was so relaxing, and the drinks were fantastic.

Reviewed on Jul 8, 2026

The Huntington Hotel

The Huntington Hotel

5 out of 5
Downtown San Francisco
Price was CA $3,985, price is now CA $2,332 per person
CA $2,332
per person
Aug 25 - Aug 30
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to San Francisco (SFO)
9.2/10 Wonderful! (22 reviews)
Love this hotel..... newly renovated, great location, beautiful rooms, staff is exceptional. Love the bar and restaurant....a little tight and the martinis could be bigger but a class act! Highly recommend!

Reviewed on Jun 30, 2026

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Price was CA $3,556, price is now CA $2,134 per person
CA $2,134
per person
Aug 31 - Sep 5
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
9.2/10 Wonderful! (567 reviews)
Amazing hotel in a perfect location.

Reviewed on Jul 7, 2026

Axiom Hotel

Axiom Hotel

4 out of 5
Union Square
Price was CA $5,329, price is now CA $3,310 per person
CA $3,310
per person
Sep 12 - Sep 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San Francisco (SFO)
8.6/10 Excellent! (1,000 reviews)

Fairmont Heritage Place, Ghirardelli Square

Fairmont Heritage Place, Ghirardelli Square

5 out of 5
Fisherman's Wharf
Price was CA $7,441, price is now CA $4,643 per person
CA $4,643
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
9.4/10 Exceptional! (406 reviews)
Great location and perfect choice for a family or couples excursion.

Reviewed on Jun 29, 2026

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
4/5(6 area reviews)

Discover Pier 39, Ghirardelli Square, and the San Francisco Maritime National Historical Park in this bustling tourist hotspot. Savor seafood at family-owned restaurants and explore the sea lion colony, while enjoying convenient cable car access.

Find hotels in Fisherman's Wharf

South San Mateo Hotel Deals

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 CA $197 per night from Jul 13 to Jul 14
CA $197
CA $290 total
Jul 13 - Jul 14
includes taxes & fees
9/10 Wonderful! (7,552 reviews)
"Location was perfect for doing all the tourist things! Breakfast was great, busy but the line moved fast…. Staff kept things moving."

Reviewed on Jul 9, 2026

Hotel Riu Plaza Fisherman's Wharf
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 CA $243 per night from Jul 23 to Jul 24
CA $243
CA $286 total
Jul 23 - Jul 24
includes taxes & fees
8.8/10 Excellent! (3,298 reviews)
"Excellently located property right on Union square. The original hotel still had original character which we loved. Staff were great."

Reviewed on Jul 9, 2026

Handlery Union Square Hotel
Hotel Zoe Fisherman's Wharf

Hotel Zoe Fisherman's Wharf

4 out of 5
425 North Point San Francisco CA
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Jul 13 to Jul 14
CA $208
CA $305 total
Jul 13 - Jul 14
includes taxes & fees
9.2/10 Wonderful! (2,032 reviews)
"The room was clean and nice. The staff were super nice and helpful !"

Reviewed on Jul 9, 2026

Hotel Zoe Fisherman's Wharf
See all 4,066 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.
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Frequently asked questions

How much does a South San Mateo vacation package cost?
Custom build your South San Mateo vacation package from as low as CA $1,795. 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 vacation 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 vacation?
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 traveling 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 vacation is only a couple of clicks away.
Can I choose my airline with a South San Mateo Expedia vacation 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 vacation package?
We get it — life doesn't always go according to plan. If you've locked in a South San Mateo vacation 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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.