San Mateo Vacation Packages

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Your San Mateo Vacation

Book a tailored San Mateo vacation package that includes everything you need and nothing you don't. Great for families, nature and golfing, consider basing yourself in the neighborhood of Sharp Park. A trip to San Mateo is an ideal opportunity to take in the sights. Be sure to visit renowned attractions like Hillsdale Shopping Center, Millbrae Square Shopping Center and Coyote Point Park. Expedia is here to help you escape your daily routine. Tailor your vacation to San Mateo to suit your travel style, whatever that may be!

Top San Mateo Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Mosser

The Mosser

3 out of 5
Downtown San Francisco
Save 100% on your flight
per person
Aug. 14 - Aug. 18
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to San Francisco (SFO)
8/10 Very Good! (1,005 reviews)
Cleanliness/ location/ friendly staff

Reviewed on May 27, 2024

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Save 100% on your flight
per person
Aug. 14 - Aug. 18
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to San Francisco (SFO)
8.8/10 Excellent! (6,161 reviews)
Extremely friendly staff, which make for an easy check-in. Even accommodating for me, arriving early and needing to get parking . Hotel is extremely close Which makes a great walk around fisherman wharf

Reviewed on May 28, 2024

Fitzgerald Hotel

Fitzgerald Hotel

3 out of 5
Union Square
Save 100% on your flight
per person
Jul. 2 - Jul. 7
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San Francisco (SFO)
7.6/10 Good! (208 reviews)
The elevator ride is a bit difficult

Reviewed on May 17, 2024

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
per person
Jul. 17 - Jul. 23
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San Francisco (SFO)
9.2/10 Wonderful! (222 reviews)
The aesthetic is amazing, the decor and the service is impeccable. The staff varied in certain interactions I had. As someone who doesn't like to bother people, I found some staff to be extremely helpful whereas 2 seemed to be extremely snarky and rude. It was a wonderful stay in the areas of cleanliness, ambiance, and overall service. I found the stay to be very enjoyable and would highly recommend 1 Hotel's service to anyone that is interested in staying. The spa however was beyond expensive for the window of time allowed for services. There are 5 star spas that charge less than this one, the view is nice from the rooftop, however you will be spending up to 300 dollars for a 50 minute massage which isn't all that common at most places. Overall, 8.5/10 stay.

Reviewed on May 26, 2024

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Save 100% on your flight
per person
Jul. 17 - Jul. 20
found 20 hours ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
8.6/10 Excellent! (1,096 reviews)
Me and a girlfriend stayed at the property for 2 nights and we loved it. The photos really don't do the place justice. It's very cozy and the bed is comfy. It served as a good home base while exploring napa. We highly recommend based on value. Next time we will request a u it by the river.

Reviewed on May 17, 2024

Where to stay in San Mateo

Find the best San Mateo areas and neighborhoods for the activities you enjoy most. Learn more about San Mateo
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Central San Mateo

2 out of top 10 points of interest in this area

While visiting Central San Mateo, you might make a stop by sights like Central Park and The San Mateo Japanese Garden.

Find hotel + flight trips in Central San Mateo

San Mateo Beach Vacation

Listen to the sound of waves crashing onto the shore and kick back by the shimmering waters on your San Mateo vacation. If you just need to get away, a trip to San Mateo is your ticket to rest and relaxation. We have a great range of San Mateo vacation deals to select from. Snap up one close to Lakeshore Park Beach, just 3 kilometres from the city center, and live out your vacation fantasies without blowing your budget.

San Mateo Hotel Deals

Holiday Inn Golden Gateway, an IHG Hotel
Holiday Inn Golden Gateway, an IHG Hotel
3.5 out of 5
1500 Van Ness Ave, San Francisco, CA
The price is CA $174 per night from Jun. 16 to Jun. 17
CA $174
CA $203 total
includes taxes & fees
Jun 16 - Jun 17
8.6/10 Excellent! (2,573 reviews)
"Stayed at the hotel for a nice little weekend getaway. Would stay here again."

Reviewed on May 26, 2024

Holiday Inn Golden Gateway, an IHG Hotel
Hotel Riu Plaza Fisherman's Wharf
Hotel Riu Plaza Fisherman's Wharf
4 out of 5
2500 Mason St, San Francisco, CA
The price is CA $217 per night from Jun. 3 to Jun. 4
CA $217
CA $299 total
includes taxes & fees
Jun 3 - Jun 4
8.6/10 Excellent! (6,207 reviews)
Fabuloso
"Clean, comfortable room and a fabulous breakfast. Close to Fisherman’s Wharf!"

Reviewed on May 26, 2024

Hotel Riu Plaza Fisherman's Wharf
Handlery Union Square Hotel
Handlery Union Square Hotel
3.5 out of 5
351 Geary St, San Francisco, CA
The price is CA $189 per night from May 29 to May 30
CA $189
CA $221 total
includes taxes & fees
May 29 - May 30
8.6/10 Excellent! (1,898 reviews)
"Dave the desk clerk was incredibly helpful and nice... we have a new favorite in SF"

Reviewed on May 27, 2024

Handlery Union Square Hotel
See all 5,383 properties in San Mateo
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a San Mateo vacation package cost?
The cheapest San Mateo package is CA $553, so the trip of your dreams can become a reality — without breaking the bank. Bundle flights, hotels and car rentals to customize a package that suits your travel style.
How do I get a cheap travel package to San Mateo?
It’s easy. Just bundle. Flights, rental cars and hotels — combine whatever you need into a San Mateo vacation package to save tons of cash. Score even better deals when you add extras such as experiences or tours to your booking. But that’s not the only impressive part. You have the freedom to put together your vacation your way. We offer more than 550 partner airlines and 1,000,000 hotel options all over the world, so that everyone has a chance to travel and live out those vacation fantasies.
Where should I stay in San Mateo?
You’ll want to stay where the action is. Many travelers favor hotels within easy reach of popular sights, such as San Mateo County Event Center, Hillsdale Shopping Center and Coyote Point Park.
What are the top hotels in San Mateo?
Best Western Coyote Point Inn and San Mateo SFO Airport Hotel are some favorite options in the Foster City neighborhood. If you’re thinking of staying in the Central San Mateo area, consider getting a room at Holiday Inn Hotel & Suites San Mateo-San Francisco SFO, an IHG Hotel or San Mateo Marriott San Francisco Airport.
How far in advance should I book my San Mateo vacation?
To score rock-bottom prices, book early. Airlines typically release flight tickets, along with some of the lowest fares, around 12 months in advance. Hotels, activities and car rental should also be booked well in advance so you can have the pick of the bunch. If you’re in need of a last-minute getaway in San Mateo, there are always lots of great deals on Expedia. Book something in today!
What does an Expedia San Mateo travel package include?
From airfares and hotels to car rentals, Expedia can help you create a San Mateo package that’s perfect for you. Heading off for a few weeks? Look into a flight, rental car and hotel bundle. If you’re taking a quick break, an airfare and hotel deal could be what you’re after. Activities can also be added once you’ve made your booking. Our travel packages make it easy to plan and save.
What should I know before booking a San Mateo travel package?
Whether it’s adventure or relaxation you’re chasing, a San Mateo vacation package lets you organize your escape your way. Plus, you’ll score great discounts just for combining your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a San Mateo Expedia vacation package?
Expedia has access to more than 550 airline partners globally, so you sure can! Simply choose the airline you want and craft the perfect San Mateo vacation.
If I'm not able to travel, can I cancel my San Mateo vacation package?
It’s impossible to predict what tomorrow might bring, so it’s comforting to know that you can change or cancel your San Mateo vacation package. If you made your booking in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal for more information.

Discover the most popular places to visit in San Mateo

Image for Oracle Park

Oracle Park

4.5/5(84 reviews)

Whether or not you’re a baseball fan, this charming ballpark with outstanding views should be on your San Francisco sightseeing list.

Oracle Park
Image for Pier 39

Pier 39

4.5/5(778 reviews)

This waterfront attraction offers thrilling rides, innovative street performers and colorful souvenir shops, but it’s the sea lions that win the day.

Pier 39
Image for Golden Gate Park

Golden Gate Park

4.5/5(520 reviews)

This beloved park offers relaxation among trees, flowers and wildlife, right in San Francisco’s backyard.

Golden Gate Park

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.