San Mateo Vacations 2026 from CA $1,058

San Mateo flight + hotel packages

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

Union Square Plaza Hotel

Union Square

CA $1,058

per person

Nov 18 - Nov 22

found 12 hours ago

Roundtrip flight included

Toronto (YYZ) to San Francisco (SFO)

Stay at this hotel in San Francisco. Enjoy free WiFi, a 24-hour front desk, and concierge services. Our guests praise the helpful staff in our reviews. Popular attractions Lombard Street and Oracle Park are located nearby.

1 Hotel San Francisco

Downtown San Francisco

CA $2,460

per person

Oct 17 - Oct 21

found 6 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to San Francisco (SFO)

Book a stay at this luxury hotel in San Francisco. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Oracle Park and Pier 39 are located nearby.

Appellation Healdsburg

CA $2,192

per person

Oct 29 - Nov 3

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to San Francisco (SFO)

Book a stay at this luxury hotel in Healdsburg. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Healdsburg Plaza and Simi Winery are located nearby.

Treehouse Hotel Silicon Valley

CA $3,007

per person

Oct 4 - Oct 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to San Francisco (SFO)

Book a stay at this luxury hotel in Sunnyvale. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions California's Great America and Levi's Stadium are located nearby.

Beacon Grand, A Union Square Hotel

Union Square

CA $1,333

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to San Francisco (SFO)

Book a stay at this historic hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lombard Street and Oracle Park are located nearby.

Top San Mateo hotels deals

Holiday Inn Hotel & Suites San Mateo-San Francisco SFO by IHG

330 N Bayshore Blvd San Mateo CA

Free cancellation

Reserve now, pay when you stay

CA $150

CA $174 total

Sep 6 - Sep 7

includes taxes & fees

Book a stay at this business-friendly hotel in San Mateo. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Poplar Creek Golf Course and Coyote Point Park are located nearby.

Free WiFi

Restaurant

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA

Free cancellation

Reserve now, pay when you stay

CA $207

CA $243 total

Sep 7 - Sep 8

includes taxes & fees

Book a stay at this business-friendly hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Lombard Street and Pier 39 are located nearby.

Pool

Free WiFi

Hotel Riu Plaza Fisherman's Wharf

2500 Mason St San Francisco CA

Free cancellation

Reserve now, pay when you stay

CA $195

CA $286 total

Sep 8 - Sep 9

includes taxes & fees

Book a stay at this business-friendly hotel in San Francisco. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 39 and Lombard Street are located nearby.

Pool

Breakfast included

Hilton San Francisco Union Square

333 O'Farrell St. San Francisco CA

Free cancellation

Reserve now, pay when you stay

CA $233

CA $274 total

Oct 2 - Oct 3

includes taxes & fees

Book a stay at this business-friendly hotel in San Francisco. Enjoy 2 bars/lounges, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lombard Street and Oracle Park are located nearby.

Pool

Pet-friendly

The Pickwick Hotel

85 5th St San Francisco CA

Free cancellation

Reserve now, pay when you stay

CA $134

CA $157 total

Oct 4 - Oct 5

includes taxes & fees

Book a stay at this business-friendly hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Oracle Park and Lombard Street are located nearby.

Free WiFi

Restaurant

Club Quarters Hotel Embarcadero, San Francisco

424 Clay St San Francisco CA

Free cancellation

Reserve now, pay when you stay

CA $172

CA $203 total

Sep 20 - Sep 21

includes taxes & fees

Book a stay at this business-friendly hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lombard Street and Pier 39 are located nearby.

Pet-friendly

Free WiFi

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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.

Stay near popular San Mateo attractions

A city skyline with illuminated buildings and a bridge with traffic.

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

San Mateo Vacations

Forge new memories, embark on inspiring adventures and follow the path less traveled — it's all possible in San Mateo. But first, let us give you the facts about your next vacation destination!

San Mateo is a neighborhood in the marvelous city of San Francisco. You'll find it 17 miles (27 kilometers) south of the downtown area.

Travelers to San Francisco will be rubbing shoulders with around 800,000 locals.

Places to visit in San Mateo

Shampoo, conditioner and body wash are a few of the basics you need while traveling. But — if you forget to pack your toiletry bag, you should find what you need at Hillsdale Shopping Center. Seeking more close by options? Gather with like-minded people and be inspired at one of the events or conferences held at San Mateo County Event Center. But that's not all there is. Even on a wet day, it's well worth taking a walk through The San Mateo Japanese Garden. Pop open your umbrella and drink in the fresh earthy smell.

Where do you fly into for San Mateo?

Pack your suitcase and get set for a memorable adventure. The moment you step out of San Francisco International Airport (SFO), you'll be just 6 miles (10 kilometers) to the northwest of San Mateo.

Frequently asked questions

How much are vacation packages to San Mateo?

Starting from as little as CA $1,058, hotel and flight packages are a great way to make your budget stretch further. Watch out San Mateo — here you come!

How long should my San Mateo vacation be?

Generally, 2 nights is what most travelers book for their San Mateo vacation. That's an useful guide, but there's plenty more to uncover if you give yourself a little longer.

Where can I get the best vacation package deals for San Mateo?

Your dream escape is waiting for you at Travelocity. With access to 400 air carriers and an incredible 1,000,000 hotels around the world, selecting the perfect San Mateo package deal couldn't be simpler.

Why should I purchase my San Mateo vacation package via Travelocity?

With our Price Match Guarantee, we'll match any lower price you're able to find. Add to that our 24/7 support and exceptional service and your dream vacation is well within reach.

Can I save money on my San Mateo car rental if I book it with my hotel or flight?

You sure can — combine your flight, hotel and car into a San Mateo vacation package and you can save tons. With so many places to explore in and around San Mateo, that rental car will more than come in handy. Once you're behind the wheel, turn up the stereo and make tracks to Monterey Bay Aquarium, a must-see sight about 113 kilometers from San Mateo.

Which airport is best for San Mateo?

One of your top options is San Francisco Intl. Airport (SFO), which you'll find 8 kilometers northwest of downtown San Mateo. Another great choice is Oakland Intl. Airport (OAK), 19 kilometers away from central San Mateo).

What is there to do in San Mateo?

There is an undeniable magic as you roam the streets of San Mateo. Coyote Point Park and Hillsdale Shopping Center are just a couple of highlights that make this city such a sought-after destination, so add them to your to-do list.

Where should I stay when visiting San Mateo?

Many visitors spend their nights at the San Mateo SFO Airport Hotel. It's a great base for your San Mateo vacation.