Win A Trip To The 2026 KENTUCKY DERBY®

One lucky winner will join us for all the Kentucky Derby® fun in 2026!

Our Ultimate Derby Experience includes*:

  • 2 tickets to the 2026 Kentucky Derby® & Kentucky Oaks®
  • Round-trip airfare for 2
  • Hotel accommodations
  • 2 vineyard vines Derby looks

Enter your details below for your chance to win!

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*Full terms and conditions available here. Kentucky Derby®, Kentucky Oaks®, Churchill Downs® and the Twin Spires® Design are registered trademarks of Churchill Downs Incorporated.

Churchill Downs Racetrack, LLC is not a sponsor of and is not responsible for the collection, submission, or processing of entries or the administration of the Vineyard Vines Ultimate Kentucky Derby® Giveaway.