O'Higgins Region Vacations & Trips from $969

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Your O'Higgins Region Vacation

See and do more with a vacation package to O'Higgins Region. Whether you're going for the culture, festivals, history, or something else, our package deals make travel planning simple. A trip to O'Higgins Region wouldn't be complete without exploring some of its best cities, starting with Santa Cruz. A couple of the top attractions here include Lapostolle Clos Apalta Winery and Casino Colchagua. Rancagua should also be on the itineraries of all O'Higgins Region travelers. Visitors to this exciting destination enjoy Parque Safari Chile and Reserva Nacional Rio Cipreses. Expedia has hotels, flights and whatever else you need to help you curate your own tailored O'Higgins Region vacation today.

Top destinations in O'Higgins Region

Amazing place to relax and enjoy the view after tasting good wine...
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Santa Cruz

Santa Cruz

The Latest O'Higgins Region Vacation Packages

Price found within the past 48 hours. Click for updated prices.
ICON Hotel

ICON Hotel

4 out of 5
Las Condes
per person
Oct 19 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Santiago (SCL)
8.6/10 Excellent! (1,000 reviews)
It was very clean and modern

Reviewed on Aug 13, 2025

Hotel los Españoles Plus

Hotel los Españoles Plus

3.5 out of 5
Providencia
per person
Oct 19 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Santiago (SCL)
9/10 Wonderful! (85 reviews)
Stayed for one night between transport to Argentina. Staff were great, room was big, bed was comfy. Bathroom a little cozy, but fine. Great location for getting around Providencia.

Reviewed on Jan 1, 2025

Hotel Capital Bellet

Hotel Capital Bellet

3 out of 5
Providencia
per person
Oct 19 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Santiago (SCL)
9/10 Wonderful! (722 reviews)
Jorge was great also a lady manager was amazingly helpful! I can’t remember her name!

Reviewed on Aug 4, 2025

Hotel Boutique Castillo Rojo

Hotel Boutique Castillo Rojo

4 out of 5
Bellavista
per person
Oct 19 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Santiago (SCL)
9.6/10 Exceptional! (608 reviews)
Really fun stay good location

Reviewed on Jul 8, 2025

Boulevard Suites Hotel

Boulevard Suites Hotel

4.5 out of 5
Las Condes
per person
Oct 19 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Santiago (SCL)
9/10 Wonderful! (306 reviews)
Great location, comfortable accommodations & super cool staff.

Reviewed on May 23, 2025

O'Higgins Region Hotel Deals

Hotel Terrado Rancagua

Hotel Terrado Rancagua

2.5 out of 5
290 Avenida Alberto Einstein, Rancagua, Racagua
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (38 reviews)
"Love to stay here. Staff is so coprative and kind."

Reviewed on Jul 11, 2025

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Hotel Terrado Rancagua
Vik Chile

Vik Chile

5 out of 5
Valle de Millahue, San Vicente, O'Higgins
$847 nightly
The price is $847 total per night from Aug 19 to Aug 20
$847 total
Aug 19 - Aug 20
9/10 Wonderful! (139 reviews)
"The grounds are transcendent. We felt like we were on top of the world with the location of the hotel on the hill and the views were magnificent. The staff was courteous. The food was Michelin Star quality."

Reviewed on Feb 22, 2025

Vik Chile
Santa Cruz Plaza

Santa Cruz Plaza

4 out of 5
Plaza De Armas 286, Santa Cruz, O'Higgins
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $107 total per night from Aug 19 to Aug 20
$107 total
Aug 19 - Aug 20
8.6/10 Excellent! (317 reviews)
"The hotel truly shines with its exceptional cleanliness and a refined design that takes inspiration from the Chilean countryside"

Reviewed on Jun 6, 2025

Santa Cruz Plaza
See all 230 properties in O'Higgins Region
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.
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Discover the most popular places to visit in O'Higgins Region

Best Seafood in the Maritimes

Lobos Point

Commune with nature and explore the great outdoors at Lobos Point during your travels in Pichilemu. Stroll along the seaside or discover the area's mountain views.

Lobos Point

Lapostolle Clos Apalta Winery

You can enjoy a tasting or tour at Lapostolle Clos Apalta Winery during your travels to Santa Cruz. While in this relaxing area, you can savor the wineries and restaurants.

Lapostolle Clos Apalta Winery

Monticello Grand Casino and Convention Center

Why not try your luck with a visit to Monticello Grand Casino and Convention Center during your visit to Mostazal? Make some time to visit the casinos while you're in the area.

Monticello Grand Casino and Convention Center

What to do in O'Higgins Region

Viña Montes

Colchagua Valley Experience

$780
per adult
Colchagua Valley Experience
Santiago Full day tour to Colchahua Valley, include entraces

Santiago Full day tour to Colchahua Valley, include entraces

$390
per adult
Santiago Full day tour to Colchahua Valley, include entraces
Private Colchagua VIK and Montes Wineries Experience

Private Colchagua VIK and Montes Wineries Experience

$399
per adult
Private Colchagua VIK and Montes Wineries Experience
See all activities in O'Higgins Region
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.