O'Higgins Region Vacations & Trips from $770

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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
$770
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Santiago (SCL)
9/10 Wonderful! (266 reviews)
very good breakfast

Reviewed on Aug 24, 2026

ICON Hotel

ICON Hotel

Las Condes
$871
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Santiago (SCL)
8.6/10 Excellent! (1,001 reviews)
I stayed at Icon hotel for five consecutive days during a ski trip to Valle Nevado. The hotel is stunning, comfortable, and very clean. What I loved most was its great location in Santiago. Manquehue Metro Station is about 5-minute walk from the hotel. From there I can ride the Metro line to connect with the pick-up point that heads towards nearby Andes ski centers like Valle Nevado, La Parvati, etc.

Reviewed on Aug 18, 2026

Hotel Capital Bellet

Hotel Capital Bellet

Providencia
$787
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Santiago (SCL)
9.2/10 Wonderful! (1,004 reviews)
Just ok. Parking is free but if you have a lot of luggage its challenging. Its underground and nextdoor. TV didn't work. Rooms are small. I've stayed in better for the same price in santiago

Reviewed on Aug 19, 2026

Apart Hotel Providencia

Apart Hotel Providencia

Providencia
$924
per person
Oct 1 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Guatemala City (GUA) to Santiago (SCL)
8.8/10 Excellent! (123 reviews)
Todo estuvo perfecto... muy limpio, comodo, centrico y seguro. Volveria de seguro.

Reviewed on Jul 14, 2026

Hub Providencia

Hub Providencia

Providencia
$980
per person
Oct 1 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Guatemala City (GUA) to Santiago (SCL)
8.8/10 Excellent! (220 reviews)
Adoramos o hotel. Muito limpo e atendentes maravilhosos. Falam português. Perto de tudo

Reviewed on Jul 18, 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

Santa Cruz Plaza

Santa Cruz Plaza

Plaza De Armas 286 Santa Cruz O'Higgins
Fully refundableReserve now, pay when you stay
$102 nightly
$102 total
Sep 20 - Sep 21
Santa Cruz Plaza
Vik Chile

Vik Chile

Valle de Millahue San Vicente O'Higgins
$734 nightly
$734 total
Sep 17 - Sep 18
9.2/10 Wonderful! (213 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
Hotel Terrado Rancagua

Hotel Terrado Rancagua

290 Avenida Alberto Einstein Rancagua Racagua
Fully refundableReserve now, pay when you stay
$72 nightly
$72 total
Aug 28 - Aug 29
9/10 Wonderful! (64 reviews)
"The front desk at check in was amazing. The breakfast had a great selection very pleased with my stay."

Reviewed on May 1, 2026

Hotel Terrado Rancagua
See all 278 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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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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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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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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Laura Hartwig Winery

9.0/10 (17 reviews)
You can enjoy a tasting or tour at Laura Hartwig Winery during your travels 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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Colchagua Campo y Vino

9.4/10 (3 reviews)
Enjoy an outing to Colchagua Campo y Vino during your stay in 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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