| Tuesday 12th August 2008 | First Division | ||
|---|---|---|---|
| Darwen | 1-2 | Holker Old Boys | Att: 2 |
| Saturday 16th August 2008 | F.A. Challenge Cup Extra Preliminary Round | ||
|---|---|---|---|
| Holker Old Boys | 2-2 | St Helens Town | Att: 56 |
| Tuesday 19th August 2008 | F.A. Challenge Cup Extra Preliminary Round Replay | ||
|---|---|---|---|
| St Helens Town | 1-0 | Holker Old Boys | Att: 83 |
| Saturday 23rd August 2008 | First Division | ||
|---|---|---|---|
| Cheadle Town | 5-0 | Holker Old Boys | Att: 0 |
| Saturday 13th September 2008 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 2-1 | Irlam | Att: 1 |
| Saturday 20th September 2008 | F.A. Carlsberg Vase 2nd Qualifying Round | ||
|---|---|---|---|
| Holker Old Boys | 2-2 | Colne | Att: 47 |
| (After Extra Time, 2-2 after 90 mins) | |||
| Tuesday 23rd September 2008 | F.A. Carlsberg Vase | ||
|---|---|---|---|
| Colne | 5-0 | Holker Old Boys | Att: 55 |
| Saturday 27th September 2008 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 1-6 | Wigan Robin Park | Att: 6 |
| Saturday 18th October 2008 | First Division | ||
|---|---|---|---|
| Norton United | 3-2 | Holker Old Boys | Att: 2 |
| Saturday 25th October 2008 | First Division | ||
|---|---|---|---|
| Irlam | 2-2 | Holker Old Boys | Att: 2 |
| Tuesday 28th October 2008 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 0-0 | Darwen | Att: 0 |
| Saturday 1st November 2008 | First Division | ||
|---|---|---|---|
| Bootle | 4-2 | Holker Old Boys | Att: 2 |
| Saturday 8th November 2008 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 4-3 | Rochdale Town | Att: 3 |
| Saturday 15th November 2008 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 1-2 | Chadderton | Att: 2 |
| Saturday 22nd November 2008 | First Division | ||
|---|---|---|---|
| Ashton Town | 0-3 | Holker Old Boys | Att: 3 |
| Saturday 6th December 2008 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 2-0 | Daisy Hill | Att: 0 |
| Saturday 20th December 2008 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 1-4 | Padiham | Att: 4 |
| Saturday 27th December 2008 | First Division | ||
|---|---|---|---|
| AFC Blackpool | 2-0 | Holker Old Boys | Att: 0 |
| Saturday 17th January 2009 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 2-2 | Cheadle Town | Att: 2 |
| Saturday 31st January 2009 | First Division | ||
|---|---|---|---|
| Wigan Robin Park | 1-0 | Holker Old Boys | Att: 0 |
| Saturday 14th February 2009 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 5-3 | Leek CSOB | Att: 3 |
| Saturday 21st February 2009 | First Division | ||
|---|---|---|---|
| Chadderton | 3-1 | Holker Old Boys | Att: 1 |
| Saturday 28th February 2009 | First Division | ||
|---|---|---|---|
| Stone Dominoes | 2-0 | Holker Old Boys | Att: 0 |
| Wednesday 11th March 2009 | First Division | ||
|---|---|---|---|
| Padiham | 3-3 | Holker Old Boys | Att: 3 |
| Saturday 14th March 2009 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 2-0 | Eccleshall | Att: 0 |
| Saturday 21st March 2009 | First Division | ||
|---|---|---|---|
| Rochdale Town | 1-2 | Holker Old Boys | Att: 2 |
| Wednesday 25th March 2009 | First Division | ||
|---|---|---|---|
| Daisy Hill | 1-3 | Holker Old Boys | Att: 3 |
| Saturday 28th March 2009 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 2-2 | Norton United | Att: 2 |
| Tuesday 31st March 2009 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 0-0 | Ashton Town | Att: 0 |
| Saturday 4th April 2009 | First Division | ||
|---|---|---|---|
| Oldham Town | 0-0 | Holker Old Boys | Att: 0 |
| Tuesday 7th April 2009 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 3-1 | Bootle | Att: 1 |
| Saturday 11th April 2009 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 1-2 | Stone Dominoes | Att: 2 |
| Tuesday 14th April 2009 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 1-0 | AFC Blackpool | Att: 0 |
| Saturday 18th April 2009 | First Division | ||
|---|---|---|---|
| Eccleshall | 1-1 | Holker Old Boys | Att: 1 |
| Wednesday 22nd April 2009 | First Division | ||
|---|---|---|---|
| AFC Liverpool | 0-1 | Holker Old Boys | Att: 1 |
| Saturday 25th April 2009 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 0-2 | AFC Liverpool | Att: 2 |
| Saturday 2nd May 2009 | First Division | ||
|---|---|---|---|
| Leek CSOB | 1-3 | Holker Old Boys | Att: 3 |
| Saturday 9th May 2009 | First Division | ||
|---|---|---|---|
| Holker Old Boys | 7-3 | Oldham Town | Att: 3 |