San Mateo Vacation Packages 2025/2026 from $294

San Mateo flight + hotel vacation packages

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

Fitzgerald Hotel

Union Square

Save 100% on your flight

$294

per person

Oct 30 - Nov 3

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Francisco (SFO)

This hotel features free WiFi in public areas, concierge services, and valet parking. Enjoy the free continental breakfast each morning. There's express check-out and multilingual staff can provide around-the-clock assistance.

Bay Landing San Francisco Airport Hotel

Save 100% on your flight

$313

per person

Oct 30 - Nov 3

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Francisco (SFO)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free self parking, and a free airport shuttle. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Vinarosa Resort & Spa

Save 100% on your flight

$524

per person

Dec 4 - Dec 7

found 22 hours ago

Roundtrip flight included

Los Angeles (LAX) to San Francisco (SFO)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this eco-certified hotel. Enjoy the outdoor pool and perks like free self parking and free WiFi. Enjoy the hot tub and unwind at the bar/lounge and poolside bar.

Appellation Healdsburg

Save 100% on your flight

$698

per person

Nov 13 - Nov 16

found 22 hours ago

Roundtrip flight included

New York (JFK) to San Francisco (SFO)

A full-service spa, 2 outdoor pools, and 2 hot tubs are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Enjoy the gym and perks like free self parking.

1 Hotel San Francisco

Downtown San Francisco

Save 100% on your flight

$1,040

per person

Dec 16 - Dec 20

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Francisco (SFO)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the in-room fitness and perks like free WiFi. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

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

$109 nightly

$126 total

Oct 5 - Oct 6

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.

Free WiFi

Restaurant

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave, San Francisco, CA

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$159 total

Oct 30 - Oct 31

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

Hotel Riu Plaza Fisherman's Wharf

2500 Mason St, San Francisco, CA

Free Cancellation

Reserve now, pay when you stay

$186 nightly

$219 total

Oct 17 - Oct 18

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

$143 nightly

$168 total

Oct 17 - Oct 18

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

Pet friendly

Restaurant

Club Quarters Hotel in San Francisco

424 Clay St, San Francisco, CA

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$169 total

Oct 30 - Oct 31

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.

Pet friendly

Free WiFi

Handlery Union Square Hotel

351 Geary St, San Francisco, CA

Free Cancellation

Reserve now, pay when you stay

$145 nightly

$170 total

Oct 2 - Oct 3

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

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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 $294, 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.