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.
Hotel Abri - Union Square

Hotel Abri - Union Square

3.5 out of 5
Union Square
Save 100% on your flight
Price was $600, price is now $383 per person
$383
per person
Nov 13 - Nov 16
found 3 hours ago
Roundtrip flight included
Denver (DEN) to San Francisco (SFO)
Valet parking is available and the hotel's multilingual staff can provide around-the-clock assistance. WiFi in public areas is free. A lobby fireplace, dry cleaning, and luggage storage are also on offer.
Union Square Plaza Hotel

Union Square Plaza Hotel

2 out of 5
Union Square
Save 100% on your flight
Price was $1,277, price is now $814 per person
$814
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Save 100% on your flight
Price was $1,846, price is now $1,185 per person
$1,185
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Francisco (SFO)
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.
Brannan Cottage Inn

Brannan Cottage Inn

3 out of 5
Save 100% on your flight
Price was $786, price is now $517 per person
$517
per person
Oct 25 - Oct 28
found 14 hours ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
This inn features a restaurant, a free area shuttle, and free self parking. WiFi in public areas is free. A business center, a terrace, and a garden are also on offer.
White House Napa

White House Napa

4 out of 5
Napa Abajo
Save 100% on your flight
Price was $1,105, price is now $734 per person
$734
per person
Oct 25 - Oct 28
found 14 hours ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
This hotel features an outdoor pool and a hot tub. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

Top San Mateo hotels deals

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

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

3 out of 5
330 N Bayshore Blvd San Mateo CA
$108 nightly
The price is $125 total per night
$125 total
Oct 2 - Oct 3
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 and free WiFi in public areas. Self parking, express check-in, and a computer station are also offered.
Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave San Francisco CA
$149 nightly
The price is $175 total per night
$175 total
Sep 7 - Sep 8
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
$201 nightly
The price is $236 total per night
$236 total
Sep 8 - Sep 9
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.
Hilton San Francisco Union Square

Hilton San Francisco Union Square

4 out of 5
333 O'Farrell St. San Francisco CA
$169 nightly
The price is $199 total per night
$199 total
Oct 3 - Oct 4
Total with taxes and fees
The hotel's outdoor pool, 24-hour gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. A restaurant, a 24-hour front desk, and concierge services are also provided.
Club Quarters Hotel Embarcadero, San Francisco

Club Quarters Hotel Embarcadero, San Francisco

4 out of 5
424 Clay St San Francisco CA
$133 nightly
The price is $157 total per night
$157 total
Sep 20 - Sep 21
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A coffee shop, a terrace, and limo/town car service are also on offer.
Hilton San Francisco Financial District

Hilton San Francisco Financial District

4 out of 5
750 Kearny St San Francisco CA
$118 nightly
The price is $139 total per night
$139 total
Sep 20 - Sep 21
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.
Pet friendly
Restaurant
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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.
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Frequently asked questions

How much are vacation packages to San Mateo?
Starting from as little as $383, 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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