San Mateo County Vacations & Trips from $322

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

Pacifica

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

Menlo Park

Menlo Park
A coastal beach with waves, a sandy shore, and green vegetation.

Pescadero

Pescadero
A cityscape with dense residential areas, green spaces, and distant city skyline.

Atherton

Atherton
A coastal landscape with a wooden bench overlooking the ocean, a dirt path, and a hillside covered with yellow flowers.

Moss Beach

Moss Beach

The Latest San Mateo County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Le Bon Hotel Hollywood

Le Bon Hotel Hollywood

Hollywood
$322
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
7.6/10 Good! (470 reviews)
$60 early check-in fee; Didn’t pay it, we waited at a nearby bar. Check in was awkward because of the lack of physical staff - I don’t blame the staff on the screen, but it’s nice to have an actual person there, not an ominous intercom or a blurry screen. The friend I was travelling with also had a window with a broken lock on the ground floor. Neither of our curtains also closed fully, again, ground floor. The alleyway is closed off but… still. Otherwise just like every other hotel, clean room and bathroom. Good location for landmarks, shops and bars. I also did appreciate the water station. They also have a microwave and coffee machine but I didn’t get round to using those. I suppose you get what you pay for?

Reviewed on Sep 4, 2026

The Sofia Hotel

The Sofia Hotel

Downtown San Diego
$792
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip flight included
Dallas (DAL) to San Diego (SAN)
8.6/10 Excellent! (2,550 reviews)
The location is super convenient however parking prices are absurd per night! 46$ Deposit is somehow 150$ Room is honestly pretty small for the size of the bed.

Reviewed on Sep 4, 2026

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

South of Wilshire
$529
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.2/10 Very Good! (1,006 reviews)
Convenient location, I got a discounted price. I asked and was given a courtesy late checkout time by 30 minutes. Comfortable bed. Fancy toilet with many buttons for washing one's undersides. But it was a really hot day and there was no way to turn off the heated toilet seat. Shower head was good. There are cheaper public parking garages on Beverly Blvd and Wilshire Blvd one block away. Best of all is Chaumont Bakery, only 5 mins. walk away on Beverly Blvd, a great place for brunch. Order the almond croissant and mushroom omelet, they are divine.

Reviewed on Sep 3, 2026

The Westin St. Francis San Francisco on Union Square

The Westin St. Francis San Francisco on Union Square

Union Square
Save 100% on your flight
$573
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip flight included
Dallas (DAL) to San Francisco (SFO)
8.8/10 Excellent! (2,273 reviews)
Hotel H-Wood

Hotel H-Wood

Hollywood
$363
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
6.2/10 (1,015 reviews)
This place is a freaking dump . Rude night staff and I never got the room I paid for. They moved we d me to the drug addict side of the budget inn instead and downsized my room to a one bedroom

Reviewed on Sep 1, 2026

Find the Best San Mateo County Vacation Packages

San Mateo County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
San Francisco Intl. Airport (SFO)
Top Sights
Golden Gate Park, Presidio of San Francisco and Ocean Beach

San Mateo County Hotel Deals

Crowne Plaza San Francisco Airport by IHG

Crowne Plaza San Francisco Airport by IHG

1177 Airport Blvd Burlingame CA
$114 nightly
$130 total
Sep 6 - Sep 7
Total with taxes and fees
Crowne Plaza San Francisco Airport by IHG
Park Pointe Hotel

Park Pointe Hotel

245 S Airport Blvd South San Francisco CA
Fully refundableReserve now, pay when you stay
$63 nightly
$75 total
Sep 5 - Sep 6
Total with taxes and fees
Park Pointe Hotel
Hilton San Francisco Airport Bayfront

Hilton San Francisco Airport Bayfront

600 Airport Boulevard Burlingame CA
Fully refundableReserve now, pay when you stay
$122 nightly
$139 total
Oct 4 - Oct 5
Total with taxes and fees
Hilton San Francisco Airport Bayfront
See all 1,131 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.

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 at sunset with silhouettes of people and waves.
Photo by Diane Villanueva

Pacifica State Beach

9.2/10 (258 reviews)
Why not spend a carefree afternoon at Pacifica State Beach during your travels in Linda Mar? Stroll along the seaside or discover the area's sunsets.
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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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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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Cow Palace

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

California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

$49
per adult
86% of travellers recommend
California Academy of Sciences Daytime Admission
Official Alcatraz Island Prison Tour with Free App Audio Packages

Alcatraz Inside Prison Tour with Free App Audio Packages

$86
per adult
94% of travellers recommend
Alcatraz Inside Prison Tour with Free App Audio Packages
Bridge 2 Bridge Tour: Golden Gate Bridge to Bay Bridge

San Francisco Bridge to Bridge Cruise (90-minutes)

$48
per adult
94% of travellers recommend
San Francisco Bridge to Bridge Cruise (90-minutes)
See all activities in San Mateo County
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