Friendlies
| Date | Time | Home Team | Away Team | Score |
| 8 August | Blandford Utd FC | Shaftesbury FC 1st | 1-0 | |
| 15 August | Wincanton Town FC | Shaftesbury FC 1st | 1-0 | |
| 22 August | Shaftesbury FC 1st | Laverstock FC | 3-2 | |
| 29 August | Wells City FC | Shaftesbury FC 1st | | |
| | Stalbridge | Shaftesbury FC Res | 1-4 | |
| | Alderbury | Shaftesbury FC Res | 1-4 | |
| | Blandford Res | Shaftesbury FC Colts | 1-6 | |
| | Handley Bankes Cup | Shaftesbury FC Colts | 2-5 |
First Team
| Date | Time | Home Team | Away Team | Score |
| Tue 1 Sept | 7.45pm | Shaftesbury FC | Fawley AFC | 2-2 5-6 (Pen) |
| Sat 5 Sept | 3pm | Shaftesbury FC | Amesbury Town FC | 2-1 |
| Tue 8 Sept | 7.45pm | Shaftesbury FC | Bournemouth FC | 2-1 |
| Sat 12 Sept | 3pm | Shaftesbury FC | Horndean | 4-3 |
| Tue 15 Sept | 7.45pm | Bemerton Heather Harlequins SWL Cup | Shaftesbury FC | 6-1 |
| Sat 19 Sept | 3pm | Shaftesbury FC FA Vase | Badshot | 0-4 |
| Tue 26 Sept | 7.45pm | Blackfield & Langley | Shaftesbury FC | 2-1 |
| Sat 3 Oct | 3pm | Horndean | Shaftesbury FC | 3-1 |
| Tue 6 Oct | 7.45pm | Hamworthy Utd | Shaftesbury FC | |
| Sat 10 Oct | 3pm | – | – | |
| Sat 17 Oct | 3pm | Shaftesbury FC | AFC Stoneham | Off |
| Tue 20 Oct | 7.45pm | Shaftesbury FC | Tadley Cavella | 1-6 |
| Sat 24 Oct | 3pm | Shaftesbury FC | Cowes Sports | Off |
| Sat 31 Oct | 3pm | Bashley | Shaftesbury FC | |
| Tue 3 Nov | 7.45pm | Fleet Town | Shaftesbury FC | |
| Sat 7 Nov | 3pm | Shaftesbury FC | Fareham | |
| Sat 14 Nov | 3pm | Baffins Milton Rovers | Shaftesbury FC | |
| Tue 17 Nov | 7.45pm | Brockenhurst | Shaftesbury FC | |
| Sat 21 Nov | 3pm | Shaftesbury FC | AFC Porchester | |
| Sat 28 Nov | 3pm | Shaftesbury FC | Lymington Town | |
| Tue 1 Dec | 7.45pm | Hamble Club | Shaftesbury FC | |
| Sat 5 Dec | 3pm | Shaftesbury FC | Portland United | |
| Sat 12 Dec | 3pm | Shaftesbury FC | Alresford Town | |
| Sat 19 Dec | 3pm | Christchurch | Shaftesbury FC | |
| Sat 2 Jan | 3pm | Bournemouth | Shaftesbury FC | |
| Sat 9 Jan | 3pm | Amesbury | Shaftesbury FC | |
| Sat 16 Jan | 3pm | Shaftesbury FC | Fleet Town | |
| Sat 23 Jan | 3pm | AFC Stoneham | Shaftesbury FC | |
| Sat 30 Jan | 3pm | Shaftesbury FC | Bashley | |
| Sat 6 Feb | 3pm | Shaftesbury FC | Baffin Milton Rovers | |
| Sat 13 Feb | 3pm | Cowes Sports | Shaftesbury FC | |
| Sat 20 Feb | 3pm | Horndean | Shaftesbury FC | |
| Tue 23 Feb | 7.45pm | Shaftesbury FC | Christchurch | |
| Sat 27 Feb | 3pm | Shaftesbury FC | Brockenhurst | |
| Sat 6 Mar | 3pm | Lymington Town | Shaftesbury FC | |
| Tue 9 Mar | 7.45pm | Portland Utd | Shaftesbury FC | |
| Sat 13 Mar | 3pm | Shaftesbury FC | Tadley Cavella | |
| Sat 20 Mar | 3pm | Fareham Town | Shaftesbury FC | |
| Tue 23 Mar | 7.45pm | Shaftesbury FC | Hamworthy Utd | |
| Sat 27 Mar | 3pm | AFC Porchester | Shaftesbury FC | |
| Sat 3 Apr | 3pm | Shaftesbury FC | Hamble Club | |
| Sat 10 Apr | 3pm | Shaftesbury FC | Blackfield & Langley | |
| Sat 17 Apr | 3pm | Arlesford Town | Shaftesbury FC | |
Reserves
| Date | Time | Home Team | Away Team | Score |
| Sat 5 Sept | 3pm | Balti Sports | Shaftesbury FC | 2-1 |
| Sat 12 Sept | 3pm | Portland Utd | Shaftesbury FC | 4-0 |
| Sat 19 Sept | 3pm | Merley Cobham | Shaftesbury FC | 2-1 |
| Sun 26 Sept | 3pm | Shaftesbury FC | Holt Utd | 4-6 |
| Sat 3 Oct | 3pm | Shaftesbury FC | Bournemouth Sports | Off |
| Sat 10 Oct | 3pm | Swanage Town & Herston | Shaftesbury FC | Off |
| Sat 17 Oct | 3pm | Wareham Rangers | Shaftesbury FC | 1-0 |
| Sat 24 oct | 3pm | Bridport Reserves | Shaftesbury FC | |
| Sat 31 Oct | 3pm | Shaftesbury FC | Hamworthy Recreation |
Colts
| Date | Time | Home Team | Away Team | Score |
| Thurs 4 Sept | 7.30PM | Shaftesbury FC | Donhead | 1-3 |
| Sat 12 Sept | 3pm | Swanage | Shaftesbury FC | Off |
| Sat 19 Sept | 3pm | Bournemouth Sports | Shaftesbury FC | 2-2 |
| Sat 26 Sept | 3pm | Shaftesbury FC (Child Okeford) | Wareham Rangers | 4-3 |
| Sat 3 Oct | 3pm | Gillingham Town Reserves | Shaftesbury FC | Off |
| Sat 17 Oct | 3pm | Upwey & Broadwey First | Shaftesbury FC | 7-1 |
| Sat 24 Oct | 3pm | Alderholt First | Shaftesbury FC | |
| Sat 31 Oct | 3pm | Shaftesbury FC | Wool United First Team | |
| | | | | |
Ladies
| Date | Time | Home Team | Away Team | Score |
| Sat 8 Aug | 2pm | Broadstone | Shaftesbury FC | 2-3 |
| Tue 18 Aug | 6.30pm | Shaftesbury FC | Mill Ladies | 8-3 |
| Wed 26 Aug | 2pm | Shaftesbury FC | Gillingham | 1-5 |
| Tues 1 Sept | 6.30pm | Warminster | Shaftesbury FC | 7-1 |
| Sun 6 Sept | 2pm | Crewkerne | Shaftesbury FC | 1-5 |
| Sun 20 Sept | 12pm | Longfleet Lionesses (Poole High School) | Shaftesbury FC | 0-2 |
| Sun 11 Oct | 2pm | Shaftesbury FC | Broadstone Town Pitch | 7-1 |
| Sun 18 Oct | 2pm | Gilingham | Shaftesbury FC | 2-2 |
| Sun 25 Oct | 2pm | Bridport | Shaftesbury FC | 1-6 |
| Sun 25 Nov | 2pm Friendly | Broadstone | Shaftesbury FC Res | 4-3 |
| Sun 1 Nov | 2pm | Shaftesbury FC | Poole Town Reserves | |
| Sun 1 Nov | 2pm | Broadstone | Shaftesbury FC Res | |
| Sun 8 Nov | 2pm | Holt Utd | Shaftesbury FC | |
| Sun 22 Nov | 2pm | Shaftesbury FC | Weymouth | |
| Sun 29 Nov | 2pm | Shaftesbury FC Res | Longfleet Lionesses | |
Under 18s
| Date | Time | Home Team | Away Team | Score |
| Friendly | Corsham | Shaftesbury FC | 2-0 | |
| Friendly | Shaftesbury FC | Wimborne | 3-1 | |
| Friendly | Sherborne | Shaftesbury FC | 2-0 | |
| Friendly | Shaftesbury FC | Paulton | 3-3 | |
| Thur 8 Oct | 7.30pm | Shaftesbury FC | Wells City | 3-0 |
| Tue 13 Oct | 7.30pm | Bishops Lydeard | Shaftesbury FC | 5-1 |
| Tue 27 Oct | 7.30pm | Chard Town | Saftesbury FC | |
| Tue 3 Nov | 7.30pm | Wellington | Shaftesbury FC | |
| Thur 12 Nov | 7.30pm | Shaftesbury FC | Wellington | |
| Thur 19 Nov | 7.30pm | Shaftesbury FC | Chard Town | |
| Thur 26 Nov | 7.30pm | Shaftesbury FC | Bishops Lydeard | |
| Thur 10 Dec | 7.30pm | Shaftesbury FC | Weymouth | |
| Tue 5 Jan | 7.30pm | Weymouth | Shaftesbury FC | |
| Tue 26 Jan | 7.30pm | Wells City | Shaftesbury FC | |