Illawarra Ski Vacations

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

Flight and Ski hotel deals in Illawarra

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 $2,044
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
8.2/10 Very good! (2,945 reviews)
Spicers Potts Point

Spicers Potts Point

Potts Point
CA $3,980
per person
Dec 12 - Dec 18
found 11 hours ago
Roundtrip flight included
Toronto (YTO) 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

Capella Sydney

Capella Sydney

Sydney Central Business District
CA $3,698
per person
Nov 19 - Nov 22
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
9.8/10 Exceptional! (413 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

Establishment Hotel

Establishment Hotel

Sydney Central Business District
CA $2,235
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
9/10 Wonderful! (697 reviews)
We were welcomed by Emily at Front of House who was so helpful. She gave us great recommendations and really made us welcome. My only disappointment was due to booking through Expedia only 1 breakfast was included whereas if we had booked direct both guests would receive breakfast. Otherwise the stay was ideal. The area is great, 10 minute walk to most places, circular quay, the rocks, old sydney, the shopping area in Pitt Street.

Reviewed on Sep 7, 2026

Rydges World Square

Rydges World Square

Sydney Central Business District
CA $2,115
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
8.8/10 Excellent! (1,332 reviews)
Located at convenient location helpful staff and delicious breakfast

Reviewed on Sep 28, 2026

Don't see what you're looking for?
See all available trips from Columbus to Illawarra
View all trips

5* Ski holidays in Illawarra

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

Establishment Hotel

Sydney Central Business District
CA $2,235
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
9/10 Wonderful! (697 reviews)
We were welcomed by Emily at Front of House who was so helpful. She gave us great recommendations and really made us welcome. My only disappointment was due to booking through Expedia only 1 breakfast was included whereas if we had booked direct both guests would receive breakfast. Otherwise the stay was ideal. The area is great, 10 minute walk to most places, circular quay, the rocks, old sydney, the shopping area in Pitt Street.

Reviewed on Sep 7, 2026

Capella Sydney

Capella Sydney

Sydney Central Business District
CA $3,698
per person
Nov 19 - Nov 22
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
9.8/10 Exceptional! (413 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

QT Bondi

QT Bondi

Bondi Beach
CA $2,853
per person
Nov 10 - Nov 14
just found
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
9.2/10 Wonderful! (774 reviews)
We stayed on the second floor. The hallways are very narrow and have wooden door frame-like beams throughout the hallways. This made rolling the luggage cart very difficult. Also, while I was packing a cockroach ran out from the shadows. The bathroom was the nicest part of the room. Big, deep tub inside the shower.

Reviewed on Sep 27, 2026

Don't see what you're looking for?
See all available trips from Columbus to Illawarra
View all trips

3 Night Ski holidays in Illawarra

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 $2,044
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
8.2/10 Very good! (2,945 reviews)
Capella Sydney

Capella Sydney

Sydney Central Business District
CA $3,698
per person
Nov 19 - Nov 22
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
9.8/10 Exceptional! (413 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

Establishment Hotel

Establishment Hotel

Sydney Central Business District
CA $2,235
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sydney (SYD)
9/10 Wonderful! (697 reviews)
We were welcomed by Emily at Front of House who was so helpful. She gave us great recommendations and really made us welcome. My only disappointment was due to booking through Expedia only 1 breakfast was included whereas if we had booked direct both guests would receive breakfast. Otherwise the stay was ideal. The area is great, 10 minute walk to most places, circular quay, the rocks, old sydney, the shopping area in Pitt Street.

Reviewed on Sep 7, 2026

Don't see what you're looking for?
See all available trips from Columbus to Illawarra
View all trips

4 Night Ski holidays in Illawarra

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

YEHS Hotel Sydney QVB

Sydney Central Business District
CA $2,289
per person
Nov 10 - Nov 14
just found
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
8.6/10 Excellent! (1,002 reviews)
L’hôtel est très bien situé, proche de la station Town Hall et proche du tramway (métro léger). La chambre était petite mais propre, le lit confortable et la salle de bain bien équipée (la douche pluie est un vrai bonheur). Le personnel est très aimable. Les bagages peuvent être gardés à la réception avant que la chambre soit prête ou avant de quitter la ville à la fin du séjour.

Reviewed on Sep 29, 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
CA $2,478
per person
Nov 10 - Nov 14
just found
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
8.2/10 Very good! (2,945 reviews)
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

Sydney Central Business District
CA $2,604
per person
Dec 12 - Dec 16
found 6 hours ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.4/10 Very good! (1,000 reviews)
The first room was not the room I reserved, the bed was just a little bigger then a double but I know I reserved a queen. Finally moved to a slightly bigger room but it's still a small room.

Reviewed on Sep 27, 2026

Don't see what you're looking for?
See all available trips from Columbus to Illawarra
View all trips

Plan the ultimate ski vacation in Illawarra

What are some benefits when booking ski vacations in Illawarra?

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 Illawarra?

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 Illawarra, 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 Illawarra with some as cheap as CA $2,044. 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 Illawarra. 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 16 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 Illawarra.

Can I book all-inclusive ski vacations in Illawarra?

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 Illawarra 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 Illawarra'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 Illawarra?

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 Illawarra. 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 16. With Expedia Rewards, you can earn points towards your next booking.

Things to do

Wicked Women of Wollongong Walking Tour

Wollongong’s Wicked Women: Inspiring History Walking Tour

CA $60
per adult
Wollongong’s Wicked Women: Inspiring History Walking Tour
Jervis Bay Private Tour

Best of the bay Tour -Jervis Bay

CA $139
per adult
Best of the bay Tour -Jervis Bay
Jervis Bay Day Trip from Sydney with Beaches and Koalas

Jervis Bay Day Trip from Sydney with Beaches and Koalas

CA $228
per adult
100% of travellers recommend
Jervis Bay Day Trip from Sydney with Beaches and Koalas
See all activities in Illawarra

More vacations you might like

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