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Trafalgar--$10,000 of travel for 10 Years Contest
Enter for a chance to win $100,000 ($10,000 USD per year) with Trafalgar Tours that can be used toward any eligible Trafalgar, Costsaver or Brendan Vacations tour. You can enter by attending one of their online travel events, signing up for the newsletter or for Canadians only by mail.
Restrictions:  Age of Majority--no QC--international
End Date: September 30, 2021posted on February 18, 2021
Thanks to: Leecha13 for telling me about this one
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Chrysler--Win Your Wheels Contest
Enter for a chance to win a voucher worth up to $70,000 for a Chrysler, Dodge, Jeep or Ram vehicle of your choice.
Restrictions:  Age of Majority
End Date: December 31, 2021posted on January 14, 2021
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AppSumo--Work Anywhere for a Year Giveaway
Enter for a chance to win one of two prizes of $24,000 of Airbnb credits. There are also 10 prizes of a portable monitor, noise-canceling headphones, WiFi extender, a backpack, video conferencing light kit and a coffee maker, worth $1,010.
Restrictions:  Age of Majority--international
End Date: March 15, 2021posted on February 18, 2021
Thanks to: adhall for telling me about this one
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Keysight University--Live From The Lab Giveaway
Enter for a chance to win one of two prizes of either an oscilloscope, a signal generator, a waveform/function generator or an analyzer, worth up to $59,800. There are also 99 other prizes of test equipment.
Restrictions:  Age of Majority--international--no FL, NY, RI or QC--entry form asks for your professional info
End Date: April 27, 2021posted on February 25, 2021
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Parent Life Network--Canada's Luckiest Family Contest
Enter for a chance to win a prize package that includes $5,000 from Sun Life with groceries for a year, two smartphones, $5,000 for a family road trip and more.
End Date: July 31, 2021posted on February 22, 2021
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Wyndham Vacation Resorts--Chance Of A Lifetime Sweepstakes
Enter for a chance to win a vehicle of your choice worth up to $50,000 or you can take $25,000 in cash. Wyndham Vacation Resorts sells timeshare vacation properties and they may contact you with a sales pitch.
Restrictions:  18 or older--in Canada it's open to AB, BC and ON only
End Date: June 30, 2021posted on January 9, 2020
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GoodGuys--1967 Chevrolet Nova Giveaway
Enter for a chance to win a 1967 Chevrolet Nova valued at $40,000.
Restrictions:  18 or older
End Date: June 1, 2021posted on October 18, 2020
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Alberta Chrysler Dealers--Win Your Dream Ride Sweepstakes
Enter for a chance to win a your choice of a Jeep, RAM or Chrysler vehicle worth up to $30,000.
Restrictions:  AB only
End Date: February 28, 2021posted on December 26, 2020
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Viking Cruises--2022 Or 2023 8-Day Journey Sweepstakes
Enter for a chance to win your choice of one of any 2022 or 2023 eight day river, ocean, Mississippi or Expedition cruise itinerary for two with Viking, including airfare, worth up to $28,590.
Restrictions:  21 or older--no QC
End Date: March 31, 2021posted on February 12, 2021
Thanks to: 123ABC for telling me about this one
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Bombardier--BRP Vehicle Sweepstakes
Enter for a chance to win your choice of either a snowmobile, a jet ski or an off-road vehicle, worth up to $27,000. You can enter at the link above and also here, here and here, for a total of four entries. Canadians can enter here
Restrictions:  Age of Majority
End Date: December 1, 2021posted on December 31, 2020
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