Winston Cigarettes - Bold Ride Sweepstakes (Expired)

Win a Classic Car, Trips, or Other Prizes

Image of a red convertible, illustrating car sweepstakes at
Enter car sweepstakes to find more prizes like this one. Image © Henrik Jonsson / Getty Images

Note: This sweepstakes has expired, but you can find many sweepstakes with similar prizes on the Car Sweepstakes List.



Winston Cigarettes is giving away hundreds of prizes in their Bold Ride Sweepstakes. Enter and you could win a $75,000 grand prize including a classic car and cash for taxes. Plus, many other prizes including trips and cash are also up for grabs. For smokers only. This sweepstakes has expired.

Sweepstakes Links:

  • Sweepstakes Entry Form:
  • Sweepstakes Rules:
  • Sweepstakes Homepage:


Car Sweepstakes, Cash Sweepstakes, Las Vegas Sweepstakes, Mail-in Sweepstakes, Mega Sweepstakes, Daily Sweepstakes


Open to residents of the United States (void in Massachusetts, Michigan, Colorado, Texas, and at retail in Virginia) who are smokers, 21+

Start Date:

March 01, 2017

End Date:

May 31, 2017 at 11:59 p.m. ET

Entry Frequency:

1 x daily per person

Sweepstakes Prizes:

Grand Prize: A classic automobile and $35,000 cash for taxes. (ARV: $75,000)

1st Prizes (10): A trip for two to the winner's choice of Las Vegas, Hollywood, or Miami including airfare, hotel, spending cash, a classic car rental, and more. (ARV: $7,500)

Instant-Win Prizes:

  • (10): $500 cash. (ARV: $500)
  • (15): $200 cash. (ARV: $200)
  • (20): $100 cash. (ARV: $100)
  • (47): $25 cash. (ARV: $25)

Additional Comments:

Alternate entry by mail.