San Mateo County Vacations & Trips from $488

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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 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.
Kawada Hotel

Kawada Hotel

Downtown Los Angeles
Save 100% on your flight
$488
per person
Nov 4 - Nov 10
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
8.4/10 Very Good! (1,358 reviews)
Great downtown location. Very clean room. Everything worked - refrig, micro, air-con. Cherry Cafe next door had excellent pastries, coffee and friendly staff.

Reviewed on Sep 28, 2026

Aqua Breeze Inn

Aqua Breeze Inn

Westside Santa Cruz
$1,146
per person
Dec 3 - Dec 15
found 4 hours ago
Roundtrip non-stop flight included
New York (NYC) to San Jose (SJC)
8.2/10 Very Good! (1,005 reviews)
Need to use fitted sheet on the bed, not a flat sheet. Room has dry rotted baseboards.

Reviewed on Sep 27, 2026

The LEEF Hotel

The LEEF Hotel

Citrus Grove
Save 100% on your flight
$530
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
8.6/10 Excellent! (868 reviews)
SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

South of Wilshire
Save 100% on your flight
$528
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
8/10 Very Good! (1,007 reviews)
floor was sticky, front desk was rude, elevator was creaky

Reviewed on Sep 27, 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
$632
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
8.8/10 Excellent! (2,219 reviews)
Wonderful staff, superior rooms and a perfect location in the city

Reviewed on Sep 27, 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
$121 nightly
$138 total
Oct 28 - Oct 29
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! (4,989 reviews)
"I tend toward smaller hotels- this one was perfect for me. Friendly informative front desk. It has the winning unbeatable combination of location, views, cleanliness, quiet, and staff. Also I am a traditional person, I tend toward early American furniture ~ my room had a colonial bed frame and matching ..."

Reviewed on Sep 28, 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 25 - Oct 26
Total with taxes and fees
Hilton San Francisco Airport Bayfront
See all 1,145 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 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.