San Mateo Vacations from $396

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The Latest San Mateo vacation packages

Price found within the past 48 hours. Click for updated prices.
Arenal Roca Suites

Arenal Roca Suites

3 out of 5
Price was $922, price is now $396 per person
$396
per person
Nov 6 - Nov 13
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
8.6/10 Excellent! (34 reviews)
I am not sure it very far in on a dirt Road

Reviewed on Jul 3, 2025

Origins Lodge

Origins Lodge

4 out of 5
Price was $2,637, price is now $929 per person
$929
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)
8.8/10 Excellent! (3 reviews)
Vista Suites at Parador

Vista Suites at Parador

2.5 out of 5
Price was $3,644, price is now $1,444 per person
$1,444
per person
Nov 14 - Nov 21
found 12 hours ago
Roundtrip non-stop flight included
New York (JFK) to San José (SJO)
No reviews
Namu Garden Hotel & Spa - Adults Only

Namu Garden Hotel & Spa - Adults Only

4.5 out of 5
Price was $2,264, price is now $1,020 per person
$1,020
per person
Nov 6 - Nov 13
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.8/10 Exceptional! (213 reviews)
I stayed at namu garden in June 2025 and had a lovely experience. My bungalow and the property were immaculately clean and well cared for. The private plunge pool was cleaned daily by the staff, removing particles from all the tropical plants and insects that might have gathered during the night. The property is conveniently located near two grocery stores and a fruit stand so you can easily grab snacks and refreshments for your room. You're a 5 minute walk away from the closest beach as well as the touristy beach shops. The staff at the hotel, we're super friendly and helpful. I was slightly disappointed as I thought the pictures indicated that the bungalows had a bathtub however, my room only had a shower. I really liked the daily WhatsApp messages from the hotel staff and chef with the daily specials. I traveled solo and felt perfectly safe the entire time.

Reviewed on Aug 29, 2025

Volcano Lodge Hotel & Thermal Experience

Volcano Lodge Hotel & Thermal Experience

4 out of 5
Price was $1,358, price is now $625 per person
$625
per person
Nov 6 - Nov 13
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.4/10 Exceptional! (1,005 reviews)
We have late check in qnd still we were able to enjoy the hot springs because their extended ours.

Reviewed on Aug 30, 2025

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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
$193 nightly
The price is $218 total per night from Sep 4 to Sep 5
$218 total
Sep 4 - Sep 5
Total with taxes and fees
Fiesta Resort Central Pacific - All Inclusive
Hotel Punta Leona

Hotel Punta Leona

3 out of 5
Punta Leona Garabito, Tárcoles, Puntarenas
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $149 total per night from Sep 2 to Sep 3
$149 total
Sep 2 - Sep 3
Total with taxes and fees
Hotel Punta Leona
See all 677 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.

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Frequently asked questions

How much does a San Mateo vacation package cost?
You'll find cheap prices from $396 on Expedia for your San Mateo escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to San Mateo costs.
What are the cheapest months to go to San Mateo?
August, September and December are the best times to look for cheap San Mateo vacation packages. Traveling in less busy periods means you can typically find lower prices on flights and accommodations.
How many days is enough for San Mateo?
With a well-organized itinerary, you can easily hit the top San Mateo sights in a few days. But if you want to discover lesser-known spots or take day trips, consider booking your San Mateo vacation for longer.
How to find the best San Mateo package deals?
Use Expedia's filter tool to help you find some tempting San Mateo package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for San Mateo package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a San Mateo vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still get the flexibility to create a customized San Mateo vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to San Mateo?
Secure incredible discounts by reserving your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment San Mateo trip.
How to plan a trip to San Mateo?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to San Mateo.
  2. Calculate your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and experiences. Your hotel will likely be the biggest expense during your trip to San Mateo.
  3. Organize your San Mateo escape with Expedia's trip planning tool: Look for and book hotels and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to San Mateo together.
  4. Decide how long to go away for: Now that you're up to speed on San Mateo, you can figure out the perfect length of your vacation. Create a draft itinerary and allocate enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored San Mateo vacation package.
  6. Book experiences or activities in advance: Whether it's entrance to a big attraction or a day trip in nature, you won't have to worry about missing out on the highlights of San Mateo. Find all the incredible things to do in San Mateo with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later San Mateo vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your San Mateo trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.