The 1988 edition of The Winston was a stock car racing competition that took place on May 22, 1988. Held at Charlotte Motor Speedway in Concord, North Carolina, the 135-lap race was an exhibition race in the 1988 NASCAR Winston Cup Series. Darrell Waltrip of Hendrick Motorsports won the pole and led the most laps (50), but it was Terry Labonte of Junior Johnson & Associates who won the race.

Terrance Lee Labonte, nicknamed "Texas Terry" or "the Iceman", is an American former stock car driver. He raced from 1978 to 2014 in the former NASCAR Winston Cup and Sprint Cup Series. A two-time Cup Series champion in 1984 and 1996 and the 1989 IROC champion, he is the older brother of 2000 Cup Series champion Bobby Labonte, and the father of former Nationwide Series driver Justin Labonte. He also co-owns a Chevrolet dealership in Greensboro, North Carolina with Rick Hendrick. He appeared on the CBS series The Dukes of Hazzard in 1984, where he played an unnamed pit crew member.