The 1989 edition of The Winston was a stock car racing competition that took place on May 21, 1989. Held at Charlotte Motor Speedway in Concord, North Carolina, the 135-lap race was an exhibition race in the 1989 NASCAR Winston Cup Series. Terry Labonte of Junior Johnson & Associates won the pole, but it was Rusty Wallace of Blue Max Racing who led the most laps (69) and won the race to collect US$240,000 after spinning Darrell Waltrip of Hendrick Motorsports out before the final lap.