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.
The Bartlett Hotel and Guesthouse
Union Square
CA $505
per person
Oct 7 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
8/10 Very good! (1,007 reviews)
First time getting a hotel so I was a bit nervous but they were able to help me with all my questions and made my stay so much
Reviewed on Sep 1, 2026
Treehouse Hotel Silicon Valley
CA $2,812
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
9.8/10 Exceptional! (148 reviews)
Spent my partners birthday weekend here. Loved the outdoor feel indoors. I upgraded our room to a 1 bedroom cabin. My 6yr old said it’s her favorite hotel so far, and she’s experienced some fancy hotels when we travel. The pool is spacious and every little detail in our room to the restaurant, I felt like so much thought was put into everything. We will be returning for a staycation soon. I highly recommend.
Reviewed on Sep 2, 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
Fisherman's Wharf
1 out of top 10 points of interest in this area
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.
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.
Downtown San Francisco
3 out of top 10 points of interest in this area
Serving as San Francisco's central business district, this area boasts Northern California's two tallest buildings, the Salesforce Tower and Transamerica Pyramid. Explore shopping malls like the Embarcadero Center and enjoy parks such as Sue Biermann Park, all easily accessible via Muni bus and rail lines.
South of Market
From baseball games to top-notch art exhibits, find endless entertainment in one of San Francisco’s fastest-growing neighborhoods.
Nob Hill
Luxury hotels, historic mansions, and Michelin-starred restaurants abound in this upscale area. Explore Union Square shopping district, Grace Cathedral, and the SF Masonic Auditorium for a taste of culture and history.
Downtown San Mateo Hotel Deals
Holiday Inn Golden Gateway by IHG
1500 Van Ness Ave San Francisco CA
Fully refundableReserve now, pay when you stay
CA $200
CA $235 total
Sep 8 - Sep 9
includes taxes & fees
Hotel Riu Plaza Fisherman's Wharf
2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
CA $214
CA $309 total
Sep 3 - Sep 4
includes taxes & fees
Hilton San Francisco Union Square
333 O'Farrell St. San Francisco CA
Fully refundableReserve now, pay when you stay
CA $234
CA $275 total
Oct 2 - Oct 3
includes taxes & fees
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 Downtown San Mateo vacation package cost?
Starting from an incredible CA $505, 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.
Cinemark Century San Mateo 12
You can take time to visit Cinemark Century San Mateo 12 during your travels to San Mateo.
The San Mateo Japanese Garden
8.8/10 (46 reviews)
Enjoy an outing to The San Mateo Japanese Garden during your stay in San Mateo. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Things to do
2hr. SUNSET Sailing Experience on San Francisco Bay
CA $206
per adult
Napa, Sonoma and Exclusive Battery Spencer Small Group Wine Tasting Tour
CA $205
per traveller
San Francisco to Kings Canyon and Yosemite 2 Day Tour
CA $592
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.