San Mateo Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top San Mateo Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Isla Violin Eco Lodge

Isla Violin Eco Lodge

CA $799
per person
Nov 23 - Nov 30
found 22 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to San José (SJO)
No reviews
Dar Lamia Boutique Hotel

Dar Lamia Boutique Hotel

Manuel Antonio
CA $1,076
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San José (SJO)
8.6/10 Excellent! (39 reviews)
Don’t book if you are looking for a nice place to stay , if you are ok with mid looking spots than go ahead.To me it had potential to be a beautiful place but they didn’t build it correctly from the start. Things look very poorly built floors are cracked and the pool looked dingy.The staff was nice tho but I didn’t want to eat there type of vibe.

Reviewed on Sep 1, 2026

Noah's Hideaway by Tifakara

Noah's Hideaway by Tifakara

CA $1,929
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San José (SJO)
10/10 Exceptional! (4 reviews)
Noah's Forest is truly a gem. It is incredibly clean, beautifully landscaped, and everything is modern. The restaurant was great, and the staff were very friendly and helpful. It is a truly luxe experience. If you're comparing different places, book this one. If I find myself in CR again, I would go out of my way to stay here again. PS - we booked Noah's Hideaway which is a somewhat more private section of rooms of Noah's Forest and I think the rooms are a little nicer. It was confusing for us to understand the difference between the Hideaway and Forest just from the photos and websites online.

Reviewed on Aug 27, 2026

Si Como No Resort, Spa and Wildlife Refuge

Si Como No Resort, Spa and Wildlife Refuge

Manuel Antonio
CA $2,019
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San José (SJO)
9.4/10 Exceptional! (826 reviews)
Instalaciones espectaculares, pero mejor aún el servicio al cliente. Quisiera destacar la amabilidad de Gabriel, el concierge que da la bienvenida… sencillamente muy amable!

Reviewed on Sep 1, 2026

Ronny's Flat Manuel Antonio

Ronny's Flat Manuel Antonio

Manuel Antonio
CA $987
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San José (SJO)
10/10 Exceptional! (12 reviews)
Ronny and his staff were so kind and accommodating and made this stay absolutely worth it. We were welcomed with a cocktail and had a custom ordered tasty breakfast every morning. The room itself is small (and no door to the bathroom) but it is all you really need. The secluded rooftop patio was our favorite place to be during sunsets. The restaurant is bustling but the noise dies down early in the night. The property is on top of a hill (car required) and is about a 10 minute drive to everything. Thank you for hosting us!

Reviewed on Mar 13, 2026

Ready to book your vacation to San Mateo?

Choose your dates

San Mateo Hotel Deals

Buen Camino Hotel, San Mateo

Buen Camino Hotel, San Mateo

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

Fiesta Resort Central Pacific - All Inclusive

El Roble 23 El Roble Puntarenas
CA $281
CA $318 total
Sep 3 - Sep 4
includes taxes & fees
8/10 Very good! (1,163 reviews)
"Exelente servicio"

Reviewed on Sep 2, 2026

Fiesta Resort Central Pacific - All Inclusive
Hotel Punta Leona

Hotel Punta Leona

Punta Leona Garabito Tárcoles Puntarenas
CA $188
CA $234 total
Sep 13 - Sep 14
includes taxes & fees
Hotel Punta Leona
See all 724 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.

What to do in San Mateo

Monkey, Sloth and Jaco Beach Adventure

Monkey, Sloth and Jaco Beach Adventure

CA $137
per adult
Monkey, Sloth and Jaco Beach Adventure
Poás Volcano Main Crater 
Main crater of Poas Volcano

Early Volcano Poás Tour

CA $137
per adult
100% of travellers recommend
Early Volcano Poás Tour
Manuel Antonio National Park; Beach & Sightseeing Day Trip from San Jose

Manuel Antonio National Park; Beach & Sightseeing Day Trip from San Jose

CA $234
per adult
100% of travellers recommend
Manuel Antonio National Park; Beach & Sightseeing Day Trip from San Jose
See all activities in San Mateo

Frequently asked questions

How much does a San Mateo vacation package cost?
Offering great value package deals from CA $799 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?
  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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.