HISTORY OF THE CUP
Originally established as the Gladesville Hornsby Football Association Cup in 2011, the Gilmour Cup is a pre-season knockout tournament for the region’s highest level men’s community football teams.
Previous winners of the Cup are:
| Year | Club Winner |
| 2011 | Pennant Hills FC |
| 2012 | Pennant Hills FC |
| 2013 | Hills Pumas FC |
| 2014 | Eastwood St Andrews AFC |
| 2015 | Kenthurst FC |
| 2016 | Eastwood St Andrews AFC |
| 2019 | Hills Hawks FC |
| 2020 | West Ryde Rovers FC |
| 2021 | St Patrick’s FC |
| 2022 | West Ryde Rovers FC |
| 2023 | Hills Hawks FC |
| 2024 | Pennant Hills FC |
| 2025 | Epping FC |
(Note: The Gilmour Cup was not conducted in 2017 and 2018 due to the redevelopment of Christie Park.)
CUP MATCH SCHEDULE
Due to the joining of competitions between NWSF and Hills Football for a combined Men’s Premier League and Super League, the Gilmour Cup will not be held in 2026.