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Kentucky Derby of a Lifetime Sweepstakes

Posted May 27, 2023

Kentucky Derby of a Lifetime Sweepstakes

This giveaway is over.  Go to the Sweepstakes Fanatics Home Page for more like it!

Win a trip for 2 to attend the 150th Kentucky Derby in Loiusville, KY!

Trip includes hotel, airfare, event tickets, a red carpet walk, and more!

The winner will also get a visit to the Woodford Reserve distillery!

And 10 winners will get a Kentucky Derby merch bundle!

Entry Frequency:
Daily Entry
Open to residents of the fifty (50) United States, DC, Canada (excluding Quebec), United Kingdom, Ireland, Japan, and continental France ages 21 and older.
Start Date:
March 31, 2023
End Date:
January 31, 2024
Official Rules:
View Rules Page

Total of 11 winners will be randomly selected-

Ten (10) First Prize Winners (1 per Entry Period) will receive:

  • Kentucky Derby gift pack consisting of Kentucky Derby merchandise
  • ARV: $100 (USD).

One (1) Grand Prize Winner will receive:

  • Kentucky Derby of a Lifetime prize package for winner and one (1) guest (must be 21 or older) to attend the 150th Kentucky Derby, held on May 4, 2024
  • Roundtrip economy/coach airline transportation for the winner and one (1) companion
  • Three (3)-night hotel stay (one (1) standard room based on double occupancy) for the winner and one (1) companion in Kentucky
  • Tickets to Taste of Derby on May 2, 2024, Kentucky Oaks on May 3, 2014, and Kentucky Derby on May 4, 2014
  • Ground transportation [to and from the airport, the Kentucky Derby and Woodford Reserve Distillery visit only]
  • Clothing
  • Headwear
  • Paddock visit
  • Backside visit
  • Woodford Reserve Distillery visit
  • Kentucky Derby Red Carpet
  • ARV: $36,600 (USD)

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