| Sport | Date | Teams | Location | Time |
| Boys Soccer | Sep 20 | Mount Greylock at Pittsfield | BCC | 06:30 PM |
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| Girls Soccer | Sep 21 | Hoosac Valley at Mount Greylock | | 04:00 PM |
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| Boys Soccer | Sep 23 | Mount Greylock at Agawam | | 05:00 PM |
| Girls Soccer | Sep 23 | Mount Greylock at Mahar | | 05:00 PM |
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| Boys Soccer | Sep 27 | Pope Francis at Mount Greylock | | 05:00 PM |
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| Girls Soccer | Sep 28 | Monument Mountain at Mount Greylock | | 04:30 PM |
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| Girls Soccer | Sep 30 | Mt. Anthony (VT) at Mount Greylock | | 04:00 PM |
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| Boys Soccer | Oct 01 | Lenox at Mount Greylock | | 06:30 PM |
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| Boys Soccer | Oct 05 | Mount Greylock at Westfield | | 05:00 PM |
| Girls Soccer | Oct 05 | Springfield Central at Mount Greylock | | 04:30 PM |
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| Girls Soccer | Oct 07 | Ware at Mount Greylock | | 05:00 PM |
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| Boys Soccer | Oct 08 | Monument Mountain at Mount Greylock | | 06:30 PM |
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| Girls Soccer | Oct 09 | Granby at Mount Greylock | | 01:30 PM |
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| Boys Soccer | Oct 12 | Pittsfield at Mount Greylock | | 06:30 PM |
| Girls Soccer | Oct 12 | Mount Greylock at Drury | | 04:00 PM |
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| Boys Soccer | Oct 14 | Mount Greylock at Chicopee | | 06:00 PM |
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| Girls Soccer | Oct 15 | Mount Greylock at Palmer | | 05:00 PM |
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| Girls Soccer | Oct 18 | Mount Greylock at Hoosac Valley | Renfrew | 06:30 PM |
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| Boys Soccer | Oct 19 | Agawam at Mount Greylock | | 06:30 PM |
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| Girls Soccer | Oct 20 | Mount Greylock at Lee | | 04:30 PM |
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| Boys Soccer | Oct 22 | Ludlow at Mount Greylock | | 04:30 PM |
| Girls Soccer | Oct 22 | Mount Greylock at Lenox | | 06:30 PM |
