The 2021–22 Wessex Football League season (known as the Sydenhams Football League (Wessex) for sponsorship reasons) was the 36th in the history of the Wessex Football League since its establishment in 1986. The league consists of two divisions: the Premier Division and Division One. The constitution was announced on 18 May 2021. After the abandonment of the previous two seasons due to the COVID-19 pandemic, a number of promotions were decided on a points per game basis over the 2019–20 and 2020–21 seasons.