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

Buen Camino Hotel, San Mateo

Buen Camino Hotel, San Mateo

3 out of 5
Finca Ecologica del Bosque San Mateo Alajuela Province
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Buen Camino Hotel, San Mateo
Fiesta Resort Central Pacific - All Inclusive

Fiesta Resort Central Pacific - All Inclusive

3.5 out of 5
El Roble 23 El Roble Puntarenas
Fully refundableReserve now, pay when you stay
The price is SARĀ 877 per night from Jul 22 to Jul 23
SARĀ 877
SARĀ 991 total
22 Jul - 23 Jul
includes taxes & fees
8/10 Very Good! (1,138 reviews)
"Todo muy bonito"

Reviewed on 16 July 2026

Fiesta Resort Central Pacific - All Inclusive
Hotel Punta Leona

Hotel Punta Leona

3 out of 5
Punta Leona Garabito TƔrcoles Puntarenas
Fully refundableReserve now, pay when you stay
The price is SARĀ 522 per night from Jul 26 to Jul 27
SARĀ 522
SARĀ 590 total
26 Jul - 27 Jul
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Bonita propiedad, muy limpia y buenos servicios"

Reviewed on 16 July 2026

Hotel Punta Leona
See all 709 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 vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to San Mateo costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to San Mateo?
The off-season is the best time to travel to San Mateo if you're trying to keep costs down. Another tip for getting cheap San Mateo vacation packages? Avoid visiting during public holidays and any major events.
How to find the best San Mateo package deals?
Landing a cheap San Mateo package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveler experience" 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 score the biggest savings? Have some flexibility 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 accommodations and flights individually. Better still, you can tailor your San Mateo getaway 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?
Secure fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment San Mateo escape.
How to plan a trip to San Mateo?

  1. Choose your travel dates: The things you plan to do in San Mateo and your preferred season will help you decide when to go.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and meals to activities and flights. Your hotel will likely be the largest expense during your trip to San Mateo.
  3. Decide how long to go away for: Now that you know more about San Mateo, you can figure out the right length of your vacation. Put together a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a San Mateo vacation package that brings all your bookings together.