| Winter Division 2 League Champions |
| Year | Winner | Runner Up |
| 1985/86 | Horse & Groom | ??? |
| 1986/87 | ??? | ??? |
| 1987/88 | ??? | ??? |
| 1988/89 | ??? | ??? |
| 1989/90 | ??? | ??? |
| 1990/91 | ??? | ??? |
| 1991/92 | ??? | ??? |
| 1992/93 | The Imperials | ??? |
| 1993/94 | Pawleyne Arms | Warbank Social Club |
| 1994/95 | Dales 'A' | Clock House 'A' |
| 1995/96 | Bomber Squad | Hot Shots |
| 1996/97 | ??? | ??? |
| 1997/98 | The Imperials | ??? |
| 1998/99 | ??? | ??? |
| 1999/00 | ??? | ??? |
| 2000/01 | Warbank | The EPH |
| 2001/02 | ??? | ??? |
| 2002/03 | ??? | ??? |
| 2003/04 | Brewers Victory | The Warbank |
| 2004/05 | C1y Cues | Pond Wheatsheaf |
| 2005/06 | Hot Shots | Pawleyne Arms |
| 2006/07 | Bromley Cuemasters | The S.A.S. |
| 2007/08 | British Legion | The Addicts |
| 2008/09 | Forum A | Imperials |
| 2009/10 | Rileys Rack Pack | Pond Wheatsheaf |
| 2010/11 | The Better Halfs | Foreign Legion |
| 2012/13 | Farley Legends | Pond Wheatsheaf |