Downtown San Mateo Vacation Packages

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Top Holiday Package Deals in Downtown San Mateo

Price found within the past 48 hours. Click for updated prices.
Stanford Court San Francisco

Stanford Court San Francisco

4 out of 5
Downtown San Francisco
Price was CA $2,171, price is now CA $1,256 per person
CA $1,256
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
9/10 Wonderful! (1,793 reviews)
Great accommodation! Get a Lyft or Uber to bring you here. Location has so many hills!

Reviewed on Nov 9, 2026

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Price was CA $3,666, price is now CA $2,414 per person
CA $2,414
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
9.2/10 Wonderful! (633 reviews)

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was CA $2,266, price is now CA $1,504 per person
CA $1,504
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
9/10 Wonderful! (7,739 reviews)
The room we stayed in should not be a guest room. It should be a mechanical room. We did not get ANY sleep because of the sound of the hotel and neighbors wheeling and dumping trash cans and all employees working and talking loudly ALL NIGHT LONG every night! Horrible experience. Breakfast was good hotel was clean staff was nice the room should not have a guest stay in it ever.

Reviewed on Nov 9, 2026

Fairmont Heritage Place, Ghirardelli Square

Fairmont Heritage Place, Ghirardelli Square

5 out of 5
Fisherman's Wharf
Price was CA $6,049, price is now CA $4,026 per person
CA $4,026
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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 Nov 1, 2026

Stanyan Park Hotel

Stanyan Park Hotel

3 out of 5
Golden Gate
Price was CA $2,471, price is now CA $1,663 per person
CA $1,663
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to San Francisco (SFO)
9.4/10 Exceptional! (1,005 reviews)
It was a historic and very well maintained property for its age. The property is well located with regard to the sf park and hospital

Reviewed on Nov 9, 2026

Where to stay in Downtown San Mateo

Find the best Downtown San Mateo areas and neighborhoods for the activities you enjoy most. Learn more about Downtown San Mateo
A cityscape with tall buildings, palm trees, and red double-decker buses.

Union Square

Major tourist destination in downtown San Francisco, Union Square boasts shopping, hotels, and theaters. Explore department stores, boutiques, and galleries, or catch a performance at various theaters. Enjoy the Dewey Monument and stunning views from nearby hotels. Easily accessible via cable car lines, buses, and subway systems.

Find hotels in Union Square

Downtown 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 refundable
The price is CA $168 per night from Nov 29 to Nov 30
CA $168
CA $198 total
Nov 29 - Nov 30
includes taxes & fees
9/10 Wonderful! (6,486 reviews)
"Room ready before checkin time, clean, great service"

Reviewed on Nov 9, 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
The price is CA $168 per night from Nov 29 to Nov 30
CA $168
CA $256 total
Nov 29 - Nov 30
includes taxes & fees
9/10 Wonderful! (7,760 reviews)
"The room we stayed in should not be a guest room. It should be a mechanical room. We did not get ANY sleep because of the sound of the hotel and neighbors wheeling and dumping trash cans and all employees working and talking loudly ALL NIGHT LONG every night! Horrible experience. Breakfast was good ..."

Reviewed on Nov 9, 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 CA $213 per night from Nov 22 to Nov 23
CA $213
CA $251 total
Nov 22 - Nov 23
includes taxes & fees
8.6/10 Excellent! (1,889 reviews)
"It looks like a 3 star hotel."

Reviewed on Nov 9, 2026

Hilton San Francisco Union Square
See all 3,860 properties in Downtown 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.
All Inclusive Vacations
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Frequently asked questions

How much does a Downtown San Mateo vacation package cost?
Starting from an incredible CA $1,256, you can tailor make your Downtown San Mateo package the way you want. Simply bundle flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Downtown San Mateo?
It's easy. Just bundle. Flights, rental cars and hotels — combine whatever you need into a Downtown San Mateo vacation package and save. Score even more bargains when you include extras such as day tours to your booking. But that's not the only good part. You have the flexibility to put together your trip your own way. We offer more than 550 partner airlines and 1,000,000 hotel options worldwide, so that everyone has a chance to travel and fulfill those vacation dreams.
Where should I stay in Downtown San Mateo?
A getaway to Downtown San Mateo isn't complete without seeing San Mateo County Event Center, Hillsdale Shopping Center and Coyote Point Park. Spend your evenings near these top sights and make sightseeing easy.
How far in advance should I book my Downtown San Mateo vacation?
While not all air carriers advertise tickets early, you can normally look up international fares on Expedia up to 12 months in advance. This is the time you can score some incredible deals. If you've left things to the last minute, you might get lucky. Low prices occasionally emerge just weeks prior to departure.
What does an Expedia Downtown San Mateo travel package include?
Travel packages include rental cars, flights and hotels, but you can combine any of them to create your dream Downtown San Mateo vacation. You can also add on fun things like activities and tours once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll enjoy deals you won't find anywhere else.
What should I know before booking a Downtown San Mateo travel package?
Booking all the parts of your getaway together is a simple way to save. Combine your car rentals, airfares and hotels into a tidy little package. But you're not limited to hotels. Expedia offers all kinds of properties, including vacation rentals such as oceanfront condos and spacious residences. The list is almost endless!
Can I choose my airline with a Downtown San Mateo Expedia vacation package?
With a vacation package, you're in charge. Whether you'd prefer to fly to Downtown San Mateo in coach or business class, simply choose from the available airline options. Expedia has access to more than 550 partner airlines around the world.
If I'm not able to travel, can I cancel my Downtown San Mateo vacation package?
Don't worry if you're rethinking your Downtown San Mateo vacation package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We understand life can sometimes throw you a curveball, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we're here to help.

Stay near popular Downtown San Mateo attractions

Central Park

8.6/10 (125 reviews)
Central 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

Things to do

The Golden Hour at the Golden Gate

2hr. SUNSET Sailing Experience on San Francisco Bay

CA $210
per adult
2hr. SUNSET Sailing Experience on San Francisco Bay
Napa, Sonoma and Exclusive Battery Spencer Small Group Wine Tasting Tour

Napa, Sonoma and Exclusive Battery Spencer Small Group Wine Tasting Tour

CA $209
per traveller
Napa, Sonoma and Exclusive Battery Spencer Small Group Wine Tasting Tour
Alcatraz Inside tour with Round trip ferry & Audio App Packages

Alcatraz Inside tour with Round trip ferry & Audio App Packages

CA $122
per adult
94% of travellers recommend
Alcatraz Inside tour with Round trip ferry & Audio App Packages
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.