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Kentucky Bourbon Trail

$1990

Description of the Item:

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Set out on a 3-night adventure along the Kentucky Bourbon Trail with a group of four! Delve into the world of bourbon with the flexibility to choose from top distilleries like Woodford Reserve, Four Roses, Wild Turkey, Buffalo Trace, Maker's Mark, and more.

This journey also offers the freedom to explore the historic Keeneland Race Course, enjoy a horse-drawn carriage ride through the downtown district, and discover the region's famous horse farms and championship golf courses.

With accommodations only, you have the flexibility to book distillery tours and activities on your own terms. Enjoy a 3-night getaway in a private luxury residence on the Bourbon Trail.


Accommodations are located along the route from Lexington to Louisville, with close proximity to distilleries, Churchill Downs, countryside, and local attractions. Properties feature 2 bedrooms and 2 bathrooms, ideal for four adults.

  • Nights must be used consecutively in one trip
  • At least one person staying at the residence must be 25 years of age
  • Winners have 2 years to travel from date of purchase
  • Property subject to availability, this property is one of several we have access to; all properties offer similar standards in terms of rooms, size, and amenities
  • Cleaning fee not included; $199 fee will be due at the time of booking
  • Blackout dates include: April, October, Kentucky Derby, Preakness Stakes, Thanksgiving week, Christmas week and New Years Week
  • Additional fees and taxes may apply due to local ordinances