Santa Cruz Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Santa Cruz Vacation

There's no better way to get away than with one of our vacation packages to Santa Cruz. The lively atmosphere and beaches are two of the countless reasons to spend some time in this awesome city. A trip to Santa Cruz is an ideal opportunity to do some sightseeing. Be sure to stop by renowned attractions like Lapostolle Clos Apalta Winery, Laura Hartwig Winery and Casino Colchagua. Your perfect Santa Cruz vacation is a couple of clicks away. Browse airfares, hotels and more on Expedia for an adventure that's tailored just for you.

Top Santa Cruz Vacation Deals

Price found within the past 48 hours. Click for updated prices.
LOFT Hotel by Sommelier Hoteles

LOFT Hotel by Sommelier Hoteles

Downtown Santiago
CA $1,213
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Santiago (SCL)
9/10 Wonderful! (267 reviews)
very good breakfast

Reviewed on Aug 24, 2026

ICON Hotel

ICON Hotel

Las Condes
CA $1,464
per person
Oct 2 - Oct 8
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) 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
CA $1,264
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Santiago (SCL)
9.2/10 Wonderful! (1,008 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

Hotel Magnolia

Hotel Magnolia

Downtown Santiago
CA $1,673
per person
Oct 21 - Oct 25
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Santiago (SCL)
9.6/10 Exceptional! (362 reviews)
A nice room is useless without a proper desk to work. Also the staff was rude and condescending while asking for details on the final bill. There are better options in the area.

Reviewed on Aug 28, 2026

Matildas Hotel Boutique

Matildas Hotel Boutique

Downtown Santiago
CA $1,628
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Santiago (SCL)
9.4/10 Exceptional! (290 reviews)
A haven of peace and tranquility. It was a real privilege to be here. The traditional building has been beautifully restored with very interesting internal decor. The staff are super-helpful. Thank you, Matildas, for 2 memorable visits.

Reviewed on Aug 27, 2026

Ready to book your vacation to Santa Cruz?

Choose your dates

Santa Cruz Hotel Deals

Santa Cruz Plaza

Santa Cruz Plaza

Plaza De Armas 286 Santa Cruz O'Higgins
Fully refundableReserve now, pay when you stay
CA $188
CA $188 total
Sep 20 - Sep 21
Santa Cruz Plaza
Hotel Cava Colchagua

Hotel Cava Colchagua

Barreales´s Way Santa Cruz O'Higgins
Fully refundableReserve now, pay when you stay
CA $178
CA $178 total
Sep 6 - Sep 7
9/10 Wonderful! (177 reviews)
"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 ..."

Reviewed on Aug 7, 2026

Hotel Cava Colchagua
Hotel Vendimia Parador

Hotel Vendimia Parador

Camino Los Boldos SN Santa Cruz O'Higgins
Fully refundableReserve now, pay when you stay
CA $128
CA $128 total
Sep 27 - Sep 28
9.6/10 Exceptional! (85 reviews)
""I had a wonderful experience at this hotel. The location is fantastic—central and convenient to everything I wanted to see. The room was spotless and well-maintained, which I really appreciated. But what truly sets this place apart is the staff. From the front desk to the housekeeping team, everyone ..."

Reviewed on Apr 1, 2026

Hotel Vendimia Parador
See all 57 properties in Santa Cruz
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 Santa Cruz 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

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

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.
See properties

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.
See properties

Museo de Colchagua

9.6/10 (24 reviews)
You can spend time exploring the galleries in Museo de Colchagua during your trip to Santa Cruz. While in this relaxing area, you can savor the wineries and restaurants.
See properties

Bodega Viña Viu Manent

10.0/10 (1 review)
You can enjoy a tasting or tour at Bodega Viña Viu Manent during your travels to Santa Cruz. While in this relaxing area, you can savor the wineries and restaurants.
See properties

Plaza de Armas

8.2/10 (34 reviews)
Find out about the history of Santa Cruz when you spend time at Plaza de Armas. While in this relaxing area, you can savor the wineries and restaurants.
See properties

What to do in Santa Cruz

Customers

Moment Premium Tasting Tour

CA $54
per adult
Moment Premium Tasting Tour
Moment Tour Tasting Icon

Moment Tour Tasting Icon

CA $55
per adult
Moment Tour Tasting Icon
Make Your Own Wine & Guided Vineyard Tour

Make Your Own Wine & Guided Vineyard Tour

CA $64
per adult
Make Your Own Wine & Guided Vineyard Tour
See all activities in Santa Cruz

Frequently asked questions

How much does a Santa Cruz vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,213 on Expedia. However, how much your vacation to Santa Cruz costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Santa Cruz?
You can usually find lower rates and better availability in May, July and September. Check out our cheap Santa Cruz vacation packages and you could land some excellent off-season deals.
How many days is enough for Santa Cruz?
Usually, a handful of days is enough for a Santa Cruz vacation. With a carefully crafted itinerary, you can visit all the leading attractions such as Laura Hartwig Winery, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to Santa Cruz?
Santa Cruz has everything you need for the perfect break — history, culture and festivals are just the start. Whether you want to visit sights like Plaza de Armas and Museo de Colchagua, or take the path less travelled, you'll have plenty to explore on your Santa Cruz vacation.
How to find the best Santa Cruz package deals?
Use Expedia's filters to help you find some of the best Santa Cruz package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Santa Cruz package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Santa Cruz vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component separately. And you'll still get the flexibility to create a customized Santa Cruz vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Santa Cruz?
If you've got your Santa Cruz travel dates locked in, book as early as you can to score some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Santa Cruz?
  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Santa Cruz.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and food to airfares and activities. Your hotel will likely be the biggest expense during your trip to Santa Cruz.
  3. Work out your trip length: Think about how long you'd like to spend exploring Santa Cruz. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodations: Once you've nailed down your dates and duration, lock in the right Santa Cruz vacation package for you.

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.