Riley Cup Winners - 2007/08 to Present
| Date | Winners | Score | Runners Up | Score |
| 2007 | Rileys | 4 | West End | 0 |
| 2008 | Ripley RBL | 3 | West End D (Rec 28) | 1 |
| 2009 | Stoughton B | 3 | Rileys | 1 |
| 2010 | Old Woking | 3 | Merrow | 2 |
| 2011 | West End A | 3 | Shalford Social | 2 |
| 2012 | Fosters A | 3 | Merrow | 1 |
| 2013 | Fosters A | 3 | Ripley A (Rec 14) | 1 |
| 2014 | Fosters A | 3 | Wood’Hill B (Rec 14) | 1 |
| 2015 | Fosters A | 3 | Merrow | 1 |
| 2016 | Fosters A | 3 | Ripley A | 2 |
| 2017 | Fosters A | 3 | Ripley B (Rec 56) | 2 |
| 2018 | Shalford Social A (Rec 14) | 3 | Wood’Hill B | 1 |
| 2019 | Woodbridge Hill B | 3 | Stoughton RBL B | 0 |
| 2022 | Shalford Social A | 4 | Stoughton RBL A (Rec 21) | 0 |
| 2023 | Milford C | 3 | Milford A | 1 |
| 2024 | Milford E | 3 | Milford A | 2 |