San Mateo County Vacations & Trips from $187

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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.
The LEEF Hotel

The LEEF Hotel

Citrus Grove
Save 100% on your flight
$187
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.6/10 Excellent! (829 reviews)
Floor was dirty, tight space bathroom, air conditioner cool but noisy. They have to collect $150 deposit others inn doesn't need to collect. One small towel was dirty. Will not go back there anymore.

Reviewed on Sep 11, 2026

Bahia Resort Hotel

Bahia Resort Hotel

Central Mission Beach
Save 100% on your flight
$281
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.6/10 Excellent! (2,376 reviews)
I

Reviewed on Sep 13, 2026

The Sofia Hotel

The Sofia Hotel

Downtown San Diego
Save 100% on your flight
$607
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.6/10 Excellent! (2,586 reviews)
It was a good hotel with a delicious restaurant and really great people. The only thing that frustrated me was that we bought an all-inclusive package but we were charged an “amenity fee”… that’s always super frustrating.

Reviewed on Sep 13, 2026

Stanford Court San Francisco

Stanford Court San Francisco

Downtown San Francisco
Save 100% on your flight
$415
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Francisco (SFO)
9/10 Wonderful! (1,631 reviews)
Had a wonderful stay at the Stanford Hotel in San Francisco. The room was clean, comfortable, and well-appointed, with a cozy bed that made for a great night's sleep. The staff were friendly and attentive, always ready to help with recommendations or requests. The location was convenient, putting us within easy walking distance of great restaurants and local attractions. A great value for the price, and we'd happily stay here again on our next visit to the city.

Reviewed on Sep 13, 2026

Kawada Hotel

Kawada Hotel

Downtown Los Angeles
$213
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.4/10 Very Good! (1,358 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

Crowne Plaza San Francisco Airport by IHG

Crowne Plaza San Francisco Airport by IHG

1177 Airport Blvd Burlingame CA
Fully refundable
$125 nightly
$142 total
Sep 20 - Sep 21
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 4 - Oct 5
Total with taxes and fees
9/10 Wonderful! (4,974 reviews)
"Some furniture looks aged but the service and cleanness was very good"

Reviewed on Sep 13, 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
$122 nightly
$139 total
Oct 4 - Oct 5
Total with taxes and fees
Hilton San Francisco Airport Bayfront
See all 1,147 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 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.
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 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 Pacifica? 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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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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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

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)
Aquarium of the Bay General Admission Ticket

San Francisco, Aquarium of the Bay General Admission Ticket

$29
per adult
100% of travellers recommend
San Francisco, Aquarium of the Bay General Admission Ticket
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.