O'Higgins Region Vacations & Trips from $651

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Hotel Capital Bellet

Hotel Capital Bellet

Providencia
$651
per person
Nov 24 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Santiago (SCL)
9.2/10 Wonderful! (1,005 reviews)
A nice boutique hotel in Providencia, a safe and convenient area for tourists with several cafés and restaurants nearby. The premises and rooms were spotless, with housekeeping done well each day. The room itself was quite small—less spacious than expected—but functional, with a fridge and kettle provided. Guests can refill water bottles at the dispenser in the lobby. Most of the staff were pleasant and friendly. I didn’t include breakfast in my stay but tried the hotel restaurant twice; the food was fine, though Santiago offers better options.

Reviewed on Sep 5, 2026

Casa Bueras Boutique Hotel

Casa Bueras Boutique Hotel

Downtown Santiago
Save 100% on your flight
$1,128
per person
Nov 24 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Santiago (SCL)
9.2/10 Wonderful! (556 reviews)
Excellent boutique hotel within walking distance from many shops, restaurants, and places of interest. The front desk staff was extremely helpful and friendly. I would recommend this hotel.

Reviewed on Sep 3, 2026

Hotel Sommelier Agustinas

Hotel Sommelier Agustinas

Downtown Santiago
$958
per person
Oct 6 - Oct 16
found 17 hours ago
Roundtrip flight included
Quito (UIO) to Santiago (SCL)
8.6/10 Excellent! (258 reviews)
Good location for visiting the sights of the central city. The room was very spacious, with a small kitchen and living space separate from the bedroom. The breakfast had a good range and was well stocked. The rooftop bar was a good spot for a refreshment after a day exploring the sights. The only negative was that our we could hear the noise from the bar in our 5th floor room.

Reviewed on May 12, 2026

Luciano K Hotel

Luciano K Hotel

Downtown Santiago
$843
per person
Nov 24 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Santiago (SCL)
9/10 Wonderful! (770 reviews)
Great hotel with a very friendly personnel! Loved my room and the hotel building was lovely as well. Close to all major attractions. The breakfast was also great

Reviewed on Sep 5, 2026

Apart Hotel Providencia

Apart Hotel Providencia

Providencia
$657
per person
Nov 24 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Santiago (SCL)
8.8/10 Excellent! (126 reviews)
Todo estuvo perfecto... muy limpio, comodo, centrico y seguro. Volveria de seguro.

Reviewed on Jul 14, 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
$699 nightly
$699 total
Sep 13 - Sep 14
9.2/10 Wonderful! (216 reviews)
"Lovely location and we had a great time. The food was excellent and the variety of activities great."

Reviewed on Sep 5, 2026

Vik Chile
Santa Cruz Plaza

Santa Cruz Plaza

Plaza De Armas 286 Santa Cruz O'Higgins
Fully refundableReserve now, pay when you stay
$122 nightly
$122 total
Sep 20 - Sep 21
Santa Cruz Plaza
Hotel Terrado Rancagua

Hotel Terrado Rancagua

290 Avenida Alberto Einstein Rancagua Racagua
Fully refundableReserve now, pay when you stay
$60 nightly
$60 total
Sep 20 - Sep 21
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.
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.
See properties

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.
See properties

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.
See properties

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.
See properties

Millahue Valley

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

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
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.