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Divi Resorts--How Do You Caribbean? Sweepstakes
Enter for a chance to win a 6-day stay for two adults and two children at a resort on Aruba, Barbados, Bonaire or St. Maarten.
Restrictions:  open worldwide
End Date: August 31, 2025posted on May 2, 2025
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Gendron Tours--Portugal Contest
Enter for a chance to win a trip to Lisbon, Portugal from Montreal with a 7-night all-inclusive stay at a resort. It's worth $8,000.
Restrictions:  18 or older
End Date: December 4, 2025posted on April 30, 2025
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Canadian Beef--The Best Canadian Beef Dishes Contest
Enter for a chance to win one of seven nominee prizes of $200 or an additional seven prizes of either $1,000 or $200 for nominating the winning restaurant. Nominate a Canadian restaurant for having the best Canadian beef dish.
Restrictions:  Age of Majority
End Date: November 30, 2025posted on March 31, 2025
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Belair Direct Insurance--Win $2,500 Contest
Enter for a chance to win one of 12 prizes of $2,500.
Restrictions:  18 or older--no MB, SK, NU, NT or YT
End Date: August 31, 2025posted on March 30, 2025
Thanks to: JillieN for telling me about this one
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click for details
Golf PEI--Golf Vacation Giveaway
Enter for a chance to win a $10,000 vacation in Prince Edward Island including golf, accommodations, a car rental and more.
End Date: October 31, 2025posted on November 15, 2024
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Film Jabber--Assorted DVD Contests
Enter for a chance to win DVDs or other related movie prizes. Website signup--must login to enter. Check back frequently as they seem to add more almost daily.
Restrictions:  some may be US only, see rules for exceptions.
End Date: Unknownposted on September 22, 2008
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First Canadian Place--Ongoing Contests
Enter for a chance to win assorted prizes.
Restrictions:  18 or older--ON only (this is a Toronto shopping centre, so be prepared to have to pick up your prize)
End Date: Unknownposted on September 9, 2008
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Centerpoint Mall (Toronto)--Ongoing Contests
Enter for a chance to win assorted prizes. Ongoing contests--check back frequently.
Restrictions:  See rules for each contest.
End Date: Unknownposted on May 20, 2008
Thanks to: tinad for telling me about this one
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Campari--TIFF VIP Experience Contest
Enter for a chance to win a 3-night trip for two to Toronto to attend a TIFF movie premier, red carpet access, tuxedo and/or gown rental fitting, an Earls dining experience, tickets to an exclusive Earls x Campari after party and spending money, all worth $12,000.
Restrictions:  19 or older
End Date: August 18, 2025posted on July 9, 2025
Thanks to: Laurel for telling me about this one
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Smitty's--Escape To Paradise Contest
Enter for a chance to win $5,000.
Restrictions:  Age of Majority--no QC
End Date: September 15, 2025posted on July 7, 2025
Thanks to: scorpio for telling me about this one
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