San Mateo County Vacations & Trips from $223

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Encore Inn Inglewood

Encore Inn Inglewood

Lockhaven
$223
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
6.6/10 (196 reviews)
The LEEF Hotel

The LEEF Hotel

Citrus Grove
$291
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.6/10 Excellent! (809 reviews)
I stay at a variety of hotels and motels in the immediate vicinity due to dropping and picking up my child at a nearby college. The Leef has been my worst experience in three years coming to Eagle Rock. I was first put off by the call-center welcome kiosk. The “staff” there were friendly enough, but it felt a bit shady. Like giving your credit card to who knows what. Next, the room. It appeared clean but there were little flying gnats buzzing around — not mosquitos luckily, but still annoying. The bathroom was so tiny, it was difficult to bring toiletries into. And, the worst part? As I was getting out of the shower the (very heavy) glass door came off of the track and seemed like it was going to trap me inside. I had to lift it up and out of the way just to get out. I called to report it and was told to send photographs to a gmail address. The person on the call was kind and helpful and I opted not to have it looked at because it was late and I was leaving in the morning. The bed was comfortable enough. And it was nice to have outlets on the nightstand. Other than that, I’ll definitely not be returning. Glad it was just a one night stay.

Reviewed on Aug 24, 2026

The Sofia Hotel

The Sofia Hotel

Downtown San Diego
$618
per person
Sep 24 - Sep 28
found 2 days ago
Roundtrip flight included
Dallas (DAL) to San Diego (SAN)
8.6/10 Excellent! (2,462 reviews)
Le Bon Hotel Hollywood

Le Bon Hotel Hollywood

Hollywood
$293
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)
Staff was super helpful and even called me to let me know another room opened up for my friends. Will be back! 5

Reviewed on Aug 22, 2026

Glendale Hotel

Glendale Hotel

Somerset
$336
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.4/10 Very Good! (3,387 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
$114 nightly
$130 total
Sep 1 - Sep 2
Total with taxes and fees
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 3 - Sep 4
Total with taxes and fees
8.8/10 Excellent! (3,141 reviews)
"Helpful staff. Clean rooms. Shuttles arrived in timely manner."

Reviewed on Aug 24, 2026

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
$169 nightly
$198 total
Sep 20 - Sep 21
Total with taxes and fees
9/10 Wonderful! (1,309 reviews)
"I stay here every time I’m in half Moon Bay, which is once or twice a year. My favorite amenities are the heated pool/hot tub, outdoor fire pit, and free breakfast."

Reviewed on Aug 24, 2026

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.
See properties
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 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.
See properties
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.
See properties

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.
See properties

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.
See properties

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
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.