O'Higgins Region Vacations & Trips from $323

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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

A coastal town with a river delta, green hills, and a clear sky.

Navidad

Navidad
A coastal town with a beach, rocky shoreline, and a hilly background.

Pichilemu

Pichilemu
A white church with green domes, a paved courtyard, and a mountainous landscape in the background.

San Vicente

San Vicente
A vineyard with rows of grapevines.

Santa Cruz

Santa Cruz
A grassy field with cows grazing, surrounded by trees and mountains in the background.

Rancagua

Rancagua
A vineyard with rows of grapevines in autumn colors.

San Fernando

San Fernando

The Latest O'Higgins Region Vacation Packages

Price found within the past 48 hours. Click for updated prices.
LOFT Hotel by Sommelier Hoteles

LOFT Hotel by Sommelier Hoteles

Downtown Santiago
$323
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Lima (LIM) to Santiago (SCL)
9/10 Wonderful! (265 reviews)
It was great to have breakfast delivered to the room as part of the stay. The location was perfect, walkable to all parts of downtown that you would want to see. Easy to grab train and bus to get to airport.

Reviewed on Jun 12, 2026

Hotel Director Vitacura

Hotel Director Vitacura

Vitacura
$390
per person
Oct 17 - Oct 21
found 21 hours ago
Roundtrip flight included
Lima (LIM) to Santiago (SCL)
9/10 Wonderful! (674 reviews)
P

Reviewed on Jul 18, 2026

Hotel Bonaparte Boutique

Hotel Bonaparte Boutique

Providencia
$746
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
San José (SJO) to Santiago (SCL)
8.8/10 Excellent! (628 reviews)
Good economy hotel

Reviewed on Jun 28, 2026

Park Plaza Santiago

Park Plaza Santiago

Providencia
$676
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San José (SJO) to Santiago (SCL)
8.4/10 Very Good! (1,002 reviews)
El hotel es antiguo pero esta muy bien mantenido. La pileta no esta climatizada el sauna esta ok y el gym pequeño pero suficiente. El desayuno muy bueno y tienen por aprox 17 dolares almuerzo o cena buffet. La atencion del personal es excelente y la ubicacion perfecta, muy bien conectado con metro y buses.

Reviewed on Jul 13, 2026

45 by Director

45 by Director

Las Condes
$720
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
San José (SJO) to Santiago (SCL)
9/10 Wonderful! (496 reviews)

Find the Best O'Higgins Region Vacation Packages

OHiggins Region Essential Information

Language
Spanish
Currency
Chilean pesos
Local Welcome
¡Hola!
Local Goodbye
Adiós
Closest Airport
Arturo Merino Benitez Airport (SCL)
Top Sights
Punta de Lobos Beach, Lobos Point and Pichilemu Beach

O'Higgins Region Hotel Deals

Santa Cruz Plaza

Santa Cruz Plaza

Plaza De Armas 286 Santa Cruz O'Higgins
Fully refundableReserve now, pay when you stay
$101 nightly
$101 total
Aug 16 - Aug 17
Santa Cruz Plaza
Vik Chile

Vik Chile

Valle de Millahue San Vicente O'Higgins
$699 nightly
$699 total
Sep 2 - Sep 3
9.2/10 Wonderful! (212 reviews)
"We stayed at VIK Chile for two nights to celebrate my husband’s birthday. The property is spectacular, with striking architecture, beautiful vineyards and breathtaking surroundings. It is a truly unique destination, and the staff were always welcoming, courteous and eager to help. However, considering ..."

Reviewed on Aug 4, 2026

Vik Chile
Diego De Almagro Rancagua

Diego De Almagro Rancagua

Av.Libertador Bernardo O'Higgins 34 Rancagua O'Higgins
Fully refundableReserve now, pay when you stay
$90 nightly
$90 total
Aug 15 - Aug 16
Diego De Almagro Rancagua
See all 277 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.

Stay near popular O'Higgins Region attractions

Lapostolle Clos Apalta Winery

9.4/10 (21 reviews)
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.
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Monticello Grand Casino and Convention Center

8.0/10 (1 review)
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.
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Colchagua Valley Wine Route

9.4/10 (32 reviews)
You can take time to visit Colchagua Valley Wine Route during your travels to Lolol. You can enjoy the wineries while in the area.
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Casino Colchagua

8.0/10 (6 reviews)
Why not roll the dice with a visit to Casino Colchagua during your visit to Santa Cruz? While in this relaxing area, you can savor the wineries and restaurants.
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Hacienda El Huique

7.0/10 (4 reviews)
You can spend time studying the exhibits at Hacienda El Huique in Palmilla. While in this relaxing area, you can enjoy the wineries.
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Lobos Point

9.4/10 (8 reviews)
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.
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What to do in O'Higgins Region

Make Your Own Wine & Guided Vineyard Tour

Make Your Own Wine & Guided Vineyard Tour

$46
per adult
Make Your Own Wine & Guided Vineyard Tour
Private VIK winery tour + tasting from Santiago

Private VIK winery tour + tasting from Santiago

$365
per adult
Private VIK winery tour + tasting from Santiago
See all activities in O'Higgins Region
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