Watkins Glen Race Winners
Monster Energy NASCAR Cup Series
| Year | Race | Driver | Starting Pos. | Make |
| 2019 | Go Bowling at The Glen | Chase Elliott | 1 | Chevrolet |
| 2018 | Go Bowling at The Glen | Chase Elliott | 3 | Chevrolet |
| 2017 | I Love New York 355 at The Glen | Martin Truex Jr. | 3 | Toyota |
| 2016 | Cheez-It 355 | Denny Hamlin | 6 | Toyota |
| 2015 | Cheez-It 355 | Joey Logano | 16 | Ford |
| 2014 | Cheez-It 355 at The Glen | AJ Allmendinger | 6 | Chevrolet |
| 2013 | Cheez-It 355 at The Glen | Kyle Busch | 5 | Toyota |
| 2012 | Finger Lakes 355 | Marcos Ambrose | 5 | Ford |
| 2011 | Heluva Good! Sour Cream Dips at The Glen | Marcos Ambrose | 3 | Ford |
| 2010 | Heluva Good! Sour Cream Dips at The Glen | Juan Pablo Montoya | 3 | Chevrolet |
| 2009 | Heluva Good! Sour Cream Dips at The Glen | Tony Stewart | 13 | Chevrolet |
| 2008 | Centurion Boats at The Glen | Kyle Busch | 1 | Toyota |
| 2007 | Centurion Boats at The Glen | Tony Stewart | 5 | Chevrolet |
| 2006 | AMD at The Glen | Kevin Harvick | 7 | Chevrolet |
| 2005 | SIRIUS at The Glen | Tony Stewart | 1 | Chevrolet |
| 2004 | Sirius at The Glen | Tony Stewart | 4 | Chevrolet |
| 2003 | Sirius Satellite Radio at The Glen | Robby Gordon | 14 | Chevrolet |
| 2002 | Sirius Satellite Radio at The Glen | Tony Stewart | 3 | Pontiac |
| 2001 | Global Crossing at The Glen | Jeff Gordon | 13 | Chevrolet |
| 2000 | Global Crossing at The Glen | Steve Park | 18 | Chevrolet |
| 1999 | Frontier at The Glen | Jeff Gordon | 3 | Chevrolet |
| 1998 | The Bud at The Glen | Jeff Gordon | 1 | Chevrolet |
| 1997 | The Bud at The Glen | Jeff Gordon | 11 | Chevrolet |
| 1996 | The Bud at The Glen | Geoffrey Bodine | 13 | Chevrolet |
| 1995 | The Bud at The Glen | Mark Martin | 1 | Ford |
| 1994 | The Bud at The Glen | Mark Martin | 1 | Ford |
| 1993 | Budweiser at The Glen | Mark Martin | 1 | Ford |
| 1992 | Budweiser at The Glen | Kyle Petty | 2 | Pontiac |
| 1991 | Budweiser at The Glen | Ernie Irvan | 3 | Chevrolet |
| 1990 | Budweiser at The Glen | Ricky Rudd | 12 | Chevrolet |
| 1989 | The Budweiser at The Glen | Rusty Wallace | 13 | Pontiac |
| 1988 | The Budweiser at The Glen | Ricky Rudd | 6 | Buick |
| 1987 | The Budweiser at The Glen | Rusty Wallace | 2 | Pontiac |
| 1986 | The Budwiser at The Glen | Tim Richmond | 1 | Chevrolet |
| 1965 | The Glen 151.8 | Marvin Panch | 3 | Ford |
| 1964 | The Glen 151.8 | Billy Wade | 1 | Mercury |
| 1957 | The Glen 101.2 | Buck Baker | 1 | Chevrolet |
