O'Higgins Region Vacations & Trips from $379
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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
Navidad
Pichilemu
San Vicente
Santa Cruz
Rancagua
San Fernando
The Latest O'Higgins Region Vacation Packages
Price found within the past 48 hours. Click for updated prices.
45 by Director
Las Condes
$379
per person
Sep 30 - Oct 4
found 11 hours ago
Roundtrip flight included
Lima (LIM) to Santiago (SCL)
9/10 Wonderful! (497 reviews)
This is my 2nd stay at this hotel.
Excellent service, the rooms are small but smart designed, the area is quiet and just one block away you have the best restaurants, shops and cafes.
Absolutely recommended and thanks for the kind staff and hospitality.
Reviewed on Aug 20, 2026
ICON Hotel
Las Condes
$850
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) 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
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
Plaza De Armas 286 Santa Cruz O'Higgins
Fully refundableReserve now, pay when you stay
$135 nightly
$135 total
Sep 20 - Sep 21
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
Hotel Terrado Rancagua
290 Avenida Alberto Einstein Rancagua Racagua
Fully refundableReserve now, pay when you stay
$73 nightly
$73 total
Sep 11 - Sep 12
8.8/10 Excellent! (65 reviews)
"Lavamanos tapado, cobro de IVA adicional, conserje poco atento"
Reviewed on Aug 29, 2026
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.
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.
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.
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.
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.
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.
What to do in O'Higgins Region
Private VIK winery tour + tasting from Santiago
$365
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.