Deals on vacations and trips to San Mateo

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San Mateo flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Oakland Airport Executive Hotel

Oakland Airport Executive Hotel

3 out of 5
Airport District
Save 100% on your flight
Price was $460, price is now $284 per person
$284
per person
Oct 28 - Nov 4
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Oakland (OAK)
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking and a safe deposit box are also offered on site.
Union Square Plaza Hotel

Union Square Plaza Hotel

2 out of 5
Union Square
Save 100% on your flight
Price was $683, price is now $353 per person
$353
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Francisco (SFO)
This hotel features free WiFi in public areas, luggage storage, and concierge services. Staff at the 24-hour front desk can provide around-the-clock assistance.
The Westin St. Francis San Francisco on Union Square

The Westin St. Francis San Francisco on Union Square

4.5 out of 5
Union Square
Save 100% on your flight
Price was $878, price is now $517 per person
$517
per person
Nov 30 - Dec 3
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Francisco (SFO)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A coffee shop, express check-out, and dry cleaning are also on offer.
Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
Boyes Hot Springs
Save 100% on your flight
Price was $1,452, price is now $896 per person
$896
per person
Dec 7 - Dec 12
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
This Mediterranean resort features a full-service spa, hot springs, and 3 restaurants. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. Unwind with drinks at one of the 2 bars/lounges or the poolside bar and make the most of the 3 outdoor pools.
Stanford Court San Francisco

Stanford Court San Francisco

4 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $708, price is now $454 per person
$454
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Francisco (SFO)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A garden, a snack bar/deli, and a communal living room are also on offer.

Top San Mateo hotels 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
Free Cancellation
$152 nightly
The price is $179 total per night
$179 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
2500 Mason St San Francisco CA
Free Cancellation
Reserve now, pay when you stay
$163 nightly
The price is $192 total per night
$192 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.
Handlery Union Square Hotel

Handlery Union Square Hotel

3.5 out of 5
351 Geary St San Francisco CA
Free Cancellation
Reserve now, pay when you stay
$138 nightly
The price is $163 total per night
$163 total
Oct 24 - Oct 25
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a sauna on site, and a 24-hour front desk and express check-out are also provided.
Hilton San Francisco Financial District

Hilton San Francisco Financial District

4 out of 5
750 Kearny St San Francisco CA
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $173 total per night
$173 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas. Self parking, limo/town car service, and a snack bar/deli are also offered.
Chancellor Hotel on Union Square

Chancellor Hotel on Union Square

3.5 out of 5
433 Powell St San Francisco CA
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $189 total per night
$189 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel features a bar/lounge, free WiFi in public areas, and a computer station. Business travelers can take advantage of the laundry service. There's luggage storage and multilingual staff can provide around-the-clock assistance.
Grand Hyatt San Francisco

Grand Hyatt San Francisco

4 out of 5
345 Stockton St San Francisco CA
Free Cancellation
Reserve now, pay when you stay
$191 nightly
The price is $225 total per night
$225 total
Oct 23 - Oct 24
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, limo/town car service, and a lobby fireplace are also on offer.
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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

Frequently asked questions

How much are vacation packages to San Mateo?
Starting from as little as $284, 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 70 mi 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 5 mi northwest of downtown San Mateo. Another great choice is Oakland Intl. Airport (OAK), 12 mi 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.

Photos of local treasures

Browse San Mateo vacation photos for more inspiration

A coastal landscape with a sandy beach, rocky cliffs, and the ocean.
A suspension bridge at sunset with city lights in the distance.
A forested mountain range with a sunrise or sunset.
A lighthouse on a rocky coastline with a field of yellow flowers in the foreground.
A long bridge with a red roof and multiple streetlights extending over calm water.

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