San Mateo Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 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

Find the Best San Mateo Vacation Packages

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 SARĀ 672 per night from Jul 22 to Jul 23
SARĀ 672
SARĀ 946 total
22 Jul - 23 Jul
includes taxes & fees
9/10 Wonderful! (7,518 reviews)
"Fantastic location and so pretty! Would definitely come back."

Reviewed on 17 July 2026

Hotel Riu Plaza Fisherman's Wharf
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 SARĀ 554 per night from Aug 16 to Aug 17
SARĀ 554
SARĀ 652 total
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (6,003 reviews)
"The hotel is in an excellent location. Well staffed, service is top notch. Parking is very safe. The room has a beautiful view of the city. The furniture very worn, needs to be updated. Bathroom was clean. We did find some flossing sticks from previous guest just under the bed. All things considered ..."

Reviewed on 17 July 2026

Holiday Inn Golden Gateway by IHG
Hyatt Regency San Francisco

Hyatt Regency San Francisco

4 out of 5
5 Embarcadero Center San Francisco CA
Fully refundableReserve now, pay when you stay
The price is SARĀ 943 per night from Jul 31 to Aug 1
SARĀ 943
SARĀ 1,282 total
31 Jul - 1 Aug
includes taxes & fees
Hyatt Regency San Francisco
See all 4,446 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.

Stay near popular San Mateo attractions

A marina with numerous sailboats docked along the water.

Coyote Point Park

8.6/10 (188 reviews)
Coyote Point Recreation Area blends bay views with diverse activities for all ages. Explore the castle-themed Magic Mountain Playground, visit CuriOdyssey science museum, or watch planes landing at nearby SFO.
See properties

Frequently asked questions

How much does a San Mateo vacation package cost?
You can pick up a vacation package to this popular destination on Expedia. However, how much your vacation to San Mateo costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to San Mateo?
If you'd like to book a cheap San Mateo vacation package, consider visiting in December, January and February. You'll generally find lower rates on hotels and flights during these quieter months ā€” perfect for travelers wishing to save money.
How to find the best San Mateo package deals?
Bagging a cheap San Mateo package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly San Mateo package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a San Mateo vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights individually. Better still, you can tailor your San Mateo trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to San Mateo?
If you're planning a spontaneous San Mateo adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking ahead.
How to plan a trip to San Mateo?

  1. Pick your dates: The things you plan to do in San Mateo and your preferred season will help you decide when to get away.
  2. Set a budget: Factor in expenses like flights, food and transportation when working out how much to put aside for your trip to San Mateo. Then, pick a hotel that matches your budget, whether that's an affordable option or a more luxurious retreat.
  3. Decide your trip length: Think about how long you want to spend exploring San Mateo. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a San Mateo vacation package that brings all your bookings together.