| 1 | Sat 23 Jul 2016 | 11-2 v MillwallDulwich Hamlet 1-2 Millwall | Friendly |
| 2 | Sat 13 Aug 2016 | 12-2 v AFC SudburyAFC Sudbury 2-2 Dulwich Hamlet | Ryman League Premier Division |
| 3 | Tue 16 Aug 2016 | 12-1 v Enfield TownDulwich Hamlet 2-1 Enfield Town | Ryman League Premier Division |
| 4 | Sat 20 Aug 2016 | 12-4 v LeistonDulwich Hamlet 2-4 Leiston | Ryman League Premier Division |
| 5 | Tue 23 Aug 2016 | 12-1 v Harlow TownHarlow Town 1-2 Dulwich Hamlet | Ryman League Premier Division |
| 6 | Sat 27 Aug 2016 | 11-2 v Canvey IslandDulwich Hamlet 1-2 Canvey Island | Ryman League Premier Division |
| 7 | Mon 29 Aug 2016 | 11-1 v HendonHendon 1-1 Dulwich Hamlet | Ryman League Premier Division |
| 8 | Sat 3 Sep 2016 | 13-0 v PaghamPagham 0-3 Dulwich Hamlet | Emirates FA Cup First Qualifying Round |
| 9 | Sat 10 Sep 2016 | 12-2 v Burgess Hill TownDulwich Hamlet 2-2 Burgess Hill Town | Ryman League Premier Division |
| 10 | Tue 13 Sep 2016 | 14-0 v Grays AthleticDulwich Hamlet 4-0 Grays Athletic | Alan Turvey Trophy First Round |
| 11 | Sat 17 Sep 2016 | 10-2 v HendonDulwich Hamlet 0-2 Hendon | Emirates FA Cup Second Qualifying Round |
| 12 | Tue 20 Sep 2016 | 11-1 v Metropolitan PoliceMetropolitan Police 1-1 Dulwich Hamlet | Ryman League Premier Division |
| 13 | Sat 24 Sep 2016 | 16-1 v Folkestone InvictaDulwich Hamlet 6-1 Folkestone Invicta | Ryman League Premier Division |
| 14 | Tue 27 Sep 2016 | 11-4 v Harrow BoroughDulwich Hamlet 1-4 Harrow Borough | Ryman League Premier Division |
| 15 | Sat 1 Oct 2016 | 12-2 v Enfield TownEnfield Town 2-2 Dulwich Hamlet | Ryman League Premier Division |
| 16 | Tue 4 Oct 2016 | 13-0 v Lowestoft TownLowestoft Town 0-3 Dulwich Hamlet | Ryman League Premier Division |
| 17 | Sat 8 Oct 2016 | 11-3 v Bognor Regis TownDulwich Hamlet 1-3 Bognor Regis Town | Ryman League Premier Division |
| 18 | Sat 15 Oct 2016 | 12-2 v LeatherheadLeatherhead 2-2 Dulwich Hamlet | Ryman League Premier Division |
| 19 | Tue 18 Oct 2016 | 13-1 v Harlow TownDulwich Hamlet 3-1 Harlow Town | Ryman League Premier Division |
| 20 | Sat 22 Oct 2016 | 12-0 v AFC SudburyDulwich Hamlet 2-0 AFC Sudbury | Ryman League Premier Division |
| 21 | Tue 25 Oct 2016 | 12-1 v Greenwich BoroughGreenwich Borough 1-2 Dulwich Hamlet | Alan Turvey Trophy Second Round |
| 22 | Sat 29 Oct 2016 | 12-1 v Lowestoft TownLowestoft Town 1-2 Dulwich Hamlet | FA Trophy First Qualifying Round |
| 23 | Tue 1 Nov 2016 | 10-2 v Staines TownStaines Town 2-0 Dulwich Hamlet | Ryman League Premier Division |
| 24 | Sat 5 Nov 2016 | 11-1 v Needham MarketNeedham Market 1-1 Dulwich Hamlet | Ryman League Premier Division |
| 25 | Sat 12 Nov 2016 | 14-0 v Chesham UnitedDulwich Hamlet 4-0 Chesham United | FA Trophy Second Qualifying Round |
| 26 | Sat 19 Nov 2016 | 14-1 v WorthingDulwich Hamlet 4-1 Worthing | Ryman League Premier Division |
| 27 | Tue 22 Nov 2016 | 12-0 v Harrow BoroughHarrow Borough 0-2 Dulwich Hamlet | Ryman League Premier Division |
| 28 | Sat 26 Nov 2016 | 11-0 v Winchester CityWinchester City 0-1 Dulwich Hamlet | FA Trophy Third Qualifying Round |
| 29 | Tue 29 Nov 2016 | 13-3 v Metropolitan PoliceDulwich Hamlet 3-3 Metropolitan Police | Ryman League Premier Division |
| 30 | Tue 6 Dec 2016 | 13-1 v Staines TownDulwich Hamlet 3-1 Staines Town | Ryman League Premier Division |
| 31 | Sat 10 Dec 2016 | 12-2 v Royston TownDulwich Hamlet 2-2 Royston Town | FA Trophy First Round |
| 32 | Tue 13 Dec 2016 | 11-0 v Royston TownRoyston Town 0-1 Dulwich Hamlet | FA Trophy First Round Replay |
| 33 | Sat 17 Dec 2016 | 11-2 v Tonbridge AngelsDulwich Hamlet 1-2 Tonbridge Angels | Ryman League Premier Division |
| 34 | Mon 19 Dec 2016 | 11-0 v KingstonianKingstonian 0-1 Dulwich Hamlet | Ryman League Premier Division |
| 35 | Tue 27 Dec 2016 | 12-0 v Grays AthleticGrays Athletic 0-2 Dulwich Hamlet | Ryman League Premier Division |
| 36 | Sat 31 Dec 2016 | 11-1 v Wingate & FinchleyDulwich Hamlet 1-1 Wingate & Finchley | Ryman League Premier Division |
| 37 | Mon 2 Jan 2017 | 12-1 v HendonDulwich Hamlet 2-1 Hendon | Ryman League Premier Division |
| 38 | Sat 7 Jan 2017 | 10-1 v Canvey IslandCanvey Island 1-0 Dulwich Hamlet | Ryman League Premier Division |
| 39 | Tue 10 Jan 2017 | 12-1 v Faversham TownDulwich Hamlet 2-1 Faversham Town | Alan Turvey Trophy Third Round |
| 40 | Sat 14 Jan 2017 | 14-1 v WhitehawkWhitehawk 1-4 Dulwich Hamlet | FA Trophy Second Round |
| 41 | Sat 28 Jan 2017 | 12-2 v LeistonLeiston 2-2 Dulwich Hamlet | Ryman League Premier Division |
| 42 | Sat 4 Feb 2017 | 10-0 v Braintree TownBraintree Town 0-0 Dulwich Hamlet | FA Trophy Third Round |
| 43 | Tue 7 Feb 2017 | 15-2 v Braintree TownDulwich Hamlet 5-2 Braintree Town | FA Trophy Third Round Replay |
| 44 | Sat 11 Feb 2017 | 11-1 v Bognor Regis TownBognor Regis Town 1-1 Dulwich Hamlet | Ryman League Premier Division |
| 45 | Tue 14 Feb 2017 | 13-2 v AFC HornchurchAFC Hornchurch 2-3 Dulwich Hamlet | Alan Turvey Trophy Quarter Final |
| 46 | Sat 18 Feb 2017 | 12-0 v Needham MarketDulwich Hamlet 2-0 Needham Market | Ryman League Premier Division |
| 47 | Sat 25 Feb 2017 | 12-2 v Macclesfield TownDulwich Hamlet 2-2 Macclesfield Town | FA Trophy Quarter Final |
| 48 | Sat 4 Mar 2017 | 11-0 v WorthingWorthing 0-1 Dulwich Hamlet | Ryman League Premier Division |
| 49 | Tue 7 Mar 2017 | 10-2 v Macclesfield TownMacclesfield Town 2-0 Dulwich Hamlet | FA Trophy Quarter Final |
| 50 | Sat 11 Mar 2017 | 15-0 v MersthamDulwich Hamlet 5-0 Merstham | Ryman League Premier Division |
| 51 | Tue 14 Mar 2017 | 11-3 v Tonbridge AngelsTonbridge Angels 3-1 Dulwich Hamlet | Alan Turvey Trophy Semi Final |
| 52 | Sat 18 Mar 2017 | 10-0 v Tonbridge AngelsTonbridge Angels 0-0 Dulwich Hamlet | Ryman League Premier Division |
| 53 | Mon 20 Mar 2017 | 14-2 v KingstonianDulwich Hamlet 4-2 Kingstonian | Ryman League Premier Division |
| 54 | Wed 22 Mar 2017 | 13-0 v Havant & WaterloovilleDulwich Hamlet 3-0 Havant & Waterlooville | Ryman League Premier Division |
| 55 | Sat 25 Mar 2017 | 10-3 v Billericay TownDulwich Hamlet 0-3 Billericay Town | Ryman League Premier Division |
| 56 | Tue 28 Mar 2017 | 12-0 v Billericay TownBillericay Town 0-2 Dulwich Hamlet | Ryman League Premier Division |
| 57 | Sat 1 Apr 2017 | 11-2 v Havant & WaterloovilleHavant & Waterlooville 2-1 Dulwich Hamlet | Ryman League Premier Division |
| 58 | Tue 4 Apr 2017 | 11-1 v LeatherheadDulwich Hamlet 1-1 Leatherhead | Ryman League Premier Division |
| 59 | Sat 8 Apr 2017 | 13-1 v Lowestoft TownDulwich Hamlet 3-1 Lowestoft Town | Ryman League Premier Division |
| 60 | Sat 15 Apr 2017 | 13-0 v Burgess Hill TownBurgess Hill Town 0-3 Dulwich Hamlet | Ryman League Premier Division |
| 61 | Mon 17 Apr 2017 | 10-1 v Grays AthleticDulwich Hamlet 0-1 Grays Athletic | Ryman League Premier Division |
| 62 | Sat 22 Apr 2017 | 13-0 v Wingate & FinchleyWingate & Finchley 0-3 Dulwich Hamlet | Ryman League Premier Division |
| 63 | Thu 27 Apr 2017 | 14-2 v Enfield TownDulwich Hamlet 4-2 Enfield Town | Ryman League Premier Division Play-off Semi Final |
| 64 | Mon 1 May 2017 | 11-2 v Bognor Regis TownBognor Regis Town 2-1 Dulwich Hamlet | Ryman League Premier Division Play-off Final |
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