San Juan Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Coby McNaughton

Top hotels in San Juan

Barceló San José

Barceló San José

4 out of 5
Autopista General Canas 3km, El Robledal - La Uruca, San José, San Jose
Fully refundableReserve now, pay when you stay
The price is 1.972.376 ₫ per night from 22 Aug to 23 Aug
1.972.376 ₫
2.228.785 ₫ total
22 Aug - 23 Aug
includes taxes & fees
8.8/10 Excellent! (1,652 reviews)
"Beautiful place and breakfast was delicious."

Reviewed on 9 Aug 2025

Barceló San José
Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

3 out of 5
Hwy 1 Airport Blvd, Rio Segundo
Fully refundableReserve now, pay when you stay
The price is 2.938.063 ₫ per night from 18 Aug to 19 Aug
2.938.063 ₫
3.320.011 ₫ total
18 Aug - 19 Aug
includes taxes & fees
9/10 Wonderful! (2,272 reviews)
"Very nice hotel"

Reviewed on 8 Aug 2025

Hampton by Hilton San Jose Airport
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

3.5 out of 5
Sobre Autopista General Cañas, Ulloa, Heredia
Fully refundableReserve now, pay when you stay
The price is 2.371.427 ₫ per night from 1 Sept to 2 Sept
2.371.427 ₫
2.679.713 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (2,615 reviews)
"Amazing deal. Amazing breakfast!"

Reviewed on 8 Aug 2025

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
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

What are the cheapest months to go to San Juan?
To pick up cheap San Juan holiday packages, organise your getaway outside of peak times such as school holidays. You'll typically find lower prices and better availability when it's less busy.
How many days is enough for San Juan?
The ideal duration of your San Juan holiday depends on what you'd like to see and do. Generally, a few days to a week will give you time to hit all the leading sights and discover some hidden treasures along the way.
How to find the best San Juan package deals?
Use Expedia's handy filters to find some terrific San Juan package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for San Juan package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package as early as possible.
When to book a holiday package to San Juan?
If you have your San Juan holiday dates finalized, book as early as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to San Juan?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to San Juan.
  2. Set your budget: Factor in expenses such as flights, transportation and food when calculating how much to set aside for your trip to San Juan. Then, choose a property that fits your budget, whether that's a wallet-friendly option or a more luxurious getaway.
  3. Decide how long to go for: Now that you know more about San Juan, you can work out the right length of your break. Pull together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalised San Juan holiday package.