The name stems from the Deptford Ground located on Wellington Road in Sembawang where the team started playing football in 1988.

[1] The following year, Wellington FC joined the Singapore National Football League in Division 2, from which they were promoted as champions in 1994.

[5] Following this, they signed Jan Janostak, Joe Caleta and Ervin Boban, from the Malaysia Super League, as well as Singapore national players Borhan Abu Samah, Tamil Marren, Zakaria Awang, from England Notts County legend Darren Davis and Croatian goalkeeper Sandro Radun, who played for the Singapore FA in 1992.

[6] Woodlands won the President's Centennial Cup in 1998, a cup competition organized by the Philippine Football Federation to celebrate the centennial of Philippine Independence, beating Sembawang Rangers 4–2 in the semi-final and Hong Kong Rangers 2–1 at the Negros Occidental Sports Complex in the final in Bacolod with both goals from Razali Ahmad.

[7] While they enjoyed a relatively successful period throughout the late nineties, Woodlands finished last in the 2001 S.League season, prompting them to sign Singapore internationals Zulkarnaen Zainal, Goh Tat Chuan and A. Siva Kumar.

"[10] A report by The New Paper on 22 November 2012 suggested that Woodlands may be in financial trouble and could be the second club to sit out the 2013 S.League after Gombak United has announced earlier that it would not be taking part in the league in 2013.

[19] They can be seen at both home and away games dressed in the club's official colours of yellow and blue and are usually seated behind the Rams' dugout.

Their previous kit sponsors include Lotto, Kappa, Diadora, Umbro, Mitre and Thai apparel makers, Acono.

As soon as they were rebranded into the Woodlands Wellington Football Club in 1996, the Rams changed their home kit to all white with a narrow stripe of yellow and green down the middle.

The youth academy of Woodlands is the Centre of Excellence, which develops promising young players and grooms them for the future.