San Mateo County Vacation Packages

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Your San Mateo County Vacation

With a San Mateo County vacation package, you can forget about planning stresses and just focus on experiencing all this lively destination has on offer. With so much to see and do on a trip to San Mateo County, it can be difficult to know where to start. Kick off your travels in San Francisco at Oracle Park and Pier 39 — two leading attractions here. Another city to add to your itinerary is Redwood City. Be sure not to miss Filoli and Shoreline Park. When it's time to stop daydreaming and start doing, Expedia will help turn your San Mateo County vacation into a reality.

Top vacation destinations in San Mateo County

The Golden Gate Bridge with a clear view of the towers and cables, spanning across the water.

San Francisco

San Francisco
A beach with waves, people, and houses in the background.

Half Moon Bay

Half Moon Bay
A suspension bridge with illuminated cables, a calm body of water, and a distant city skyline at dusk.

Pacifica

Pacifica
A modern multi-story building with red and white accents, located at a street corner with visible street signs and parked cars.

Redwood City

Redwood City
A sunset over rolling hills with scattered trees and a clear sky.

Menlo Park

Menlo Park

Top San Mateo County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Union Square Plaza Hotel

Union Square Plaza Hotel

Union Square
CA $887
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San Francisco (SFO)
7.4/10 Good! (1,004 reviews)
SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

South of Wilshire
Save 100% on your flight
CA $1,386
per person
Dec 20 - Dec 26
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Los Angeles (LAX)
8/10 Very good! (1,016 reviews)
No amenities. Room was small

Reviewed on Oct 4, 2026

The Sofia Hotel

The Sofia Hotel

Downtown San Diego
CA $1,546
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.6/10 Excellent! (2,663 reviews)
Stanford Court San Francisco

Stanford Court San Francisco

Downtown San Francisco
Save 100% on your flight
CA $1,327
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
9/10 Wonderful! (1,735 reviews)
Great stay. Only issue I have is the 75$ vet parking fee turns into $128 due to knob hill destination fees and taxes. Which I already paid with my hotel room.

Reviewed on Oct 4, 2026

 The Huntington Hotel

The Huntington Hotel

Downtown San Francisco
Save 100% on your flight
CA $2,131
per person
Nov 21 - Nov 25
just found
Roundtrip flight included
Toronto (YTO) to San Francisco (SFO)
9.4/10 Exceptional! (36 reviews)
No furniture in the room other than the bed. No turn down night service. Very basic, although presented as a luxury hotel

Reviewed on Oct 3, 2026

San Mateo County Hotel Deals

Crowne Plaza San Francisco Airport by IHG

Crowne Plaza San Francisco Airport by IHG

1177 Airport Blvd Burlingame CA
Fully refundable
CA $180
CA $204 total
Oct 31 - Nov 1
includes taxes & fees
8/10 Very good! (3,012 reviews)
"Property is outdated and need some better cleaning. Room was fine but noisy."

Reviewed on Oct 4, 2026

Crowne Plaza San Francisco Airport by IHG
Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

1550 Bayshore Hwy Burlingame CA
CA $202
CA $228 total
Oct 18 - Oct 19
includes taxes & fees
9/10 Wonderful! (4,983 reviews)
"Pictures look great, however, on arrival, we noticed stains on the fabric chairs, on towles and pillowcases. The bedspeard looked as if someones cat had fun scratching it such that there were pulled threads all over it. We mentiioned it to the front desk, so they offered another room to us. It was ..."

Reviewed on Oct 4, 2026

Bay Landing San Francisco Airport Hotel
Hilton San Francisco Airport Bayfront

Hilton San Francisco Airport Bayfront

600 Airport Boulevard Burlingame CA
Fully refundableReserve now, pay when you stay
CA $174
CA $198 total
Oct 25 - Oct 26
includes taxes & fees
8.8/10 Excellent! (3,193 reviews)
"Staff were extremely helpful."

Reviewed on Oct 4, 2026

Hilton San Francisco Airport Bayfront
See all 1,126 properties in San Mateo County
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.

Frequently asked questions

How much does a San Mateo County vacation package cost?
From as little as CA $887, you can tailor your San Mateo County package. Simply bundle flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to San Mateo County?
Bundle, bundle, bundle. Flights, hotels and rental cars — combine whatever you need into a San Mateo County vacation package to save loads of cash. Score even more deals when you add extras such as tours or experiences to your booking. But that's not the only impressive part. You have the freedom to customize your vacation your own way. We offer over 550 air carriers and 1,000,000 hotels globally, so that everyone has an opportunity to travel and live out those vacation dreams.
Where should I stay in San Mateo County?
You'll simply love San Francisco. Popular sights, such as Golden Gate Bridge and Pier 39, will keep you busy in this vibrant city.
What are the top hotels in San Mateo County?
For hotels in San Francisco with comfy beds and friendly service, check out Travelodge by Wyndham San Francisco Airport North and The Westin San Francisco Airport. If you plan to visit Menlo Park as well, you can look forward to a solid night's sleep at Aloft San Francisco Airport or SFO El Rancho Inn SureStay Collection by Best Western.
How far in advance should I book my San Mateo County vacation?
Travelers are usually able to compare international flights on Expedia within 12 months of departure. Booking at the last minute? With a little bit of luck, it's still possible to score a cheaper ticket just weeks before your flight.
What does an Expedia San Mateo County travel package include?
Expedia has all you need to arrange your San Mateo County getaway, but what your package looks like is entirely up to you. Choose from any combination of flights, rental cars and hotels. Looking for a few activities to keep you on the go? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a package deal to meet your needs.
What should I know before booking a San Mateo County travel package?
A travel package can be customized for your circumstances and is a terrific way to make your budget go further. How little or much you include is up to you. Hotels, rental cars and flights — choose any combination that works with your plans.
Can I choose my airline with a San Mateo County Expedia vacation package?
You sure can. We have more than 550 airline partners all over the world, so choose the carrier that suits your budget needs.
If I'm not able to travel, can I cancel my San Mateo County vacation package?
If your vacation plans in San Mateo County have changed, it's comforting to know that you can cancel or amend your booking. If you made your booking in the last 24 hours, you may be able to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge fees. To learn more, visit our Customer Service Portal.

Stay near popular San Mateo County attractions

A beach with a cliff, ocean waves, and a clear sky.

Miramar Beach

9.2/10 (332 reviews)
Why not spend a carefree afternoon at Miramar Beach during your travels in Half Moon Bay?
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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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A beach with footprints leading to the water, a sunset, and a clear sky.
Photo by Ho Vi

Half Moon Bay State Beach

9.4/10 (344 reviews)
If a restful vacation is part of your travel plans, Half Moon Bay State Beach might be the perfect place to seek out during your trip to Half Moon Bay. Stroll along the seaside in this relaxing area, or check out its top-notch restaurants.
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A garden with white tulips, a clock tower, and a pond.

Filoli

8.2/10 (143 reviews)
Find out about the history of Redwood City when you spend time at Filoli. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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A marina with various boats docked, calm water, and a rocky shoreline in the background.

Pillar Point Harbor

9.2/10 (303 reviews)
Explore the waterfront of Pillar Point Harbor and enjoy other activities such as hiking in Half Moon Bay. Wander the beautiful beaches and seaside in the area.
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Cow Palace

7.4/10 (59 reviews)
Catch an event at Cow Palace during your trip to Daly City. Experience the lively festivals and acclaimed art scene in this vibrant area.
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Facebook Campus

8.6/10 (82 reviews)
After visiting Facebook Campus, make a plan to see the other sights and activities in Menlo Park. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Menlo College

8.8/10 (35 reviews)
Take a campus tour or just explore the area of Menlo College, during your trip to Atherton. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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What to do in San Mateo County

California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

CA $69
per adult
86% of travellers recommend
California Academy of Sciences Daytime Admission
Go City: San Francisco All-Inclusive Pass with 25+ Attractions

Go City: San Francisco All-Inclusive Pass with 30+ Attractions

CA $137
per adult
88% of travellers recommend
Go City: San Francisco All-Inclusive Pass with 30+ Attractions
San Francisco: One day Yosemite and Giant Sequoia Tour

San Francisco: One day Yosemite and Giant Sequoias Tour

CA $288
per adult
90% of travellers recommend
San Francisco: One day Yosemite and Giant Sequoias Tour
See all activities in San Mateo County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.