Cape Winelands Ski Vacations

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Top Ski vacation packages in Cape Winelands

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

Grande Roche Hotel

$3,516
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Cape Town (CPT)
9.2/10 Wonderful! (143 reviews)
Beautiful estate in Paarl. It actually has its own vineyards, and wine. Beautiful rooms. Would love to enjoy the hotel in summer. Their pool looks wonderful. Restaurant was superb. Perfect hotel to enjoy the ambience of the Western Cape

Reviewed on Aug 26, 2026

Cape Grace, A Fairmont Managed Hotel

Cape Grace, A Fairmont Managed Hotel

Victoria and Alfred Waterfront
$4,373
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Cape Town (CPT)
9.6/10 Exceptional! (157 reviews)
Cape Heritage Hotel

Cape Heritage Hotel

Cape Town City Centre
$3,706
per person
Jan 5 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Cape Town (CPT)
9.8/10 Exceptional! (309 reviews)
Staff were excellent

Reviewed on Oct 11, 2026

Morea House, Autograph Collection

Morea House, Autograph Collection

Camps Bay
$4,700
per person
Jan 1 - Jan 6
found 23 hours ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
10/10 Exceptional! (4 reviews)
We had a wonderful stay at Morea House. Across the board, a wonderful experience - to the entire staff from check in, to the bar men, Denzel and Thabo, to the restaurant staff, to the spa staff especially Thandie, the dining staff, to the doormen and all other staff that made our stay the experience it was, THANK YOU. Then add the above to the Morea’s stunning location over looking Camps Bay beach with the mountains in the back ground!! We are looking forward to staying at Morea again when we are back in CT.

Reviewed on Jun 6, 2026

InterContinental Table Bay Cape Town by IHG

InterContinental Table Bay Cape Town by IHG

Victoria and Alfred Waterfront
$4,389
per person
Jan 5 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Cape Town (CPT)
9.2/10 Wonderful! (820 reviews)
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5* Ski vacations in Cape Winelands

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

Grande Roche Hotel

$3,516
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Cape Town (CPT)
9.2/10 Wonderful! (143 reviews)
Beautiful estate in Paarl. It actually has its own vineyards, and wine. Beautiful rooms. Would love to enjoy the hotel in summer. Their pool looks wonderful. Restaurant was superb. Perfect hotel to enjoy the ambience of the Western Cape

Reviewed on Aug 26, 2026

Cape Grace, A Fairmont Managed Hotel

Cape Grace, A Fairmont Managed Hotel

Victoria and Alfred Waterfront
$4,373
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Cape Town (CPT)
9.6/10 Exceptional! (157 reviews)
Morea House, Autograph Collection

Morea House, Autograph Collection

Camps Bay
$4,700
per person
Jan 1 - Jan 6
found 23 hours ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
10/10 Exceptional! (4 reviews)
We had a wonderful stay at Morea House. Across the board, a wonderful experience - to the entire staff from check in, to the bar men, Denzel and Thabo, to the restaurant staff, to the spa staff especially Thandie, the dining staff, to the doormen and all other staff that made our stay the experience it was, THANK YOU. Then add the above to the Morea’s stunning location over looking Camps Bay beach with the mountains in the back ground!! We are looking forward to staying at Morea again when we are back in CT.

Reviewed on Jun 6, 2026

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3 Night Ski vacations in Cape Winelands

Price found within the past 48 hours. Click for updated prices.
The Sir David Boutique Guest House

The Sir David Boutique Guest House

Bloubergstrand
$1,527
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Cape Town (CPT)
9.8/10 Exceptional! (25 reviews)
All things were amazing the staff the clean room sea view

Reviewed on Oct 7, 2026

Cape Grace, A Fairmont Managed Hotel

Cape Grace, A Fairmont Managed Hotel

Victoria and Alfred Waterfront
$3,293
per person
Nov 26 - Nov 29
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
9.6/10 Exceptional! (157 reviews)
The Tree House Boutique Hotel

The Tree House Boutique Hotel

Cape Town City Centre
$2,388
per person
Nov 26 - Nov 29
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
9.6/10 Exceptional! (242 reviews)
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4 Night Ski vacations in Cape Winelands

Price found within the past 48 hours. Click for updated prices.
Blackbrick Hotel Gardens - Cape Town

Blackbrick Hotel Gardens - Cape Town

Cape Town City Centre
$2,577
per person
Dec 27 - Dec 31
found 24 hours ago
Roundtrip flight included
New York (JFK) to Cape Town (CPT)
10/10 Exceptional! (3 reviews)
book this hotel for my staff and they only have great things to say

Reviewed on Sep 10, 2026

One&Only Cape Town

One&Only Cape Town

Victoria and Alfred Waterfront
Save 100% on your flight
$8,258
per person
Jan 7 - Jan 11
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Cape Town (CPT)
9.6/10 Exceptional! (393 reviews)
It was all fabulous and the staff in particular were extremely helpful and friendly

Reviewed on Oct 18, 2026

Cape Grace, A Fairmont Managed Hotel

Cape Grace, A Fairmont Managed Hotel

Victoria and Alfred Waterfront
$4,400
per person
Jan 7 - Jan 11
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Cape Town (CPT)
9.6/10 Exceptional! (157 reviews)
Don't see what you're looking for?
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Planning your Cape Winelands ski vacation

What are some things I should consider when booking a Cape Winelands 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 Cape Winelands ski packages?

Right now, ski trips start at just $1,527. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Cape Winelands?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Cape Winelands. 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 Cape Winelands cost?

Sensational ski trips to Cape Winelands start from $1,527. 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 Cape Winelands?

The best time to hit the slopes in Cape Winelands 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 Cape Winelands 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 Cape Winelands 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 Cape Winelands with Expedia?

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

Things to do

From Stellenbosch: Hop-On Hop-Off Wine Tour Southern Route

From Stellenbosch: Hop-On Hop-Off Wine Tour Southern Route

$29
per adult
100% of travellers recommend
From Stellenbosch: Hop-On Hop-Off Wine Tour Southern Route
Walking Tour of Stellenbosch

Walking Tour of Stellenbosch

$18
per adult
Walking Tour of Stellenbosch
Full Day Afrivista Wine Tours from Stellenbosch

Full Day Afrivista Wine Tours from Stellenbosch

$117
per adult
Full Day Afrivista Wine Tours from Stellenbosch
See all activities in Cape Winelands

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.