First Round
Play by 17/01/2020 |
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Quarter Final
Play by 27/03/2020 |
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Semi Final
Play by 03/04/2020 |
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Final
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| Parklangley 3 | | | | | Tunbridge Wells SRC 4 (h) | | | Match 9 |
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| Tunbridge Wells SRC 4 | 5 | | (0-5) Full Result | | Bexley 5 (h) | 0 | | Match 2 |
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| Waterfront 1 | | | | | Blackheath 4 (h) | | | Match 10 |
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| Nuffield Health 1 | 1 | | (4-1) Full Result | | Blackheath 4 (h) | 4 | | Match 4 |
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| Maidstone 1 | | | | | Sundridge Park 2 (h) | | | Match 11 |
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| Old Wilsonians 1 | 2 | | (3-2) Full Result | | Sundridge Park 2 (h) | 3 | | Match 6 |
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| Bexley 4 | | | | | Bromley Sports 3 (h) | | | Match 12 |
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| Bromley Sports 3 | 5 | | (0-5) Full Result | | Wells Squash Club 1 (h) | 0 | | Match 8 |
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