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Racetrack RV--Suitestakes Sweepstakes
Enter for a chance to win a Prolite travel trailer worth $12,500.
Restrictions:  18 or older
End Date: October 10, 2019posted on January 26, 2019
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Universitas Financial--Orlando Family Vacation Contest
Enter for a chance to win a $12,200 family trip to Orlando, Florida or one of two prizes of a $2,500 registered education savings plan (RESP) contribution. You have to nominate a child to be the recipient of the RESP and you can enter once for each child.
Restrictions:  19 or older--QC and NB only
End Date: December 1, 2019posted on December 28, 2018
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Canadian Tire Triangle--Boots And Hearts Contest
Enter for a chance to win one of two prizes of a trip for four to Toronto to attend the Boots and Hearts festival from August 7th-12th, worth $12,000. The prize includes airfare, RV accommodations, Boots And Hearts merch and more.
Restrictions:  Age of Majority--Triangle Rewards member
End Date: July 16, 2019posted on July 10, 2019
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ZoomerMedia--Costa Rica Contest
Enter for a chance to win a $10,790 trip for two people to Costa Rica including airfare from Toronto, 13 nights accommodations, tours and more.
Restrictions:  Age of Majority--no QC
End Date: August 25, 2019posted on June 11, 2019
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FaithLife Financial--Experience Israel 2020 Contest
Enter for a chance to win one of three prizes of a trip for two to Israel, including airfare from Toronto or New York, accommodations, food and tour, worth $10,500.
Restrictions:  Age of Majority--ON, MB, SK, AB, and BC only
End Date: December 15, 2019posted on June 17, 2019
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Belgard--National Grilling Month Giveaway
Enter for a chance to win a Belgard Weston Grill Island including grill, a 12-month subscription to Omaha Steaks monthly steak box and Belgard branded grill accessories, all worth $10,000.
Restrictions:  21 or older--you must be a homeowner
End Date: July 31, 2019posted on July 6, 2019
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Napoleon--Spin To Win Giveaway
Enter for a chance to win a Napoleon fireplace including installation, worth up to $10,000. There are secondary prizes including a $5,000 fireplace, a gas grill and others.
Restrictions:  no QC
End Date: August 31, 2019posted on July 3, 2019
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Blue Nile--$10,000 Shopping Spree Sweepstakes
Enter for a chance to win a $10,000 Blue Nile gift certificate.
Restrictions:  18 or older--no QC--also open to the UK
End Date: September 30, 2019posted on July 1, 2019
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Glassmasters Auto Glass--US Grand Prix Contest
Enter for a chance to win a $10,000 trip for two from Calgary to Austin, Texas with tickets to the Formula 1 race in early November. You have to request an online quote for a windshield repair to enter.
Restrictions:  AB and SK only
End Date: August 30, 2019posted on June 28, 2019
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Coors Light--The Mountains Are Calling Contest
Enter for a chance to win tickets to one of eight experiences/events, including airfare, accommodations and more, worth up to $10,000. Submit a photo of you and your friends -- the winners are chosen by random draw. The rules are here.
Restrictions:  21 or older
End Date: November 30, 2019posted on June 27, 2019
Thanks to: Parallel for telling me about this one
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