Santiago Holidays

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    Save up to S$1,300 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top hotels in Santiago

Barceló San José

Barceló San José

4 out of 5
Autopista General Canas 3km San José San Jose
Fully refundableReserve now, pay when you stay
The price is S$144 per night from 31 Jul to 1 Aug
S$144
31 Jul - 1 Aug
includes taxes & fees
9/10 Wonderful! (2,112 reviews)
"When I arrived there was a fruit plate and I thought it was a complimentary plate. However, we went with family and had 2 other rooms and neither had fruit plates. The fruit plate stayed in our room for 2 days. On our second night we noticed that the bed was dirty, it had hair and dirt. I tried calling ..."

Reviewed on 14 Jul, 2026

Barceló San José
Radisson San Jose-Costa Rica

Radisson San Jose-Costa Rica

4 out of 5
Calle Central y Tercera Av. 15 San Francisco San Jose
Fully refundableReserve now, pay when you stay
The price is S$167 per night from 15 Jul to 16 Jul
S$167
15 Jul - 16 Jul
includes taxes & fees
8.8/10 Excellent! (1,317 reviews)
"The room was massive. It was a little noisy and you couldn’t really walk around the neighbourhood during the night. Even during the daytime, it’s a little sketchy but the hotel is situated only about a 3 minute Uber to downtown. Well worth the money."

Reviewed on 10 Jul, 2026

Radisson San Jose-Costa Rica
Gran Hotel Costa Rica, Curio Collection by Hilton

Gran Hotel Costa Rica, Curio Collection by Hilton

4 out of 5
Central & Second Ave, between 1 & 3 San José
Fully refundableReserve now, pay when you stay
The price is S$193 per night from 28 Jul to 29 Jul
S$193
28 Jul - 29 Jul
includes taxes & fees
9.2/10 Wonderful! (835 reviews)
"Very disappointed. We just stayed for one night because we where coming from La Fortuna and wanted to be close to the airport. Just booked one night to sleep. When we did the check out, we were told that everything was ok, no extra charges because we did not use anything extra. Today, I received ..."

Reviewed on 10 Jul, 2026

Gran Hotel Costa Rica, Curio Collection by Hilton
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

How much does a Santiago holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. However, how much your holiday to Santiago costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Santiago?
To score cheap Santiago holiday packages, plan your trip outside of busy periods like public holidays and major festivals. You'll generally find better availability and lower prices for flights and hotels.
How many days is enough for Santiago?
Usually, a handful of days is enough to visit the top sights during your Santiago holiday. However, if you want to have time to unwind or go on day tours, think about extending your trip.
How to find the best Santiago package deals?
Use Expedia's handy filters to find some unbeatable Santiago package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Santiago package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your holiday package as early as possible.
Is it cheaper to book a Santiago holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still enjoy the freedom to create a customised Santiago holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Santiago?
Enjoy amazing discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Santiago break.
How to plan a trip to Santiago?

  1. Choose when to travel: 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 visit Santiago.
  2. Figure out your budget: Make sure you have enough money to pay for everything from dining out and transportation to flights and experiences. Your hotel will probably be the biggest expense during your trip to Santiago.
  3. Determine how many days away: Start by compiling a list of the sights and activities you want to experience in Santiago. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalised Santiago holiday package.

Explore a world of travel with Expedia

* 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.