Habitat for Humanity Pennyrile Region

Pappy Madness 2024

Drawing May 8th at 10am CST.

Tickets sales ended at 7am CST on 5/8/2024

Check out our prizes and enter as many times as you want! For all of your Bourbon Build Fundraiser questions visit our FAQ page HERE.

If you would like to contact Habitat for Humanity Pennyrile Region click HERE or call us at 270-825-1539.

Below is our Winner’s List for the 2024 Pappy Madness Bourbon Raffle. Congrats to the Winners and Thank You to everyone who participated!

Grand Prize: 7 Bottle Pappy Collection including this rare 25 Year Bottle (Est Value $2610)

The 25 year old Van Winkle came from eleven barrels of bourbon distilled in 1989 at Stitzel-Weller distillery. There were only 710 handmade glass decanters available. Each decanter is packaged in a handmade wooden box whose lid is made of staves from the original oak barrels that held the bourbon. A certificate of authenticity signed and numbered by Julian Van Winkle, grandson of founder Julian P. “Pappy” Van Winkle, Sr., accompanies each package.

Prize 2: 4 Bottle Collection- 20 Year, 15 Year, 12 Year, and 10 Year (Est Value $720)

Prize 3: 1 15 Year Van Winkle and 1 12 Year Lot B (Est Value $360)

Prizes 4 and 5: 1 Bottle 12 Year Lot B (Est Value $120)

Prizes 6 - 20: 1 Bottle 10 Year Old Rip Van Winkle (Est Value $120)


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 May 8, 2024 at 10 am CST - winners will be announced at that time; there will be 20 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 10, 2024. 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.

Note: Habitat for Humanity Pennyrile Region Employees and Board Members along with their immediate family members are not eligible for this raffle. Void where prohibited by law. Participants do not need to attend raffle to participate or win. Drawing may be conducted by staff, volunteer or board member of Pennyrile Habitat; this process will be supervised by the Organization’s Charitable Gaming Chairperson. Raffle will be conducted in Kentucky, in accordance with all applicable laws and regulations. Following announcement via Facebook, phone, and email, the winner will be notified by certified mail and have 30 days to claim prize (if not otherwise responsive to our contact efforts). Contact bkeith@pennyrilehabitat.org for additional information.

KY Charitable Gaming License #ORG0002656