When and where is the drawing? A When and where is the drawing? The drawing will take place on May 29, 2025, at 7:00 PM EDT at J. Mattingly 1845 Distillery, 20 Reilly Rd, Frankfort, KY, and “FCHS Pappy for Puppies Bourbon Raffle” (@FCHSBourbon) Facebook Live page, which can be accessed at PappyForPuppies.com.