| 2016 Winners | ||
| Month | Cup | Winner |
| March | Don Roy | |
| April | Spring Trophy | Terry Taylor |
| May | Taylor Trophy | Gary Tempany |
| Northern Shield | Pete Scott | |
| Hatley Cup | Lawerence Upton | |
| Captains Weekend | Pete Scott | |
| Presidents Shield | Terry Taylor | |
| June | Legion Hack | |
| Summer Cup | ||
| July | Legion Stableford Challenge | |
| Roy Clayton Cup | Malcolm Smith | |
| August | Legion Jug | |
| Invicta Jug | ||
| September | Steve's Trophy | |
| October | Legion Putt | |
| Fred Muntzer Memorial | ||
| November | Legion Stone Mattie Keoghan | |
| December | Turpin Xmas Cup |