Guadalupe Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 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 hotels in Guadalupe
Fairfield by Marriott San Jose Airport Alajuela
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
S$145
19 Sept - 20 Sept
includes taxes & fees
9.4/10 Exceptional! (1,182 reviews)
"Staff very nice Food delicious Room clean Only thing is the fridge in the room not working so well."
Reviewed on 4 Sept, 2026
Barceló San José
Autopista General Canas 3km San José San Jose
Fully refundableReserve now, pay when you stay
S$113
26 Sept - 27 Sept
includes taxes & fees
DoubleTree by Hilton Cariari - San Jose Costa Rica
Autopista Grl. Canas, Cruce San Antonio La Asunción
Fully refundableReserve now, pay when you stay
S$158
19 Sept - 20 Sept
includes taxes & fees
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 Guadalupe
Catamaran Ocean King Manuel Antonio
S$109
per adult
90% of travellers recommend
San Jose: Central Market Bites and Sights Walking Tour
S$38
per adult
98% of travellers recommend
San Jose by Night: Small Group Food and Culture Tour with Dinner
S$80
per adult
92% of travellers recommend
Frequently asked questions
What are the cheapest months to go to Guadalupe?
September, October and November are the best times to look for cheap Guadalupe holiday packages. Opting to travel in less busy months means you can usually find reduced prices on hotels and flights.
How many days is enough for Guadalupe?
With a well-organised travel plan, you can easily hit the main Guadalupe attractions in a handful of days. But if you want to discover hidden gems or go on day trips, consider booking your Guadalupe holiday for longer.
How to find the best Guadalupe package deals?
Finding a cheap Guadalupe package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply some filters and see what's available. You can customise your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Guadalupe package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
When to book a holiday package to Guadalupe?
If you've got your Guadalupe holiday dates finalized, book as soon as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Guadalupe?
- Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Guadalupe.
- Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to flights and activities. Your hotel will probably be the largest expense during your trip to Guadalupe.
- Decide how long to go for: Now that you know more about Guadalupe, you can figure out the perfect length of your break. Put together a draft plan and allocate enough time to get through everything on your must-do list.
- Bundle your airfare and accommodation: After you've settled on your travel dates and duration, book the right Guadalupe holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
