Central San Mateo Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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
Price found within the past 48 hours. Click for updated prices.
  • Restaurant
    Jul 24 - Aug 4

    The Westin St. Francis San Francisco on Union Square + Flight

    Union Square
    11 nights
    4.5 star property
    8.8/10 - Excellent (2,353 reviews)
    "The staff were amazing! They greet you every time they see you! They address us by our names which was nice! The room was comfortable and spacious. Shopping within walking distance of the hotel. The Bourbon Steak bar was amazing drinks were on point. Then we decided to eat at the restaurant I definitely look forward to coming back. The only thing I didn’t like was they charge $100 a night to park at the hotel although we were staying there."
    Reviewed May 17, 2026
    Roundtrip • Toronto (YYZ) - San Francisco (SFO)
    YYZ - SFO • 1 stop SFO - YYZ • 1 stop
    CA $2,653
    CA $1,772
    per traveller
    found 2 days ago
    The Westin St. Francis San Francisco on Union Square
  • Terrace/patio
    Jul 24 - Aug 4

    Claremont Resort & Club + Flight

    Claremont Hills
    11 nights
    5.0 star property
    9.0/10 - Wonderful (1,003 reviews)
    "Parking was difficult with automation. Difficult getting out. Need a gate person. Gate automated bar almost hit my hood. Valets were on their phones not helpful. Would consider not staying thete until they fix it. A five star hotel needs 5 star personnel. Not more automation"
    Reviewed May 18, 2026
    Roundtrip • Toronto (YYZ) - San Francisco (SFO)
    YYZ - SFO • 1 stop SFO - YYZ • 1 stop
    CA $4,460
    CA $2,549
    per traveller
    found 2 days ago
    Claremont Resort & Club
  • House (3 Bedrooms)
    Jul 23 - Jul 27

    Marbella Lane - 3BR Designer Home 12-min to Levi's + Flight

    San Jose
    4 nights
    3.0 star property
    Roundtrip • Vancouver (YVR) - San Jose (SJC)
    YVR - SJC • 1 stop SJC - YVR • 1 stop
    CA $7,235
    CA $4,463
    per traveller
    found 2 days ago
    Marbella Lane - 3BR Designer Home 12-min to Levi's
  • House (3 Bedrooms) | Living area
    Jul 23 - Jul 27

    @ Marbella Lane - SJ Designer Home 12-min to Levi's + Flight

    San Jose
    4 nights
    3.0 star property
    Roundtrip • Vancouver (YVR) - San Jose (SJC)
    YVR - SJC • 1 stop SJC - YVR • 1 stop
    CA $10,142
    CA $6,738
    per traveller
    found 2 days ago
    @ Marbella Lane - SJ Designer Home 12-min to Levi's
  • Golf view
    Jun 24 - Jun 29

    CordeValle + Flight

    San Martin
    5 nights
    5.0 star property
    9.6/10 - Exceptional (147 reviews)
    Roundtrip • Toronto (YYZ) - San Jose (SJC)
    YYZ - SJC • 1 stop SJC - YYZ • 1 stop
    CA $3,697
    CA $2,546
    per traveller
    found 1 day ago
    CordeValle

Where to stay in Central San Mateo

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

Union Square

4/5(531 area reviews)

Major tourist destination in downtown San Francisco, Union Square boasts shopping, hotels, and theaters. Explore department stores, boutiques, and galleries, or catch a performance at various theaters. Enjoy the Dewey Monument and stunning views from nearby hotels. Easily accessible via cable car lines, buses, and subway systems.

Find hotels in Union Square

Central San Mateo Hotel Deals

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from May 25 to May 26
CA $199
CA $291 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (7,478 reviews)
"Great location"

Reviewed on May 19, 2026

Hotel Riu Plaza Fisherman's Wharf
Hilton San Francisco Financial District

Hilton San Francisco Financial District

4 out of 5
750 Kearny St San Francisco CA
Fully refundableReserve now, pay when you stay
The price is CA $187 per night from May 31 to Jun 1
CA $187
CA $220 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (2,783 reviews)
"Amazing place to stay near the Embarcadero. No pool, but otherwise will stay again."

Reviewed on May 19, 2026

Hilton San Francisco Financial District
Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave San Francisco CA
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from May 25 to May 26
CA $186
CA $219 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (5,757 reviews)
"I don't think the price of the breakfast 38$ is worth it."

Reviewed on May 19, 2026

Holiday Inn Golden Gateway by IHG
See all 4,300 properties in Central 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
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Family Vacations
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Frequently asked questions

How much does a Central San Mateo vacation package cost?
Our Central San Mateo packages, which start from as low as , are the perfect way to save money. Choose your favorite hotels, flights and more to create your ideal itinerary.
How do I get a cheap travel package to Central San Mateo?
Browse and lock in everything all in one place with our Central San Mateo vacation packages. You'll discover deals on flights, hotels, tours and more that'll keep your budget happy and your adventurous spirit full. And, with more than 550 partner airlines and 1,000,000 properties all over the world to pick from, you'll have the flexibility to mix and match as you please.
Where should I stay in Central San Mateo?
A vacation in Central San Mateo wouldn't be complete without seeing San Mateo County Event Center, Hillsdale Shopping Center and Coyote Point Park. Spend your evenings close to these popular attractions and make sightseeing easy.
What are the top hotels in Central San Mateo?
Secure a room at Business Or Fun 1bedroom Urban Flat W. It's one of this area's most popular hotels. Another highly rated option in Central San Mateo is Global Luxury Suites San Mateo.
How far in advance should I book my Central San Mateo vacation?
The earlier, the better. Air carriers usually advertise flight tickets up to a year in advance, and this is an excellent opportunity to land some of the cheapest prices. Just been told you need to take all your vacation days in a few weeks? No sweat. Expedia are never short of fantastic bargains to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Central San Mateo travel package include?
Expedia has everything you need to book your Central San Mateo trip, but how you structure your package depends on you. Select from a combination of hotels, flights and rental cars. Looking for some experiences or tours to keep you busy? Once you've made your booking, you can add them too. Whatever your style or budget, there's a deal to suit your needs.
What should I know before booking a Central San Mateo travel package?
Locking in all the parts of your trip together is one of the easiest ways to save. Combine your flights, car rentals and hotels into a tidy little package. But it's not just hotels. Expedia offers all sorts of properties, including vacation rentals like oceanfront condos and spacious residences. The list goes on!
Can I choose my airline with a Central San Mateo Expedia vacation package?
Yes, the choice is all yours. We have access to over 550 partner airlines across the globe, so you can tailor your Central San Mateo vacation according to your budget and needs.
If I'm not able to travel, can I cancel my Central San Mateo vacation package?
Don't stress if you're rethinking your Central San Mateo vacation package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We totally understand your circumstances can change suddenly, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.

Things to do

From San Francisco: Highway 1 Self-Drive Audio Tour

Pacific Coast Highway App-Based Driving Audio Tour Bundle

CA $25
per traveller
90% of travellers recommend
Pacific Coast Highway App-Based Driving Audio Tour Bundle
The Golden Hour at the Golden Gate

2hr. SUNSET Sailing Experience on San Francisco Bay

CA $204
per adult
2hr. SUNSET Sailing Experience on San Francisco Bay
San Francisco: The Art of Crabbing in the Bay Area

San Francisco: The Art of Crabbing in the Bay Area

CA $82
per adult
San Francisco: The Art of Crabbing in the Bay Area
See all activities in San Francisco
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.