San Mateo Vacation Packages 2025/2026 from $488

San Mateo flight + hotel vacation packages

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

Aqua Breeze Inn

Westside Santa Cruz

Save 100% on your flight

per person

Oct 5 - Oct 11

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to San Jose (SJC)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and laundry facilities are also provided.

Alila Napa Valley, a Hyatt Luxury Resort

Save 100% on your flight

per person

Oct 8 - Oct 12

found 22 hours ago

Roundtrip flight included

Los Angeles (LAX) to Oakland (OAK)

This luxury resort features an attached winery, a full-service spa, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.

RiverPointe Napa Valley Resort

Stonehouse

Save 100% on your flight

per person

Oct 11 - Oct 17

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Oakland (OAK)

This condo features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. There's a sauna on site, and laundry facilities and concierge services are also offered.

@ Marbella Lane - Contemporary Sophisticated Home

Save 100% on your flight

per person

Sep 5 - Sep 12

found 1 day ago

Roundtrip flight included

Seattle (SEA) to San Francisco (SFO)

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

Vino Bello Resort

Soscol Gateway South

Save 100% on your flight

per person

Oct 11 - Oct 17

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Oakland (OAK)

This smoke-free hotel features a full-service spa, 2 outdoor pools, and a restaurant. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like valet parking and WiFi in public areas. You'll appreciate the gym, poolside bar, and coffee shop.

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

$99 nightly

$115 total

Aug 10 - Aug 11

Total includes 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.

Free WiFi

Restaurant

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave, San Francisco, CA

Free Cancellation

$127 nightly

$149 total

Sep 1 - Sep 2

Total includes 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

Hotel Riu Plaza Fisherman's Wharf

2500 Mason St, San Francisco, CA

Free Cancellation

Reserve now, pay when you stay

$174 nightly

$205 total

Aug 26 - Aug 27

Total includes 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

$127 nightly

$149 total

Aug 24 - Aug 25

Total includes 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, a terrace, and limo/town car service are also offered.

Pet friendly

Restaurant

Crowne Plaza San Francisco Airport by IHG

1177 Airport Blvd, Burlingame, CA

Free Cancellation

$105 nightly

$119 total

Aug 17 - Aug 18

Total includes taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Self parking, a garden, and a hair salon are also offered.

Pool

Pet friendly

Hyatt Regency San Francisco

5 Embarcadero Center, San Francisco, CA

Free Cancellation

Reserve now, pay when you stay

$201 nightly

$237 total

Aug 28 - Aug 29

Total includes taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A coffee shop, a snack bar/deli, and a grocery/convenience store are also on offer.

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.

Popular places to visit

Golden Gate Park

This beloved park offers relaxation among trees, flowers and wildlife, right in San Francisco’s backyard.

Pier 39

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

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 $488, 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.