Williams and Middlebury have met 118 times since 1920.

Williams leads the all-time series 87-31 through the 2023-24 season.

Year	Winner	Location	Score	Tournament
2024	Williams	M	91-82
2023	Middlebury	W	55-60
2022	Williams	N	78-61	NESCAC Semifinals
2022	Williams	W	78-53
2021	No contest due to pandemic
2020	Middlebury	M	84-66
2019	Middlebury	W	80-66
2018	Middlebury	M	70-66
2017	Williams	M	79-75
2017	Middlebury	N	84-62	NESCAC Finals
2017	Williams	W	89-65
2016	Middlebury	M	75-69
2015	Williams	W	87-62
2014	Williams	N	78-75	NESCAC Semifinals
2014	Williams	M	64-61
2013	Williams	N	87-80 OT	NESCAC Semifinals
2013	Williams	W	64-63
2012	Middlebury	M	73-61	NESCAC 1st Round
2012	Middlebury	M	80-79
2011	Middlebury	W	63-54	NESCAC Finals
2011	Williams	W	69-64
2010	Williams	W	64-56	NESCAC Finals
2010	Williams	M	79-64
2009	Middlebury	M	67-62
2008	Middlebury	M	96-59	NESCAC 1st Round
2008	Middlebury	W	63-60
2007	Williams	M	86-79
2006	Williams	W	65-61
2005	Williams	M	72-54
2004	Williams	W	74-52	NESCAC 1st Round
2004	Williams	W	104-71
2003	Williams	M	90-67
2002	Williams	W	88-63
2001	Williams	M	71-48
2000	Williams	W	74-54
1999	Williams	M	79-76
1998	Williams	W	87-58
1997	Williams	M	90-76
1997	Williams	W	92-69
1997	Williams	M	76-45
1996	Middlebury	M	58-54
1996	Williams	W	84-57
1995	Williams	W	88-50
1995	Williams	M	73-54
1994	Williams	M	82-80
1994	Williams	W	84-66
1993	Williams	W	88-60
1993	Williams	M	82-66
1992	Williams	W	61-59
1992	Middlebury	M	61-56
1991	Williams	M	74-70
1991	Williams	W	75-74  OT
1990	Williams	M	77-75
1990	Williams	W	64-56
1989	Middlebury	W	78-76  OT
1989	Williams	M	88-67
1988	Middlebury	M	80-77
1987	Williams	M	73-68
1987	Williams	W	69-55
1986	Williams	M	82-72
1985	Williams	W	82-73
1984	Williams	M	90-78
1983	Williams	W	91-65
1982	Middlebury	M	83-70
1981	Middlebury	W	70-46
1980	Middlebury	M	77-67
1979	Williams	W	69-66
1978	Middlebury	M	56-54
1977	Williams	W	66-64
1976	Middlebury	M	91-66
1975	Williams	W	68-53
1974	Middlebury	N	69-64
1973	Williams	W	90-56
1972	Middlebury	M	69-55
1971	Middlebury	W	86-77
1970	Williams	M	67-66
1969	Williams	W	85-75
1968	Williams	M	83-65
1967	Williams	W	73-51
1966	Williams	M	86-59
1965	Williams	W	96-78
1964	Williams	M	79-41
1963	Williams	W	88-59
1962	Williams	M	76-48
1961	Williams	W	78-50
1960	Williams	M	105-63
1959	Williams	W	90-68
1958	Williams	M	70-61
1956	Williams	W	89-57
1956	Middlebury	M	67-45
1955	Williams	W	72-55
1954	Williams	M	68-46
1952	Williams	W	58-49
1952	Middlebury	M	55-50
1951	Williams	W	71-40
1950	Williams	M	55-43
1948	Williams	W	41-30
1947	Williams	M	47-41
1946	Williams	W	66-21
1945	Williams	W	58-44
1945	Middlebury	M	49-45
1944	Williams	W	53-22
1944	Middlebury	M	73-46
1943	Williams	W	47-36
1941	Williams	M	44-31
1940	Williams	W	44-32
1939	Williams	W	44-33
1938	Williams	W	43-21
1937	Williams	W	45-34
1936	Williams	W	34-15
1935	Williams	W	42-33
1931	Williams	W	42-26
1930	Middlebury	M	28-23
1926	Middlebury	W	42-37
1925	Williams	W	35-22
1924	Williams	W	37-24
1923	Williams	W	59-33
1920	Williams	W	50-15