---
title: "O'Higgins Region Vacation Packages 2026 from $1,028 | Expedia"
description: "Bundle your O'Higgins Region flight + hotel & save up to 100% off your flight with Expedia. FREE cancellation on select hotels ✅"
canonical: "https://www.expedia.com/OHiggins-Region.d6236498.Destination-Travel-Guides"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-14T10:45:34Z
---

# O'Higgins Region Vacations & Trips from $1,028
![A coastal town with a beach, rocky shoreline, and a hilly background.](https://images.trvl-media.com/place/6130903/e0d553ce-6e6e-4746-9bfb-94b652c948cd.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

## 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](https://www.expedia.com/Santa-Cruz.d6047957.Destination-Travel-Guides). A couple of the top attractions here include Lapostolle Clos Apalta Winery and Casino Colchagua. [Rancagua](https://www.expedia.com/Rancagua.d6085078.Destination-Travel-Guides) 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 beach, rocky shoreline, and a hilly background.](https://images.trvl-media.com/place/6130903/e0d553ce-6e6e-4746-9bfb-94b652c948cd.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### [Pichilemu](https://www.expedia.com/Pichilemu.d6130903.Destination-Travel-Guides)

![A vineyard with rows of grapevines, terraced fields, and mountains in the background.](https://images.trvl-media.com/place/6047957/a319a664-b489-4d8b-88b2-e380b1fe83ec.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### [Santa Cruz](https://www.expedia.com/Santa-Cruz.d6047957.Destination-Travel-Guides)

![A river winding through a valley with mountains in the background and a misty atmosphere.](https://images.trvl-media.com/place/6338195/f6c39122-3dcd-4a77-8119-04b9eec89604.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### [San Vicente](https://www.expedia.com/San-Vicente.d6338195.Destination-Travel-Guides)

![A grassy field with cows grazing, surrounded by trees and mountains in the background.](https://images.trvl-media.com/place/6085078/5d727250-23a7-47a2-8bd2-11520d030e40.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### [Rancagua](https://www.expedia.com/Rancagua.d6085078.Destination-Travel-Guides)

![A vineyard with rows of grapevines in autumn colors.](https://images.trvl-media.com/place/6053655/dd8cbc89-fd67-40b1-948c-2948575ec8fe.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### [San Fernando](https://www.expedia.com/San-Fernando.d6053655.Destination-Travel-Guides)

#### [Matanzas](https://www.expedia.com/Matanzas.d3000006349.Destination-Travel-Guides)

![A coastal town with a river delta, green hills, and a clear sky.](https://images.trvl-media.com/place/3000458771/e23e3056-ae84-487e-a922-dcb61859fa71.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### [Navidad](https://www.expedia.com/Navidad.d3000458771.Destination-Travel-Guides)

#### [Palmilla](https://www.expedia.com/Palmilla.d6285090.Destination-Travel-Guides)

![A mountainous landscape with rugged terrain and distant snow-capped peaks.](https://images.trvl-media.com/place/3000006372/ce90cfba-0120-4610-a460-25e121ab01ce.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### [Las Cabras](https://www.expedia.com/Las-Cabras.d3000006372.Destination-Travel-Guides)

## The Latest O'Higgins Region Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Trip length

3 nights4 nights5 nights6-7 nights

Stars

5 star4 star & up3 star & up2 star & up

Flight class

EconomyPremium economyBusinessFirst class

Remove all filters

- ![An outdoor patio area with stone arches, seating, and tables.](https://images.trvl-media.com/lodging/4000000/3660000/3657500/3657439/c4561667.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A multi-story building with a stone facade, multiple balconies, and a central tower.](https://images.trvl-media.com/lodging/4000000/3660000/3657500/3657439/23fcac1e.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 11 - Jan 14**

### [Aubrey Hotel Boutique + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-11/2027-01-14/?FromAirport=MBJ&Destination=SCL&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3657439&dealMarker=&paandie=true&cabinClass=e)
Bellavista
3 nights

**9.4/10** \- Exceptional (160 reviews)
"This a charming and unique hotel. The staff, especially Oriana were always kind & helpful. The location is great. Close to many restaurants."
Reviewed November 6, 2026
Roundtrip • Montego Bay (MBJ) - Santiago (SCL)
MBJ - SCL • 1 stop SCL - MBJ • 1 stop
[~~$1,220~~](https://www.expedia.com/)

**$1,028**
per traveler
found 11 hours ago
- ![A balcony with a table and chairs, a potted plant, and a view of a building with multiple windows.](https://images.trvl-media.com/lodging/133000000/132660000/132657000/132656978/d82cd101.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A bed with a tufted headboard, two bedside tables with lamps, a blanket, and pillows.](https://images.trvl-media.com/lodging/133000000/132660000/132657000/132656978/64fe8ccc.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Dec 26 - Jan 2**

### [Moderno depto. en Stgo. cerca del metro + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-26/2027-01-02/?FromAirport=NYC&Destination=SCL&NumRoom=1&NumAdult=2&NumChild=0&hotelId=132656978&dealMarker=&paandie=true&cabinClass=e)
Downtown Santiago
6 nights
Roundtrip • New York (NYC) - Santiago (SCL)
LGA - SCL • 1 stop SCL - JFK • 2 stops
Save 100% on your flight
[~~$1,105,206~~](https://www.expedia.com/)

**$941,911**
per traveler
found 21 hours ago
- ![A cityscape with modern high-rise buildings, including a prominent building with a 'VW' logo.](https://images.trvl-media.com/lodging/3000000/2680000/2674300/2674257/31513206.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A rooftop pool with lounge chairs and umbrellas, offering a view of a cityscape and mountains.](https://images.trvl-media.com/lodging/3000000/2680000/2674300/2674257/d7785905.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Dec 21 - Dec 27**

### [W Santiago + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-21/2026-12-27/?FromAirport=MIA&Destination=SCL&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2674257&dealMarker=&paandie=true&cabinClass=e)
Las Condes
5 nights

**8.8/10** \- Excellent (599 reviews)
"Outstanding hotel in a perfect location. Walking distance to numerous bars and restaurants. Easy access to the metro and transportation. Staff was incredibly helpful and kind."
Reviewed November 2, 2026
Roundtrip • Miami (MIA) - Santiago (SCL)
MIA - SCL • Nonstop SCL - MIA • 1 stop
[~~$2,492~~](https://www.expedia.com/)

**$2,172**
per traveler
found 1 day ago
- ![A modern restaurant interior with checkered flooring, multiple dining tables, and chairs.](https://images.trvl-media.com/lodging/16000000/15550000/15544900/15544814/621fc26e.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A modern building with a glass facade, a tree in front, and a paved plaza.](https://images.trvl-media.com/lodging/16000000/15550000/15544900/15544814/593fa7ec.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 11 - Jan 14**

### [Hotel Magnolia + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-11/2027-01-14/?FromAirport=MBJ&Destination=SCL&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15544814&dealMarker=&paandie=true&cabinClass=e)
Downtown Santiago
3 nights

**9.6/10** \- Exceptional (372 reviews)
"Breakfast is really, really good."
Reviewed November 7, 2026
Roundtrip • Montego Bay (MBJ) - Santiago (SCL)
MBJ - SCL • 1 stop SCL - MBJ • 1 stop
[~~$1,546~~](https://www.expedia.com/)

**$1,348**
per traveler
found 11 hours ago
- ![A hotel room with a large bed, a desk with a lamp, a phone, and a framed picture on the wall.](https://images.trvl-media.com/lodging/28000000/27010000/27000200/27000171/8331c552.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A modern hotel room with a large window offering a city view, a bed, a small table with a plant, and a chair.](https://images.trvl-media.com/lodging/28000000/27010000/27000200/27000171/242587e5.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Dec 21 - Dec 27**

### [Hotel Capital Bellet + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-21/2026-12-27/?FromAirport=MIA&Destination=SCL&NumRoom=1&NumAdult=2&NumChild=0&hotelId=27000171&dealMarker=&paandie=true&cabinClass=e)
Providencia
5 nights

**9.2/10** \- Wonderful (1,006 reviews)
"Very central.location, felt very safe the whole stay"
Reviewed November 11, 2026
Roundtrip • Miami (MIA) - Santiago (SCL)
MIA - SCL • Nonstop SCL - MIA • 1 stop
[~~$1,651~~](https://www.expedia.com/)

**$1,456**
per traveler
found 1 day ago

## Discover the most popular places to visit in O'Higgins Region

### Lapostolle Clos Apalta Winery

Rating: 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](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532463283)

### Monticello Grand Casino and Convention Center

Rating: 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](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6237441)

### Colchagua Valley Wine Route

Rating: 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](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532463279)

### Pichilemu Beach

Rating: 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](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6099460)

### Lobos Point

Rating: 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](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621563217619)

### Hacienda El Huique

Rating: 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.

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6099458)

### Millahue Valley

Rating: 8.8/10 (12 reviews)

Commune with nature and explore the great outdoors at Millahue Valley during your travels in San Vicente.

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635976913024)

### What to do in O'Higgins Region

![Make Your Own Wine & Guided Vineyard Tour](https://mediaim.expedia.com/localexpert/46200977/6b1bb70b-a169-46ed-bea3-ad82b00fc5a0.jpg?impolicy=resizecrop&rw=1005&rh=565)

#### [Make Your Own Wine & Guided Vineyard Tour](https://www.expedia.com/things-to-do/a.a46200977.activity-details?rid=6236498)

$46

per adult

0% of travelers recommend

![Private VIK winery tour + tasting from Santiago](https://mediaim.expedia.com/localexpert/48857979/575ecbf4-e253-4535-8e50-9022160333dd.jpg?impolicy=resizecrop&rw=1005&rh=565)

#### [Private VIK winery tour + tasting from Santiago](https://www.expedia.com/things-to-do/a.a48857979.activity-details?rid=6236498)

$305

per adult

0% of travelers recommend

![Private Wine Tour Colchagua Valley](https://mediaim.expedia.com/localexpert/51700196/20a3cea4-40e0-42e4-8cbb-0da28d210d34.jpg?impolicy=resizecrop&rw=1005&rh=565)

#### [Colchagua Valley & Apalta Private Wine Tour Experience](https://www.expedia.com/things-to-do/a.a51700196.activity-details?rid=6236498)

$450

per adult

0% of travelers recommend

[See all activities in O'Higgins Region](https://www.expedia.com/things-to-do/search?rid=6236498)

## O'Higgins Region Hotel Deals

### [Vik Chile](https://www.expedia.com/San-Fernando-Hotels-Vik-Chile.h8726594.Hotel-Information)

![A modern building with a pool, lounge chairs, and a mountain view.](https://images.trvl-media.com/lodging/9000000/8730000/8726600/8726594/1f47dbfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Valle de Millahue, San Vicente, O'Higgins, 2970000, CL
- Location: 13.5 mi from O'Higgins Region
- Star rating: 5/5
- Guest rating: 9.2/10 (Wonderful, 232 reviews)
- Price: $769 nightly, $769 total, Nov 29 - Nov 30
- Review: "VIK Chile is undeniably beautiful, with stunning architecture and breathtaking vineyard views. However, travelers considering the higher-tier bungalows should know that paying a premium does not guarantee an elevated level of service. Despite staying in one of the property’s more exclusive accommodations, we experienced inattentive and unprofessional hospitality that fell well below luxury standards. At this price point, exceptional service should be a given, not something guests have to...

### [Hotel Vendimia Parador](https://www.expedia.com/San-Fernando-Hotels-Hotel-Vendimia-Parador.h22438533.Hotel-Information)

![A traditional building with a tiled roof, a welcoming sign, and a large glass door.](https://images.trvl-media.com/lodging/23000000/22440000/22438600/22438533/93f91da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Camino Los Boldos SN, Santa Cruz, O'Higgins, 3130366, CL
- Location: 21.8 mi from O'Higgins Region
- Star rating: 3/5
- Guest rating: 9.6/10 (Exceptional, 93 reviews)
- Price: $99 nightly, $99 total, Dec 8 - Dec 9
- Review: A bit outdated with lots of old furnishings. Beautiful place with friendly owners and beautiful gardens

### [Hotel Cava Colchagua](https://www.expedia.com/San-Fernando-Hotels-Hotel-Cava-Colchagua.h9422950.Hotel-Information)

![A hot tub in a vineyard setting with a wooden deck and a wooden fence in the background.](https://images.trvl-media.com/lodging/10000000/9430000/9423000/9422950/d279fc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Barreales´s Way, Santa Cruz, O'Higgins, 3130000, CL
- Location: 21.2 mi from O'Higgins Region
- Star rating: 4/5
- Guest rating: 8.8/10 (Excellent, 178 reviews)
- Price: $133 nightly, $133 total, Nov 24 - Nov 25
- Review: "Excelente y original experiencia boutique Una propuesta realmente innovadora. Se trata de un hotel boutique hermoso cuyas habitaciones están acondicionadas dentro de barricas de roble, muy bien adaptadas y acogedoras. Como sugerencia de mejora, creo que a las habitaciones más grandes les vendría muy bien incluir un perchero y una pequeña mesa con dos sillas para mayor comodidad. Asimismo, en el baño eché de menos una mejor iluminación en el área del espejo. Por lo demás, todo fenomenal. El...

### [Santa Cruz Plaza](https://www.expedia.com/San-Fernando-Hotels-Santa-Cruz-Plaza.h1406642.Hotel-Information)

![A pool area with a thatched-roof structure, palm trees, and a staircase leading to an upper level.](https://images.trvl-media.com/lodging/2000000/1410000/1406700/1406642/3fe1c8d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Plaza De Armas 286, Santa Cruz, O'Higgins, 3130665, CL
- Location: 21.1 mi from O'Higgins Region
- Star rating: 4/5
- Guest rating: 8.8/10 (Excellent, 379 reviews)
- Price: $113 nightly, $113 total, Nov 15 - Nov 16
- Review: The service from the staff is immaculate. The properly full of charm and character. The rooms are spacious, clean and comfortable

### [Hotel Boutique Vendimia Premium](https://www.expedia.com/San-Fernando-Hotels-Hotel-Boutique-Vendimia-Premium.h2959484.Hotel-Information)

![A wooden building with large windows and a covered patio area with chairs and a table.](https://images.trvl-media.com/lodging/3000000/2960000/2959500/2959484/e7728f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Ismael Valdes 92, Santa Cruz, O'Higgins, 3130483, CL
- Location: 20.8 mi from O'Higgins Region
- Star rating: 3.5/5
- Guest rating: 9.2/10 (Wonderful, 148 reviews)
- Price: $71 nightly, $71 total, Nov 15 - Nov 16

### [Noi Blend Colchagua](https://www.expedia.com/San-Fernando-Hotels-Noi-Blend-Colchagua.h15272615.Hotel-Information)

![A modern outdoor pool area with lounge chairs, a covered patio, and a brick pool.](https://images.trvl-media.com/lodging/16000000/15280000/15272700/15272615/9481dc84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Hijuela la Viña S/N, Nenquen, Palmilla, Colchagua, 3130000, CL
- Location: 21.8 mi from O'Higgins Region
- Star rating: 3/5
- Guest rating: 8.8/10 (Excellent, 159 reviews)
- Price: $161 nightly, $161 total, Dec 15 - Dec 16
- Review: Muy buena la habitación, cómoda, confortable y muy limpia. El personal que nos atendió fue muy amable, con una disposición única, con una sonrisa permanente y siempre de mucha ayuda. Felicito especialmente a Maximiliano y a su equipo.

### [Hotel Boutique Grand Cru](https://www.expedia.com/Santa-Cruz-Hotels-Hotel-Boutique-Grand-Cru.h111717705.Hotel-Information)

![A pool area with a table and chairs, surrounded by a tiled deck and a covered patio.](https://images.trvl-media.com/lodging/112000000/111720000/111717800/111717705/60f6a89d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Chomedahue, cruce El Guindo, Santa Cruz, O'Higgins, 3130000, CL
- Location: 20 mi from O'Higgins Region
- Star rating: 3/5
- Guest rating: 10/10 (Exceptional, 20 reviews)
- Price: $90 nightly, $90 total, Nov 19 - Nov 20
- Review: Great breakfast. Super host Juan Luis. Great location. Comfy bed. Spacious loft style rooms

### [TerraViña](https://www.expedia.com/San-Fernando-Hotels-TerraVina.h3775207.Hotel-Information)

![A large estate with multiple buildings, a swimming pool, and extensive vineyard fields.](https://images.trvl-media.com/lodging/4000000/3780000/3775300/3775207/5e3744e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Camino Los Boldos S/n, Santa Cruz, O'Higgins, 3130366, CL
- Location: 21.7 mi from O'Higgins Region
- Star rating: 3/5
- Guest rating: 9.2/10 (Wonderful, 220 reviews)
- Price: $300 nightly, $300 total, Nov 16 - Nov 17
- Review: The staff were very friendly and knowledgeable of the local restaurants and wineries. The room has a balcony which was fabulous. Properly was well maintained and beautiful. Definitely would come back to this property.

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.

[See all properties in O'Higgins Region](https://www.expedia.com/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29&regionId=6236498&adults=2&sort=RECOMMENDED&openPlayBack=true)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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