Santiago Holidays

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  • Better together

    Save up to S$1,300 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

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    Plan, book, and manage your trip all in one place

Top hotels in Santiago

Fairfield by Marriott San Jose Airport Alajuela

Fairfield by Marriott San Jose Airport Alajuela

3.5 out of 5
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
The price is S$158 per night from 31 Aug to 1 Sept
S$158
31 Aug - 1 Sept
includes taxes & fees
9.4/10 Exceptional! (1,157 reviews)
"Convenient and the breakfast was very good. We enjoyed our stay and would stay here again."

Reviewed on 30 Jul, 2026

Fairfield by Marriott San Jose Airport Alajuela
DoubleTree by Hilton Cariari - San Jose Costa Rica

DoubleTree by Hilton Cariari - San Jose Costa Rica

5 out of 5
Autopista Grl. Canas, Cruce San Antonio La Asunción
Fully refundableReserve now, pay when you stay
The price is S$177 per night from 9 Aug to 10 Aug
S$177
9 Aug - 10 Aug
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"Great staff and great breakfast. Ample parking space."

Reviewed on 30 Jul, 2026

DoubleTree by Hilton Cariari - San Jose Costa Rica
Homewood Suites By Hilton Cariari San Jose

Homewood Suites By Hilton Cariari San Jose

3 out of 5
Pan American Highway La Asunción Heredia
Fully refundableReserve now, pay when you stay
The price is S$184 per night from 8 Aug to 9 Aug
S$184
8 Aug - 9 Aug
includes taxes & fees
9.6/10 Exceptional! (560 reviews)
"Very clean. Arrived after restaurant closed after a 24 hour journey so hotel told us we could only buy snacks at hotel shop, they were so expensive...only to discover there were shops and restaurants within walking distance!"

Reviewed on 29 Jul, 2026

Homewood Suites By Hilton Cariari San Jose
See all 1,464 properties in Santiago
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 Santiago

Catamaran Ocean King Manuel Antonio

Catamaran Ocean King Manuel Antonio

S$111
per adult
90% of travellers recommend
Catamaran Ocean King Manuel Antonio
San Jose: Central Market Bites and Sights Walking Tour

San Jose: Central Market Bites and Sights Walking Tour

S$38
per adult
98% of travellers recommend
San Jose: Central Market Bites and Sights Walking Tour
ISLA TORTUGA DESDE SAN JOSÉ

ISLA TORTUGA DESDE SAN JOSÉ

S$174
per adult
92% of travellers recommend
ISLA TORTUGA DESDE SAN JOSÉ
See all activities in Santiago

Frequently asked questions

What are the cheapest months to go to Santiago?
You can usually find reduced prices and better availability in April, June and October. Check out our cheap Santiago holiday packages and you could get some great off-season discounts.
How many days is enough for Santiago?
With a well-planned itinerary, you can easily tick off the main Santiago attractions in a few days. But if you'd like to discover lesser-known spots or go on day trips, think about booking your Santiago holiday for longer.
How to find the best Santiago package deals?
Begin your search for a Santiago package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Santiago package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Santiago adventure off to a flying start.
When to book a holiday package to Santiago?
Enjoy fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Santiago holiday.
How to plan a trip to Santiago?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Santiago.
  2. Budget wisely: In addition to the price of your hotel, you should consider other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Santiago.
  3. Decide how long to go away for: Now that you're up to speed on Santiago, you can work out the right length of your break. Create a rough plan and allocate enough time to cover everything you want to do.
  4. Combine your airfare and accommodation: After you've nailed down your dates and duration, lock in the ideal Santiago 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.