Southern Highlands Ski Vacations

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Flight and Ski hotel deals in Southern Highlands

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

Establishment Hotel

Sydney Central Business District
CA $2,496
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
9/10 Wonderful! (697 reviews)
Rydges Australia Square

Rydges Australia Square

Sydney Central Business District
CA $2,513
per person
Nov 4 - Nov 11
found 6 hours ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
9/10 Wonderful! (1,844 reviews)
We enjoyed our stay - it was a fabulous location, super comfortable beds & helpful staff (they let us check in 90 mins early for no extra cost!). If you prebook the buffet breakfast you get $4 off, so comes to $28pp. This is cheap for a hotel buffet, but the quality is so so. The coffee is also pre batched. If you prefer barista made coffee and you’re not short on time I’d recommend you skip the buffet. The bedroom was very clean, the bathroom has seen better days. The shower in particular was a bit discoloured and the shower head was very old and loud. Location was fantastic. There’s a nearby bar which played loud music but it stopped at 11pm on the Friday night. It was quiet Saturday night. This hotel, for its competitive price, was overall good and I’d stay here again.

Reviewed on Oct 2, 2026

QT Bondi

QT Bondi

Bondi Beach
CA $2,980
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
9.2/10 Wonderful! (779 reviews)
Pullman Sydney Hyde Park

Pullman Sydney Hyde Park

Darlinghurst
CA $2,686
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.6/10 Excellent! (1,001 reviews)
Everything accessable good location, train station is walkable

Reviewed on Oct 1, 2026

The York by Swiss-Belhotel International

The York by Swiss-Belhotel International

Sydney Central Business District
CA $3,353
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
8.6/10 Excellent! (2,764 reviews)
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5* Ski holidays in Southern Highlands

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

Establishment Hotel

Sydney Central Business District
CA $2,496
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
9/10 Wonderful! (697 reviews)
QT Bondi

QT Bondi

Bondi Beach
CA $2,980
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
9.2/10 Wonderful! (779 reviews)
Pullman Sydney Hyde Park

Pullman Sydney Hyde Park

Darlinghurst
CA $2,686
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.6/10 Excellent! (1,001 reviews)
Everything accessable good location, train station is walkable

Reviewed on Oct 1, 2026

Don't see what you're looking for?
See all available trips from Columbus to Southern Highlands
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3 Night Ski holidays in Southern Highlands

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
CA $2,072
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.2/10 Very good! (2,945 reviews)
it was a great location, loved it. Will definitely book again.

Reviewed on Oct 1, 2026

Establishment Hotel

Establishment Hotel

Sydney Central Business District
CA $2,309
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
9/10 Wonderful! (697 reviews)
Spicers Potts Point

Spicers Potts Point

Potts Point
CA $2,569
per person
Nov 19 - Nov 22
found 20 hours ago
Roundtrip flight included
Calgary (YYC) to Sydney (SYD)
9.8/10 Exceptional! (155 reviews)
Class all the way and Phillip at reception was brilliant. The advice he gave regarding local restaurants was well received and accurate. The only disappointment was we had only one night there! We will be back!

Reviewed on Jun 8, 2026

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4 Night Ski holidays in Southern Highlands

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

Sydney Central Business District
CA $2,123
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.4/10 Very good! (1,005 reviews)
There is no airport shuttle. Room amenities are limited so plan accordingly. The queen size room was relatively small with windows blocked out so had limited natural light. The staff was very helpful and quick check in and check out. Location is wonderful.

Reviewed on Sep 30, 2026

Capella Sydney

Capella Sydney

Sydney Central Business District
Save 100% on your flight
CA $4,250
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
9.8/10 Exceptional! (417 reviews)
Beautiful modern hotel in a building full of history, very central in the city. The staff were fantastic and very friendly and helpful. So many little things included in our stay. The pool and spa area was very well designed and was a lovely area to sit and relax. We thoroughly enjoyed our overnight stay - it was a real 5 star experience!

Reviewed on Sep 29, 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
CA $2,227
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.2/10 Very good! (2,945 reviews)
it was a great location, loved it. Will definitely book again.

Reviewed on Oct 1, 2026

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Plan the ultimate ski vacation in Southern Highlands

What are some benefits when booking ski vacations in Southern Highlands?

If you're interested in skiing, there's nothing quite like a ski vacation. These trips are designed to allow you to enjoy being on the slopes and relax in tranquil and convenient accommodations at the end of the day. Amenities on ski trips can be pretty upscale, so it's easy to relax in a hot tub or at a spa in between your skiing excursions. Plus, they can put you right next to the slopes. You'll even find a variety of different vacation types available whether you're looking for family friendly, cheap, or even last minute ski vacations.

How can I book the best ski vacation in Southern Highlands?

It is most important to implement the ski filter in your search when trying to find a ski vacation that will make you happy. Using the filter will automatically remove any entries that don't offer the skiing opportunities you want. After that, you'll need to think about what specifically you want from Southern Highlands, and think about the time of year that's best to visit.

How can I find cheap ski vacations?

Cheap ski vacations are readily available in Southern Highlands with some as cheap as CA $2,072. You can see the cheapest options by sorting your accommodation choices by price, which automatically puts the least-expensive results at the top of the list. You may also want to consider an accommodation with a kitchen, so you can cook instead of eating out.

Can I book ski packages?

Yes, ski packages are readily available throughout Southern Highlands. All you have to do is put in your travel dates and see what's available. When you book a ski package, you may be able to enjoy discounts with savings of up to 15 when you book your accommodation and your flight together.

What should I consider when booking family ski vacations?

The key to a successful family ski vacation is ensuring that your family is kept happy and entertained. Consider what your family members are interested in and the kind of vacation they want. If they have little skiing experience, for example, you may want to opt for an accommodation that offers ski lessons or a kid's club. Various slope difficulties may be essential in providing opportunities for everyone at Southern Highlands.

Can I book all-inclusive ski vacations in Southern Highlands?

Yes, all-inclusive ski trips are available and may be precisely what you're looking for. All you have to do is include the filter for all-inclusive stays, and your search results will only show the accommodations that provide this handy feature that allows you to plan your entire trip to Southern Highlands in advance.

What's the best time of year to plan a ski trip?

The apparent answer to when you should plan a ski trip is in winter, but other details are important too. If you book for Southern Highlands's high season around January and February, you'll likely find increased prices. It's generally best to opt for the early or late season in December and April, as prices tend not to be quite as high.

How can I find the best deals on ski packages in Southern Highlands?

When you're looking for cheap ski vacations, there are a few factors you can take advantage of to help get the best deals. Travelling during the off-season can be cheaper since there's more availability. However, the beginning and end of the season tend to be the most affordable for skiing.

Can I book a ski vacation that's fully refundable?

Being fully refundable is a feature you'll find on several accommodation packages in Southern Highlands. You can even search for it explicitly using a filter for full refundability.

Why should I book a ski vacation package with Expedia?

When you book with Expedia, you'll find everything you need for cheap ski vacations, luxury ski vacations and everything in between in one central location. You may even be able to enjoy discounts for booking your accommodation and your flight together with savings of up to 15. With Expedia Rewards, you can earn points towards your next booking.

Things to do

Highland Vines

Personalised wine tour experience in the beautiful NSW Southern Highlands

CA $244
per adult
Personalised wine tour experience in the beautiful NSW Southern Highlands
Sydney Wine Tasting & Southern Highlands with Pick up & drop off

Sydney Wine Tasting & Southern Highlands with Pick up & drop off

CA $453
per adult
Sydney Wine Tasting & Southern Highlands with Pick up & drop off
See all activities in Southern Highlands

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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.