Deer Island Ski Vacations

Book a Ski Hotel + Flight or Car together to unlock savings

Top Ski vacation packages in Deer Island

Price found within the past 48 hours. Click for updated prices.
Saint John Harbourfront Hotel

Saint John Harbourfront Hotel

Uptown
$941
per person
Nov 12 - Nov 16
found 22 hours ago
Roundtrip non-stop flight included
Kelowna (YLW) to Saint John (YSJ)
8.4/10 Very Good! (1,481 reviews)
Chateau Saint John Trademark Collection by Wyndham

Chateau Saint John Trademark Collection by Wyndham

Mount Pleasant
$1,002
per person
Nov 12 - Nov 16
found 18 hours ago
Roundtrip non-stop flight included
Kelowna (YLW) to Saint John (YSJ)
9.4/10 Exceptional! (1,881 reviews)
Everything was great. The staff at the front dest were genuinely pleasant and accommodating. The breakfast was abundant and the server was very friendly. Would stay there again.

Reviewed on Sep 18, 2026

Crowne Plaza Saint John Harbour View by IHG

Crowne Plaza Saint John Harbour View by IHG

North End
$969
per person
Nov 12 - Nov 16
found 22 hours ago
Roundtrip non-stop flight included
Kelowna (YLW) to Saint John (YSJ)
8.8/10 Excellent! (651 reviews)
Holiday Inn Express Saint John Harbour Side by IHG

Holiday Inn Express Saint John Harbour Side by IHG

North End
$965
per person
Nov 12 - Nov 16
found 18 hours ago
Roundtrip non-stop flight included
Kelowna (YLW) to Saint John (YSJ)
9.4/10 Exceptional! (1,006 reviews)
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4 Night Ski vacations in Deer Island

Price found within the past 48 hours. Click for updated prices.
Amsterdam Inn & Suites Sussex

Amsterdam Inn & Suites Sussex

$900
per person
Nov 12 - Nov 16
found 22 hours ago
Roundtrip non-stop flight included
Kelowna (YLW) to Saint John (YSJ)
9.2/10 Wonderful! (953 reviews)
Room was great, good breakfast assortment

Reviewed on Sep 16, 2026

Chateau Saint John Trademark Collection by Wyndham

Chateau Saint John Trademark Collection by Wyndham

Mount Pleasant
$1,002
per person
Nov 12 - Nov 16
found 18 hours ago
Roundtrip non-stop flight included
Kelowna (YLW) to Saint John (YSJ)
9.4/10 Exceptional! (1,881 reviews)
Everything was great. The staff at the front dest were genuinely pleasant and accommodating. The breakfast was abundant and the server was very friendly. Would stay there again.

Reviewed on Sep 18, 2026

Granite Town Hotel

Granite Town Hotel

$963
per person
Nov 12 - Nov 16
found 22 hours ago
Roundtrip non-stop flight included
Kelowna (YLW) to Saint John (YSJ)
8.8/10 Excellent! (1,001 reviews)
Although the property is a little dated, it is very clean and comfortable. Staff very friendly and helpful and the breakfast was simple and delicious. Everything we needed and would stay again.

Reviewed on Sep 16, 2026

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Planning your Deer Island ski vacation

What are some things I should consider when booking a Deer Island 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 Deer Island ski packages?

Right now, ski trips start at just $900. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Deer Island?

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

Sensational ski trips to Deer Island start from $900. 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 Deer Island?

The best time to hit the slopes in Deer Island 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 Deer Island 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 Deer Island 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 Deer Island with Expedia?

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

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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.