The 2023–24 Wessex Football League season was the 38th 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 15 May 2023.[1] Starting this season, the Premier Division (step 5) promotes two clubs; one as champions and one via a four-team play-off. This replaced the previous inter-step play-off system. For this season only, there was only one club relegated from the Premier Division.[2]
Source: Wessex League Rules for classification: 1) points; 2) goal difference; 3) number of goals scored. (C) Champions; (O) Play-off winners; (P) Promoted; (R) Relegated Notes:
^Moneyfields had three points deducted for failing to fulfil a fixture.
^Christchurch 0–8 Baffins Milton Rovers (16 December 2023) and Lymington Town 1–3 Baffins Milton Rovers (6 January 2024) were voided after Baffins Milton Rovers fielded an ineligible player. Both matches were to be replayed.[3] Replayed matches: Lymington Town 0–3 Baffins Milton Rovers (30 January 2024), Christchurch 1–3 Baffins Milton Rovers (20 April 2024).
Source: Wessex Leagues Rules for classification: 1) points; 2) goal difference; 3) number of goals scored. (C) Champions; (O) Play-off winners; (P) Promoted; (R) Relegated Notes:
^14 October 2023 – Romsey Town 2–3 Andover Town was voided after Andover were found to have fielded an ineligible player. The match was replayed on 19 March 2024, with Romsey winning 4–1.