Western League Division One
| Date | Venue | Opponents | Comp | Att | F | A | Scorers |
| 23/08/1958 | Home | Chelmsford City | Lge | 2706 | 2 | 2 | Murphy, Jackson(pen) |
| 27/08/1958 | Away | Poole Town | IZ | 1 | 2 | Jackson | |
| Away | Exeter City Reserves | LC | 1 | 0 | |||
| 06/09/1958 | Home | Poole Town | Lge | 2431 | 1 | 2 | Lambden |
| 10/09/1958 | Home | Exeter City Reserves | LC | 1722 | 7 | 1 | Henderson(3), Compton(2), White, Lambden |
| 20/09/1958 | Away | Calne & Harris Utd -1Q | FAC | 7 | 2 | Lambden(2), Murphy(2),Compton(2), Henderson | |
| 23/09/1958 | Away | Yeovil Town | IZ | 3 | 5 | ||
| 27/09/1958 | Home | Yiewsley | Lge | 1719 | 1 | 1 | Murphy |
| 01/10/1958 | Home | Weymouth | IZ | 0 | 0 | ||
| 04/10/1958 | Away | Chippenham United - 2Q | FAC | 2 | 1 | ||
| 09/10/1958 | Away | Cambridge United | Lge | 2 | 4 | Bence | |
| 18/10/1958 | Away | Chippenham Town - 3Q | FAC | 2 | 2 | ||
| 22/10/1958 | Home | Chippenham Town - 3QR | FAC | 3 | 0 | ||
| 01/11/1958 | Away | Bath City - 4Q | FAC | 9000 | 1 | 3 | Henderson(pen) |
| 05/11/1958 | Home | Weymouth | LC | 700 | 1 | 1 | |
| 08/11/1958 | Away | Guildford City | Lge | 2 | 1 | Baker(2) | |
| 11/11/1958 | Away | Weymouth | IZ | 2 | 5 | ||
| 25/11/1958 | Away | Weymouth | LC | 1 | 4 | ||
| 29/11/1958 | Home | Exeter City Reserves | Lge | 1539 | 3 | 2 | Henderson(pen), Baker, Murphy |
| 06/12/1958 | Away | Bedford Town | Lge | 4768 | 1 | 2 | Murphy |
| 13/12/1958 | Home | Cambridge United | Lge | 1 | 0 | Baker | |
| 26/12/1958 | Away | Weymouth | Lge | 0 | 5 | ||
| 27/12/1959 | Home | Weymouth | Lge | 1 | 3 | ||
| 03/01/1959 | Home | Dartford | Lge | 1589 | 2 | 1 | Murphy, Baker |
| 24/01/1959 | Away | Kings Lynn | Lge | 2013 | 1 | 2 | |
| 31/01/1959 | Home | Tottenham Hotspur XI | F | 3101 | 4 | 4 | Baker(2), Lamsden, Henderson |
| 13/02/1959 | Home | Chippenham United - SF | WPS | 10 | 1 | ||
| Home | Bedford Town | Lge | 4 | 3 | |||
| 18/03/1959 | Home | Yeovil | IZ | 3 | 3 | ||
| Home | Cambridge City | Lge | 2 | 6 | |||
| Home | Cambridge United | Lge | 1 | 0 | |||
| Home | Clacton Town | Lge | 2 | 1 | |||
| Home | Gravesend & Northfleet | Lge | 5 | 2 | |||
| Home | Hastings United | Lge | 1 | 0 | |||
| Home | Tonbridge | Lge | 1 | 0 | |||
| 04/04/1959 | Home | Yeovil Town | Lge | 1 | 1 | ||
| Away | Cambridge City | Lge | 2 | 2 | |||
| 18/04/1959 | Away | Yeovil Town | Lge | 1 | 2 | ||
| 22/04/1959 | Home | Kings Lynn | Lge | 1648 | 4 | 1 | |
| Away | Chelmsford City | Lge | 0 | 8 | |||
| Away | Clacton Town | Lge | 4 | 2 | |||
| Away | Dartford | Lge | 2 | 7 | |||
| Away | Exeter City Reserves | Lge | 2 | 3 | |||
| Away | Gravesend & Northfleet | Lge | 1 | 2 | |||
| Away | Hastings United | Lge | 0 | 4 | |||
| Away | Poole Town | Lge | 0 | 1 | |||
| Away | Tonbridge | Lge | 0 | 1 | |||
| Away | Yiewsley | Lge | 3 | 2 | |||
| Home | Exeter City Reserves | IZ | 0 | 1 | |||
| Home | Poole Town | IZ | 1 | 3 | |||
| Away | Exeter City Reserves | IZ | 0 | 2 |
Lge -
Western League Division One
IZ - Inter Zone Competition
FAC - FA
Cup
LC - League Cup
WPS - Wiltshire Professional Shield