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.
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).
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.
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.
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)