Bourbon & Bars

Is this the biggest bourbon raffle in KY? 170+ bottles, Pappy to Maker’s Mark

Sets of Pappy Van Winkle bourbons are among the many lots of whiskey available in the annual Habitat for Humanity of Henderson auction.
Sets of Pappy Van Winkle bourbons are among the many lots of whiskey available in the annual Habitat for Humanity of Henderson auction. Provided
Key Takeaways
Key Takeaways

AI-generated summary reviewed by our newsroom.

Read our AI Policy.


  • Habitat for Humanity of Henderson raffles 170+ rare bourbon bottles in 2025.
  • Raffle features 51 prize lots including Pappy, Weller, Maker’s Mark and Blanton’s.
  • Ticket sales end Sept. 1 or earlier; drawing scheduled for Sept. 10 at 6 p.m. CST.

Bourbon raffles can be a whiskey fan’s best shot at getting a genuine coveted bottle. And there are lot of them these days.

But one Kentucky raffle claims to be one of the biggest in the world. Is it? ... Quite possibly, outside of the annual Kroger Pappy lottery.

Habitat for Humanity of Henderson is offering 51 lots, more than 170 bottles altogether, of rare Kentucky bourbon and other whiskeys for its 10th annual raffle.

Sets of Pappy Van Winkle bourbons are among the many lots of whiskey available in the annual Habitat for Humanity of Henderson auction.
Sets of Pappy Van Winkle bourbons are among the many lots of whiskey available in the annual Habitat for Humanity of Henderson auction. File

Tickets are $100, available online at hendersonkyraffle.org. At least 2,500 must be sold, but no more than 20,000 tickets are available. The last eight raffles have sold out before the cutoff date, according to the nonprofit.

The cut-off for sales this year is 11:59 p.m. Central Standard Time Sept. 1, but it could close before then.

The drawing will take place at 6 p.m. Sept 10, and winners will be notified via email or text.

This year, the drawings have been mixed, so the most sought-after prizes are scattered throughout rather than at the beginning or the end of the event.

Prizes include Pappy Van Winkle sets, Weller Buffalo Trace’s Weller Millennium bottles, special releases from The Last Drop, as well as collections from Rabbit Hole, Heaven Hill including Parker’s Heritage, Russell’s Reserve from Wild Turkey, E.H. Taylor, Elijah Craig, Kentucky Owl, Blanton’s, Booker’s, Crown Royal, Double Eagle Very Rare, Horse Soldier, Orphan Barrel, Bardstown Bourbon, Jack Daniel’s, Michter’s, Pinhook, Yellowstone, Maker’s Mark, Four Roses, 15 Stars, True Story, Angel’s Envy, Widow Jane, OFC, Barrell, 13th Colony, Lucky Seven, and more.

Read Next
Read Next
Read Next
Read Next
Read Next
Related Stories from Lexington Herald Leader
Janet Patton
Lexington Herald-Leader
Janet Patton covers restaurants, bars, food and bourbon for the Herald-Leader. She is an award-winning business reporter who also has covered agriculture, gambling, horses and hemp. Support my work with a digital subscription
Get one year of unlimited digital access for $159.99
#ReadLocal

Only 44¢ per day

SUBSCRIBE NOW