Southern Highlands Ski Vacations

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Top Ski vacation packages in Southern Highlands

Price found within the past 48 hours. Click for updated prices.
Oaks Sydney Goldsbrough Suites

Oaks Sydney Goldsbrough Suites

Pyrmont
$1,354
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
8.2/10 Very Good! (7,771 reviews)
Staff

Reviewed on Sep 16, 2026

Pullman Sydney Hyde Park

Pullman Sydney Hyde Park

Darlinghurst
$1,739
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
8.6/10 Excellent! (1,001 reviews)
The location

Reviewed on Sep 12, 2026

Capella Sydney

Capella Sydney

Sydney Central Business District
$2,620
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
9.8/10 Exceptional! (410 reviews)
Attention to detail was amazing. Top service and spacious room.

Reviewed on Sep 6, 2026

Medusa Boutique Hotel

Medusa Boutique Hotel

Darlinghurst
$1,605
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
9.6/10 Exceptional! (492 reviews)
This is the perfect hotel if you want a nice weekend away with your partner. Truly and unforgettable experience

Reviewed on Sep 11, 2026

The Capitol Hotel Sydney

The Capitol Hotel Sydney

Haymarket
$1,378
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
9/10 Wonderful! (1,004 reviews)
The location is fantastic and it’s very convenient to get to the attractions, very happy with our stay.

Reviewed on Sep 16, 2026

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5* Ski vacations in Southern Highlands

Price found within the past 48 hours. Click for updated prices.
Pullman Sydney Hyde Park

Pullman Sydney Hyde Park

Darlinghurst
$1,739
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
8.6/10 Excellent! (1,001 reviews)
The location

Reviewed on Sep 12, 2026

Capella Sydney

Capella Sydney

Sydney Central Business District
$2,620
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
9.8/10 Exceptional! (410 reviews)
Attention to detail was amazing. Top service and spacious room.

Reviewed on Sep 6, 2026

The EVE Hotel Sydney

The EVE Hotel Sydney

Redfern
$2,963
per person
Dec 8 - Dec 13
found 9 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
9.8/10 Exceptional! (50 reviews)
Beautiful hotel with stylish interiors. It’s a shame however at the moment that they only have Olympus dining available as both Lottie and bar Julius are closed. It would also be great if you could order cocktails to the pool and not just a canned drink.

Reviewed on Sep 7, 2026

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3 Night Ski vacations 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
$1,079
per person
Nov 7 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
8.2/10 Very Good! (2,903 reviews)
Great location, great service. Nice rooms!

Reviewed on Sep 16, 2026

Medusa Boutique Hotel

Medusa Boutique Hotel

Darlinghurst
$1,083
per person
Nov 7 - Nov 8
found 13 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
9.6/10 Exceptional! (492 reviews)
This is the perfect hotel if you want a nice weekend away with your partner. Truly and unforgettable experience

Reviewed on Sep 11, 2026

Establishment Hotel

Establishment Hotel

Sydney Central Business District
$1,085
per person
Nov 7 - Nov 8
found 13 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
9/10 Wonderful! (696 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

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4 Night Ski vacations 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
$1,190
per person
Nov 9 - Nov 11
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
8.4/10 Very Good! (1,000 reviews)
Very central location…staff were nice. But a few warning signs on the floors advising guests to respect others and keep quiet would have been good. Was not impressed with noisy guests on my floor with little self awareness.

Reviewed on Sep 11, 2026

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

Sydney Central Business District
$1,230
per person
Nov 9 - Nov 11
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
8.6/10 Excellent! (1,004 reviews)
Staff was excellent

Reviewed on Sep 15, 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
$1,201
per person
Nov 9 - Nov 11
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
8.2/10 Very Good! (2,903 reviews)
Great location, great service. Nice rooms!

Reviewed on Sep 16, 2026

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Planning your Southern Highlands ski vacation

What are some things I should consider when booking a Southern Highlands ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap Southern Highlands ski packages?

Right now, ski trips start at just $1,079. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Southern Highlands?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Southern Highlands. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to Southern Highlands cost?

Sensational ski trips to Southern Highlands start from $1,079. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to Southern Highlands?

The best time to hit the slopes in Southern Highlands depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book Southern Highlands ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

Can I book a Southern Highlands ski trip with free cancellation and/or flexible dates?

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in Southern Highlands with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream Southern Highlands ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.

Things to do

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

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

$325
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.