FA Cup: Windsor & Eton take on Eastbourne Borough as Second Qualifying Round draw is made

Windsor face South Coast away day while Ascot United will be at home if they can get past Pagham in a replay
Windsor & Eton's Luke Phillips. Photo: Richard Milam.
Windsor & Eton's Luke Phillips. Photo: Richard Milam.

The velvet bag has provided a mixed-bag of fixtures for Berkshire sides in today’s FA Cup Second Qualifying Round draw.

Tadley Calleva – FA Cup heroes last season who defeated non-league giants Weymouth in a tie live-streamed by BBC in a best-ever run to this stage last season – will hit the road this time after their 3-1 home win against Laverstock & Ford on Saturday afternoon.  They will go to Step 4 side Bishops Cleeve. 

Windsor & Eton’s reward for dispatching Step 5 side Petts Wood & Holmesdale 5-0 is a trip to the south coast where they will take on Steve King’s big spending Eastbourne Borough, who have lost each of their most recent three Isthmian Premier League matches following relegation last season from the National League South.

Ascot United will face another home tie if they can win a midweek replay at Pagham – Step 3 side Hanwell Villa will visit the Racecourse if the Yellas are successful in Sussex.

Fun stuff: Hang it in the.. Berkshire Museum of the FA Cup

More: 2026/27 FA Cup Second Qualifying Round: Draw date and times – everything you need to know

Hungerford Town have only ever reached the first round proper once, back in 1979 when they were defeated at Slough Town.  They will go to fellow Step 4 side Slimbridge after a comprehensive 4-0 victory at Wells City.

The Step 2 sides will come into the competition for the first time in this round.  Both Slough Town and Maidenhead United have been given home ties; ambitious Chatham Town will provide a stern test to the currently managerless Rebels at Arbour Park whilst the Magpies will host troubled divisional rivals Ebbsfleet United.

Berkshire ties in FA Cup Second Qualifying Round:

  • Ascot United or Pagham vs Hanwell Villa
  • Bishops Cleeve vs Tadley Calleva
  • Eastbourne Borough vs Windsor & Eton
  • Maidenhead United vs Ebbsfleet United
  • Slimbridge vs Hungerford Town
  • Slough Town vs Chatham Town

FA Cup Second Qualifying Round matches are due to take place on the weekend of Saturday 19th September 2026. The prize money split is £3,375 to 80 winning teams, and £1,125 to 80 losing teams.

Upcoming fixtures

Saturday 14th November 2026

Maidenhead Town15:00Spelthorne Sports
Maidstone United15:00Maidenhead United
Show all fixtures

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