San Mateo Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top San Mateo Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Tifakara by the Waterfall
CA $1,401
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San José (SJO)
9.4/10 Exceptional! (598 reviews)
Room was clean with beautiful views. Very helpful and friendly staff. They had good recommendations on stuff to do and where to go. Pool area was clean. Breakfast was delicious and they have a good variety of stuff to try. Would definitely recommend this as a place to stay!
Reviewed on Jul 29, 2026
Ready to book your vacation to San Mateo?
San Mateo Hotel Deals
Buen Camino Hotel, San Mateo
Finca Ecologica del Bosque San Mateo Alajuela Province
Fiesta Resort Central Pacific - All Inclusive
El Roble 23 El Roble Puntarenas
Fully refundableReserve now, pay when you stay
CA $299
CA $337 total
Aug 11 - Aug 12
includes taxes & fees
8/10 Very good! (1,158 reviews)
"Me gusto muchísimo superó la expectativas. Solo que recomiendo un sport bar o que la discoteca abra un poco mas temprano. Tipo 10pm"
Reviewed on Aug 6, 2026
Residence Inn By Marriott San Jose Alajuela El Coyol
300m este de la intersección de Calle Llanos con la Radial El Coyol San José Alajuela
Fully refundableReserve now, pay when you stay
CA $132
CA $150 total
Aug 28 - Aug 29
includes taxes & fees
9.4/10 Exceptional! (78 reviews)
"Breakfast included"
Reviewed on Aug 8, 2026
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.
What to do in San Mateo
Manuel Antonio National Park; Beach & Sightseeing Day Trip from San Jose
CA $237
per adult
100% of travellers recommend
Frequently asked questions
How much does a San Mateo vacation package cost?
Offering great value package deals from CA $1,355 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 many days is enough for San Mateo?
The ideal length for your San Mateo vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you enough time to go to all the major sights and discover some hidden gems along the way.
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," "Traveller 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?
- Choose your travel dates: The things you plan to do in San Mateo and your preferred season will help you decide when to go.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
