Wessex Football League
|Number of teams||
20 (Premier Division)
19 (Division One)
|Level on pyramid||Levels 9–10|
|Feeder to||Southern League Division One Central or South|
Wessex League Cup
Blackfield & Langley (Premier Division)|
Christchurch (Division One)
(2017–18 Wessex Football League)
The Wessex Football League is an English association football league formed in 1986, with its premier division currently at the fifth step of the National League System, or the ninth tier of the overall English football league system. The participating clubs are mainly based in Hampshire, but the league also encompasses clubs from adjoining counties such as Dorset, Wiltshire, Berkshire, and the Isle of Wight. Under the terms of a sponsorship contract, the league is officially known as the Sydenhams League.
In 2004, it absorbed most of the clubs from its feeder league, the Hampshire League, which formed a new Division Two and Division Three. In 2006 the divisions were renamed as the Premier Division and Divisions One and Two. At the end of the 2006–07 season, Division Two was disbanded, and most of the clubs formed a new Hampshire Premier League.
Champions of the Wessex League who meet the relevant ground and financial requirements are eligible for promotion to the Southern League Division One South & West.
In 2004, the league expanded to three divisions.
|Season||Division One||Division Two||Division Three|
|2004–05||Lymington & New Milton||Lymington Town||Colden Common|
|2005–06||Winchester City||Locks Heath||Paulsgrove|
In 2006, the divisions were renumbered, with the top division being renamed the Premier Division.
|Season||Premier Division||Division One||Division Two|
|2006–07||Gosport Borough||Hayling United||Fleetlands|
In 2007, Division Two was discontinued.
Wessex League Cup
The Wessex League Cup, or 'Sydenhams League Cup' for sponsor purposes, is a domestic cup which all the Wessex League teams participate in.
Wessex League Cup winners
- 1986–87 Road Sea Southampton
- 1987–88 East Cowes Victoria Athletic
- 1988–89 AFC Lymington
- 1989–90 A.F.C. Totton
- 1990–91 Thatcham Town
- 1991–92 Thatcham Town
- 1992–93 Gosport Borough
- 1993–94 Wimborne Town
- 1994–95 Thatcham Town
- 1995–96 Downton
- 1996–97 Thatcham Town
- 1997–98 Aerostructures Sports & Social
- 1998–99 Cowes Sports
- 1999–2000 Wimborne Town
- 2000–01 No competition was held
- 2001–02 Andover
- 2002–03 A.F.C. Totton
- 2003–04 Winchester City
- 2004–05 Hamworthy United
- 2005–06 A.F.C. Totton
- 2006–07 Lymington Town
- 2007–08 Wimborne Town
- 2008–09 VT
- 2009–10 Bemerton Heath Harlequins
- 2010–11 Bournemouth
- 2011–12 Christchurch
- 2012–13 Alresford Town
- 2013–14 Alresford Town
- 2014–15 A.F.C. Portchester
- 2015–16 Team Solent
- 2016–17 Sholing
- 2017-18 AFC Portchester