Habitat For Humanity Pennyrile Region Pappy Madness 2026 Bourbon Raffle

Your support is appreciated!

Every ticket helps raise funds to help families in our community.
Plus, you’ll have a chance to win some of the finest bourbon in the world.
Grab your ticket today and help us build hope, one home at a time.

prize packages

1ST AND 2ND PLACE PRIZE

  • Pappy Van Winkle 23 Year

  • Pappy Van Winkle 20 Year

  • Pappy Van Winkle 15 Year

  • Pappy Van Winkle 12 Year

2 WINNERS WILL WIN THIS PRIZE PACKAGE!

Bourbon Raffle 2026 - Package 2 - Pappy 15 Year 12 Year and 10 Year

3RD PLACE PRIZE

  • Pappy Van Winkle 15 Year

  • Pappy Van Winkle 12 Year

  • Pappy Van Winkle 10 Year

1 WINNER WILL WIN THIS PRIZE PACKAGE!

4TH PLACE PRIZE

  • Pappy Van Winkle 15 Year

  • Pappy Van Winkle 12 Year

1 WINNER WILL WIN THIS PRIZE PACKAGE!

5TH-12TH PLACE PRIZE

  • Pappy Van Winkle 15 Year

8 WINNERS WILL WIN THIS PRIZE PACKAGE!

13TH-20TH PLACE PRIZE

  • Pappy Van Winkle 12 Year

8 WINNERS WILL WIN THIS PRIZE PACKAGE!

21ST-29TH PLACE PRIZE

  • Pappy Van Winkle 10 Year

9 WINNERS WILL WIN THIS PRIZE PACKAGE!

30TH PLACE PRIZE

  • Pappy Van Winkle 15 Year

  • Pappy Van Winkle 12 Year

  • Pappy Van Winkle 10 Year

  • A.H. Hirsch 16 Year

  • Joseph Finch 15 Year

  • Van Winkle Book

1 WINNER WILL WIN THIS PRIZE PACKAGE!

Click for more details on each of the exceptional items in these packages!

DISCLAIMER: Must be 21 years or older to enter and must reside in the contiguous 48 US States (excluding West Virginia). Drawing to be conducted live on Facebook at facebook.com/pennyrilehabitat April 30, 2026 at 10 am CST - winners will be announced at that time; there will be 30 winners. An email receipt for your purchase of raffle ticket(s) will be sent immediately with a confirmation email to follow. Ticket numbers will be displayed on the purchased ticket log on our website, physical raffle tickets will not be mailed . Receipt and/or transaction numbers should not be confused with raffle ticket numbers. A physical raffle ticket may be picked up in person by appointment, but is not required to participate. The winner will also be notified by phone and email no later than May 5, 2026. Items will be delivered, or be made available for in-person pick-up in Madisonville, KY or surrounding areas upon request. In certain cases, the items may be delivered in person by staff, board members, or volunteers, with permission of the winner. No purchase limit applies while sufficient tickets are available; a maximum of 10,000 tickets will be sold, although actual number sold may be significantly less. Void where participation is prohibited. All proceeds benefit Habitat for Humanity Pennyrile Region, a Kentucky 501(c)(3) non-profit organization.

KY Charitable Gaming License #ORG0002656