The Winston was open to race winners from last season through the 1989 Winston 500 at Talladega Superspeedway. The winner of The Winston Open advanced to complete the starting grid. Because the field did not meet the minimum requirement of 19 cars, the remaining spots were awarded to the most recent winning drivers prior to the 1988 season.
Terry Labonte won the pole while Dale Earnhardt took the outside pole. Sterling Marlin made the starting grid by winning the Winston Open for the second year in the row. Darrell Waltrip and Kyle Petty served as the onboard camera cars throughout the race. Upon the waving of the green flag, Labonte had a good start while Rusty Wallace challenged Earnhardt for second place, but Earnhardt gained momentum and overtook Labonte to lead the first lap. Wallace and Alan Kulwicki zipped past Labonte, who then started losing positions to Geoff Bodine and Waltrip by the second lap. As Wallace closed in on Earnhardt, the first caution flag waved after Kyle Petty crashed on the turn three wall and Richard Petty spun out of control; the younger Petty was rushed to the hospital with only minor bruises. Earnhardt was forced to restart at the back of the field after his right front tire was punctured by the debris. Wallace led the field with Kulwicki and Waltrip behind him while Davey Allison and Bill Elliott overtook Labonte and Earnhardt inched his way back in the top 10. In the end, Wallace took the checkered flag and collected US$20,000.
Wallace led the field on the single-line restart, but Waltrip passed him from the outside after the first three laps. Morgan Shepherd retired on lap 83 after his engine overheated. Waltrip won the 50-lap segment to collect US$20,000
Waltrip led the field in the 10-lap shootout. He continued his lead while Wallace closed in on him. With two laps to go, Wallace tapped Waltrip on the left rear, sending Waltrip spinning across the infield grass and triggering the caution. It was decided by NASCAR that the restart would be a two-lap dash, which Wallace won to collect a combined US$240,000, including the US$200,000 prize for the final segment.
After the race, a fight ensued between the pit crews of Wallace and Waltrip as Wallace made his way to Victory Lane. Furious over the outcome of the race, Waltrip commented: "I just hope he chokes on that $200,000. That's all I can say." Rusty would apologize post-race for the contact, but maintained that it was a racing accident. By mid-week, Wallace and Waltrip would settle their feud with a phone call, although Wallace would become the most unpopular driver of the season despite becoming the Winston Cup champion.[2]
