Formed in 1988, Wealden joined Division 3 of the Sussex County League ten years later, finishing 4th in their first season before gaining promotion as runners-up to Bosham in 1999/00. Since then the club has established itself in senior football.

2004/05 saw the Oaks finish 5th but in addition, Wealden picked up the Division Two Challenge Cup, with an emphatic 3-0 win over Midhurst.

In 2005/06, Wealden finished 6th but in 2006/07, under new Manager Andy Gander, ably assisted by the experienced Mark Cox, Wealden looked to be promoted into the 1st Division until 4.55pm on the final day of the season when St Francis scored a 95th minute winner at Pagham to deny Wealden top flight status. However, Wealden did finish in the highest league position in their history in 4th. Gander and Cox also secured their 2nd Division 2 Cup in 3 years with a 2-1 win over Steyning Town.

For the 2007/08 season, Gander is also now reunited with his Asst Manager from his Wick successes, Dean Bradford, who will work alongside Mark Cox for Andy in the hope of finally bringing promotion to the 1st Division.