San Mateo County Vacations & Trips from $359

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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.
Hotel H-Wood

Hotel H-Wood

Hollywood
Save 100% on your flight
$359
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
6.2/10 (1,008 reviews)
Okay for only sleeping

Reviewed on Sep 17, 2026

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

South of Wilshire
$548
per person
Nov 24 - Dec 1
found 15 hours ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.2/10 Very Good! (1,006 reviews)
I really enjoyed my stay here. The location cannot be beat. We quickly discovered it is much easier to take the stairs because the elevator is very slow but I would stay here again.

Reviewed on Sep 17, 2026

AKA Beverly Hills

AKA Beverly Hills

Golden Triangle
$1,826
per person
Nov 24 - Dec 1
found 15 hours ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
9/10 Wonderful! (17 reviews)
The hotel offers a truly memorable stay, blending comfort with a distinct sense of character that sets it apart from standard accommodations. From the moment of arrival, the atmosphere feels warm and thoughtfully designed, with staff who are attentive without being overwhelming.

Reviewed on Jun 11, 2026

Kawada Hotel

Kawada Hotel

Downtown Los Angeles
Save 100% on your flight
$522
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Los Angeles (LAX)
8.4/10 Very Good! (1,358 reviews)
Ice machine has a water dispenser next to it!

Reviewed on Sep 14, 2026

The Sofia Hotel

The Sofia Hotel

Downtown San Diego
Save 100% on your flight
$704
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
Dallas (DAL) to San Diego (SAN)
8.6/10 Excellent! (2,586 reviews)
The bar on-site, Truva, was lovely. Location is excellent. The lobby had a nostalgic noir vibe. Rooms are small but cozy. Ours had a single small window but that's just the way the hotel was built. Convenient sink outside the bathroom setup allowed one person to shower while the other could use the sink in the room.

Reviewed on Sep 18, 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
$110 nightly
$125 total
Sep 20 - Sep 21
Total with taxes and fees
8/10 Very Good! (2,999 reviews)
"I loved the hotel staff. The bed was comfortable."

Reviewed on Sep 18, 2026

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! (4,962 reviews)
"Airport hotel that only offers a shuttle in the morning every 45 minutes. Also, I travel almost 50% of the time but have never seen a shower that operated in the way this one did--I was literally unable to figure out how to get the water to run. And the front desk was snide when I mentioned it."

Reviewed on Sep 18, 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 1,148 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.
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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 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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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

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
Official Alcatraz Island Prison Tour with Free App Audio Packages

Alcatraz Inside Prison Tour with Free App Audio Packages

$86
per adult
94% 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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