O'Higgins Region Vacations & Trips from $737

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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 vineyard with rows of grapevines.

Santa Cruz

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

San Vicente

San Vicente
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.
VR Suite

VR Suite

Downtown Santiago
$737
per person
Nov 12 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Santiago (SCL)
6.8/10 (48 reviews)
Todo excelente! Viajé por trabajo con un compañero y fue algo excepcional. La ubicación es excelente porque está cerca de empresas y también del centro histórico. El departamento cuenta con todo lo necesario: cocina completa, wifi funciona muy bien, el ingreso super facil, la atención excelente.

Reviewed on Sep 19, 2026

Park Plaza Santiago

Park Plaza Santiago

Providencia
Save 100% on your flight
$1,056
per person
Nov 12 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Santiago (SCL)
8.4/10 Very Good! (1,004 reviews)
Incluir opciones sin gluten en el deayuno

Reviewed on Sep 29, 2026

Apart Hotel Viva Providencia

Apart Hotel Viva Providencia

Providencia
$851
per person
Nov 12 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Santiago (SCL)
9/10 Wonderful! (108 reviews)
Good location and price! They say they take care of the environment so the hot water is limited. The room had a weird smell, but nothing major. I would return here.

Reviewed on Sep 25, 2026

Norus Las Condes

Norus Las Condes

Las Condes
$1,042
per person
Nov 12 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Santiago (SCL)
8/10 Very Good! (109 reviews)
shops nearby

Reviewed on Mar 15, 2026

Rugendas Hotel Boutique by Time

Rugendas Hotel Boutique by Time

Las Condes
$1,344
per person
Nov 12 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Santiago (SCL)
8.6/10 Excellent! (262 reviews)
Excelente breakfast

Reviewed on May 13, 2026

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

Vik Chile

Vik Chile

Valle de Millahue San Vicente O'Higgins
$769 nightly
$769 total
Oct 18 - Oct 19
9.2/10 Wonderful! (220 reviews)
"Sofia, Rodrigo, Matteo, Benjamin, Claudio, Chef Camillo, Javier and Fernanda were absolutely the highlight of our stay in terms of kind and genuine staff members. They truly exemplified hospitality. Food quality was excellent. Chef Camillo was truly world-class, amazing attention to detail and truly ..."

Reviewed on Sep 11, 2026

Vik Chile
Santa Cruz Plaza

Santa Cruz Plaza

Plaza De Armas 286 Santa Cruz O'Higgins
$144 nightly
$144 total
Oct 4 - Oct 5
8.8/10 Excellent! (373 reviews)
"El hotel ya está muy viejo, tiene buenas instalaciones y el spa está bien pero las habitaciones ocupan renovación, sobre todo alfombras y aire acondicionado."

Reviewed on Sep 26, 2026

Santa Cruz Plaza
Hotel Terrado Rancagua

Hotel Terrado Rancagua

290 Avenida Alberto Einstein Rancagua Racagua
Fully refundable
$78 nightly
$78 total
Oct 3 - Oct 4
Hotel Terrado Rancagua
See all 286 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.
See properties

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.
See properties

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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Pichilemu Beach

9.0/10 (10 reviews)
Why not spend a carefree afternoon at Pichilemu Beach during your travels in Pichilemu? While you're in the area, wander around the natural setting.
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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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Millahue Valley

8.8/10 (12 reviews)
Commune with nature and explore the great outdoors at Millahue Valley during your travels in San Vicente.
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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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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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