Santiago Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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 Santiago Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Springs Resort and Spa at Arenal
CA $3,932
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San José (SJO)
9.8/10 Exceptional! (1,005 reviews)
Property is expansive and immaculately maintained. In the off season it felt as if we had rented the entire beautiful property. Lots of walking and stairs — be warned. Everyone very eager to assist and please. Food is fine but unimaginative and ridiculously expensive. Cocktails are great, but still priced for NYC.
Reviewed on Sep 29, 2026
Ready to book your vacation to Santiago?
Santiago Hotel Deals
Fairfield by Marriott San Jose Airport Alajuela
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
CA $149
CA $168 total
Oct 23 - Oct 24
includes taxes & fees
9.4/10 Exceptional! (1,222 reviews)
"Enjoyed the stay."
Reviewed on Sep 30, 2026
Costa Rica Marriott Hotel Hacienda Belen
700 meters West from Bridgestone/Firest La Asunción Heredia
Fully refundableReserve now, pay when you stay
CA $211
CA $239 total
Oct 9 - Oct 10
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
"Exceptional service"
Reviewed on Sep 27, 2026
Hampton by Hilton San Jose Airport
Hwy 1 Airport Blvd Rio Segundo
Fully refundableReserve now, pay when you stay
CA $152
CA $172 total
Oct 10 - Oct 11
includes taxes & fees
9.2/10 Wonderful! (2,697 reviews)
"It was a great and clean room"
Reviewed on Sep 29, 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.
Frequently asked questions
How much does a Santiago vacation package cost?
Offering excellent value package deals from CA $678 on Expedia, you'll be surprised at how little a vacation to Santiago costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Santiago?
If you're hoping to book a cheap Santiago vacation package, consider planning a trip in September, October and November. You'll typically find lower rates on hotels and airfares during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Santiago?
Generally, a handful of days is enough to check out the top attractions during your Santiago vacation. However, if you prefer to have time to rest or take day trips, consider extending your trip.
How to find the best Santiago package deals?
Use Expedia's handy filters to find some terrific Santiago package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Santiago package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Santiago vacation as a package?
You can enjoy significant savings on your Santiago retreat by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Santiago?
If you have your Santiago vacation dates locked in, book as early as you can to grab some fantastic deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Santiago?
- Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Santiago.
- Work out your budget: Make sure you have enough money to pay for everything from dining out and transportation to activities and airfares. Your accommodations will probably be the largest expense during your trip to Santiago.
- Decide how many days away: Start by making a list of all the attractions you'd like to experience in Santiago. Then, estimate how long you'll need for each, as well as any travel time.
- Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to find a Santiago vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
