Total Prizes:
$7,989,938
Active Sweepstakes:
66
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Dare to Go Deeper Whistler Winter Contest

Posted Date: February 2, 2026
Enter for a chance to win an epic Whistler winter trip for two with lift tickets, lodging, and unforgettable adventure experiences!

My Honest Take

This is a high-value, low-effort entry with a single grand prize and a long entry window, which makes it an easy add to your routine. The odds are naturally tougher with just one winner, but the entry itself is quick, clean, and doesn’t require daily check-ins or ongoing effort. If you like big, bundled travel prizes and simple one-and-done entries, this is absolutely worth tossing your name in and moving on.
Wide snowy mountain panorama in Whistler with two skiers on a ridge and large “Dare to Go Deeper Contest” text over the winter landscape. Scenic Whistler ski trip imagery showing deep winter terrain, alpine peaks, and backcountry-style views that match a Whistler winter contest getaway prize.

Total Number of Prizes: 1

Grand Prize ARV: $14,000

Total ARV of All Prizes: $14,000

Entry Frequency: Single Entry

Eligibility:

Excludes NY and FL

 

Start Date: October 8, 2025

End Date: May 5, 2026

Prize Description:

Win a Whistler, British Columbia winter trip for two with round-trip airfare, transportation, and six nights in a one-bedroom Mountain View suite.

Includes Whistler Blackcomb lift tickets, premium ski or snowboard rentals, and multiple experiences like Vallea Lumina, bungee, plus dining and cocktail experiences.

Includes travel.

Let’s Be Real — Should You Enter?

This is a great fit if you love major travel giveaways and don’t mind waiting for a single winner draw, especially if you’re flexible with travel timing. You may want to skip if you prefer daily-entry sweepstakes or only enter prizes that can be redeemed quickly.
Sweepstakes Mom logo featuring Elizabeth, a friendly sweepstakes expert and prize giveaway brand

How to Enter:

Online entry form
• High-value Whistler trip package with lodging, lift tickets, and experiences
• Includes airfare and airport transfers
• Simple entry with an optional bonus entry
• Only one grand prize winner is selected at random

Enter Here

All Prizes

Grand Prize:

  • Round-trip coach airfare for 2;
  • round-trip airport shuttle transfers;
  • 6 nights in a one-bedroom Mountain View suite;
  • 2 adult 3-day Whistler Blackcomb lift tickets;
  • 3-day premium ski/snowboard rentals for 2;
  • Snowshoe & Sauna for 2; Vallea Lumina tickets for 2;
  • bungee jump for 2;
  • cocktail experience and dinner for 2;
  • additional dining experiences for 2.

ARV: $14,000 (CAD)

Official Rules - Click Here

Why Should You Enter:

This sweepstakes is worth entering because the effort is minimal and the prize structure is straightforward, with no daily maintenance or repeated actions required. It’s especially appealing if you prioritize high-ARV travel prizes over frequency-based odds. Strategically, it’s the kind of entry you can submit once, set a reminder, and let it ride.

Read This First

There’s a strict travel redemption window with blackout dates, and the trip must be taken within a specific season, so flexibility matters here. Entry is limited, but there is a small bonus opportunity tied to email sign-up, which is optional. Taxes, travel documents, and incidental costs are the winner’s responsibility.

Frequently Asked Questions:

Is this sweepstakes free to enter?

Yes it is. Entry is completely free and done online, with no purchase needed at all.

How and when will the winner be notified?

The selected winner will be contacted using the email address and/or telephone number provided and must respond within five days to complete verification.

Not sure what a real winner notification looks like? See real examples of actual sweepstakes winner emails on our How to Know If You Won page.

Is this sweepstakes legitimate?

Yes. This is a legitimate contest sponsored by Tourism Whistler with official rules, a defined prize package, and a random drawing to select the winner.
Explore more Trips Sweepstakes or Single Entry Sweepstakes.
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