Winners of the Men’s Singles Cup
| 2024-25 | Mr P Back | Avon A |
| 2023-24 | Mr M Wiltshire | Seend A |
| 2022-23 | J Harding | M Crew |
| 2021-22 | J D Wiltshire | Seend A |
| 2020-21 | ||
| 2019-20 | Not Played | |
| 2018-19 | A Skinner | Forest Rangers |
| 2017-18 | R Collins | Seend A |
| 2016-17 | J D Wiltshire | Seend A |
| 2015-16 | K Wiltshire | Seend A |
| 2014-15 | A Hallett | S Ashton |
| 2013-14 | S Cotterell | Saracens |
| 2012-13 | J D Wiltshire | Seend A |
| 2011-12 | D Richards | Cons D |
| 2010-11 | D Raines | Spencers A |
| 2009-10 | J D Wiltshire | Seend A |
| 2008-09 | A Hallett | S Ashton |
| 2007-08 | I Moffat | Cons D |
| 2006-07 | A Wood | Cons C |
| 2005-06 | J Wiltshire | Cavaliers |
| 2004-05 | K Waylen | Seend A |
| 2003-04 | M Unwin | Lacock |
| 2002-03 | D Butler | Cons C |
| 2001-02 | A Wood | Cons C |
| 00-01 | N Amor | Spencers A |
| 99-00 | G D Akerman | Spencers A |
| 98-99 | P Back | Avon A |
| 97-98 | S Cotterell | Saracens |
| 96-97 | A Hallett | S Ashton |
| 95-96 | P Vooght | Semington B |
| 94-95 | J Sainsburys | Seend A |
| 93-94 | J Self | Comrades |
| 92-93 | S Pike | S Ashton |
| 91-92 | P Edwards | Spencers B |
| 90-91 | A Scammell | Legion E |
| 89-90 | D Jefferies | S Ashton |
| 88-89 | A Scammell | Legion E |
| 87-88 | P Back | Avon A |
| 86-87 | J Wiltshire | Seend A |
| 85-86 | A Scammell | Bell |
| 84-85 | G Waylen | Avon B |
| 83-84 | S Cotterell | Saracens |
| 82-83 | G D Akerman | Bell |
| 81-82 | D Bailey | Comrades |
| 80-81 | A Moody | Staverton A |