| WINCHESTER TOURNAMENT HISTORY |
|---|
| SECTIONALS (23) |
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| YEAR | WINNER | SITE OR HOST | CLASS |
| 1928 | Winchester | Winchester | |
| 1929 | Winchester | Winchester | |
| 1932 | Winchester | Winchester | |
| 1936 | Winchester | Winchester | |
| 1942 | Winchester | Winchester | |
| 1943 | Winchester | Winchester | |
| 1949 | Winchester | Farmland | |
| 1951 | Winchester | Farmland | |
| 1952 | Winchester | Winchester | |
| 1956 | Winchester | Winchester | |
| 1957 | Winchester | Winchester | |
| 1964 | Winchester | Winchester | |
| 1971 | Winchester | Winchester | |
| 1974 | Winchester | Winchester | |
| 1975 | Winchester | Winchester | |
| 1980 | Winchester | Jay County | |
| 1997 | Winchester | Richmond | |
| 1998 | Winchester | Hagerstown | 2A |
| 1999 | Winchester | Hagerstown | 2A |
| 2000 | Winchester | Hagerstown | 2A |
| 2003 | Winchester | Hagerstown | 2A |
| 2007 | Winchester | Hagerstown | 2A |
| 2008 | Winchester | Alexandria | 2A |
| REGIONALS (5) |
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| 1998 | Winchester | Hagerstown | 2A |
| 1999 | Winchester | New Castle | 2A |
| 2000 | Winchester | Greenwood | 2A |
| 2007 | Winchester | Alexandria | 2A |
| 2008 | Winchester | Greenfield-Central | 2A |
| SEMISTATES (3) |
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| 2000 | Winchester | Southridge | 2A |
| 2007 | Winchester | Southport | 2A |
| 2008 | Winchester | Seymour | 2A |