Pick A Pumpkin Drawing

Open to all PENN Play members. Earn entries throughout the month of October through online and on-property play. Guests will receive 1 entry for every 15 Tier Points earned on property during the earning period. Guests will receive 2 entries for every 15 Tier Points earned at Hollywood Casino Online during the earning period. PENN Play members will also receive 1 complimentary entry.  

Participants must activate their entry from a PENN Play kiosk or on the PENN Play App between 5pm and 9:25pm on each promotional day. Entries not activated by 9:25pm will be considered forfeited.  

2 winners will be drawn every 15 minutes between 6pm and 9:30pm on each promotional day. Winners must report to the drawing area and present a valid photo ID and PENN Play card within 5 minutes of their name being called. No alternates will be drawn for this promotion.  Prizes not claimed within the required 5-minute timeframe will be forfeited.  

Winners will select 1 pumpkin from the promotional display board. There will be 30 pumpkins displayed on the prize board. Each pumpkin will contain a concealed prize amount. Select pumpkins will contain a chance to automatically participate in the Grand Finale Drawing on Saturday, October 31, 2026. 4 winners each day (10/3, 10, 17, 24, 2026) will also automatically advance to the Grand Final Drawing on October 31, 2026. All prizes will be awarded as indicated within the selected pumpkin.  

See rules below for further detail