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Tourisme Outaouais--Outfitters Fishing Trip Contest
Enter for a chance to win a Princecraft boat with a 9.9hp a Mercury engine, a trailer and a fishing trip, all worth $7,000.
End Date: November 30, 2019posted on May 29, 2019
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Delta Sky Magazine--3M Open Giveaway
Enter for a chance to win a trip for two to St. Paul, Minnesota with tickets to the 3M Open golf tournament. It's worth $6,860.
Restrictions:  21 or older
End Date: February 28, 2020posted on July 2, 2019
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Outrigger Resorts--Whats Your Waikiki? Sweepstakes
Enter for a chance to win a trip for two to the Outrigger Reef Waikiki Beach Resort in Hawaii, worth $6,405. The prize includes 120,000 HawaiianMiles, five nights accommodations, Voyager 47 Club Access, experiences and dining gift certificates.
Restrictions:  18 or older--no QC
End Date: November 25, 2019posted on October 4, 2019
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El Al Airlines--Spooktacular Sweepstakes
Enter for a chance to win a trip for two to Israel, worth up to $6,400.
Restrictions:  18 or older--no QC
End Date: November 1, 2019posted on October 8, 2019
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Big Lots--National College Football Sweepstakes
Enter for a chance to win a $6,000 trip for two to New Orleans with tickets to the College Football National Championship on January 13.
Restrictions:  21 or older
End Date: October 25, 2019posted on September 4, 2019
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Lonely Planet--Dark Skies & The Universe Sweepstakes
Enter for a chance to win a National Parks tour starting in Las Vegas and finishing in Los Angeles. It includes airfare and is valued at $5,800.
Restrictions:  18 or older--open worldwide
End Date: October 18, 2019posted on October 12, 2019
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Tourism Whistler--Fall For Whistler Contest
Enter for a chance to win a fall trip for two to Whistler, BC, worth up to $5,739. The inclusions in the grand prize will be determined by overall number of entries.
Restrictions:  also open to the UK--no QC, NY or FL
End Date: October 31, 2019posted on September 6, 2019
Thanks to: yukonfranklen/Parallel for telling me about this one
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American Airlines--Ultimate Dallas Cowboys Away Trip Sweepstakes
Enter for a chance to win one of three prizes of a trip for two from Dallas to Boston to attend an away game of the Dallas Cowboys vs New England Patriots on November 24th, worth $5,505. The prize includes airfare, two nights accommodations, a meet & greet with Dallas Cowboys cheerleaders, game tickets, an NFL jersey, $100 per diem and $50 rideshare credit.
Restrictions:  Age of Majority--American Airlines AAdvantage member (free)
End Date: October 24, 2019posted on August 30, 2019
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Behr--Paint By Nature Sweepstakes
Enter for a chance to win $5,000 or one of two secondary prizes of a $250 Home Depot gift card.
Restrictions:  Age of Majority
End Date: October 28, 2019posted on September 22, 2019
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Hitcase--Autumn Adventure In Whistler Sweepstakes
Enter for a chance to win a trip for two to Whistler, British Columbia worth $5,200.
Restrictions:  21 or older--no FL, NY or QC
End Date: October 31, 2019posted on October 13, 2019
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