1987–88 Kent Football League

The 1987–88 Kent Football League season (known as the Winstonlead Kent League for sponsorship reasons) was the twenty-second in the history of the Kent Football League, a football competition featuring teams based in and around the county of Kent 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.

Division One
The league featured nineteen clubs, eighteen of which competed in the previous season together with one additional club:
 * Danson, transferred from the London Spartan League

The league was won, for the second successive season, by Greenwich Borough.

At the end of the season both bottom clubs, Herne Bay and Crockenhill, were re-elected to continue their membership of the division.

Challenge Cup
The 1987–88 Kent Football League Challenge Cup was won, for the second occasion in three seasons, by Tunbridge Wells.

The competition, contested by all nineteen clubs in Division One, comprised five single match tie rounds (with the first round featuring three ties) culminating in the final which was played on a neutral ground (at Herne Bay F.C. this season).

Second Round

 * Tunbridge Wells 3 – 1 Beckenham Town
 * Whitstable Town 3– 2 Faversham Town
 * Deal Town 2 – 3 Kent Police
 * Metropolitan Police (Hayes) 3 – 2 Thames Polytechnic
 * Hythe Town 4 – 1 Crockenhill
 * Sittingbourne 1 – 0 Herne Bay
 * Darenth Heathside 1 – 1 (aet) Alma Swanley
 * Replay: Alma Swanley 1 – 3 Darenth Heathside
 * Greenwich Borough 1 – 2 Cray Wanderers

First Round
Sources:
 * Slade Green 0 – 1 Deal Town
 * Metropolitan Police (Hayes) 2 – 1 Ramsgate
 * Alma Swanley 1 – 0 Danson (played at Danson F.C.)
 * Byes for the other thirteen clubs
 * Final:
 * Semi-finals:
 * Quarter-finals:
 * Second Round: ;
 * First Round:

Reserves Section
The letter "R" following team names indicates a club's reserves team.

Division Two featured mostly reserves teams (which were not permitted in Division One) from clubs from Kent and the adjacent area whose first team played in Division One and other higher ranked leagues. There was a League Cup competition for the teams in the section.

Division Two
The league featured eighteen clubs (including one non-reserve team, Snowdown Colliery Welfare), seventeen of which had competed in the division the previous season together with one additional club, newly reformed Beckenham Town R.

The division was won for a then record third successive season (and the fourth time in five seasons) by Fisher Athletic R.

At the end of the season both bottom clubs, Hythe Town R and Herne Bay R were re-elected to continue their membership of the division. Prior to the start of the next season champions Fisher Athletic R and Darenth Heathside R withdrew.

Division Two Cup
The 1987–88 Kent Football League Division Two Cup was won, for a second successive season, by Sittingbourne R.

The competition, contested by all eighteen clubs in the division, comprised five single match tie rounds (with the first round featuring two ties) culminating in the final which was played on a neutral ground (at Faversham Town F.C. this season).

Second Round

 * Herne Bay R 1 – 4 Ashford Town R
 * Deal Town R 6 – 0 Thames Polytechnic R
 * Thanet United R 2 – 4 Sittingbourne R
 * Folkestone R 2 – 3 Hastings Town R
 * Ramsgate R v Sheppey United R
 * Whitstable Town R 1– 2 Beckenham Town R
 * Faversham Town R 0 – 1 Fisher Athletic R
 * Dover Athletic R 2 – 3 Darenth Heathside R

First Round
Sources:
 * Ashford Town R 1 – 0 Hythe Town R
 * Faversham Town R 3 – 1 Snowdown Colliery Welfare
 * Byes for the other fourteen clubs
 * Final:
 * Semi-finals: ; ;
 * Quarter-finals: ; ;
 * Second Round: ; ; ;
 * First Round: