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  • Writer's pictureRob Stevens

Old Windsor F.C. hoping this season will be third time lucky in their pursuit of a first-ever League Cup trophy win

PICTURE: Old Windsor have been beaten finalists in the League Cup competition in each of the past two seasons and must beat South Reading to have a third crack at the silverware this May.

Old Windsor F.C are hoping that it might be third time lucky in their bid to once again reach the Final of the East Berkshire League Cup but this time win the famous silverware.

The Os have never won the League Cup competition despite having reached the Final in both of the last two seasons, ultimately falling at the final hurdle to Britwell in 2023 and Singh Sabha in 2022.

Old Windsor gained some manner of revenge when thrashing Singh Sabha 5-1 in the Quarter Finals this term, booking their ticket to Semi Finals Day at Eton Wick F.C. & Social Club this Saturday.

However, Assistant Secretary, Luke Wade, is not looking past their Semi Finals opponents, South Reading. The newcomers to the League have impressed everyone in their debut season and could potentially win five trophies this year.

Wade explained: “It’s been a good season so far for us. We’ve been able to keep a relatively stable squad throughout and add a couple of key players as the season has progressed. We have some big matches in the coming weeks which will ultimately determine how our season looks come the end of May.

“We had a tough draw going against Singh Sabha in the Quarter Finals but, that was one of the better games we’ve played this season as we ended up winning the match 5-1. Singh Sabha were dangerous throughout that game, as you would expect, but I felt we fully deserved the victory.

PICTURE: League Cup Semi Finals Day takes place at Eton Wick F.C. & Social Club this Saturday when Old Windsor collide with impressive newcomers South Reading in the second Semi Finals match at 3pm.

“Our priority at the start of the season was to try and win the league however, we have never won the League Cup despite making the Final in the last two seasons. We would obviously love to make the Final this year and attempt to go one better however, that’s a long way off.”

Wade added: “South Reading are having a brilliant first season in the East Berkshire League and having been a great addition to the League. To make the Berks & Bucks FA David Grange Trophy Final, compete at the top end of the league and still be in a number of cup competitions shows how strong a squad they have.”

Old Windsor have been a dominant force this season and currently on course to regain the Premier Division title last won in 2020. The Os have won in all nine of the previous matches in all competitions since exiting the Berks & Bucks F.A. Charles Twelftree Trophy after defeat at Burghfield in mid-November.

The team has scored a whopping 56 goals in the nine-match winning streak, at an average of more than six goals per game, and conceded only seven times. The Os have kept a clean sheet in each of their last three matches - a water-tight defence that will be needed to keep out a South Reading side that has never failed to score a goal in a game so far this season.

Old Windsor will carry a danger all over the pitch but perhaps none more so than Joseph Allen, the top goals scorer in the Premier Division with an impressive 28 goals in just 18 appearances. Allen has scored in each of his last four games including all five goals as The Os routed Taplow United to reach the Final in the Slough Town Premier Cup last month.

Shane Qoloni is another notable danger having hit the back of the net 16 times in just nine games, whilst both Lewis Corney and Dylan Harbridge have also reached double figures for the season already.

To enter the East Berkshire Football League ahead of the 2024/25 season, or for further information about the league, or an entry form for the upcoming season, please email the team at


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