Santiago Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Santiago

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 S$166 per night from 15 Sept to 16 Sept
S$166
15 Sept - 16 Sept
includes taxes & fees
9/10 Wonderful! (2,283 reviews)
Convenient for airport and car rental
"This hotel is what you need if you're flying into San Jose and then heading off elsewhere. It's right opposite all the car rental places and has regular free shuttles to the airport. I had booked another place on the way home and switched it to this one as it is sooo convenient, clean and breakfast ..."

Reviewed on 21 Aug, 2025

Hampton by Hilton San Jose Airport
Fairfield by Marriott San Jose Airport Alajuela

Fairfield by Marriott San Jose Airport Alajuela

3.5 out of 5
Radial Francisco J. Orlich,, Plaza Los Mangos, Alajuela
Fully refundableReserve now, pay when you stay
The price is S$159 per night from 9 Sept to 10 Sept
S$159
9 Sept - 10 Sept
includes taxes & fees
9.4/10 Exceptional! (1,275 reviews)
"The hotel was excellent and the staff was very friendly and helpful."

Reviewed on 20 Aug, 2025

Fairfield by Marriott San Jose Airport Alajuela
Costa Rica Marriott Hotel Hacienda Belen

Costa Rica Marriott Hotel Hacienda Belen

4.5 out of 5
700 meters West from Bridgestone/Firest, La Asunción, Heredia
Fully refundableReserve now, pay when you stay
The price is S$243 per night from 5 Sept to 6 Sept
S$243
5 Sept - 6 Sept
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Beautiful grounds, quiet location. Staff is friendly and they go above and beyond to take care of guests. I would definitely recommend and go there again."

Reviewed on 23 Aug, 2025

Costa Rica Marriott Hotel Hacienda Belen
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.

Frequently asked questions

What are the cheapest months to go to Santiago?
September, October and November are great times to look for cheap Santiago holiday packages. Choosing to travel in less busy months means you can typically find reduced prices on hotels and flights.
How many days is enough for Santiago?
With a well-planned itinerary, you can easily visit the most popular Santiago attractions in a few days. But if you want to discover lesser-known spots or go on day trips, consider booking your Santiago holiday for longer.
How to find the best Santiago package deals?
Start your search for a Santiago package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Santiago package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Santiago getaway off to a flying start.
When to book a holiday package to Santiago?
If you're considering a spontaneous Santiago adventure, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Santiago?

  1. Choose when to get away: Check your schedule and get your bags packed. Your preferred time of year and the activities on offer will also help you decide when to escape to Santiago.
  2. Budget wisely: As well as the price of your stay, you'll need to consider other expenses too. These include flights, transportation and food. Also, put aside a little extra for unexpected costs that may come up during your trip to Santiago.
  3. Decide how long to go away for: Now that you're more familiar with Santiago, you can work out the right length of your break. Put together a draft 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 flights, car rental, hotels and more into a customised Santiago holiday package.

* 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.