Williams and Bowdoin have met 23 times since 1995.
Bowdoin leads the all-time series 15-8 through the 2010-11 season.
| Year | Winner | Location (W/B) |
Score | |
| 2011 | Bowdoin | B | 62-53 | |
| 2010 | Williams | W | 75-54 | |
| 2009 | Bowdoin | B | 85-52 | NESCAC Quarterfinal |
| 2009 | Bowdoin | B | 91-58 | |
| 2008 | Bowdoin | B | 65-62 | |
| 2007 | Bowdoin | B | 66-46 | NESCAC Semi-Finals |
| 2007 | Bowdoin | B | 68-58 | |
| 2006 | Bowdoin | W | 70-60 | |
| 2005 | Bowdoin | B | 71-69 | |
| 2004 | Bowdoin | B | 68-51 | NESCAC Semi-Finals |
| 2004 | Bowdoin | W | 62-61 OT |
|
| 2003 | Bowdoin | B | 57-46 | NESCAC Semi-Finals |
| 2003 | Bowdoin | B | 65-50 | |
| 2002 | Bowdoin | B | 56-40 | NESCAC Semi-Finals |
| 2002 | Bowdoin | W |
66-53 | |
| 2001 | Bowdoin | B | 71-65 | |
| 2000 | Williams | W | 60-49 | |
| 1999 | Williams | W | 72-58 | NCAA |
| 1999 | Williams | B | 67-57 | |
| 1998 | Williams | W | 68-59 | |
| 1997 | Williams | W |
76-67 | |
| 1996 | Williams | B |
72-70 | |
| 1995 | Williams | W | 72-67 |
