First Round
22/10/2019 |
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Quarter Final
12/11/2019 |
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Semi Final
21/01/2020 |
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Final
21/03/2020 |
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| Appleby Squash Club B | | | | | | | | Match 1 |
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| Appleby Squash Club B (h) | 2 | | (2-2) Full Result | | Whitehaven Squash Club A | 2 | | Match 9 |
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| Whitehaven Squash Club A | | | | | | | | Match 2 |
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| Appleby Squash Club B | | | | | Kendal Squash Club B | | | Match 13 |
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| Carlisle Squash Club D | | | | | | | | Match 3 |
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| Carlisle Squash Club D (h) | 1 | | (1-3) Full Result | | Kendal Squash Club B | 3 | | Match 10 |
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| Kendal Squash Club B | | | | | | | | Match 4 |
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| Kendal Squash Club C | | | | | | | | Match 5 |
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| Kendal Squash Club C (h) | 0 | | (0-4) Full Result | | Appleby Squash Club A | 4 | | Match 11 |
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| Appleby Squash Club A | | | | | | | | Match 6 |
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| Appleby Squash Club A (a) | | | | | | | | Match 14 |
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| Wigton Squash Club B | | | | | | | | Match 7 |
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| Wigton Squash Club B (h) | | | | | | | | Match 12 |
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| Carlisle Squash Club C (h) | 4 | | ( ) Full Result | | Penrith Squash Club B | 0 | | Match 8 |
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