| Sport | Date | Teams | Location | Time |
| Girls Basketball | Dec 12 | Mount Greylock at Taconic | | 07:00 PM |
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| Boys Basketball | Dec 15 | Mount Greylock at Turners Falls | Curry Hicks Cage | 09:30 AM |
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| Girls Basketball | Dec 17 | Mount Greylock at Wahconah | | 07:30 PM |
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| Boys Basketball | Dec 18 | South Hadley at Mount Greylock | | 07:00 PM |
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| Girls Basketball | Dec 19 | Mount Greylock at Mount Everett | | 07:00 PM |
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| Boys Basketball | Dec 20 | Hoosac Valley at Mount Greylock | | 07:00 PM |
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| Boys Basketball | Dec 23 | Wahconah at Mount Greylock | | 05:00 PM |
| Girls Basketball | Dec 23 | Mount Greylock at Drury | | 07:00 PM |
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| Boys Basketball | Dec 30 | Mount Greylock at Sabis | | 05:30 PM |
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| Girls Basketball | Dec 31 | Pittsfield at Mount Greylock | | 03:00 PM |
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| Boys Basketball | Jan 02 | Pittsfield at Mount Greylock | | 07:00 PM |
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| Girls Basketball | Jan 03 | Hoosac Valley at Mount Greylock | | 07:00 PM |
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| Boys Basketball | Jan 06 | Mount Greylock at Drury | | 07:00 PM |
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| Girls Basketball | Jan 08 | Mount Greylock at Westfield | | 06:30 PM |
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| Boys Basketball | Jan 09 | Lee at Mount Greylock | | 07:00 PM |
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| Girls Basketball | Jan 10 | Lee at Mount Greylock | | 07:00 PM |
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| Boys Basketball | Jan 11 | Mount Greylock at Murdock | | 12:30 PM |
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| Boys Basketball | Jan 13 | Mount Greylock at Southwick | | 07:00 PM |
| Girls Basketball | Jan 13 | Southwick at Mount Greylock | | 07:00 PM |
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| Boys Basketball | Jan 15 | Mount Greylock at McCann Tech | | 07:00 PM |
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| Girls Basketball | Jan 16 | Mount Greylock at Monument Mountain | | 07:00 PM |
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| Boys Basketball | Jan 17 | Mount Greylock at Monument Mountain | | 07:00 PM |
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| Girls Basketball | Jan 20 | McCann Tech at Mount Greylock | | 07:00 PM |
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| Boys Basketball | Jan 21 | Taconic at Mount Greylock | | 07:00 PM |
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| Girls Basketball | Jan 22 | Amherst-Pelham at Mount Greylock | | 07:00 PM |
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| Boys Basketball | Jan 24 | Mount Greylock at Lenox | | 07:00 PM |
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| Girls Basketball | Jan 25 | Mount Greylock at Hampshire | Hoosac Valley, Coaches vs. Cancer | 06:00 PM |
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| Boys Basketball | Jan 28 | Mount Greylock at Lee | | 07:30 PM |
| Girls Basketball | Jan 28 | Lenox at Mount Greylock | | 07:00 PM |
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| Boys Basketball | Jan 31 | Monument Mountain at Mount Greylock | | 07:00 PM |
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| Girls Basketball | Feb 03 | Mount Greylock at Lee | | 07:30 PM |
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| Boys Basketball | Feb 04 | Mount Greylock at Mount Everett | | 07:00 PM |
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| Girls Basketball | Feb 06 | Drury at Mount Greylock | | 07:00 PM |
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| Boys Basketball | Feb 08 | Mount Everett at Mount Greylock | | 07:00 PM |
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| Girls Basketball | Feb 10 | Mount Everett at Mount Greylock | | 07:00 PM |
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| Boys Basketball | Feb 12 | McCann Tech at Mount Greylock | | 07:00 PM |
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| Girls Basketball | Feb 13 | Bay State Academy at Mount Greylock | | 07:00 PM |
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| Boys Basketball | Feb 14 | Lenox at Mount Greylock | | 07:00 PM |
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| Girls Basketball | Feb 15 | TBA at Mount Greylock | BC Classic | 07:00 PM |
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| Girls Basketball | Feb 17 | Mount Greylock at Lenox | | 07:00 PM |
