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| Toronto Star--Hong Kong Fintech Week Contest
Enter for a chance to win a trip for two to Hong Kong from Toronto or Vancouver and two passes to the Fintech conference in November, worth $4,500. | Restrictions: | 18 or older |
| End Date: July 25, 2025 | posted on June 26, 2025 |
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| Marquee Sports Network--Weekend Like An All-Star Sweepstakes
Enter for a chance to win a 3-night stay in Las Vegas from July 13 to 16 with a $500 airfare credit, a $2,000 credit to a Stadium Swim Cabana at Circa Resort and Casino and more, all worth $4,500. | Restrictions: | 21 or older--no NY, FL or QC |
| End Date: June 30, 2025 | posted on June 12, 2025 |
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| Park'n Fly--Paris Trip Giveaway
Enter for a chance to win a $4,300 trip for two to Paris. The flights are from either Toronto or Montreal. | Restrictions: | 18 or older |
| End Date: July 25, 2025 | posted on June 9, 2025 |
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| P&G--Febreze Auto Free Gas Sweepstakes
Enter for a chance to win one of two prizes of gas for a year awarded as a $4,300 prepaid card. | Restrictions: | Age of Majority |
| End Date: June 30, 2025 | posted on May 12, 2025 |
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| MLB--First Game Certificate Sweepstakes
Enter for a chance to win a trip for two to the 2025 MLB All-Star game or a World Series game. There a 216 smaller baseball themed prizes as well. | End Date: October 12, 2025 | posted on May 29, 2025 |
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| UMusic--Osheaga Music Festival Contest
Enter for a chance to win a 4-night trip for two to Montreal to attend the Osheaga Music Festival worth up to $4,030. | Restrictions: | 19 or older |
| End Date: July 3, 2025 | posted on June 21, 2025 |
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| Red Barn Market--Coke Canada Dream Getaway Contest
Enter for a chance to win $3,000 in Predator Ridge gift cards and a $1,000 in MasterCard gift card. Predator Ridge is a golf resort in Vernon, British Columbia. | Restrictions: | 13 or older--BC only |
| End Date: July 9, 2025 | posted on June 26, 2025 |
Thanks to: SueA. for telling me about this one
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| MLB/Blue Jays--Enercare Fan Celebration Contest
Enter for a chance to win one of 10 prizes of a trip for two to Toronto, two luxury suite tickets to the August 16th Blue Jays game, a stadium tour, a meet & greet with alumni, jerseys and hats, worth $3,920. | Restrictions: | Age of Majority--ON and MB only |
| End Date: July 14, 2025 | posted on June 24, 2025 |
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| AES Applied Ecology Solutions--South Africa Experience Sweepstakes
Enter for a chance to win a trip for two to South Africa with a 2-day safari. It's worth $3,800. | Restrictions: | 18 or older--also open to the UK and others |
| End Date: September 30, 2025 | posted on May 16, 2025 |
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| Dead Frog Brewery--Houseboat Trip Giveaway
Enter for a chance to win a Twin Anchors Houseboats rental voucher for a vacation in British Columbia, worth up to $3,680. | Restrictions: | legal drinking age |
| End Date: July 15, 2025 | posted on June 18, 2025 |
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