The first varsity match between Williams and Middlebury was played in Williamstown in 2008.
Williams leads the all-time series 6-0 throught the 2011-2012 season.
| Year | Winner | Location (W/M) |
Score | Tournament |
| 2012 | Williams | N | 7-2 | NESCAC Semifinals |
| 2012 | Williams | W | 8-1 | |
| 2011 | Williams | N | 8-1 | |
| 2011 | Williams | M | 7-2 | |
| 2009 | Williams | W | 9-0 | |
| 2009 | Williams | M | 9-0 | |
| 2008 | Williams | W | 9-0 |
