Homepage Events Events Upcoming Events at Cadillac Jack's Gaming Resort Feb 01-03 Mini-Shootout Cadillac Jack’s has the wildest action in the west at the Mini-Shootout Poker Tournament! Feb 04 Poker Play Play in the Poker Room during Super Bowl Sunday for your chance to win $5,000 CASH. Feb 04 Big Game Party Watch the Super Bowl at Cadillac Jack’s on February 4 in downtown Deadwood. Feb 10 Dueling Pianos On February 10, enjoy dinner and a Dueling Piano show by Dueling Pianos at Cadillac Jack’s in downtown Deadwood. Feb 10 Blackjack Massacre Take part in our annual Valentine's Blackjack Massacre on Saturday, February 10.