| 1 | Sat 5 Oct 2013 | 0-1 v Dover AthleticDover Athletic 1-0 Dorchester Town | Skrill South |
| 2 | Sat 19 Oct 2013 | 3-1 v Maidenhead UnitedMaidenhead United 1-3 Dorchester Town | Skrill South |
| 3 | Sat 26 Oct 2013 | 0-4 v Basingstoke TownDorchester Town 0-4 Basingstoke Town | Skrill South |
| 4 | Sat 2 Nov 2013 | 1-4 v BromleyBromley 4-1 Dorchester Town | Skrill South |
| 5 | Sat 9 Nov 2013 | 0-2 v Bath CityDorchester Town 0-2 Bath City | Skrill South |
| 6 | Sat 30 Nov 2013 | 0-0 v Eastbourne BoroughDorchester Town 0-0 Eastbourne Borough | Skrill South |
| 7 | Sat 7 Dec 2013 | 1-5 v Havant & WaterloovilleHavant & Waterlooville 5-1 Dorchester Town | Skrill South |
| 8 | Tue 10 Dec 2013 | 2-1 v Tonbridge AngelsDorchester Town 2-1 Tonbridge Angels | Skrill South |
| 9 | Sat 14 Dec 2013 | 2-2 v Concord RangersDorchester Town 2-2 Concord Rangers | Skrill South |
| 10 | Thu 26 Dec 2013 | 1-2 v EastleighDorchester Town 1-2 Eastleigh | Skrill South |
| 11 | Sat 28 Dec 2013 | 0-3 v Weston-super-MareWeston-super-Mare 3-0 Dorchester Town | Skrill South |
| 12 | Sat 11 Jan 2014 | 0-5 v Boreham WoodBoreham Wood 5-0 Dorchester Town | Skrill South |
| 13 | Sat 18 Jan 2014 | 0-4 v Dover AthleticDorchester Town 0-4 Dover Athletic | Skrill South |
| 14 | Sat 1 Feb 2014 | 2-3 v FarnboroughFarnborough 3-2 Dorchester Town | Skrill South |
| 15 | Sat 8 Feb 2014 | 1-0 v Eastbourne BoroughEastbourne Borough 0-1 Dorchester Town | Skrill South |
| 16 | Tue 11 Feb 2014 | 0-2 v Havant & WaterloovilleDorchester Town 0-2 Havant & Waterlooville | Skrill South |
| 17 | Sat 15 Feb 2014 | 3-2 v BromleyDorchester Town 3-2 Bromley | Skrill South |
| 18 | Sat 22 Feb 2014 | 2-1 v Tonbridge AngelsTonbridge Angels 1-2 Dorchester Town | Skrill South |
| 19 | Sat 1 Mar 2014 | 1-1 v Staines TownDorchester Town 1-1 Staines Town | Skrill South |
| 20 | Sat 8 Mar 2014 | 1-4 v Boreham WoodDorchester Town 1-4 Boreham Wood | Skrill South |
| 21 | Tue 11 Mar 2014 | 1-1 v Bishop's StortfordBishop's Stortford 1-1 Dorchester Town | Skrill South |
| 22 | Sat 15 Mar 2014 | 0-1 v Bath CityBath City 1-0 Dorchester Town | Skrill South |
| 23 | Mon 17 Mar 2014 | 1-4 v Chelmsford CityChelmsford City 4-1 Dorchester Town | Skrill South |
| 24 | Sat 22 Mar 2014 | 0-0 v Sutton UnitedDorchester Town 0-0 Sutton United | Skrill South |
| 25 | Tue 25 Mar 2014 | 0-6 v EastleighEastleigh 6-0 Dorchester Town | Skrill South |
| 26 | Sat 29 Mar 2014 | 1-2 v Basingstoke TownBasingstoke Town 2-1 Dorchester Town | Skrill South |
| 27 | Tue 1 Apr 2014 | 0-3 v Maidenhead UnitedDorchester Town 0-3 Maidenhead United | Skrill South |
| 28 | Sat 5 Apr 2014 | 0-2 v Hayes & Yeading UnitedHayes & Yeading United 2-0 Dorchester Town | Skrill South |
| 29 | Sat 12 Apr 2014 | 1-0 v FarnboroughDorchester Town 1-0 Farnborough | Skrill South |
| 30 | Tue 15 Apr 2014 | 0-2 v Hayes & Yeading UnitedDorchester Town 0-2 Hayes & Yeading United | Skrill South |
| 31 | Mon 21 Apr 2014 | 1-1 v Gosport BoroughDorchester Town 1-1 Gosport Borough | Skrill South |
| 32 | Sat 26 Apr 2014 | 0-4 v Ebbsfleet UnitedEbbsfleet United 4-0 Dorchester Town | Skrill South |
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