San Mateo Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿4,531 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

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 Juan

Old San Juan

4/5(1 area review)

The interesting museums and waterfront views are top of the list for many visitors to Old San Juan. A stop by Port of San Juan or Pier 4 might round out your trip.

Find hotels in Old San Juan

Top hotels in San Mateo

The Looking Glass Hotel

The Looking Glass Hotel

2 out of 5
1661 Av. Juan Ponce de León San Juan Puerto Rico
9.2/10 Wonderful! (292 reviews)
Stayed one night for the “ Sanse” festivities . The Hotel was way more than I expected . Very well kept and clean with great staff . Easy parking around the street . I’ll definitely stay here again and more night on next events . Went to Asia de Lima , small cozy restaurant 3 minute walk and it was ...

Reviewed on 19 Jan 2026

Get rates
The Looking Glass Hotel
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
301 Hwy 693 Vega Alta
Fully refundable
The price is ฿6,219 per night from 26 Jan to 27 Jan
฿6,219
฿8,142 total
26 Jan - 27 Jan
includes taxes & fees
9.2/10 Wonderful! (3,113 reviews)
This resort is beautiful! It was our second time staying here, and it won’t be our last! The food is fantastic, the pool area is always clean and meticulously done. Staff is kind and willing to help in any possible way needed. The balcony area is wonderful, with true privacy when sitting out and ...

Reviewed on 18 Jan 2026

Hyatt Vacation Club at Hacienda del Mar, Dorado
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
999 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
The price is ฿9,001 per night from 9 Feb to 10 Feb
฿9,001
฿11,003 total
9 Feb - 10 Feb
includes taxes & fees
7.8/10 Good! (1,964 reviews)
good. staff was very friendly.

Reviewed on 15 Jan 2026

The Condado Plaza Hotel
See all 3,830 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.

Frequently asked questions

How much does a San Mateo holiday package cost?
Get set to book, because a getaway to San Mateo starts from an affordable . 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 holiday 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 Centre 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 holiday?
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 holiday 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 holiday 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 organising 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 holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our holiday 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 holiday package?
Whether it's your flight or hotel, yes, you can amend or cancel it. Locked in your San Mateo holiday 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.

Things to do

Couple having fun on the Sea Trek tour in San Juan

Sea Trek at Private Beach in San Juan

฿3,429
per traveller
90% of travellers recommend
Sea Trek at Private Beach in San Juan
San Juan: Old San Juan Sunset Cruise with Drinks & Transfer

San Juan: Old San Juan Sunset Cruise with Drinks & Transfer

฿3,114
per adult
90% of travellers recommend
San Juan: Old San Juan Sunset Cruise with Drinks & Transfer
El Yunque Rainforest Guided Hiking with Waterfall Tour

El Yunque Rainforest Guided Hiking Tour

฿2,735
per traveller
96% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
See all activities in San Juan
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.