Historic League Champions
Before the modern Section IX championship structure, Hudson Valley football was organized through leagues including the DUSO, Orange County League, Western Sullivan League, UCAL and MHAL. These championship ledgers preserve that lineage.
DUSO · 1923–1970
1923 Poughkeepsie · 1924 Port Jervis · 1925 Port Jervis · 1926 Poughkeepsie · 1927 Poughkeepsie · 1928 Port Jervis · 1929 Newburgh · 1930 Middletown · 1931 Middletown/Newburgh · 1932 Newburgh · 1933 Kingston · 1934 Port Jervis · 1935 Middletown · 1936 Kingston · 1937 Middletown/Newburgh/Port Jervis · 1938 Port Jervis · 1939 Newburgh · 1940 Middletown/Kingston · 1941 Newburgh · 1942 Middletown · 1943 Newburgh · 1944 Middletown/Newburgh · 1945 Newburgh · 1946 Kingston · 1947 Port Jervis · 1948 Kingston · 1949 Newburgh/Kingston · 1950 Kingston · 1951 Newburgh · 1952 Newburgh · 1953 Poughkeepsie · 1954 Middletown/Kingston · 1955 Poughkeepsie · 1956 Kingston · 1957 Kingston · 1958 Kingston · 1959 Poughkeepsie · 1960 Poughkeepsie · 1961 Middletown · 1962 Middletown · 1963 Newburgh/Port Jervis · 1964 Middletown/Newburgh/Port Jervis · 1965 Middletown/Port Jervis · 1966 Middletown · 1967 Middletown · 1968 Newburgh/Kingston · 1969 Newburgh · 1970 Newburgh.
Orange County League · 1953–1990
1953 Highland Falls · 1954 Highland Falls · 1955 Goshen · 1956 Goshen · 1957 Walden · 1958 Warwick · 1959 Monroe-Woodbury · 1960 Highland Falls · 1961 Cornwall · 1962 Warwick · 1963 Warwick · 1964 Warwick · 1965 Cornwall · 1966 Warwick · 1967 Warwick · 1968 Valley Central · 1969 Minisink Valley · 1970 Goshen/Port Jervis · 1971 Port Jervis · 1972 Minisink Valley/Goshen · 1973 Goshen/Port Jervis · 1974 Monroe-Woodbury · 1975 Port Jervis · 1976 Monroe-Woodbury/Port Jervis · 1977 Goshen · 1978 Cornwall · 1979 Port Jervis · 1980 Port Jervis · 1981 Washingtonville · 1982 Monroe-Woodbury · 1983 Port Jervis · 1984 Warwick · 1985 Goshen · 1986 Port Jervis · 1987 Port Jervis · 1988 Monroe-Woodbury · 1989 Monroe-Woodbury · 1990 Warwick.
Western Sullivan League · 1958–1990
1958 Roscoe/Jeffersonville-Youngsville · 1959 Roscoe · 1960 Livingston Manor · 1961 Roscoe · 1962 Roscoe · 1963 Roscoe · 1964 Tri-Valley · 1965 Tri-Valley · 1966 Delaware Valley · 1967 Jeffersonville-Youngsville · 1968 Delaware Valley · 1969 Jeffersonville-Youngsville · 1970 Delaware Valley · 1971 Delaware Valley · 1972 Jeffersonville-Youngsville · 1973 Jeffersonville-Youngsville · 1974 Jeffersonville-Youngsville · 1975 Roscoe/Livingston Manor/Jeffersonville-Youngsville · 1976 Livingston Manor · 1977 Jeffersonville-Youngsville/Livingston Manor · 1978 Tri-Valley · 1979 Livingston Manor · 1980 Tri-Valley · 1981 Jeffersonville-Youngsville · 1982 Jeffersonville-Youngsville · 1983 Jeffersonville-Youngsville · 1984 Tri-Valley · 1985 Tri-Valley/Jeffersonville-Youngsville · 1986 Liberty · 1987 Jeffersonville-Youngsville · 1988 Liberty · 1989 Roscoe · 1990 Roscoe.
UCAL / MHAL · 1957–1990
UCAL: 1957 Onteora · 1958 Onteora/New Paltz · 1959 New Paltz · 1960 New Paltz/Rondout Valley/Onteora · 1961 New Paltz · 1962 Liberty · 1963 Liberty · 1964 Onteora · 1965 Highland · 1966 Highland · 1967 Rondout · 1968 Rondout · 1969 Pine Bush · 1970 Highland · 1971 Highland · 1972 Ellenville · 1973 Wallkill · 1974 Red Hook · 1975 Wallkill/Rondout/Pine Bush · 1976 Wallkill · 1977 New Paltz · 1978 Rondout · 1979 Marlboro. MHAL: 1980 New Paltz · 1981 Ellenville · 1982 Ellenville · 1983 Marlboro · 1984 Marlboro · 1985 Marlboro · 1986 Rondout · 1987 Rondout · 1988 Red Hook/Onteora · 1989 Onteora · 1990 Saugerties.