San Mateo County Vacations & Trips from $367

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

Pescadero

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

Moss Beach

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

Atherton

Atherton

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
Save 100% on your flight
$367
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Los Angeles (LAX)
7.4/10 Good! (507 reviews)
Big Bear Spa Suites

Big Bear Spa Suites

$2,587
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Los Angeles (LAX)
8.2/10 Very Good! (350 reviews)
Great

Reviewed on Aug 17, 2026

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

South of Wilshire
$646
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Los Angeles (LAX)
8/10 Very Good! (1,016 reviews)
Hotel H-Wood

Hotel H-Wood

Hollywood
Save 100% on your flight
$578
per person
Nov 12 - Nov 19
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Los Angeles (LAX)
6.2/10 (1,003 reviews)
Location in general is good but it’s a low budget basic motel, rooms smell so bad and the walls are thin you can hear everything, towels and sheets were dirty, there were little to no amenities, i didn’t feel safe there at night too many shady people around too close to the main road its very loud. Stayed only 1 night but never again, i don’t recommended for solo women travellers Staff were pleasant at least

Reviewed on Oct 5, 2026

1 Hotel West Hollywood

1 Hotel West Hollywood

West Hollywood
Save 100% on your flight
$2,038
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Los Angeles (LAX)
8.8/10 Excellent! (1,008 reviews)

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

Hilton San Francisco Airport Bayfront

Hilton San Francisco Airport Bayfront

600 Airport Boulevard Burlingame CA
Fully refundableReserve now, pay when you stay
$124 nightly
$141 total
Nov 1 - Nov 2
Total with taxes and fees
8.8/10 Excellent! (3,202 reviews)
"Helpful and welcoming staff. On site dining room and lounge areas were inviting and restful. Shuttle service quite helpful and expedient."

Reviewed on Oct 5, 2026

Hilton San Francisco Airport Bayfront
Crowne Plaza San Francisco Airport by IHG

Crowne Plaza San Francisco Airport by IHG

1177 Airport Blvd Burlingame CA
Fully refundable
$123 nightly
$140 total
Oct 25 - Oct 26
Total with taxes and fees
Crowne Plaza San Francisco Airport by IHG
Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

1550 Bayshore Hwy Burlingame CA
Fully refundableReserve now, pay when you stay
$161 nightly
$181 total
Oct 18 - Oct 19
Total with taxes and fees
Bay Landing San Francisco Airport Hotel
See all 1,122 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?
See properties
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

$49
per adult
86% of travellers recommend
California Academy of Sciences Daytime Admission
Alcatraz Inside tour with Round trip ferry & Audio App Packages

Alcatraz Inside tour with Round trip ferry & Audio App Packages

$71
per adult
94% of travellers recommend
Alcatraz Inside tour with Round trip ferry & Audio App 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.