Downtown San Mateo Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Holiday Package Deals in Downtown San Mateo

Price found within the past 48 hours. Click for updated prices.
The Grove Inn

The Grove Inn

3 out of 5
Western Addition
Price was CA $1,989, price is now CA $1,257 per person
CA $1,257
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9.2/10 Wonderful! (719 reviews)
The location was nice - quiet but still close to food and sights. The room itself was quite basic. Comfortable but small; nothing to write home about. No elevator (but they did have a luggage elevator). The staff was friendly and welcoming.

Reviewed on Jun 13, 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
just found
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 19 hours 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

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was CA $1,959, price is now CA $1,304 per person
CA $1,304
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9/10 Wonderful! (7,526 reviews)
The room is clean and breakfast is very good ! Will definitely stay here again if ever we go to SF.

Reviewed on Jul 8, 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 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

Downtown 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! (7,548 reviews)
"The room is clean and breakfast is very good ! Will definitely stay here again if ever we go to SF."

Reviewed on Jul 8, 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 $260 per night from Jul 12 to Jul 13
CA $260
CA $306 total
Jul 12 - Jul 13
includes taxes & fees
8.8/10 Excellent! (3,292 reviews)
"Great location. Building desperately needs repair both inside and outside. Extremely dirty hallways and elevators. Not a great deal for the price. I love dogs but on more than one occasion dogs were urinating on pool deck and in small garden boxes around pool. Nobody cleaned it up nor did anyone ..."

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 12 to Jul 13
CA $208
CA $306 total
Jul 12 - Jul 13
includes taxes & fees
9.2/10 Wonderful! (2,028 reviews)
"Great location, the rooms were perfect. Front desk was very accommodating. The restaurant was great and convenient. My only complaint was parking. It seems like the valet persons first day. And valeting was pricey."

Reviewed on Jul 9, 2026

Hotel Zoe Fisherman's Wharf
See all 4,010 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
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Downtown San Mateo vacation package cost?
Starting from an incredible CA $1,257, 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 $206
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 $201
per traveller
Napa, Sonoma and Exclusive Battery Spencer Small Group Wine Tasting Tour
Lower Antelope Canyon 1

San Francisco to Zion, Bryce, and Grand Canyon 4 Day Tour

CA $1,271
per adult
San Francisco to Zion, Bryce, and Grand Canyon 4 Day 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.