| Sport | Date | Teams | Location | Time |
| Boys Soccer | Sep 03 | Mount Greylock at Longmeadow | | 06:30 PM |
| Girls Soccer | Sep 03 | Taconic at Mount Greylock | | 04:30 PM |
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| Girls Soccer | Sep 05 | Pittsfield at Mount Greylock | | 04:30 PM |
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| Boys Soccer | Sep 06 | Mount Greylock at Pittsfield | BCC | 06:00 PM |
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| Boys Soccer | Sep 10 | Mount Greylock at Monument Mountain | | 04:30 PM |
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| Girls Soccer | Sep 11 | Monument Mountain at Mount Greylock | | 04:30 PM |
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| Girls Soccer | Sep 13 | Lenox at Mount Greylock | | 06:00 PM |
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| Girls Soccer | Sep 17 | Drury at Mount Greylock | | 04:00 PM |
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| Boys Soccer | Sep 19 | West Springfield at Mount Greylock | | 05:00 PM |
| Girls Soccer | Sep 19 | Mount Greylock at Wahconah | | 06:00 PM |
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| Girls Soccer | Sep 23 | Mount Everett at Mount Greylock | | 04:00 PM |
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| Boys Soccer | Sep 24 | Wahconah at Mount Greylock | | 04:30 PM |
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| Girls Soccer | Sep 25 | Mount Greylock at Drury | | 04:00 PM |
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| Boys Soccer | Sep 26 | Lenox at Mount Greylock | | 04:30 PM |
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| Boys Soccer | Oct 02 | Mount Greylock at Easthampton | | 04:30 PM |
| Girls Soccer | Oct 02 | Hoosac Valley at Mount Greylock | | 04:15 PM |
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| Boys Soccer | Oct 04 | Pittsfield at Mount Greylock | | 07:00 PM |
| Girls Soccer | Oct 04 | Mount Greylock at Lenox | | 06:00 PM |
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| Boys Soccer | Oct 07 | Monument Mountain at Mount Greylock | | 04:00 PM |
| Girls Soccer | Oct 07 | Mount Greylock at Pittsfield | Kirvin Park | 04:30 PM |
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| Boys Soccer | Oct 11 | Ludlow at Mount Greylock | | 06:00 PM |
| Girls Soccer | Oct 11 | Mount Greylock at Taconic | Crosby | 04:30 PM |
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| Girls Soccer | Oct 15 | Mount Greylock at Lee | | 04:30 PM |
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| Girls Soccer | Oct 17 | Mount Greylock at Monument Mountain | | 06:00 PM |
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| Boys Soccer | Oct 21 | Mount Greylock at Wahconah | | 04:30 PM |
| Girls Soccer | Oct 21 | Wahconah at Mount Greylock | | 04:30 PM |
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| Girls Soccer | Oct 23 | Mount Greylock at Mount Everett | | 04:15 PM |
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| Boys Soccer | Oct 25 | Mount Greylock at Lenox | | 06:00 PM |
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| Boys Soccer | Oct 28 | Frontier at Mount Greylock | | 06:30 PM |
| Girls Soccer | Oct 28 | Mount Greylock at Hoosac Valley | | 04:30 PM |
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| Girls Soccer | Oct 30 | Mahar at Mount Greylock | | 04:00 PM |
