San Mateo County Vacations & Trips from $266
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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
San Francisco
Half Moon Bay
Pacifica
Redwood City
Menlo Park
Pescadero
Moss Beach
Atherton
The Latest San Mateo County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Big Bear Spa Suites
$2,294
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
8.2/10 Very Good! (350 reviews)
This place was so comfy and cozy, the bed was so comfortable and the spa in the room was amazing. We loved it and will definitely stay here again.
Reviewed on Oct 7, 2026
Malibu Country Inn
Central Malibu
$393
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
7.8/10 Good! (1,007 reviews)
great location, peaceful, quiet and beautiful! has sea and mountain views. Staff was helpful and friendly. Our room had no phones, broken blinds, no hot water heating kettle and a leaking fridge, was not cleaned inside. Balcony was not cleaned. We had to check out early, just one day: due to flood warnings and coastal high waves. But the hotel refused to refund the money. very bad. Hotels .com does not help either.
Has good parking and good view, great location.
Reviewed on Oct 17, 2026
Fleur Noire Hotel - 21 and Over
Uptown Design District
$600
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
9.6/10 Exceptional! (1,003 reviews)
We loved our stay at Fleur Noir. It is a quirky little place with plenty of charm. We have to shout out Bree who goes above and beyond and is a ray of sunshine!
Reviewed on Oct 16, 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
1177 Airport Blvd Burlingame CA
Fully refundable
$114 nightly
$130 total
Oct 31 - Nov 1
Total with taxes and fees
Bay Landing San Francisco Airport Hotel
1550 Bayshore Hwy Burlingame CA
Fully refundableReserve now, pay when you stay
$179 nightly
$201 total
Nov 18 - Nov 19
Total with taxes and fees
9/10 Wonderful! (5,019 reviews)
"Front desk very helpful. Place very clean and very good and delicious breakfast. I love it. Hope can come back soon."
Reviewed on Oct 18, 2026
Hilton San Francisco Airport Bayfront
600 Airport Boulevard Burlingame CA
Fully refundableReserve now, pay when you stay
$122 nightly
$139 total
Oct 30 - Oct 31
Total with taxes and fees
8.8/10 Excellent! (3,238 reviews)
"Loved the little smack bar that also had a microwave for the visitors to use."
Reviewed on Oct 19, 2026
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 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.
Miramar Beach
9.2/10 (332 reviews)
Why not spend a carefree afternoon at Miramar Beach during your travels in Half Moon Bay?
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.
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.
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.
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.
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.
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.
What to do in San Mateo County
California Academy of Sciences Daytime Admission
$49
per adult
86% of travellers recommend
Alcatraz Inside tour with Round trip ferry & Audio App Packages
$71
per adult
94% of travellers recommend
San Francisco Bridge to Bridge Cruise (90-minutes)
$48
per adult
94% of travellers recommend
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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.
