A coastal city with a prominent bridge spanning a body of water.

East San Mateo Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • 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

The Latest East San Mateo Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 19 - Jan 22

    Stanford Court San Francisco + Flight

    Downtown San Francisco
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,869 reviews)
    Roundtrip • Edmonton (YEG) - San Francisco (SFO)
    YEG - SFO • 2 stops SFO - YEG • 2 stops
    CA $1,552
    CA $1,014
    per traveller
    found 1 day ago
    Stanford Court San Francisco
  • Dec 25 - Dec 31

    1 Hotel San Francisco + Flight

    Downtown San Francisco
    6 nights
    5.0 star property
    9.2/10 - Wonderful (643 reviews)
    Roundtrip • Toronto (YTO) - San Francisco (SFO)
    YTZ - SFO • 1 stop SFO - YYZ • 1 stop
    CA $3,666
    CA $2,415
    per traveller
    found 23 hours ago
    1 Hotel San Francisco
  • Dec 25 - Dec 31

    Fairmont Heritage Place, Ghirardelli Square + Flight

    Fisherman's Wharf
    6 nights
    5.0 star property
    9.4/10 - Exceptional (417 reviews)
    "We could not have been happier with our stay at the Fairmont Heritage Place on Ghiradelli Square. This place is amazing. Rooms spotless, well appointed and very spacious, views of bay were amazing and the staff was incredibly friendly to us at every single interaction of our stay; including the room attendants! Thanks to everyone there for a five star stay. We will definitely be back."
    Reviewed November 1, 2026
    Roundtrip • Toronto (YTO) - San Francisco (SFO)
    YTZ - SFO • 1 stop SFO - YYZ • 1 stop
    CA $6,049
    CA $4,026
    per traveller
    found 23 hours ago
    Fairmont Heritage Place, Ghirardelli Square
  • Dec 19 - Dec 23

    Stanyan Park Hotel + Flight

    Golden Gate
    4 nights
    3.0 star property
    9.4/10 - Exceptional (1,004 reviews)
    "Great location"
    Reviewed November 7, 2026
    Roundtrip • Calgary (YYC) - San Francisco (SFO)
    YYC - SFO • 1 stop SFO - YYC • 1 stop
    CA $2,471
    CA $1,664
    per traveller
    found 23 hours ago
    Stanyan Park Hotel
  • Jan 11 - Jan 15

    Infinity Hotel San Francisco, Tapestry Collection by Hilton + Flight

    Marina District
    4 nights
    4.0 star property
    8.8/10 - Excellent (1,000 reviews)
    "The staff is great"
    Reviewed October 28, 2026
    Roundtrip • Toronto (YYZ) - San Francisco (SFO)
    YYZ - SFO • Nonstop SFO - YYZ • Nonstop
    Save 100% on your flight
    CA $4,742
    CA $3,291
    per traveller
    found 14 hours ago
    Infinity Hotel San Francisco, Tapestry Collection by Hilton

Where to stay in East San Mateo

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

Union Square

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.

Downtown San Francisco

Serving as San Francisco's central business district, this area boasts Northern California's two tallest buildings, the Salesforce Tower and Transamerica Pyramid. Explore shopping malls like the Embarcadero Center and enjoy parks such as Sue Biermann Park, all easily accessible via Muni bus and rail lines.

Fisherman's Wharf

Discover Pier 39, Ghirardelli Square, and the San Francisco Maritime National Historical Park in this bustling tourist hotspot. Savor seafood at family-owned restaurants and explore the sea lion colony, while enjoying convenient cable car access.

South of Market

From baseball games to top-notch art exhibits, find endless entertainment in one of San Francisco’s fastest-growing neighborhoods.

Nob Hill

Luxury hotels, historic mansions, and Michelin-starred restaurants abound in this upscale area. Explore Union Square shopping district, Grace Cathedral, and the SF Masonic Auditorium for a taste of culture and history.

Discover the most popular places to visit in East San Mateo

What to do near East San Mateo

East San Mateo Hotel Deals

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.

Frequently Asked Questions

How much does an East San Mateo vacation package cost?

Choose from any combination of flights, hotels and car rentals, and you can be vacationing in East San Mateo from just CA $1,014. And the more you bundle, the more money you save. The vacation of your dreams has never been more affordable.

How do I get a cheap travel package to East San Mateo?

Combine your flight and hotel bookings, add on extras such as activities or a rental car, and save with an East San Mateo vacation package. You won't just pick up exciting discounts on your trip — you'll have a world of choice within your reach too. When you book through Expedia, you can select from more than 550 air carriers and 1,000,000 hotels globally. Your unforgettable vacation begins right here, right now!

Where should I stay in East San Mateo?

With loads to explore in East San Mateo, we suggest you lock in a hotel near its attractions. San Mateo County Event Center, Hillsdale Shopping Center and Coyote Point Park are some fascinating ones to put on your must-see list.

What are the top hotels in East San Mateo?

Lock in a room at Extended Stay America Suites San Francisco San Mateo SFO. It's one of the neighborhood's most in-demand hotels. Another reputable option in East San Mateo is Hampton Inn & Suites San Mateo-San Francisco Airport.

How far in advance should I book my East San Mateo vacation?

It's difficult to pick the ideal time for airfares, but we generally suggest the earlier, the better. Plenty of international journeys on Expedia become available up to 12 months in advance. If you're booking late, don't worry. Low prices appear from time to time just weeks before departure dates.

What does an Expedia East San Mateo travel package include?

Expedia has all you need to plan your East San Mateo getaway, but how your package is structured is entirely up to you. Choose from any combination of flights, hotels and rental cars. Chasing some tours or experiences to fill in your time? Once you've made your booking, you can add them too. No matter your budget, there's a deal to match your needs.

What should I know before booking an East San Mateo travel package?

An Expedia travel package can be tailored to your budget and is a terrific way to make your hard-earned dollars stretch further. What you include is your call. Rental cars, hotels and flights — decide on a combination that works with your plans.

Can I choose my airline with an East San Mateo Expedia vacation package?

Yes — that's the beauty of an Expedia package. You get to decide. We have access to more than 550 airline partners all over the world, so you have loads of choice when planning your East San Mateo trip.

If I'm not able to travel, can I cancel my East San Mateo vacation package?

We totally get that life sometimes gets in the way of your plans. If you've locked in an East San Mateo vacation package and need to amend or cancel it, we can help. It's always worth looking up our Customer Service Portal first for information. But generally, if you've taken out your package within 24 hours, you may be able to cancel or amend your itinerary free of charge. If it's been longer than 24 hours, your airline, hotel or car rental company may impose a charge.

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