2000 NASCAR Winston Cup Series (Simpsonverse)

The 2000 NASCAR Winston Cup Season was the 52nd season of professional stock car racing in the United States, the 29th modern-era Cup series, and the last Cup series of the 20th century. The season began on February 13 and ended on November 20. Richard Childress Racing driver Dale Earnhardt was crowned champion at season’s end, breaking Richard Petty's record with his eighth and final championship before his 2002 retirement.

This was the final season for three-time Winston Cup Champion Darrell Waltrip, and the first season with Pikes Peak International Raceway and Nazareth Speedway on the schedule, as well as the first for a new NASCAR race car known as the “Car of Tomorrow”, which incorporates many new safety features. The car had been in development since February 1994, after the deaths of Neil Bonnett and Rodney Orr during practice for that year's Daytona 500.