The 1995–96 Kent Football League season (known as the Winstonlead Kent League for sponsorship reasons) was the 30th in the history of the Kent Football League, a football competition in England.
The League structure comprised two divisions: Division One and Division Two with the latter known as the Reserves Section (reserves teams were not permitted in Division One). Additionally there were two league cup competitions: the Challenge Cup for the Division One clubs and another for the teams in Division Two.
The 1995–96 Kent Football League Challenge Cup was won by Furness,[4] who completed a League and Cup double.
The competition was contested by the 20 teams from Division One over five rounds: the first three were a single match knock-out followed by the semi-finals on an aggregate basis (home and away matches) and the final match played on a neutral ground (at Sittingbourne F.C.[5] this season).
The letter "R" following team names indicates a club’s reserves team.
The 1995–96 Division Two featured teams from Kent and the adjacent area, it included the Kent Police team and 18 others that were reserves teams (which were not permitted in Division One) from clubs whose first team played in Division One and other higher ranked leagues. There was a League Cup competition for the teams in the section.
At the end of the season Canterbury City R and Kent Police left the league,[8] the latter had been members of the Kent League for 27 seasons since 1969–70.
The competition for the 19 teams from Division Two comprised five rounds: the first three were a single match knock-out followed by the semi-finals on an aggregate basis (home and away matches) and a single match final on a neutral ground (at Hythe United F.C.[10] this season).