| Year | Winner | Club |
| 1927 | Westchester | Rockwood Hall |
| 1928 | Westchester | Arcola |
| 1930 | Westchester | Garden City GC |
| 1935 | New Jersey | St. Andrews |
| 1936 | New Jersey | Englewood |
| 1937 | Long Island | Garden City GC |
| 1940 | Long Island | Garden City GC |
| 1941 | Westchester | Siwanoy |
| 1955 | Westchester | Rockaway Hunt |
| 1964 | New Jersey | Knickerbocker CC |
| 1965 | Westchester | Westchester CC |
| 1966 | Westchester | Garden City GC |
| 1967 | Long Island | Arcola CC |
| 1968 | New Jersey | Winged Foot GC |
| 1969 | New Jersey | Wheatley Hills GC |
| 1970 | New Jersey | Hackensack GC |
| 1971 | New Jersey | Apawamis Club |
| 1972 | Long Island | Garden City GC |
| 1973 | Tie - New Jersey | Knickerbocker CC |
| 1973 | Tie - Westchester | Knickerbocker CC |
| 1974 | Long Island | Knollwood CC |
| 1975 | Long Island | Garden City GC |
| 1976 | New Jersey | Arcola CC |
| 1977 | Long Island | Knollwood CC |
| 1978 | Long Island | Wheatley Hills GC |
| 1979 | Westchester | Knickerbocker CC |
| 1980 | Westchester | Scarsdale GC |
| 1981 | Long Island | Sands Point GC |
| 1982 | Long Island | Upper Montclair CC |
| 1983 | Long Island | Tamarack CC |
| 1984 | Long Island | Meadowbrook Club |
| 1985 | New Jersey | Plainfield CC |
| 1986 | Long Island | Quaker Ridge GC |
| 1987 | New Jersey | Garden City GC |
| 1988 | Westchester | Arcola CC |
| 1989 | Westchester | Scarsdale GC |
| 1990 | Westchester | Old Westbury G & CC |
| 1991 | Westchester | Knickerbocker CC |
| 1992 | Westchester | Old Oaks CC |
| 1993 | Long Island | Wheatley Hills GC |
| 1994 | New Jersey | Ridgewood CC |
| 1995 | Rained out | Old Oaks CC |
| 1996 | Tie - Long Island | Fresh Meadow CC |
| 1996 | Tie - New Jersey | Fresh Meadow CC |
| 1997 | Westchester | Knickerbocker CC |
| 1998 | New Jersey | Old Oaks CC |
| 1999 | Westchester | Glen Head CC |
| 2000 | Westchester | Upper Montclair CC |
| 2001 | New Jersey | Fairview CC |
| 2002 | New Jersey | Nassau CC |
| 2003 | New Jersey | Spring Brook CC |
| 2004 | Long Island | Blind Brook Club |
| 2005 | Westchester | Wheatley Hills GC |
| 2006 | Long Island | Arcola CC |
| 2007 | New Jersey | Waccabuc GC |
| 2008 | Long Island | Sands Point |
| 2009 | Rained out | Essex County |
| 2010 | Westchester | Blind Brook Club |
| 2011 | Long Island | Meadowbrook Club |
| 2012 | Long Island | Somerset Hills |
| 2013 | Westchester | Hudson National GC |
| 2014 | New Jersey | Glen Head CC |
| 2015 | Westchester | Essex County |
| 2016 | Westchester | Trump National |
| 2017 | Westchester | Nassau CC |
| 2018 | New Jersey | Essex Fells CC |
| 2019 | Westchester | Old Oaks CC |
|
2020 |
Westchester | Meadow Brook |
| 2021 | New Jersey | Knickerbocker CC |
| 2022 | Long Island | Siwanoy CC |
| 2023 | New Jersey | Huntington CC |
| 2024 | New Jersey | Upper Montclair CC |
| 2025 | Westchester | Whippoorwill Club |
| Total wins: LI 21 NJ 23 WS 27 | ||
2016 Trump Briarcliff
2019 Old Oaks
2008 Sands Point
2006 Arcola
2015 Essex County
2006 Arcola LI Winners
2021 Knickerbocker
2025 Whippoorwill