Williams has played Middlebury since 1978.
Williams leads the all-times
series 18-11-5 through the 2008.
| Year | Winner | Location (W/M) | Score | Tournament |
| 2008 | Williams | W | 1-0 | |
| 2007 | Williams | W | 4-1 | NESCAC Semis |
| 2007 | Williams | M | 4-1 | |
| 2006 | Tie | W | 1-1 | |
| 2005 | Middlebury | M | 1-0 | |
| 2004 |
Tie -- Williams claims | M | 1-1 20T | NESCAC Finals |
| 2004 | Middlebury | W | 1-0 | |
| 2003 | Tie -- Williams advances on PKs | W | 0-0 2OT | NESCAC |
| 2003 | Middlebury | M | 2-1 | |
| 2002 | Middlebury | W | 3-0 | NESCAC |
| 2002 | Middlebury | W | 2-1 | |
| 2001 | Williams | M | 3-1 | |
| 2000 | Middlebury | W | 2-1 | |
| 1999 | Middlebury | M | 2-1 | |
| 1998 | Williams | W | 1-0 | |
| 1997 | Middlebury | M | 1-0 | |
| 1996 | Williams | W | 1-0 | |
| 1995 | Williams | M | 2-1 | |
| 1994 | Williams | W | 1-0 | |
| 1993 | Tie | M | 0-0 | |
| 1992 | Williams | W | 4-0 | |
| 1991 | Williams | M | 2-0 | |
| 1990 | Tie | W | 2-2 | |
| 1989 | Williams | M | 1-0 | |
| 1988 | Middlebury | N | 2-1 | NIAC |
| 1988 | Middlebury | W | 1-0 | |
| 1987 | Tie | M | 1-1 | |
| 1986 | Williams | W | 4-0 | |
| 1985 | Williams | M | 4-2 | |
| 1984 | Williams | W | 1-0 | |
| 1983 | Middlebury | M | 2-1 | |
| 1982 | Williams | W | 2-0 | |
| 1981 | Tie | M | 2-2 | |
| 1980 | Williams | W | 5-1 | |
| 1979 | Williams | M | 1-0 | |
| 1978 | Williams | W | 1-0 |
