Santiago Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 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
  • Rest easy

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

Find the Best Santiago Vacation Packages

Santiago Hotel Deals

Barceló San José

Barceló San José

4 out of 5
Autopista General Canas 3km San JosƩ San Jose
Fully refundableReserve now, pay when you stay
The price is SARĀ 394 per night from Aug 1 to Aug 2
SARĀ 394
SARĀ 445 total
1 Aug - 2 Aug
includes taxes & fees
9/10 Wonderful! (2,101 reviews)
"I paid for the premium guest service and wasn’t able to utilize it completely because of too many people, too many kids and not enough food!!! The staff weren’t helpful and seemed to have an attitude towards me, before I asked for anything. I used to enjoy my stay at the Barcelo, I doubt seriously ..."

Reviewed on 18 July 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 SARĀ 436 per night from Aug 2 to Aug 3
SARĀ 436
SARĀ 492 total
2 Aug - 3 Aug
includes taxes & fees
8.8/10 Excellent! (1,316 reviews)
"La persona en recepción, pésimo servicio no fue servicial. El cuarto limpio. El restaurante bueno y excelente servicio en la comida. Buen desayuno."

Reviewed on 17 July 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 JosƩ
Fully refundableReserve now, pay when you stay
The price is SARĀ 468 per night from Aug 17 to Aug 18
SARĀ 468
SARĀ 529 total
17 Aug - 18 Aug
includes taxes & fees
9.2/10 Wonderful! (837 reviews)
"As a Hilton Honors member, I am deeply disappointed and appalled by the treatment I received from the staff at this property. The behavior I experienced was not only completely unprofessional but also overtly discriminatory. I previously attempted to share an honest account of this experience, but ..."

Reviewed on 17 July 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 vacation package cost?
You can snap up a vacation package to this popular destination on Expedia. But how much your vacation to Santiago costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Santiago?
Plan your getaway for the shoulder or low season and you're likely to score cheap Santiago vacation packages. Bear in mind that public holidays and local events and festivals can have an impact on prices, so do your research before booking.
How to find the best Santiago package deals?
Use Expedia's filter tool to find some unbeatable Santiago package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Santiago package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Santiago vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Santiago vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Santiago?
Score incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Santiago adventure.
How to plan a trip to Santiago?

  1. Choose the best time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to visit Santiago.
  2. Set a budget: Consider costs like food, flights and transportation when calculating how much to set aside for your trip to Santiago. Then, pick a property that suits your budget, whether that's an affordable option or a swankier getaway.
  3. Decide how long to go for: Now that you're more familiar with Santiago, you can figure out the perfect length of your vacation. Put together a rough itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Santiago vacation package.