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2024/2025
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Season
Winner
Highland League 2025/2026
Highland League 2024/2025
Brora Rangers
Highland League 2023/2024
Buckie Thistle
Highland League 2022/2023
Brechin
Highland League 2021/2022
Fraserburgh
Highland League 2020/2021
Brora Rangers
Highland League 2019/2020
Brora Rangers
Highland League 2018/2019
Cove Rangers
Highland League 2017/2018
Cove Rangers
Highland League 2016/2017
Buckie Thistle
Highland League 2015/2016
Cove Rangers
Highland League 2014/2015
Brora Rangers
Highland League 2013/2014
Brora Rangers
