The 2008–09 Kent Football League season (known as the Bulmers Cider Kent League reflecting the sponsorship by Bulmers) was the 43rd in the history of Kent Football League a football competition in England.
The League structure comprised three divisions: a Premier Division together with Divisions One and Two – the latter two were known as the Reserves Section, comprising reserves teams which were not permitted in the Premier Division. Additionally there were two league cup competitions, the Challenge Cup for the Premier Division clubs and another for the teams in the two divisions of the Reserves Section.
| Competition: | Kent Football League Premier Division |
| Season: | 2008–09 |
| Winners: | VCD Athletic |
| Promoted: | VCD Athletic |
| Matches: | 272 |
| Total Goals: | 965 |
| Prevseason: | 2007–08 |
| Nextseason: | 2009–10 |
The division featured 17 clubs, 16 of which competed in the previous season together with one additional club:
At the end of the season three clubs left the division:
The 2008–09 Kent Football League Challenge Cup, known as the Bulmers Cider Kent League Cup (reflecting the sponsorship by Bulmers), was won by Croydon.
The competition was contested by the 17 teams from the Premier Division over a total of five rounds: four on an aggregate basis (home and away matches) followed by a final match played on a neutral ground (at Welling United F.C. this season).
Byes for the remaining 15 teams
Source: SCEFL Archives
The letter "R" following team names indicates a club’s reserves team.
The 2008–09 Reserves Section comprised two divisions, with promotion and relegation possible between the divisions. Promotion from the Reserves Section into the Premier Division was not permitted. There was a single League Cup competition for all teams in the section.
| Competition: | Kent Football League Division One |
| Season: | 2008–09 |
| Winners: | Thamesmead Town R |
| Matches: | 132 |
| Total Goals: | 405 |
| Prevseason: | 2007–08 |
| Nextseason: | 2009–10 |
The division featured twelve clubs, ten of which competed in the previous season together with Dover Athletic R and Ashford Town (Kent) R who had both been promoted from Division Two.
At the end of the season Folkestone Invicta R and Sevenoaks Town R were relegated and Dover Athletic R left the league.
| Competition: | Kent Football League Division Two |
| Season: | 2008–09 |
| Winners: | Holmesdale R |
| Matches: | 110 |
| Total Goals: | 425 |
| Prevseason: | 2007–08 |
| Nextseason: | 2009–10 |
The division featured eleven clubs, nine of which competed in the previous season together with two additional clubs:
At the end of the season Herne Bay R and Holmedale R were promoted to Division One and Greenwich Borough R, Tunbridge Wells R and Welling United R left the league.
The 2008–09 Kent Football League Reserves Cup, Known as the HAUC Reserves League Cup (reflecting the sponsorship by the Highways Agency and Utilities Committee), was won by Thamesmead Town R, who completed a League and Cup double.
The competition was contested by all 23 teams of the Reserves Section over a total of five rounds: the first three were single match knock-out rounds, followed by the semi-finals on an aggregate basis (home and away matches) and then the final match played on a neutral ground (at Folkestone Invicta F.C. this season)
Byes for the remaining nine teams
Source: SCEFL Archives