Santiago Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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

Top Flight + Hotel Deals in Santiago

Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

Ciudad Cariari
€635
per person
24 Oct - 30 Oct
found 1 day ago
Return direct flight included
Toronto (YYZ) to San José (SJO)
8.4/10 Very good! (3,418 reviews)
Liked the staff service and warm shower water. The shuttle service was perfect.

Reviewed on 14 Aug 2026

Xandari Resort And Spa

Xandari Resort And Spa

€1,242
per person
24 Oct - 30 Oct
found 1 day ago
Return direct flight included
Toronto (YYZ) to San José (SJO)
9.6/10 Exceptional! (1,001 reviews)
Beautiful place with friendly (very friendly!) and helpful staff. On site restaurant with beautiful view and great (really great!) food. Don’t forget to use their Sunset Pool near, well, sunset.

Reviewed on 14 Aug 2026

Apartotel & Suites Villas del Rio

Apartotel & Suites Villas del Rio

€666
per person
24 Oct - 30 Oct
found 1 day ago
Return direct flight included
Toronto (YYZ) to San José (SJO)
9.2/10 Wonderful! (1,020 reviews)
Great location !

Reviewed on 15 Aug 2026

Finca Rosa Blanca Coffee Farm and Inn

Finca Rosa Blanca Coffee Farm and Inn

€1,107
per person
24 Oct - 30 Oct
found 1 day ago
Return direct flight included
Toronto (YYZ) to San José (SJO)
9.6/10 Exceptional! (278 reviews)
It's a beautiful resort and friendly staff. Beutiful natures. Enjoyed very much.

Reviewed on 28 Jul 2026

Radisson San Jose-Costa Rica

Radisson San Jose-Costa Rica

€693
per person
24 Oct - 30 Oct
found 1 day ago
Return direct flight included
Toronto (YYZ) to San José (SJO)
8.8/10 Excellent! (1,330 reviews)
Excelente servicio el personal muy atentos y la comida es demasiado buena ,es de mis hoteles favoritos de la capital

Reviewed on 14 Aug 2026

Top hotels in Santiago

Fairfield by Marriott San Jose Airport Alajuela

Fairfield by Marriott San Jose Airport Alajuela

Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
€93
2 Sept - 3 Sept
includes taxes & fees
9.4/10 Exceptional! (1,170 reviews)
"Clean and new room, no bad smell only the towels are seems smell bad. The reception told me was 5th floor so I was opening a different room. But it should be 2nd floor."

Reviewed on 14 Aug 2026

Fairfield by Marriott San Jose Airport Alajuela
Fiesta Resort Central Pacific - All Inclusive

Fiesta Resort Central Pacific - All Inclusive

El Roble 23 El Roble Puntarenas
Fully refundableReserve now, pay when you stay
€198
3 Sept - 4 Sept
includes taxes & fees
8/10 Very good! (1,153 reviews)
"Estuvo bien, el personal es muy amable, la comida es buena, faltan algunos detalles por hacer en las instalaciones."

Reviewed on 14 Aug 2026

Fiesta Resort Central Pacific - All Inclusive
Courtyard by Marriott San Jose Airport Alajuela

Courtyard by Marriott San Jose Airport Alajuela

Plaza Los Mangos Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
€101
5 Sept - 6 Sept
includes taxes & fees
Courtyard by Marriott San Jose Airport Alajuela
See all 772 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.

Frequently asked questions

How much does a Santiago holiday package cost?
You'll find cheap prices from €635 on Expedia for your Santiago break. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your holiday to Santiago costs.
What are the cheapest months to go to Santiago?
You can typically find lower rates and better availability in September, October and November. Check out our cheap Santiago holiday packages and you could land some great off-season discounts.
How many days is enough for Santiago?
With a well-organised itinerary, you can easily visit the most popular Santiago sights in a few days. But if you'd like to discover hidden gems or take day trips, think about booking your Santiago holiday for longer.
How to find the best Santiago package deals?
Landing a cheap Santiago package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can personalise your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Santiago package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Santiago holiday as a package?
You can enjoy significant savings on your Santiago getaway by booking a tailored holiday package. Click on the "Package" heading, then enter your destination and travel dates to browse the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Santiago?
If you've got your Santiago holiday dates confirmed, book as soon as you can to bag some incredible deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Santiago?
  1. Pick your dates: What you want to do in Santiago and your favourite season can help you decide when to travel.
  2. Set a budget: Factor in expenses such as flights, meals and transportation when working out how much to put aside for your trip to Santiago. Then, select a hotel that works with your budget, whether that's a low-cost option or a high-end retreat.
  3. Decide your trip length: Consider how long you want to spend exploring Santiago. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find a Santiago holiday 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.