| 2024-25: 57th Annual Penfield Hunter-Leone Holiday Wrestling Tournament (Dec 7, 2024) |
| 2023-24: 56th Annual Penfield Hunter Holiday Wrestling Tournament (Dec 9, 2023) |
| 2022-23: 55th Annual Penfield Hunter Holiday Wrestling Tournament (Dec 10, 2022) |
| 2021-22: 54th Annual Penfield Hunter Holiday Wrestling Tournament (Dec 29, 2021) |
| 2019-2020: 53rd Annual Penfield Hunter Holiday Wrestling Tournament (Dec 14, 2019) |
| 2018-19: 52nd Annual Penfield Hunter Holiday Wrestling Tournament (Dec 8, 2018) |
| 2017-18: 51st Annual Penfield Hunter Holiday Wrestling Tournament (Dec 9, 2017) |
| 2016-17: 50th Annual Penfield Hunter Holiday Wrestling Tournament (Dec 10, 2016) |
| 2015-16: 49th Annual Penfield Hunter Holiday Wrestling Tournament (Dec 12, 2015) |
| 2014-15: 48th Annual Penfield Hunter Holiday Wrestling Tournament (Dec 13, 2014) |
| 2013-14: 47th Annual Penfield Hunter Holiday Wrestling Tournament (Dec 14, 2013) |
| 2012-13: 46th Annual Penfield Hunter Holiday Wrestling Tournament (Dec 15, 2012) |
| 2011-12: 45th Annual Penfield Hunter Holiday Wrestling Tournament (Dec 17, 2011) |
| 2010-11: 44th Annual Penfield Hunter Holiday Wrestling Tournament (Dec 18, 2010) |
| 2009-2010: 43rd Annual Penfield Hunter Holiday Wrestling Tournament (Dec 19, 2009) |
| 2008-09: 42nd Annual Penfield Hunter Holiday Wrestling Tournament (Dec 20, 2008) |
| 2007-08: 41st Annual Penfield Hunter Holiday Wrestling Tournament (Dec 15, 2007) |
| 2006-07: 40th Annual Penfield Hunter Holiday Wrestling Tournament (Dec 16, 2006) |
| 2005-06: 39th Annual Penfield Hunter Holiday Wrestling Tournament (Dec 17, 2005) |
| 2004-05: 38th Annual Penfield Hunter Holiday Wrestling Tournament (Dec 18, 2004) |
| 2003-04: 37th Annual Penfield Hunter Holiday Wrestling Tournament (Dec 20, 2003) |
| 2001-02: 35th Annual Penfield Holiday Wrestling Tournament (Dec 22, 2001) |
| 2000-01: 34th Annual Penfield Holiday Wrestling Tournament (Dec 23, 2000) |
| 1999-2000: 33rd Annual Penfield Holiday Wrestling Tournament (Dec 18, 1999) |
| 1997-98: 31st Annual Penfield Holiday Wrestling Tournament (Dec 20, 1997) |
| 1996-97: 30th Annual Penfield Holiday Wrestling Tournament (Dec 21, 1996) |
| 1995-96: 29th Annual Penfield Holiday Wrestling Tournament (Dec 30, 1995) |
| 1994-95: 28th Annual Penfield Holiday Wrestling Tournament (Dec 29, 1994) |
| 1993-94: 27th Annual Penfield Holiday Wrestling Tournament (Dec 29, 1993) |
| 1992-93: 26th Annual Penfield Holiday Wrestling Tournament (Dec 30, 1992) |
| 1991-92: 25th Annual Penfield Holiday Wrestling Tournament (Dec 28, 1991) |
| 1990-91: 24th Annual Penfield Holiday Wrestling Tournament (Dec 29, 1990) |
| 1989-1990: 23rd Annual Penfield Holiday Wrestling Tournament (Dec 29, 1989) |
| 1988-89: 22nd Annual Penfield Holiday Wrestling Tournament (Dec 17, 1988) |
| 1987-88: 21st Annual Penfield Holiday Wrestling Tournament (Dec 19, 1987) |
| 1986-87: 20th Annual Penfield Holiday Wrestling Tournament (Dec 27, 1986) |
| 1985-86: 19th Annual Penfield Holiday Wrestling Tournament (Dec 28, 1985) |
| 1984-85: 18th Annual Penfield Holiday Wrestling Tournament (Dec 22, 1984) |
| 1983-84: 17th Annual Penfield Holiday Wrestling Tournament (Dec 17, 1983) |
| 1982-83: 16th Annual Penfield Holiday Wrestling Tournament (Dec 18, 1982) |
| 1981-82: 15th Annual Penfield Holiday Wrestling Tournament (Dec 19, 1981) |
| 1980-81: 14th Annual Penfield Holiday Wrestling Tournament (Dec 20, 1980) |
| 1979-1980: 13th Annual Penfield Holiday Wrestling Tournament (Dec 22, 1979) |
| 1978-79: 12th Annual Penfield Holiday Wrestling Tournament (Dec 23, 1978) |
| 1977-78: 11th Annual Penfield Holiday Wrestling Tournament (Dec 17, 1977) |
| 1976-77: 10th Annual Penfield Holiday Wrestling Tournament (Dec 18, 1976) |
| 1975-76: 9th Annual Penfield Holiday Wrestling Tournament (Dec 20, 1975) |
| 1974-75: 8th Annual Penfield Holiday Wrestling Tournament (Dec 21, 1974) |
| 1973-74: 7th Annual Penfield Holiday Wrestling Tournament (Dec 22, 1973) |
| 1972-73: 6th Annual Penfield Holiday Wrestling Tournament (Dec 23, 1972) |
| 1971-72: 5th Annual Penfield Holiday Wrestling Tournament (Dec 18, 1971) |
| 1970-71: 4th Annual Penfield Holiday Wrestling Tournament (Dec 26, 1970) |
| 1969-1970: 3rd Annual Penfield Holiday Wrestling Tournament (Dec 27, 1969) |
| 1968-69: 2nd Annual Penfield Holiday Wrestling Tournament (Dec 28, 1968) |
| 1967-68: 1st Annual Penfield Holiday Wrestling Tournament (Dec 30, 1967) |
