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Belmont Stakes--$150,000 Sweepstakes
Enter for a chance to win a trip for two to Elmont, New York with tickets to the Belmont Stakes horse race and a chance to win $150,000 by picking the winner of the race.
Restrictions:  21 or older--no AK or HI
End Date: May 18, 2018posted on March 29, 2018
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Orvis--Barbour Win A Land Rover Sweepstakes
Enter for a chance to win a restored 1995 Land Rover worth $125,000. There's a secondary prize worth $1,000 as well.
Restrictions:  18 or older--no RI
End Date: June 22, 2018posted on January 7, 2018
Thanks to: FJB for telling me about this one
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Upside--Business Travelers Dream Sweepstakes
Enter for a chance to win $5,000 a year for 20 years. There's a secondary prize of $5,000, two prizes of a $7,500 trip and others as well. To be eligible, you have to be employed by or own a business entity and have traveled at least once on a business trip in 2017-2018.
Restrictions:  18 or older
End Date: May 18, 2018posted on March 16, 2018
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Wyndham Vacation Resorts--Don't Quit Your Daydream Sweepstakes
Enter for a chance to win $100,000 or one of three prizes of $10,000 or one of five prizes of $5,000. I believe these guys sell time-share properties so you might get a phone call from them if you enter.
Restrictions:  21 or older--in Canada, it's open to Alberta, British Columbia and Ontario only
End Date: December 31, 2018posted on January 5, 2018
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Desert Financial--Love My Home Sweepstakes
Enter for a chance to win $75,000 or one of two secondary prizes of $10,000 or $5,000. This one is for Arizona in Maricopa County, Gila County, or Pinal County only.
Restrictions:  AZ only
End Date: May 18, 2018posted on April 6, 2018
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Chevrolet--20th Anniversary Of Corvette Racing Sweepstakes
Enter for a chance to win a 2019 Corvette Stingray and trip for two to Daytona, Florida with tickets to the 2019 Rolex 24 race. It's worth $69,700.
Restrictions:  18 or older
End Date: October 22, 2018posted on April 7, 2018
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Omaze--6th Tesla Model 3 from Kimbal Musk Sweepstakes
Enter for a chance to win Kimbal Musk's Tesla Model 3 car, worth $60,500. There are multiple donations options on the page, but also an alternative no donation entry link at bottom of page after clicking the read more link.
Restrictions:  13 and older--open worldwide
End Date: April 24, 2018posted on April 22, 2018
Thanks to: mariposamom for telling me about this one
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EAA--2018 EAA Sweepstakes
Enter for a chance to win a Piper Cub airplane worth $60,000.
End Date: July 29, 2018posted on December 9, 2017
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PBR--Built Ford Tough One Tough Ride Sweepstakes
Enter for a chance to win a trip for two to attend the PBR World Finals in Las Vegas from November 7-11 and a Ford F-150 truck - all worth up to $50,450.
Restrictions:  21 or older
End Date: October 28, 2018posted on January 11, 2018
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Champion Windows & Home Exteriors--$50,000 Giveaway
Enter for a chance to win $50,000 worth of Champion Windows and Home Exteriors products.
Restrictions:  Age of Majority--no FL
End Date: January 31, 2019posted on March 29, 2018
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