Tie. Dale Earnhardt Sr. and Richard Petty won 7 each. But if you mean in the Winston-sponsored era, it is seven with Dale Earnhardt Sr.
Jeff Gordon has won 88 Nascar Cup Series races and 4 Winston Cup Series championships.
Cale Yarborough The only NASCAR Winston Cup driver to win three consecutive championships (1976, '77 and '78), Cale Yarborough earned 83 NASCAR Winston Cup victories and 70 pole positions in a career that spanned four decades. His win total places him fifth on the all-time list, and his pole position total is the third-most in NASCAR Winston Cup history.
Jeff Gordon won four championships in Nascar (1995, 1997, 1998, 2001). It was known as the Winston Cup Series when Gordon won his championships.
Denny Hamlin has yet to win the Sprint Cup (Winston Cup in older parlance) during his career.(as of March 2010)
Richard Petty and Dale Earnhardt Sr. both have a record 7 Nascar Cup championships.
DALE EARNHARDT AND RICHARD PETTY
Oldsmobile has won 4 Nascar Manufacturers championships in Nascar. They were in 1949 (Strictly Stock Series), 1950 (Grand National Series), 1951 (Grand National Series) and 1978 (Winston Cup Series).
Janet Guthrie has 33 starts in the Winston Cup Series, the most by any woman.
In 2000, Bobby Labonte won the Nascar Winston Cup championship.
Darrell Waltrip has 84 Nascar Cup Series wins and 13 Busch Series wins.
Joe Gibbs Racing has won six Nascar driver/owner championships.2000 - Bobby Labonte (Winston Cup Series)2002 - Tony Stewart (Winston Cup Series)2005 - Tony Stewart (Nextel Cup Series)2009 - Kyle Busch (Nationwide Series)2008 and 2010 - (Nationwide Series owners championship)