San Mateo County Vacations & Trips from $217

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

Atherton

Atherton
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

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
$217
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.6/10 Excellent! (809 reviews)
Great little hotel at a super reasonable price.

Reviewed on Aug 21, 2026

The Sofia Hotel

The Sofia Hotel

Downtown San Diego
$496
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.6/10 Excellent! (2,462 reviews)
Disappointing Stay — Several Areas Need Improvement Unfortunately, our stay at this hotel did not meet the standard we expected. There were several issues involving both service and the condition of the room that significantly affected our experience. 1. Valet Service The attitude of some of the valet attendants came across as entitled and disrespectful. Professionalism and courtesy should be consistent, particularly in a guest-facing service. 2. Front Desk/Concierge The service at the front desk and concierge area felt uninterested and lacking in attentiveness. We did not feel that our concerns were treated with the level of urgency or customer service we would expect from a hotel of this standard. 3. Wet Carpet / Leaking Refrigerator The refrigerator in our room was leaking and left the carpet wet. Although the refrigerator was still running, the underlying issue was not properly addressed. A leaking appliance and wet carpet should be treated as a maintenance concern, especially when guests are occupying the room. 4. Very Thin Walls The walls provided very little sound insulation. We could clearly hear conversations and other noises from neighboring rooms, which made it difficult to relax and get proper rest. 5. Shower Door and Water Leakage The sliding glass shower door was noticeably crooked and did not close properly. As a result, water escaped from the shower area and accumulated around the toilet area. This is another maintenance issue that should have been corrected.

Reviewed on Aug 21, 2026

Le Bon Hotel Hollywood

Le Bon Hotel Hollywood

Hollywood
$291
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
7.4/10 Good! (460 reviews)
 The Hollywood Franklin Hotel near Universal Studios

The Hollywood Franklin Hotel near Universal Studios

Hollywood
$278
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
9/10 Wonderful! (1,837 reviews)
Hotel H-Wood

Hotel H-Wood

Hollywood
$301
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
6.2/10 (1,003 reviews)
Clean room, Air conditioning

Reviewed on Aug 21, 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
Fully refundable
$125 nightly
$142 total
Aug 31 - Sep 1
Total with taxes and fees
8/10 Very Good! (2,961 reviews)
"NOt able to swich water in shower from down level to shower"

Reviewed on Aug 20, 2026

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

Hilton San Francisco Airport Bayfront

600 Airport Boulevard Burlingame CA
Fully refundableReserve now, pay when you stay
$127 nightly
$145 total
Sep 4 - Sep 5
Total with taxes and fees
Hilton San Francisco Airport Bayfront
Half Moon Bay Lodge

Half Moon Bay Lodge

2400 Cabrillo Hwy S Half Moon Bay CA
Fully refundableReserve now, pay when you stay
$168 nightly
$196 total
Aug 27 - Aug 28
Total with taxes and fees
Half Moon Bay Lodge
See all 1,095 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

San Francisco Downtown and Bay Bridge in the golden hours. Panoramic view of San Francisco water front from Yerba Buena Island, California, USA.

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 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 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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What to do in San Mateo County

California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

$55
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
98% 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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