Paine Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Paine Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Park Plaza Apartments

Park Plaza Apartments

3.5 out of 5
Providencia
Price was CA $1,134, price is now CA $956 per person
CA $956
per person
Jan 17 - Jan 21
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Santiago (SCL)
8.4/10 Very good! (236 reviews)
Older property, nice big space. Had a window AC that didnt really work. Could use a renovation

Reviewed on Sep 9, 2026

Hotel Las Majadas

Hotel Las Majadas

4.5 out of 5
Price was CA $3,543, price is now CA $2,696 per person
CA $2,696
per person
Dec 25 - Dec 29
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Santiago (SCL)
9.8/10 Exceptional! (123 reviews)
Great place to reconnect with your love one!

Reviewed on Nov 1, 2026

Aubrey Hotel Boutique

Aubrey Hotel Boutique

4 out of 5
Bellavista
Price was CA $3,132, price is now CA $2,529 per person
CA $2,529
per person
Dec 25 - Dec 29
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Santiago (SCL)
9.4/10 Exceptional! (156 reviews)
This a charming and unique hotel. The staff, especially Oriana were always kind & helpful. The location is great. Close to many restaurants.

Reviewed on Nov 6, 2026

Luciano K Hotel

Luciano K Hotel

4.5 out of 5
Downtown Santiago
Price was CA $1,361, price is now CA $1,119 per person
CA $1,119
per person
Jan 17 - Jan 21
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Santiago (SCL)
9/10 Wonderful! (788 reviews)
The hotel is an older building with very creative and beautiful decor. Great location. Breakfast was tasty, good variety of foods. Our room was very nice, beautiful bath overlooking the park. The bed was very comfortable. But I found the room very dusty. The vents and floors needed a good cleaning.

Reviewed on Nov 8, 2026

Mandarin Oriental, Santiago

Mandarin Oriental, Santiago

5 out of 5
Las Condes
Price was CA $3,580, price is now CA $2,974 per person
CA $2,974
per person
Dec 25 - Dec 29
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Santiago (SCL)
9.4/10 Exceptional! (1,000 reviews)

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Paine Hotel Deals

Espacio Arenales

Espacio Arenales

2 out of 5
Los Arenales, 10 Paine Región Metropolitana
The price is CA $151 per night from Nov 11 to Nov 12
CA $151
CA $151 total
Nov 11 - Nov 12
Espacio Arenales
Oceana Suites - Laguna Aculeo

Oceana Suites - Laguna Aculeo

2 out of 5
Parcela 24 Paine Santiago Metropolitan Region
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Oceana Suites - Laguna Aculeo
Casa Niwa Koi Entre Peces

Casa Niwa Koi Entre Peces

2 out of 5
141 San Juan de Dios Paine Región Metropolitana
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Casa Niwa Koi Entre Peces
See all 208 properties in Paine
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Paine attractions

Eventos Aromos

Learn about the events happening at Eventos Aromos during your trip to Paine.
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What to do in Paine

Concha y Toro

Santiago: Half day visit to Concha y Toro vineyard, include entrace & transport

CA $120
per adult
Santiago: Half day visit to Concha y Toro vineyard, include entrace & transport
Santiago: Half day Visit to Undurraga vineyard, entrance and transport included

Santiago: Half day Visit to Undurraga vineyard, entrance and transport included

CA $102
per adult
Santiago: Half day Visit to Undurraga vineyard, entrance and transport included
Undurraga Founder's Private Tour

Undurraga Founder's Private Tour

CA $66
per adult
Undurraga Founder's Private Tour
See all activities in Paine

Frequently asked questions

How much does a Paine vacation package cost?
You'll find cheap prices from CA $956 on Expedia for your Paine escape. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Paine costs.
What are the cheapest months to go to Paine?
If you're looking to book a cheap Paine vacation package, consider visiting in April, May and June. You'll generally find lower rates on hotels and airfares during these quieter months — perfect for a budget-friendly break.
How many days is enough for Paine?
With a well-planned schedule, you can easily visit the top Paine attractions in a handful of days. But if you want to discover hidden spots or go on day trips, think about booking your Paine vacation for longer.
How to find the best Paine package deals?
Begin your search for a Paine package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Paine package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Paine adventure off to a flying start.
Is it cheaper to book a Paine vacation as a package?
You can enjoy significant savings on your next Paine break by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse the best hotel prices and airfares. Bundle everything into a great-value 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 Paine?
If you've got your Paine vacation dates confirmed, book as soon as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Paine?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Paine.
  2. Plan your budget wisely: Besides the price of your hotel, you'll need to consider other expenses. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that may arise during your trip to Paine.
  3. Decide how long to go away for: Now that you're more familiar with Paine, you can figure out the ideal length of your vacation. Put together a rough itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Paine vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.