Division Two Cup Preliminary Round 1st Leg | Preliminary Round 2nd Leg | 1st Round 1st Leg | 1st Round 2nd Leg | Semi-Final 1st Leg | Semi-Final 2nd Leg | Final | Top Scorers
| Fixtures for Preliminary Round 1st Leg: | | Frome Town Sports 'A' | 0 - 9 | Mere Town | (2008-02-02) | | | | Gavin Parfitt
Gavin Parfitt
Gavin Parfitt
Sean Jones
Dean Haskett
Chris Parfitt
Chris Parfitt
Richard Dickson
Richard Dickson
| | | Hilperton United | 3 - 1 | The Lamb Inn | (2008-02-02) | Ian True
Shaun McGill
Lee Ovens
| | | Andrew Edwards
| | | Semington Magpies | 2 - 7 | FC Chippenham Youth Res. | (2008-02-02) | Stuart Barber
Andy Harrison
| | | Jack Coathupe
Mike Austin
Mike Austin
Aarron Merryweather
Aarron Merryweather
Aarron Merryweather
Kyle Balloch
| | | Heytesbury | 1 - 0 | Westbury United 'A' | (2008-02-09) | Martin Bridle
| | | | | | Bratton | 1 - 2 | St Andrews Winsley | (2008-02-16) | Dan Cox
| | | Lewis Meaden
Tom Giles
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