Chile Vacations & Trips

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Top destinations in Chile

National History Museum showing a city and street scenes
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Santiago

Santiago

Chile Vacation

From breathtaking landscapes and hip cities to an abundance of wine regions, a trip to Chile promises to be an unforgettable experience.

Chile Hotel + Flights

The easiest way to save money on your vacation is to bundle your hotel and flights. Starting at ₩125,669 a night, you can choose from at least 6,794 hotels here. Add on flights, car rental and some incredible experiences to complete your Chile Vacation Package. With the money you save, why not try something new and adventurous, like a tour of the gorgeous coastal cities of Valparaíso and Viña del Mar?

Your Chile Vacation Itinerary

  • Day 1-2: Arrive at Arturo Merino Benítez International Airport and head straight to the bustling capital of Santiago. Wander through the courtyards of La Moneda Palace, check out important historical buildings at Plaza de Armas and snap glorious panoramic photos of the vast city at Cerro San Cristóbal.

  • Day 3-4: Rent a car and drive about an hour to Valparaíso, one of Chile’s most populated cities. Every corner of this lively metropolis boasts colorful street art. Check out the Casablanca Valley and tour around the popular vineyards while you’re here.

  • Day 5-7: The world’s longest continental mountain range, the Andes, is just over two hours from Santiago. During summer, explore the valley of Cajón de Maipo or trek to a glacier in El Morado National Park. In winter, head high into this breathtaking mountain range and ski down the snow-capped slopes.

Chile Information

  • Spend your New Year in the colorful port town of Valparaíso. This city is famous for its synchronized fireworks display. Don yellow underwear (a local tradition for good luck), grab a bottle of wine and find the best vantage point before the clock hits midnight.

  • Book one of our Santiago Vacation PackagesOpens in a new window and experience the best of the dynamic capital city.

  • Spend more time creating unforgettable memories and less time stressing over the finer details with our Chile All Inclusive vacations.

Chile Hotel Deals

Holiday Inn Santiago - Airport Terminal by IHG

Holiday Inn Santiago - Airport Terminal by IHG

4 out of 5
Armando Cortinez Norte 2150 Santiago Region Metropolitana
Fully refundable
The price is ₩294,916 per night from Jan 27 to Jan 28
₩294,916
₩309,662 total
Jan 27 - Jan 28
8.8/10 Excellent! (1,432 reviews)
Perfect overnight stay

Reviewed on Jan 17, 2026

Holiday Inn Santiago - Airport Terminal by IHG
DoubleTree by Hilton Hotel Santiago - Vitacura

DoubleTree by Hilton Hotel Santiago - Vitacura

4 out of 5
Avenida Vitacura 2727, Las Condes Santiago
Fully refundableReserve now, pay when you stay
The price is ₩125,669 per night from Jan 30 to Jan 31
₩125,669
₩125,669 total
Jan 30 - Jan 31
9.2/10 Wonderful! (1,002 reviews)
Great staff

Reviewed on Jan 17, 2026

DoubleTree by Hilton Hotel Santiago - Vitacura
Ola Santiago Providencia, Tapestry Collection by Hilton

Ola Santiago Providencia, Tapestry Collection by Hilton

4 out of 5
Holanda 307 Santiago
Fully refundableReserve now, pay when you stay
The price is ₩147,361 per night from Jan 30 to Jan 31
₩147,361
₩147,361 total
Jan 30 - Jan 31
9.2/10 Wonderful! (717 reviews)
Well located delightful home for a few days. Convenient to hop on hop off, the Consstera Center few blocks away, the cable car to San Cristobal Hill, great restaurants around and walking distance to MUT! Staff is friendly and helpful. Agustin and Cecilia gave us outstanding recommendations to make ...

Reviewed on Jan 13, 2026

Ola Santiago Providencia, Tapestry Collection by Hilton
See all 6,794 properties in Chile
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 Chile vacation package cost?
From just , you can customize your Chile package the way you want. Simply combine flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Chile?
Bundling your flight and hotel with Expedia won't just save precious time — it'll save you a few dollars too. A Chile vacation package makes it a cinch to put together your perfect trip. With more than 550 airlines around the world to choose from, finding convenient flights that fit your schedule won't be a hassle. In addition to that, we have over 1,000,000 hotel options globally to choose from. Now that's what you call choice. No matter who you are, Expedia can show you the world.
Where should I stay in Chile?
You'll have plenty to do in Santiago, with well-known attractions including Palacio de la Moneda and San Cristobal Hill to discover. Or, if sights like Casa Mirador de Lukas and Quinta Vergara Amphitheatre are more your style, Vina del Mar is where you should head.
What are the top hotels in Chile?
Holiday Inn Santiago - Airport Terminal, an IHG Hotel and La Quinta by Wyndham Santiago Aeropuerto know how to make their guests feel welcome in Santiago. If you also plan to get to Vina del Mar, check out Pullman Viña del Mar San Martín (Ex Atton) and Best Western Marina Del Rey. Both are popular with travelers.
How far in advance should I book my Chile vacation?
It's tricky picking the best time for airfares, but we usually say the earlier, the better. Plenty of international journeys on Expedia become available up to 12 months in advance. If you're booking at the last minute, don't stress. Cheap prices occasionally appear within a few weeks of departure dates.
What does an Expedia Chile travel package include?
Hotels, rental cars and flights, or any combination of the three — the choice is all yours! Whether you're visiting Chile with the whole family or traveling with your friends, there's a package to match every budget and style. Once you've made your booking, why not add on some tours or activities?
What should I know before booking a Chile travel package?
So many places to travel to, so many things to see. With a package, you'll be able to cross more of them off your list. Combine your hotels, rental cars and flights and enjoy big savings.
Can I choose my airline with a Chile Expedia vacation package?
Expedia offers access to more than 550 partner airlines globally, so you sure can! Simply pick the airline you want and put together your ideal Chile escape.
If I'm not able to travel, can I cancel my Chile vacation package?
If your vacation plans in Chile have changed, it's good to know that it is possible to cancel or amend your booking. If you booked within the last 24 hours, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may impose fees. For more details, check our Customer Service Portal.

Discover the most popular places to visit in Chile

Torres del Paine National Park showing snow, a lake or waterhole and mountains

Torres del Paine National Park

5/5(28 reviews)

Marvel at the dramatic granite columns of the Paine Towers, hike through diverse landscapes and go wildlife watching in this spectacular national park.

Torres del Paine National Park
Costanera Center showing a city and a bridge

Costanera Center

4.5/5(224 reviews)

Discover hundreds of retail outlets, cafés and restaurants, and see one of South America’s tallest buildings at this modern retail and business center.

Costanera Center
Travelling on Chile

Valle Nevado Ski Resort

4/5(26 reviews)

Hit the slopes in Valle Nevado with a visit to Valle Nevado Ski Resort. While you're in the area, wander around the parks.

Valle Nevado Ski Resort

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.