Grey College and Oakdale have only played one another at Wildeklawer festival held at Kimberley for Super Schools. The first clash between these two schools was 2 May 2013 which Grey College won 42-20. The first ever interschools took place 3 August 2019 at Oakdale at the notorious “Die Plaas” the home field of Oakdale, there was no derbies between these two schools 2020-2021 due to global Corona Virus pandemic.
- Played: 6
- Grey Won: 5
- Oakdale Won: 0
- Drew: 1
- 2013.05.02 – Grey College 42 – 20 Hoër Landbouskool Oakdale (Wildeklawer)
- 2016.05.02 – Grey College 48 – 23 Hoër Landbouskool Oakdale (Wildeklawer)
- 2019.08.03 – Grey College 57 – 26 Hoër Landbouskool Oakdale (Wildeklawer)
- 2022.04.23 – Hoër Landbouskool Oakdale 17 – 17 Grey College (Interschools)
- 2023.08.05 – Grey College 36 – 25 Hoër Landbouskool Oakdale (Interschools)
- 2024.08.03 – Hoër Landbouskool Oakdale 17 – 17 Grey College (Interschools)