| Hampshire | ||||
| Date | Home | H | A | Away |
| 18/05/2000 | Bishops Waltham Town (P) | 2 | 1 | Hayling United (-3) |
| 17/05/2000 | Hayling United (-3) | 1 | 0 | Locksheath |
| 15/05/2000 | AFC Basingstoke (P) (-6) | 2 | 2 | Stockbridge |
| 15/05/2000 | Hayling United (-3) | 3 | 1 | Alton Town (-3) |
| 15/05/2000 | West Wight Mayflower | 1 | 4 | Blackfield & Langley |
| 13/05/2000 | AFC Basingstoke (P) (-6) | 2 | 3 | Ringwood Town (P) |
| 13/05/2000 | Colden Common | 1 | 4 | Hayling United (-3) |
| 13/05/2000 | Pirelli General (-1) | 1 | 4 | AFC Aldermaston (P) |
| 13/05/2000 | Stockbridge | 5 | 1 | Brading Town |
| 13/05/2000 | West Wight Mayflower | 1 | 2 | Locksheath |
| 11/05/2000 | AFC Aldermaston (P) | 1 | 6 | Liss Athletic |
| 11/05/2000 | Brading Town | 1 | 0 | Colden Common |
| 11/05/2000 | Petersfield Town (P) | 3 | 3 | West Wight Mayflower |
| 10/05/2000 | AFC Aldermaston (P) | 1 | 5 | Blackfield & Langley |
| 10/05/2000 | Bishops Waltham Town (P) | 3 | 3 | AFC Basingstoke (P) (-6) |
| 09/05/2000 | AFC Aldermaston (P) | 4 | 3 | Alton Town (-3) |
| 09/05/2000 | AFC Basingstoke (P) (-6) | 1 | 1 | New Street |
| 09/05/2000 | Bishops Waltham Town (P) | 0 | 2 | West Wight Mayflower |
| 09/05/2000 | Pirelli General (-1) | 1 | 3 | Brading Town |
| 09/05/2000 | Stockbridge | 0 | 1 | Hayling United (-3) |
| 08/05/2000 | New Street | 1 | 1 | West Wight Mayflower |
| 06/05/2000 | AFC Basingstoke (P) (-6) | 1 | 1 | Hayling United (-3) |
| 06/05/2000 | Blackfield & Langley | 3 | 4 | Amesbury Town (P) |
| 06/05/2000 | Brading Town | 4 | 0 | AFC Aldermaston (P) |
| 06/05/2000 | Hayling United (-3) | 1 | 1 | AFC Basingstoke (P) (-6) |
| 06/05/2000 | Liss Athletic | 0 | 4 | West Wight Mayflower |
| 06/05/2000 | Pirelli General (-1) | 1 | 3 | Horndean |
| 06/05/2000 | Ringwood Town (P) | 3 | 2 | Hythe & Dibden |
| 06/05/2000 | Stockbridge | 4 | 0 | Colden Common |
| 04/05/2000 | AFC Aldermaston (P) | 1 | 1 | Esso Fawley (P) |
| 03/05/2000 | Bishops Waltham Town (P) | 0 | 1 | Lymington Town (P) |
| 03/05/2000 | Romsey Town | 0 | 5 | New Street |
| 03/05/2000 | West Wight Mayflower | 1 | 1 | AFC Basingstoke (P) (-6) |
| 02/05/2000 | AFC Aldermaston (P) | 2 | 2 | Ringwood Town (P) |
| 01/05/2000 | AFC Basingstoke (P) (-6) | 0 | 1 | Lymington Town (P) |
| 01/05/2000 | Hayling United (-3) | 1 | 5 | Amesbury Town (P) |
| 01/05/2000 | Horndean | 2 | 6 | Blackfield & Langley |
| 01/05/2000 | Locksheath | 2 | 0 | Esso Fawley (P) |
| 01/05/2000 | Lymington Town (P) | 0 | 0 | AFC Basingstoke (P) (-6) |
| 01/05/2000 | New Street | 3 | 0 | Brading Town |
| 01/05/2000 | Pirelli General (-1) | 0 | 2 | Romsey Town |
| 01/05/2000 | Stockbridge | 6 | 1 | Bishops Waltham Town (P) |
| 01/05/2000 | West Wight Mayflower | 2 | 0 | Colden Common |
| 29/04/2000 | AFC Basingstoke (P) (-6) | 1 | 0 | Liss Athletic |
| 29/04/2000 | Amesbury Town (P) | 2 | 1 | Horndean |
| 29/04/2000 | Esso Fawley (P) | 1 | 4 | Blackfield & Langley |
| 29/04/2000 | Hythe & Dibden | 2 | 1 | New Street |
| 29/04/2000 | Liss Athletic | 0 | 2 | AFC Basingstoke (P) (-6) |
| 29/04/2000 | Locksheath | 2 | 1 | Alton Town (-3) |
| 29/04/2000 | Petersfield Town (P) | 0 | 1 | Ringwood Town (P) |
| 29/04/2000 | Romsey Town | 0 | 2 | Lymington Town (P) |
| 29/04/2000 | Stockbridge | 7 | 1 | AFC Aldermaston (P) |
| 29/04/2000 | West Wight Mayflower | 5 | 1 | Pirelli General (-1) |
| 26/04/2000 | Amesbury Town (P) | 2 | 1 | Ringwood Town (P) |
| 26/04/2000 | Horndean | 1 | 2 | AFC Basingstoke (P) (-6) |
| 26/04/2000 | Liss Athletic | 1 | 1 | Brading Town |
| 26/04/2000 | Locksheath | 6 | 1 | AFC Aldermaston (P) |
| 24/04/2000 | AFC Aldermaston (P) | 1 | 1 | Pirelli General (-1) |
| 24/04/2000 | AFC Basingstoke (P) (-6) | 2 | 2 | Colden Common |
| 24/04/2000 | Alton Town (-3) | 3 | 1 | Liss Athletic |
| 24/04/2000 | Bishops Waltham Town (P) | 3 | 0 | Horndean |
| 24/04/2000 | Brading Town | 0 | 1 | Hayling United (-3) |
| 24/04/2000 | Hythe & Dibden | 4 | 3 | Blackfield & Langley |
| 24/04/2000 | Locksheath | 2 | 3 | Petersfield Town (P) |
| 24/04/2000 | New Street | 2 | 0 | Stockbridge |
| 24/04/2000 | Ringwood Town (P) | 2 | 1 | West Wight Mayflower |
| 22/04/2000 | Alton Town (-3) | 2 | 6 | Amesbury Town (P) |
| 22/04/2000 | Esso Fawley (P) | 2 | 0 | Colden Common |
| 22/04/2000 | Hayling United (-3) | 0 | 1 | Pirelli General (-1) |
| 22/04/2000 | Horndean | 5 | 1 | Petersfield Town (P) |
| 22/04/2000 | Hythe & Dibden | 1 | 1 | Bishops Waltham Town (P) |
| 22/04/2000 | Liss Athletic | 1 | 2 | Lymington Town (P) |
| 18/04/2000 | Liss Athletic | 2 | 1 | Blackfield & Langley |
| 18/04/2000 | Lymington Town (P) | 1 | 3 | Ringwood Town (P) |
| 15/04/2000 | Brading Town | 5 | 2 | Alton Town (-3) |
| 15/04/2000 | Colden Common | 2 | 0 | Romsey Town |
| 15/04/2000 | Hythe & Dibden | 3 | 0 | Locksheath |
| 15/04/2000 | Pirelli General (-1) | 3 | 1 | Petersfield Town (P) |
| 15/04/2000 | Ringwood Town (P) | 3 | 3 | New Street |
| 15/04/2000 | West Wight Mayflower | 2 | 3 | Amesbury Town (P) |
| 13/04/2000 | Hayling United (-3) | 4 | 1 | Esso Fawley (P) |
| 12/04/2000 | Locksheath | 3 | 0 | Amesbury Town (P) |
| 11/04/2000 | Brading Town | 4 | 2 | Hythe & Dibden |
| 11/04/2000 | Colden Common | 2 | 0 | AFC Aldermaston (P) |
| 11/04/2000 | Liss Athletic | 0 | 2 | Pirelli General (-1) |
| 11/04/2000 | Lymington Town (P) | 3 | 0 | Alton Town (-3) |
| 08/04/2000 | Amesbury Town (P) | 2 | 1 | Brading Town |
| 08/04/2000 | Blackfield & Langley | 2 | 1 | Bishops Waltham Town (P) |
| 08/04/2000 | Colden Common | 0 | 2 | Alton Town (-3) |
| 08/04/2000 | Esso Fawley (P) | 0 | 2 | AFC Basingstoke (P) (-6) |
| 08/04/2000 | Hayling United (-3) | 2 | 1 | AFC Aldermaston (P) |
| 08/04/2000 | Horndean | 1 | 2 | West Wight Mayflower |
| 08/04/2000 | Hythe & Dibden | 3 | 1 | Romsey Town |
| 08/04/2000 | Liss Athletic | 0 | 1 | Ringwood Town (P) |
| 08/04/2000 | Locksheath | 3 | 1 | Stockbridge |
| 08/04/2000 | New Street | 1 | 1 | Pirelli General (-1) |
| 08/04/2000 | Petersfield Town (P) | 1 | 1 | Lymington Town (P) |
| 06/04/2000 | Hayling United (-3) | 2 | 4 | Brading Town |
| 05/04/2000 | Bishops Waltham Town (P) | 6 | 0 | Hythe & Dibden |
| 05/04/2000 | Esso Fawley (P) | 1 | 1 | Ringwood Town (P) |
| 04/04/2000 | Pirelli General (-1) | 2 | 0 | Colden Common |
| 01/04/2000 | Alton Town (-3) | 4 | 5 | Horndean |
| 01/04/2000 | Amesbury Town (P) | 1 | 1 | Hythe & Dibden |
| 01/04/2000 | Bishops Waltham Town (P) | 1 | 2 | Liss Athletic |
| 01/04/2000 | Brading Town | 1 | 1 | Esso Fawley (P) |
| 01/04/2000 | Colden Common | 1 | 1 | Stockbridge |
| 01/04/2000 | Hayling United (-3) | 3 | 1 | Blackfield & Langley |
| 01/04/2000 | Locksheath | 2 | 0 | AFC Basingstoke (P) (-6) |
| 01/04/2000 | Lymington Town (P) | 3 | 4 | AFC Aldermaston (P) |
| 01/04/2000 | Ringwood Town (P) | 0 | 1 | Pirelli General (-1) |
| 01/04/2000 | Romsey Town | 0 | 3 | Petersfield Town (P) |
| 01/04/2000 | West Wight Mayflower | 5 | 0 | New Street |
| 29/03/2000 | AFC Aldermaston (P) | 1 | 5 | AFC Basingstoke (P) (-6) |
| 29/03/2000 | Esso Fawley (P) | 2 | 2 | Hythe & Dibden |
| 29/03/2000 | Locksheath | 7 | 1 | Pirelli General (-1) |
| 29/03/2000 | Stockbridge | 1 | 1 | Amesbury Town (P) |
| 28/03/2000 | Brading Town | 2 | 2 | West Wight Mayflower |
| 28/03/2000 | Colden Common | 2 | 0 | Bishops Waltham Town (P) |
| 28/03/2000 | Hayling United (-3) | 2 | 2 | Horndean |
| 28/03/2000 | Liss Athletic | 5 | 2 | Alton Town (-3) |
| 28/03/2000 | New Street | 2 | 0 | Romsey Town |
| 28/03/2000 | Petersfield Town (P) | 1 | 1 | Blackfield & Langley |
| 25/03/2000 | Bishops Waltham Town (P) | 1 | 2 | Amesbury Town (P) |
| 25/03/2000 | Blackfield & Langley | 2 | 1 | Alton Town (-3) |
| 25/03/2000 | Brading Town | 2 | 1 | AFC Basingstoke (P) (-6) |
| 25/03/2000 | Colden Common | 1 | 1 | Liss Athletic |
| 25/03/2000 | Esso Fawley (P) | 0 | 2 | West Wight Mayflower |
| 25/03/2000 | Hayling United (-3) | 1 | 1 | Romsey Town |
| 25/03/2000 | Horndean | 2 | 3 | Ringwood Town (P) |
| 25/03/2000 | Hythe & Dibden | 1 | 2 | Pirelli General (-1) |
| 25/03/2000 | Locksheath | 2 | 0 | New Street |
| 25/03/2000 | Petersfield Town (P) | 1 | 2 | AFC Aldermaston (P) |
| 25/03/2000 | Stockbridge | 4 | 1 | Lymington Town (P) |
| 21/03/2000 | Amesbury Town (P) | 2 | 0 | Pirelli General (-1) |
| 18/03/2000 | AFC Aldermaston (P) | 1 | 0 | Bishops Waltham Town (P) |
| 18/03/2000 | Alton Town (-3) | 3 | 1 | AFC Basingstoke (P) (-6) |
| 18/03/2000 | Brading Town | 2 | 1 | Blackfield & Langley |
| 18/03/2000 | Colden Common | 4 | 1 | Esso Fawley (P) |
| 18/03/2000 | Hayling United (-3) | 0 | 1 | New Street |
| 18/03/2000 | Liss Athletic | 2 | 2 | Amesbury Town (P) |
| 18/03/2000 | Lymington Town (P) | 1 | 1 | Locksheath |
| 18/03/2000 | Petersfield Town (P) | 1 | 2 | Hythe & Dibden |
| 18/03/2000 | Romsey Town | 1 | 3 | Horndean |
| 18/03/2000 | Stockbridge | 1 | 2 | Pirelli General (-1) |
| 18/03/2000 | West Wight Mayflower | 2 | 1 | Ringwood Town (P) |
| 15/03/2000 | Blackfield & Langley | 2 | 1 | Colden Common |
| 14/03/2000 | Alton Town (-3) | 1 | 4 | Locksheath |
| 14/03/2000 | Lymington Town (P) | 1 | 1 | Hayling United (-3) |
| 11/03/2000 | AFC Basingstoke (P) (-6) | 1 | 2 | Hythe & Dibden |
| 11/03/2000 | Alton Town (-3) | 1 | 1 | Esso Fawley (P) |
| 11/03/2000 | Amesbury Town (P) | 2 | 0 | Colden Common |
| 11/03/2000 | Bishops Waltham Town (P) | 0 | 4 | Brading Town |
| 11/03/2000 | Blackfield & Langley | 1 | 1 | Stockbridge |
| 11/03/2000 | Horndean | 4 | 0 | AFC Aldermaston (P) |
| 11/03/2000 | Petersfield Town (P) | 1 | 3 | New Street |
| 11/03/2000 | Pirelli General (-1) | 1 | 0 | Lymington Town (P) |
| 11/03/2000 | Ringwood Town (P) | 0 | 1 | Locksheath |
| 11/03/2000 | Romsey Town | 1 | 1 | Liss Athletic |
| 11/03/2000 | West Wight Mayflower | 0 | 2 | Hayling United (-3) |
| 07/03/2000 | Hythe & Dibden | 4 | 1 | AFC Aldermaston (P) |
| 07/03/2000 | Ringwood Town (P) | 1 | 3 | Hayling United (-3) |
| 04/03/2000 | AFC Aldermaston (P) | 1 | 2 | West Wight Mayflower |
| 04/03/2000 | AFC Basingstoke (P) (-6) | 1 | 3 | Amesbury Town (P) |
| 04/03/2000 | Blackfield & Langley | 3 | 1 | New Street |
| 04/03/2000 | Esso Fawley (P) | 1 | 1 | Liss Athletic |
| 04/03/2000 | Horndean | 1 | 2 | Stockbridge |
| 04/03/2000 | Hythe & Dibden | 0 | 2 | Hayling United (-3) |
| 04/03/2000 | Locksheath | 2 | 0 | Colden Common |
| 04/03/2000 | Lymington Town (P) | 0 | 0 | Bishops Waltham Town (P) |
| 04/03/2000 | Petersfield Town (P) | 3 | 0 | Romsey Town |
| 04/03/2000 | Ringwood Town (P) | 2 | 4 | Alton Town (-3) |
| 26/02/2000 | AFC Aldermaston (P) | 1 | 2 | Hayling United (-3) |
| 26/02/2000 | AFC Basingstoke (P) (-6) | 2 | 1 | Locksheath |
| 26/02/2000 | Alton Town (-3) | 0 | 3 | West Wight Mayflower |
| 26/02/2000 | Amesbury Town (P) | 5 | 1 | Romsey Town |
| 26/02/2000 | Bishops Waltham Town (P) | 5 | 3 | Ringwood Town (P) |
| 26/02/2000 | Blackfield & Langley | 2 | 0 | Pirelli General (-1) |
| 26/02/2000 | Brading Town | 2 | 0 | Petersfield Town (P) |
| 26/02/2000 | Colden Common | 2 | 2 | New Street |
| 26/02/2000 | Horndean | 1 | 3 | Liss Athletic |
| 26/02/2000 | Hythe & Dibden | 1 | 4 | Stockbridge |
| 26/02/2000 | Lymington Town (P) | 3 | 1 | Esso Fawley (P) |
| 22/02/2000 | Amesbury Town (P) | 2 | 2 | Hayling United (-3) |
| 22/02/2000 | Hythe & Dibden | 3 | 1 | Alton Town (-3) |
| 22/02/2000 | West Wight Mayflower | 8 | 1 | Romsey Town |
| 19/02/2000 | Alton Town (-3) | 1 | 1 | Bishops Waltham Town (P) |
| 19/02/2000 | Colden Common | 5 | 4 | Hythe & Dibden |
| 19/02/2000 | Horndean | 3 | 1 | Lymington Town (P) |
| 19/02/2000 | Liss Athletic | 5 | 2 | AFC Aldermaston (P) |
| 19/02/2000 | Pirelli General (-1) | 2 | 2 | Ringwood Town (P) |
| 19/02/2000 | Stockbridge | 5 | 1 | AFC Basingstoke (P) (-6) |
| 16/02/2000 | Blackfield & Langley | 4 | 1 | AFC Basingstoke (P) (-6) |
| 12/02/2000 | Hythe & Dibden | 2 | 2 | Horndean |
| 12/02/2000 | Liss Athletic | 2 | 1 | Hayling United (-3) |
| 12/02/2000 | Romsey Town | 1 | 4 | Alton Town (-3) |
| 09/02/2000 | Horndean | 1 | 2 | Brading Town |
| 09/02/2000 | Petersfield Town (P) | 1 | 1 | Hayling United (-3) |
| 09/02/2000 | Romsey Town | 2 | 0 | Esso Fawley (P) |
| 08/02/2000 | Lymington Town (P) | 2 | 1 | Colden Common |
| 08/02/2000 | New Street | 0 | 5 | Liss Athletic |
| 08/02/2000 | Ringwood Town (P) | 2 | 2 | Stockbridge |
| 05/02/2000 | Esso Fawley (P) | 1 | 0 | Amesbury Town (P) |
| 05/02/2000 | Locksheath | 0 | 2 | Liss Athletic |
| 05/02/2000 | New Street | 2 | 1 | AFC Aldermaston (P) |
| 05/02/2000 | Pirelli General (-1) | 0 | 0 | Bishops Waltham Town (P) |
| 05/02/2000 | Ringwood Town (P) | 0 | 1 | Colden Common |
| 05/02/2000 | Romsey Town | 0 | 2 | Brading Town |
| 05/02/2000 | Stockbridge | 3 | 0 | Alton Town (-3) |
| 05/02/2000 | West Wight Mayflower | 2 | 1 | Hythe & Dibden |
| 29/01/2000 | AFC Aldermaston (P) | 0 | 0 | Romsey Town |
| 29/01/2000 | AFC Basingstoke (P) (-6) | 0 | 0 | Esso Fawley (P) |
| 29/01/2000 | Amesbury Town (P) | 2 | 1 | Petersfield Town (P) |
| 29/01/2000 | Bishops Waltham Town (P) | 2 | 3 | New Street |
| 29/01/2000 | Blackfield & Langley | 3 | 0 | Lymington Town (P) |
| 29/01/2000 | Colden Common | 1 | 0 | Horndean |
| 29/01/2000 | Hayling United (-3) | 1 | 2 | Ringwood Town (P) |
| 29/01/2000 | Liss Athletic | 3 | 4 | Hythe & Dibden |
| 29/01/2000 | Locksheath | 1 | 1 | Brading Town |
| 29/01/2000 | Pirelli General (-1) | 1 | 0 | Alton Town (-3) |
| 29/01/2000 | West Wight Mayflower | 3 | 2 | Stockbridge |
| 26/01/2000 | Horndean | 2 | 3 | Bishops Waltham Town (P) |
| 25/01/2000 | Ringwood Town (P) | 2 | 0 | Liss Athletic |
| 22/01/2000 | AFC Aldermaston (P) | 1 | 2 | Lymington Town (P) |
| 22/01/2000 | AFC Basingstoke (P) (-6) | 7 | 1 | Alton Town (-3) |
| 22/01/2000 | Brading Town | 0 | 1 | Ringwood Town (P) |
| 22/01/2000 | Hayling United (-3) | 1 | 0 | Bishops Waltham Town (P) |
| 22/01/2000 | New Street | 3 | 0 | Horndean |
| 22/01/2000 | Petersfield Town (P) | 1 | 3 | Stockbridge |
| 22/01/2000 | Romsey Town | 0 | 2 | West Wight Mayflower |
| 15/01/2000 | AFC Aldermaston (P) | 1 | 1 | Brading Town |
| 15/01/2000 | AFC Basingstoke (P) (-6) | 0 | 1 | Petersfield Town (P) |
| 15/01/2000 | Alton Town (-3) | 3 | 2 | New Street |
| 15/01/2000 | Amesbury Town (P) | 6 | 3 | Lymington Town (P) |
| 15/01/2000 | Bishops Waltham Town (P) | 2 | 1 | Locksheath |
| 15/01/2000 | Blackfield & Langley | 3 | 1 | Horndean |
| 15/01/2000 | Esso Fawley (P) | 1 | 0 | Hayling United (-3) |
| 15/01/2000 | Hythe & Dibden | 2 | 2 | Colden Common |
| 15/01/2000 | Pirelli General (-1) | 3 | 2 | Liss Athletic |
| 15/01/2000 | Stockbridge | 1 | 0 | Romsey Town |
| 08/01/2000 | AFC Basingstoke (P) (-6) | 4 | 2 | Pirelli General (-1) |
| 08/01/2000 | Alton Town (-3) | 3 | 4 | Petersfield Town (P) |
| 08/01/2000 | Blackfield & Langley | 3 | 1 | Romsey Town |
| 08/01/2000 | Esso Fawley (P) | 1 | 1 | New Street |
| 08/01/2000 | Liss Athletic | 1 | 1 | Stockbridge |
| 08/01/2000 | Ringwood Town (P) | 2 | 4 | Horndean |
| 03/01/2000 | New Street | 3 | 0 | AFC Basingstoke (P) (-6) |
| 03/01/2000 | Pirelli General (-1) | 0 | 0 | West Wight Mayflower |
| 03/01/2000 | Ringwood Town (P) | 3 | 2 | Romsey Town |
| 03/01/2000 | Stockbridge | 1 | 0 | Esso Fawley (P) |
| 27/12/1999 | Liss Athletic | 3 | 2 | Petersfield Town (P) |
| 27/12/1999 | Locksheath | 6 | 0 | Horndean |
| 27/12/1999 | Lymington Town (P) | 1 | 0 | West Wight Mayflower |
| 27/12/1999 | New Street | 6 | 2 | Amesbury Town (P) |
| 27/12/1999 | Ringwood Town (P) | 1 | 3 | Blackfield & Langley |
| 27/12/1999 | Romsey Town | 0 | 4 | Pirelli General (-1) |
| 18/12/1999 | AFC Basingstoke (P) (-6) | 2 | 0 | Romsey Town |
| 18/12/1999 | Colden Common | 3 | 3 | Pirelli General (-1) |
| 18/12/1999 | Horndean | 3 | 0 | Esso Fawley (P) |
| 18/12/1999 | Hythe & Dibden | 2 | 3 | Amesbury Town (P) |
| 18/12/1999 | Locksheath | 1 | 5 | Blackfield & Langley |
| 18/12/1999 | Lymington Town (P) | 1 | 4 | Brading Town |
| 18/12/1999 | New Street | 1 | 1 | Ringwood Town (P) |
| 18/12/1999 | Petersfield Town (P) | 3 | 2 | Alton Town (-3) |
| 18/12/1999 | Stockbridge | 1 | 2 | West Wight Mayflower |
| 11/12/1999 | Blackfield & Langley | 1 | 2 | Liss Athletic |
| 11/12/1999 | Locksheath | 1 | 1 | Bishops Waltham Town (P) |
| 11/12/1999 | Pirelli General (-1) | 2 | 0 | Esso Fawley (P) |
| 07/12/1999 | Alton Town (-3) | 6 | 4 | Lymington Town (P) |
| 07/12/1999 | Amesbury Town (P) | 4 | 2 | Liss Athletic |
| 07/12/1999 | Ringwood Town (P) | 2 | 1 | AFC Aldermaston (P) |
| 04/12/1999 | AFC Aldermaston (P) | 2 | 4 | Locksheath |
| 04/12/1999 | Alton Town (-3) | 2 | 1 | Hythe & Dibden |
| 04/12/1999 | Blackfield & Langley | 4 | 0 | Hayling United (-3) |
| 04/12/1999 | Colden Common | 1 | 2 | Brading Town |
| 04/12/1999 | Esso Fawley (P) | 0 | 0 | Petersfield Town (P) |
| 04/12/1999 | Horndean | 1 | 3 | Amesbury Town (P) |
| 04/12/1999 | Pirelli General (-1) | 2 | 1 | Stockbridge |
| 04/12/1999 | Romsey Town | 2 | 2 | Bishops Waltham Town (P) |
| 27/11/1999 | AFC Aldermaston (P) | 2 | 2 | Stockbridge |
| 27/11/1999 | AFC Basingstoke (P) (-6) | 3 | 2 | West Wight Mayflower |
| 27/11/1999 | Alton Town (-3) | 0 | 6 | Blackfield & Langley |
| 27/11/1999 | Amesbury Town (P) | 3 | 5 | Esso Fawley (P) |
| 27/11/1999 | Brading Town | 2 | 0 | Horndean |
| 27/11/1999 | Hayling United (-3) | 1 | 0 | Colden Common |
| 27/11/1999 | Liss Athletic | 2 | 0 | Romsey Town |
| 27/11/1999 | Locksheath | 3 | 0 | Ringwood Town (P) |
| 27/11/1999 | New Street | 2 | 2 | Petersfield Town (P) |
| 27/11/1999 | Pirelli General (-1) | 2 | 1 | Hythe & Dibden |
| 24/11/1999 | Petersfield Town (P) | 1 | 1 | Pirelli General (-1) |
| 20/11/1999 | Bishops Waltham Town (P) | 1 | 2 | Petersfield Town (P) |
| 20/11/1999 | Brading Town | 2 | 1 | Liss Athletic |
| 20/11/1999 | New Street | 4 | 2 | Lymington Town (P) |
| 20/11/1999 | Stockbridge | 3 | 3 | Ringwood Town (P) |
| 20/11/1999 | West Wight Mayflower | 2 | 1 | Alton Town (-3) |
| 16/11/1999 | Blackfield & Langley | 3 | 3 | Brading Town |
| 16/11/1999 | Horndean | 1 | 0 | Locksheath |
| 16/11/1999 | Hythe & Dibden | 1 | 1 | Esso Fawley (P) |
| 16/11/1999 | New Street | 4 | 2 | Alton Town (-3) |
| 16/11/1999 | Romsey Town | 2 | 1 | AFC Aldermaston (P) |
| 13/11/1999 | Esso Fawley (P) | 2 | 1 | Romsey Town |
| 13/11/1999 | Liss Athletic | 5 | 2 | Bishops Waltham Town (P) |
| 13/11/1999 | Ringwood Town (P) | 5 | 2 | Petersfield Town (P) |
| 13/11/1999 | Stockbridge | 0 | 1 | Blackfield & Langley |
| 12/11/1999 | Lymington Town (P) | 1 | 3 | Hythe & Dibden |
| 06/11/1999 | AFC Aldermaston (P) | 1 | 2 | Horndean |
| 06/11/1999 | Bishops Waltham Town (P) | 1 | 0 | Stockbridge |
| 06/11/1999 | Blackfield & Langley | 0 | 1 | Locksheath |
| 06/11/1999 | Esso Fawley (P) | 1 | 0 | Alton Town (-3) |
| 06/11/1999 | Petersfield Town (P) | 1 | 2 | Colden Common |
| 06/11/1999 | Romsey Town | 2 | 1 | Ringwood Town (P) |
| 30/10/1999 | AFC Aldermaston (P) | 0 | 2 | Hythe & Dibden |
| 30/10/1999 | AFC Basingstoke (P) (-6) | 1 | 2 | Horndean |
| 30/10/1999 | Alton Town (-3) | 1 | 3 | Hayling United (-3) |
| 30/10/1999 | Amesbury Town (P) | 3 | 4 | Blackfield & Langley |
| 30/10/1999 | Bishops Waltham Town (P) | 2 | 1 | Colden Common |
| 30/10/1999 | Esso Fawley (P) | 0 | 3 | Brading Town |
| 30/10/1999 | Locksheath | 4 | 1 | Romsey Town |
| 30/10/1999 | Pirelli General (-1) | 2 | 2 | New Street |
| 30/10/1999 | Ringwood Town (P) | 1 | 3 | Lymington Town (P) |
| 30/10/1999 | Stockbridge | 3 | 0 | Petersfield Town (P) |
| 30/10/1999 | West Wight Mayflower | 1 | 2 | Liss Athletic |
| 27/10/1999 | Romsey Town | 3 | 0 | AFC Basingstoke (P) (-6) |
| 23/10/1999 | Brading Town | 5 | 2 | Amesbury Town (P) |
| 23/10/1999 | Colden Common | 2 | 1 | Blackfield & Langley |
| 23/10/1999 | Esso Fawley (P) | 1 | 1 | Bishops Waltham Town (P) |
| 23/10/1999 | Hayling United (-3) | 0 | 1 | Stockbridge |
| 23/10/1999 | Horndean | 5 | 1 | Alton Town (-3) |
| 23/10/1999 | Hythe & Dibden | 0 | 1 | AFC Basingstoke (P) (-6) |
| 23/10/1999 | Locksheath | 5 | 0 | West Wight Mayflower |
| 23/10/1999 | Lymington Town (P) | 2 | 1 | Romsey Town |
| 20/10/1999 | Horndean | 3 | 2 | Colden Common |
| 20/10/1999 | Petersfield Town (P) | 2 | 3 | Locksheath |
| 19/10/1999 | Amesbury Town (P) | 8 | 0 | AFC Aldermaston (P) |
| 19/10/1999 | Hythe & Dibden | 4 | 2 | Brading Town |
| 19/10/1999 | Lymington Town (P) | 3 | 1 | Stockbridge |
| 19/10/1999 | New Street | 3 | 0 | Bishops Waltham Town (P) |
| 19/10/1999 | West Wight Mayflower | 6 | 2 | Esso Fawley (P) |
| 16/10/1999 | Alton Town (-3) | 2 | 2 | Ringwood Town (P) |
| 16/10/1999 | Brading Town | 0 | 2 | Bishops Waltham Town (P) |
| 16/10/1999 | Lymington Town (P) | 3 | 2 | Amesbury Town (P) |
| 16/10/1999 | West Wight Mayflower | 3 | 0 | Petersfield Town (P) |
| 12/10/1999 | Alton Town (-3) | 0 | 1 | Pirelli General (-1) |
| 09/10/1999 | AFC Aldermaston (P) | 1 | 2 | Petersfield Town (P) |
| 09/10/1999 | AFC Basingstoke (P) (-6) | 0 | 3 | Blackfield & Langley |
| 09/10/1999 | Amesbury Town (P) | 1 | 0 | Locksheath |
| 09/10/1999 | Bishops Waltham Town (P) | 4 | 2 | Alton Town (-3) |
| 09/10/1999 | Brading Town | 3 | 0 | Stockbridge |
| 09/10/1999 | Esso Fawley (P) | 2 | 1 | Horndean |
| 09/10/1999 | Hythe & Dibden | 1 | 2 | West Wight Mayflower |
| 09/10/1999 | Liss Athletic | 3 | 2 | Colden Common |
| 09/10/1999 | Lymington Town (P) | 2 | 2 | New Street |
| 09/10/1999 | Romsey Town | 0 | 2 | Hayling United (-3) |
| 06/10/1999 | Romsey Town | 1 | 2 | Stockbridge |
| 05/10/1999 | Lymington Town (P) | 5 | 3 | Petersfield Town (P) |
| 28/09/1999 | Alton Town (-3) | 2 | 2 | Romsey Town |
| 25/09/1999 | AFC Basingstoke (P) (-6) | 3 | 1 | Brading Town |
| 25/09/1999 | Amesbury Town (P) | 4 | 3 | Alton Town (-3) |
| 25/09/1999 | Colden Common | 1 | 0 | West Wight Mayflower |
| 25/09/1999 | Esso Fawley (P) | 0 | 0 | AFC Aldermaston (P) |
| 25/09/1999 | Horndean | 3 | 1 | Pirelli General (-1) |
| 25/09/1999 | Hythe & Dibden | 2 | 1 | Petersfield Town (P) |
| 25/09/1999 | Liss Athletic | 1 | 2 | New Street |
| 25/09/1999 | Locksheath | 2 | 1 | Lymington Town (P) |
| 22/09/1999 | Blackfield & Langley | 2 | 2 | Esso Fawley (P) |
| 22/09/1999 | Petersfield Town (P) | 1 | 1 | AFC Basingstoke (P) (-6) |
| 22/09/1999 | Romsey Town | 1 | 2 | Hythe & Dibden |
| 21/09/1999 | Alton Town (-3) | 2 | 1 | Colden Common |
| 21/09/1999 | Amesbury Town (P) | 2 | 4 | Stockbridge |
| 21/09/1999 | Horndean | 0 | 0 | Hayling United (-3) |
| 21/09/1999 | Lymington Town (P) | 0 | 1 | Pirelli General (-1) |
| 21/09/1999 | New Street | 1 | 1 | Locksheath |
| 21/09/1999 | West Wight Mayflower | 5 | 0 | Bishops Waltham Town (P) |
| 18/09/1999 | AFC Basingstoke (P) (-6) | 3 | 1 | Bishops Waltham Town (P) |
| 18/09/1999 | Alton Town (-3) | 2 | 5 | Brading Town |
| 18/09/1999 | Blackfield & Langley | 2 | 0 | AFC Aldermaston (P) |
| 18/09/1999 | Lymington Town (P) | 0 | 1 | Liss Athletic |
| 18/09/1999 | New Street | 1 | 2 | Hythe & Dibden |
| 18/09/1999 | Petersfield Town (P) | 0 | 6 | Amesbury Town (P) |
| 18/09/1999 | Pirelli General (-1) | 1 | 2 | Hayling United (-3) |
| 18/09/1999 | Ringwood Town (P) | 3 | 0 | Esso Fawley (P) |
| 18/09/1999 | Romsey Town | 1 | 4 | Colden Common |
| 18/09/1999 | Stockbridge | 1 | 3 | Locksheath |
| 18/09/1999 | West Wight Mayflower | 4 | 2 | Horndean |
| 15/09/1999 | Esso Fawley (P) | 1 | 0 | Stockbridge |
| 14/09/1999 | West Wight Mayflower | 1 | 1 | Lymington Town (P) |
| 11/09/1999 | Alton Town (-3) | 1 | 1 | Stockbridge |
| 11/09/1999 | Amesbury Town (P) | 3 | 0 | AFC Basingstoke (P) (-6) |
| 11/09/1999 | Bishops Waltham Town (P) | 2 | 1 | AFC Aldermaston (P) |
| 11/09/1999 | Blackfield & Langley | 1 | 2 | West Wight Mayflower |
| 11/09/1999 | Brading Town | 2 | 1 | Romsey Town |
| 11/09/1999 | Colden Common | 1 | 2 | Ringwood Town (P) |
| 11/09/1999 | Esso Fawley (P) | 0 | 2 | Pirelli General (-1) |
| 11/09/1999 | Hayling United (-3) | 1 | 1 | Petersfield Town (P) |
| 11/09/1999 | Horndean | 5 | 2 | New Street |
| 11/09/1999 | Hythe & Dibden | 1 | 3 | Lymington Town (P) |
| 11/09/1999 | Liss Athletic | 3 | 2 | Locksheath |
| 08/09/1999 | Locksheath | 0 | 1 | Hayling United (-3) |
| 08/09/1999 | West Wight Mayflower | 1 | 1 | Brading Town |
| 07/09/1999 | AFC Basingstoke (P) (-6) | 1 | 0 | AFC Aldermaston (P) |
| 07/09/1999 | Amesbury Town (P) | 1 | 1 | New Street |
| 07/09/1999 | Bishops Waltham Town (P) | 2 | 0 | Pirelli General (-1) |
| 07/09/1999 | Colden Common | 2 | 1 | Petersfield Town (P) |
| 07/09/1999 | Horndean | 3 | 1 | Romsey Town |
| 07/09/1999 | Hythe & Dibden | 0 | 3 | Ringwood Town (P) |
| 07/09/1999 | Lymington Town (P) | 2 | 6 | Blackfield & Langley |
| 04/09/1999 | AFC Aldermaston (P) | 0 | 2 | Colden Common |
| 04/09/1999 | Amesbury Town (P) | 2 | 0 | West Wight Mayflower |
| 04/09/1999 | Bishops Waltham Town (P) | 3 | 0 | Blackfield & Langley |
| 04/09/1999 | Locksheath | 3 | 0 | Hythe & Dibden |
| 04/09/1999 | Lymington Town (P) | 1 | 1 | Horndean |
| 04/09/1999 | New Street | 4 | 4 | Hayling United (-3) |
| 04/09/1999 | Petersfield Town (P) | 2 | 1 | Esso Fawley (P) |
| 04/09/1999 | Pirelli General (-1) | 3 | 1 | AFC Basingstoke (P) (-6) |
| 04/09/1999 | Ringwood Town (P) | 4 | 2 | Brading Town |
| 04/09/1999 | Stockbridge | 5 | 1 | Liss Athletic |
| 31/08/1999 | Amesbury Town (P) | 2 | 4 | Bishops Waltham Town (P) |
| 30/08/1999 | Hayling United (-3) | 1 | 0 | Lymington Town (P) |
| 30/08/1999 | Petersfield Town (P) | 1 | 0 | Liss Athletic |
| 30/08/1999 | Ringwood Town (P) | 1 | 0 | AFC Basingstoke (P) (-6) |
| 30/08/1999 | Romsey Town | 0 | 3 | Blackfield & Langley |
| 30/08/1999 | Stockbridge | 0 | 1 | New Street |
| 29/08/1999 | Colden Common | 2 | 4 | Amesbury Town (P) |
| 28/08/1999 | Alton Town (-3) | 2 | 1 | AFC Aldermaston (P) |
| 28/08/1999 | Blackfield & Langley | 4 | 1 | Hythe & Dibden |
| 28/08/1999 | Brading Town | 2 | 0 | Locksheath |
| 28/08/1999 | New Street | 1 | 2 | Esso Fawley (P) |
| 25/08/1999 | Bishops Waltham Town (P) | 1 | 1 | Romsey Town |
| 25/08/1999 | Blackfield & Langley | 1 | 3 | Ringwood Town (P) |
| 25/08/1999 | Brading Town | 1 | 3 | Pirelli General (-1) |
| 25/08/1999 | Esso Fawley (P) | 2 | 3 | Locksheath |
| 25/08/1999 | Petersfield Town (P) | 1 | 0 | Horndean |
| 24/08/1999 | AFC Aldermaston (P) | 3 | 3 | Amesbury Town (P) |
| 24/08/1999 | Hythe & Dibden | 3 | 1 | Liss Athletic |
| 24/08/1999 | New Street | 7 | 1 | Colden Common |
| 21/08/1999 | Bishops Waltham Town (P) | 2 | 0 | Esso Fawley (P) |
| 21/08/1999 | Blackfield & Langley | 0 | 2 | Petersfield Town (P) |
| 21/08/1999 | Brading Town | 1 | 2 | New Street |
| 21/08/1999 | Colden Common | 1 | 0 | Lymington Town (P) |
| 21/08/1999 | Hayling United (-3) | 0 | 0 | Liss Athletic |
| 21/08/1999 | Horndean | 1 | 1 | Hythe & Dibden |
| 21/08/1999 | Pirelli General (-1) | 1 | 3 | Locksheath |
| 21/08/1999 | Ringwood Town (P) | 5 | 1 | Amesbury Town (P) |
| 18/08/1999 | Esso Fawley (P) | 2 | 2 | Lymington Town (P) |
| 18/08/1999 | Petersfield Town (P) | 3 | 0 | Brading Town |
| 18/08/1999 | Ringwood Town (P) | 4 | 0 | Bishops Waltham Town (P) |
| 18/08/1999 | Stockbridge | 2 | 2 | Hythe & Dibden |
| 17/08/1999 | AFC Aldermaston (P) | 1 | 4 | New Street |
| 17/08/1999 | Colden Common | 0 | 2 | Locksheath |
| 17/08/1999 | Hayling United (-3) | 0 | 3 | West Wight Mayflower |
| 17/08/1999 | Liss Athletic | 0 | 4 | Horndean |
| 17/08/1999 | Pirelli General (-1) | 2 | 1 | Blackfield & Langley |
| 17/08/1999 | Romsey Town | 1 | 5 | Amesbury Town (P) |
| 14/08/1999 | Brading Town | 0 | 2 | Lymington Town (P) |
| 14/08/1999 | Colden Common | 1 | 0 | AFC Basingstoke (P) (-6) |
| 14/08/1999 | Hayling United (-3) | 0 | 1 | Hythe & Dibden |
| 14/08/1999 | Liss Athletic | 4 | 1 | Esso Fawley (P) |
| 14/08/1999 | New Street | 1 | 3 | Blackfield & Langley |
| 14/08/1999 | Petersfield Town (P) | 3 | 2 | Bishops Waltham Town (P) |
| 14/08/1999 | Pirelli General (-1) | 1 | 1 | Amesbury Town (P) |
| 14/08/1999 | Romsey Town | 1 | 1 | Locksheath |
| 14/08/1999 | Stockbridge | 3 | 1 | Horndean |
| 14/08/1999 | West Wight Mayflower | 1 | 1 | AFC Aldermaston (P) |