San Mateo Vacation Packages 2026 from $689

San Mateo flight + hotel vacation packages

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

Stanford Court San Francisco

Downtown San Francisco

$689

per person

Jul 13 - Jul 17

found 1 day ago

Roundtrip flight included

Baltimore (BWI) 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.

The Grove Inn

Western Addition

Save 100% on your flight

$1,129

per person

Jul 31 - Aug 7

found 7 hours ago

Roundtrip flight included

New York (JFK) to San Francisco (SFO)

Free WiFi in public areas, a communal living room, and express check-in are available at this hotel. A business center, express check-out, and luggage storage are also on offer.

Claremont Resort & Club

Claremont Hills

Save 100% on your flight

$842

per person

Aug 2 - Aug 7

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Oakland (OAK)

This luxury hotel features 3 restaurants, 3 outdoor pools, and 8 outdoor tennis courts. Bring the family and enjoy the children's club, playground, and kid-friendly dining. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking.

The Westin St. Francis San Francisco on Union Square

Union Square

Save 100% on your flight

$771

per person

Jul 13 - Jul 17

found 1 day ago

Roundtrip flight included

Baltimore (BWI) 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.

Marbella Lane - 3BR Designer Home 12-min to Levi's

Save 100% on your flight

$1,748

per person

Jun 25 - Jun 29

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to San Jose (SJC)

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and barbecue grills are also provided.

Top San Mateo hotels deals

Hotel Riu Plaza Fisherman's Wharf

2500 Mason St San Francisco CA

Free Cancellation

Reserve now, pay when you stay

$201 nightly

$237 total

May 26 - May 27

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.

Pool

Breakfast included

Hilton San Francisco Financial District

750 Kearny St San Francisco CA

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$131 total

May 31 - Jun 1

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

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA

Free Cancellation

Reserve now, pay when you stay

$140 nightly

$165 total

May 26 - May 27

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.

Pool

Free WiFi

Parc 55 San Francisco - A Hilton Hotel

55 Cyril Magnin St San Francisco CA

Free Cancellation

Reserve now, pay when you stay

$161 nightly

$189 total

Jun 7 - Jun 8

Total with taxes and fees

This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Limo/town car service, express check-in, and express check-out are also on offer.

Handlery Union Square Hotel

351 Geary St San Francisco CA

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$176 total

May 26 - May 27

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.

Pool

Pet friendly

Hilton San Francisco Union Square

333 O'Farrell St. San Francisco CA

Free Cancellation

Reserve now, pay when you stay

$163 nightly

$192 total

Jun 7 - Jun 8

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.

Pool

Pet friendly

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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.

Popular places to visit

Oracle Park

4.5/5(1,482 reviews)

Catch an event at Oracle Park during your trip to San Francisco. Take in the acclaimed art scene and beautiful sunsets in this vibrant area.

Pier 39

4.5/5(6,904 reviews)

This waterfront attraction offers thrilling rides, innovative street performers and colorful souvenir shops, but it’s the sea lions that win the day.

Golden Gate Bridge

4.5/5(7,344 reviews)

Cars trundle across it and ships sail under it, but the best way to experience this iconic bridge is on foot.

Frequently asked questions

How much are vacation packages to San Mateo?

Starting from as little as $689, 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.