•
William Chadwick (1879–1962), class of 1898, late 19th and early 20th-century American
impressionist painter who went on to study at the
Art Students League of New York, and subsequently became a resident of the
Old Lyme art colony •
Larry Chesky (1933–2011),
Polka musician and manager of
Rex Records, he was inducted into the
International Polka Hall of Fame in Chicago for his contributions to American style "Big Band" polka. He was inducted into the International Polka Association Hall of Fame in 1985, having recorded over 100 albums by that time. •
Ray D'Addario (1920–2011), class of 1938, photographer best known for his work as the chief photographer of the
Nuremberg trials in postwar Germany, particularly for his photographs of the defendant's bench, including black and white as well as color portraits of those on trial, and landscapes of the remains of the city of Nuremberg. •
Frank FitzGerald (1896–1961), class of 1914, went on to become professional football player for the
Toledo Maroons, later served as a judge in Wayne County Circuit Court,
Detroit. •
Kenny Gamble (born 1965), went on to become college football player for
Colgate University, holding league records for yardage attained Colgate and NCAA records for yardage; attended HHS, but transferred to
Cushing Academy. •
Al Grenert (1919–2002), class of 1940, professional basketball player and college basketball head coach. •
Ron Hurst (born 1950), class of 1968, drummer for the band
Steppenwolf. •
J. J. Jennings (born 1952), American football tailback and fullback who played in the
World Football League (WFL). •
Melanie Kinnaman (born 1953), actress and dancer, best known for her role as Pam in
Friday the 13th: A New Beginning; attended HHS, but transferred to Williston Northampton School. •
Montgomery Knight (1901–1943), class of 1918, pioneer in
rotorcraft design, first director of the Guggenheim School of Aeronautics at the
Georgia Institute of Technology and a founder of and long-time researcher at the
Georgia Tech Research Institute. •
Frank Leja (1936–1991), class of 1954, Major League Baseball first baseman for the New York Yankees and Los Angeles Angels. •
Ray Nelson (1875–1961), class of 1893, baseball player for the
New York Giants, coach of the
NYU Violets baseball team •
Jim Prentice (1909–2005), class of 1929, American game designer who pioneered electronic board games and was best known for his
Electronic Baseball game which he designed while still a student. •
Homer E. Newell Jr. (1915–1983), class of 1932, mathematician and NASA administrator, the principal organizer of the
American space program in its early years, who managed virtually all non-military unmanned space missions for the free world from the early 1960s until his retirement in 1974. •
Archie Roberts (born 1942), class of 1960, led an undefeated Holyoke High School Knights football team during his time as quarterback, and was described by Sports Illustrated as the most widely courted high school football player in New England at that time. Went on to play for the
Columbia Lions,
New York Jets, and
Miami Dolphins before retiring as a
cardiac surgeon. •
Mark Wohlers (1970), class of 1988, Major League Baseball player, most notable for his time the Atlanta Braves (1991-1999) ==Notes==