Santiago 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 Santiago
Barceló San José
Autopista General Canas 3km San José San Jose
S$134
11 Oct - 12 Oct
includes taxes & fees
Fairfield by Marriott San Jose Airport Alajuela
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
S$145
5 Oct - 6 Oct
includes taxes & fees
9.4/10 Exceptional! (1,185 reviews)
"The property was clean. The staff were nice and welcoming. The location is conveniently located right next to a Walmart and down the road from the mall. The room was big and beautiful. My only issue was the fridge. It does not operate as a fridge; it does not keep anything cool. If you want something ..."
Reviewed on 13 Sept, 2026
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
20 Sept - 21 Sept
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
"It was a beautiful place and the staff was so nice and accommodating. Our room was huge. The pool and hot tub was perfect. The shuttle to and from the airport was very helpful . Breakfast was amazing. I really enjoyed my made-to-order omelet."
Reviewed on 13 Sept, 2026
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
San Jose: Central Market Bites and Sights Walking Tour
S$38
per adult
98% of travellers recommend
Catamaran Ocean King Manuel Antonio
S$109
per adult
90% 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 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?
- 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.
- 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.
- 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.
- 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.
