2008–09 Wessex Football League

The 2008–09 Wessex Football League was the 23rd season of the Wessex Football League. The league champions for the first time in their history were Poole Town, who were denied promotion to the Southern League due to ground grading problems. VT were promoted as runners-up. There was the usual programme of promotion and relegation between the two Wessex League divisions. For sponsorship reasons, the league was known as the Sydenhams Wessex League.

2008–09 Wessex Football League

The 2008–09 Wessex Football League was the 23rd season of the Wessex Football League. The league champions for the first time in their history were Poole Town, who were denied promotion to the Southern League due to ground grading problems. VT were promoted as runners-up. There was the usual programme of promotion and relegation between the two Wessex League divisions. For sponsorship reasons, the league was known as the Sydenhams Wessex League.