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"Event Contests"
July 5th, 2025
Love to see all these contests promoting Canadian festivals! To enter this one, you’ll need to be a member of Shell Go+ and the AirMiles loyalty programs (both free to join).
Entry Frequency: single
Membership required
Expires July 20, 2025This one’s for Rogers customers only. You can win:
– 1 of 2 2-night trips to either Toronto or Montreal with flights, accommodations & National Bank Open tickets valued at $2,000
– 1 of 2 autographed tennis rackets valued at $500
– 1 of 20 1-hour tennis clinics valued at $500
Entry Frequency: single
Membership required
Expires August 8, 2025Virgin Plus members get a chance to check out Toronto’s music scene, with a 3-night trip that includes flights, hotel and tix to 2 concerts ($4,500 value).
Entry Frequency: single
Membership required
Expires July 20, 2025Here’s a chance to win a VIP weekend at the Sommo music festival in Cavendish, PEI. The 2-night trip includes flights, hotel, and VIP tickets for a value of $2,000. You must follow 3 Instagram accounts to enter.
Entry Frequency: single
Not open to: QC
Sirius XM subscribers, you can win a trip to Toronto to check out the Indy race, including flights, hotel, cash and event tickets ($5,000 value).
Entry Frequency: single
Membership required
Expires July 8, 2025Lots of Canadians are taking a pass on US travel, but if you REALLY wanna check out this concert in Walden, NY, here’s your chance to win a travel/concert prize pack worth $3,500.
Entry Frequency: single
Not open to: QC
July 3rd, 2025
Here’s a nice one for Alberta and Saskatchewan residents. You can win a 12-night trip to Colombia including flights, hotel, cash and tix to an event on Corona Island ($14,500 value). Limit of 1 entry per day per household.
Entry Frequency: daily
Open to: AB, Sk
July 2nd, 2025
You’ll need to provide a follow on Instagram to enter this one. You can win 4 VIP tickets to the Boots and Hearts country music festival in Ontario ($4,000 value). I saw Gord Downey play at the festival years ago.
Entry Frequency: single
Quebec residents, you can win 1 of 3 prizes here of a nice travel/event package. It includes a 1-night stay in Montreal, transportation costs, cash, and tix to the National Bank Open ($6,000 value).
Entry Frequency: daily
Open to: QC
July 1st, 2025
This one is for residents of Alberta, Manitoba and Ontario. There will be 8 winners from Ontario and 1 for each other province. The prize is a trip to Toronto for a Jays game, including flights, hotel and tickets for a value of $3,920.
Entry Frequency: single
Open to: AB, MB, ON
The top prize here is a trip to New Jersey for the FIFA World Cup, but there’s also 530 instant-win prizes ranging from $22 to $450 in value. The grand prize includes flights, hotel, cash, and FIFA tickets for a total value of $28,000.
Entry Frequency: daily
Membership required
Expires August 15, 2025Here’s a chance to win a 4-night trip to Del Mar, California. The $5,000 package includes flights, hotel and tickets to the Breeders Cup.
Entry Frequency: single
Not open to: QC
Ontarians, wanna be like Mitch Marner and head to Vegas? You can win a 2-night trip that includes flights, hotel, cash and UFC tickets ($6,400 value).
Entry Frequency: daily
Open to: ON
Quebec residents, here’s a chance to win a ski getaway to Whistler, BC. The $5,000-value prize includes flights, hotel and ski package.
Entry Frequency: single
Open to: QC
Bombers fans, you can win:
– 2 tickets to a 2026 game ($1,058 value)
– a $500 Winnipeg Blue Bombers gift card
– an autographed football ($150 value)
You can enter via a kiosk at the stadium during game days, or through postal mail (see rules for details).
Entry Frequency: single
Not open to: QC
Sherwin Williams has some great prizes here, BUT you need to be employed as a residential or commercial painter to enter. You can win:
– a trip to the Leagues Cup including flight and hotel ($7,286 value)
– a Purdy 100th anniversary prize pack ($785 value)
– 1 of 10 Leagues Cup jerseys ($150 value)
Entry Frequency: single
Not open to: QC
Professional painters only
BC residents, you can win FIFA World Cup tickets for a match in Vancouver, valued at $1,500.
Entry Frequency: single
Open to: BC
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