| Sport | Date | Teams | Location | Time |
| Boys Basketball | Dec 12 | Hoosac Valley at Monument Mountain | | 07:00 PM |
| Girls Basketball | Dec 12 | Lee at Hoosac Valley | | 07:00 PM |
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| Boys Basketball | Dec 14 | Hoosac Valley at Pioneer | Curry Hicks Cage | 11:15 AM |
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| Boys Basketball | Dec 16 | Hoosac Valley at Lenox | | 07:00 PM |
| Girls Basketball | Dec 16 | Taconic at Hoosac Valley | | 01:00 PM |
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| Girls Basketball | Dec 17 | Mount Everett at Hoosac Valley | | 07:00 PM |
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| Boys Basketball | Dec 18 | Hoosac Valley at Lee | | 07:30 PM |
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| Boys Basketball | Dec 20 | Hoosac Valley at Mount Greylock | | 07:00 PM |
| Girls Basketball | Dec 20 | Greenfield at Hoosac Valley | Hoosac Holiday Tournament | 07:30 PM |
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| Girls Basketball | Dec 21 | TBA at Hoosac Valley | Time TBA, Hoosac Holiday Tournament | 06:00 PM |
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| Boys Basketball | Dec 23 | Wahconah at Hoosac Valley | | 07:00 PM |
| Girls Basketball | Dec 23 | Monument Mountain at Hoosac Valley | | 07:00 PM |
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| Boys Basketball | Dec 27 | Hoosac Valley at Easthampton | | 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 08 | Hoosac Valley at Mohawk | | 06:30 PM |
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| Boys Basketball | Jan 10 | Phoenix Charter at Hoosac Valley | | 07:00 PM |
| Girls Basketball | Jan 10 | Lenox at Hoosac Valley | | 07:00 PM |
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| Girls Basketball | Jan 13 | Drury at Hoosac Valley | | 07:00 PM |
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| Boys Basketball | Jan 14 | Pittsfield at Hoosac Valley | | 07:00 PM |
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| Boys Basketball | Jan 16 | Lee at Hoosac Valley | | 07:00 PM |
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| Girls Basketball | Jan 17 | Hoosac Valley at Millbury | Springfield College - Blake Arena | 05:30 PM |
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| Girls Basketball | Jan 20 | Pittsfield at Hoosac Valley | | 07:00 PM |
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| Boys Basketball | Jan 21 | Mount Everett at Hoosac Valley | | 07:00 PM |
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| Girls Basketball | Jan 23 | Hoosac Valley at Wahconah | | 07:00 PM |
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| Boys Basketball | Jan 24 | Hoosac Valley at Drury | | 07:00 PM |
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| Girls Basketball | Jan 25 | Minnechaug at Hoosac Valley | Hoosac Valley, Coaches vs. Cancer | 07:30 PM |
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| Boys Basketball | Jan 27 | Hoosac Valley at Mt. Anthony | | 07:00 PM |
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| Girls Basketball | Jan 30 | Hoosac Valley at Monument Mountain | | 07:00 PM |
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| Girls Basketball | Feb 03 | Hoosac Valley at Taconic | | 07:00 PM |
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| Boys Basketball | Feb 04 | Hoosac Valley at Pittsfield | | 07:00 PM |
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| Girls Basketball | Feb 06 | Wahconah at Hoosac Valley | | 07:00 PM |
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| Boys Basketball | Feb 07 | Hoosac Valley at Wahconah | | 07:30 PM |
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| Boys Basketball | Feb 10 | Hoosac Valley at Taconic | | 07:00 PM |
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| Boys Basketball | Feb 12 | Monument Mountain at Hoosac Valley | | 07:00 PM |
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| Girls Basketball | Feb 13 | Hoosac Valley at Pittsfield | | 07:00 PM |
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| Boys Basketball | Feb 14 | Drury at Hoosac Valley | | 07:00 PM |
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| Boys Basketball | Feb 17 | Taconic at Hoosac Valley | | 07:00 PM |
| Girls Basketball | Feb 17 | Hoosac Valley at Old Rochester | Time TBA, Foxborough High School | 12:00 PM |
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| Girls Basketball | Feb 18 | Hoosac Valley at TBA | Time TBA, Foxborough High School | 12:00 PM |
