San Mateo Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in San Mateo

Price found within the past 48 hours. Click for updated prices.
Lofts At San Agustin
El Colonial - Adults Only
Nando's Place
San Agustin Apartments
Alma San Juan

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

San Mateo Hotel Deals

The Looking Glass Hotel
The Looking Glass Hotel
2 out of 5
1661 Av. Juan Ponce de León, San Juan, Puerto Rico
Fully refundable
The price is CA $167 per night from Jul. 7 to Jul. 8
CA $167
CA $183 total
includes taxes & fees
Jul 7 - Jul 8
9/10 Wonderful! (69 reviews)
"The room and hotel is very nice and staff was very nice to hold our bags until we were able to check in. We had an amazing brunch at the restaurant right by hotel the food and atmosphere was on point."

Reviewed on Jun. 11, 2024

The Looking Glass Hotel
Fairmont El San Juan Hotel
Fairmont El San Juan Hotel
5 out of 5
6063 Isla Verde Avenue, Carolina
Fully refundableReserve now, pay when you stay
The price is CA $506 per night from Jun. 30 to Jul. 1
CA $506
CA $680 total
includes taxes & fees
Jun 30 - Jul 1
8/10 Very Good! (1,310 reviews)
"Overall it was good. The room did seem a little run down, our shower head did not work and I found mold stains on the white curtains. We were visiting family for Father’s Day so we’re hardly in our room. The pool facilities is nice."

Reviewed on Jun. 17, 2024

Fairmont El San Juan Hotel
Hyatt Regency Grand Reserve Puerto Rico
Hyatt Regency Grand Reserve Puerto Rico
4 out of 5
200 Coco Beach Blvd. Highway 955-I, Río Grande
Fully refundableReserve now, pay when you stay
The price is CA $398 per night from Jun. 30 to Jul. 1
CA $398
CA $512 total
includes taxes & fees
Jun 30 - Jul 1
8.4/10 Very Good! (1,512 reviews)
"Clean and comfortable room."

Reviewed on Jun. 16, 2024

Hyatt Regency Grand Reserve Puerto Rico
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.

Explore other types of vacation packages

Frequently asked questions

How much does a San Mateo vacation package cost?
Get set to book, because a getaway to San Mateo starts from an affordable CA $682. When you combine your hotels, flights and car rentals into a travel package, you’ll score the best bargains.
How do I get a cheap travel package to San Mateo?
You’ll save big if you combine your flights, hotels and car rentals into a San Mateo vacation package. Sometimes cheap packages mean fewer choices. But not with Expedia. We offer over 550 partner airlines and 1,000,000 hotels across the world, which means you’ll always have plenty of options to choose from. Like to save even more? Add some fun activities to your package deal and unlock even bigger discounts! After all, travel is about more than just getting to your destination.
Where should I stay in San Mateo?
Most visitors to San Mateo include Luquillo Beach and Puerto Rico Convention Center on their itineraries. Why not book a hotel as close as possible to these main attractions?
How far in advance should I book my San Mateo vacation?
The earlier you book, the better. Air carriers generally advertise flights up to 12 months in advance, and this is a fantastic opportunity to land some of the lowest prices. Just been told you need to take all your vacation days next week? No need to worry. Expedia are never short on fantastic deals to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia San Mateo travel package include?
Much of that depends on you. You can choose from a variety of San Mateo bundles, such as a hotel, rental car and flight. You can also book a hotel with a flight, or a rental car with a flight. Once you’ve made your booking, you can add on the fun stuff like activities and tours. Whatever your perfect San Mateo vacation looks like, you’ll save!
What should I know before booking a San Mateo travel package?
When you book your hotels, flights and car rentals together, you’ll be rewarded with great discounts. Whether you’re organizing a beach escape in a villa or would rather stay in a ritzy city hotel, Expedia can help make it happen.
Can I choose my airline with a San Mateo Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my San Mateo vacation package?
Whether it’s your flight or hotel, yes, you can amend or cancel it. Locked in your San Mateo vacation package in the last 24 hours? You may be able to make any changes for free. For bookings made more than 24 hours ago, you may incur a charge from your airline, hotel or car rental company. For more information, visit our Customer Service Portal. We’re here to help you each step of the way.

Discover the most popular places to visit in San Mateo

Things to do

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