SCHEDULE
| Sport | Date | Teams | Location | Time |
| Boys Basketball | Jan 28 | Mount Greylock at Turners Falls | 06:30 PM | |
| Boys Basketball | Jan 28 | Lee at Hampshire | 07:00 PM | |
| Boys Basketball | Jan 28 | Hoosac Valley at Ware | 07:00 PM | |
| Boys Basketball | Jan 28 | West Springfield at Wahconah | 07:00 PM | |
| Boys Basketball | Jan 28 | Drury at Mahar | 07:00 PM | |
| Boys Basketball | Jan 28 | McCann Tech at Hampden Charter | 07:00 PM | |
| Boys Basketball | Jan 28 | Hopkins at Lenox | 07:00 PM | |
| Boys Basketball | Jan 28 | Mount Everett at Duggan | 07:00 PM | |
| Boys Basketball | Jan 28 | Pittsfield at Agawam | 07:00 PM | |
| Girls Basketball | Jan 28 | Mount Greylock at Monument Mountain | 07:00 PM | |
| Boys Basketball | Jan 29 | Gateway at McCann Tech | 07:00 PM | |
| co-ed Hockey | Jan 29 | Chicopee at McCann Tech | 07:00 PM | |
| co-ed Skiing | Jan 29 | Multiple teams at Berkshire Nordic League | Ski Butternut | 05:00 PM |
| co-ed Skiing | Jan 29 | Multiple teams at Berkshire County Alpine League | Bousquet | 05:30 PM |
| Girls Basketball | Jan 29 | Drury at Taconic | 06:00 PM | |
| Girls Basketball | Jan 29 | Lee at Renaissance | 07:00 PM | |
| Boys Basketball | Jan 30 | Hoosac Valley at South Hadley | 07:00 PM | |
| Girls Basketball | Jan 30 | Westfield at Pittsfield | 06:00 PM | |
| Girls Basketball | Jan 30 | Pope Francis at Mount Greylock | 06:30 PM | |
| Girls Basketball | Jan 30 | Amherst at Wahconah | 07:00 PM | |
| Girls Basketball | Jan 30 | Greenfield at Lenox | 07:00 PM | |
| Girls Basketball | Jan 30 | Belchertown at Drury | 07:00 PM | |
| Girls Basketball | Jan 30 | Hoosac Valley at Monson | 07:00 PM | |
| Girls Basketball | Jan 30 | McCann Tech at Lee | 07:00 PM | |
| Girls Basketball | Jan 30 | Agawam at Monument Mountain | 07:00 PM | |
| Boys Basketball | Jan 31 | Agawam at Taconic | Boys and Girls Club | 05:30 PM |
| Boys Basketball | Jan 31 | Ludlow at Mount Everett | 06:30 PM | |
| Boys Basketball | Jan 31 | Baystate at Monument Mountain | 07:00 PM | |
| Boys Basketball | Jan 31 | Lenox at Drury | 07:00 PM | |
| Boys Basketball | Jan 31 | Duggan at McCann Tech | 07:00 PM | |
| Boys Basketball | Jan 31 | Lee at Mount Greylock | 07:00 PM | |
| Boys Basketball | Jan 31 | Wahconah at Pittsfield | Boys and Girls Club | 07:30 PM |
| co-ed Bowling | Jan 31 | Multiple teams at Berkshire County League | Cove | 04:00 PM |
| co-ed Hockey | Feb 01 | McCann Tech at Agawam | Olympia | 06:30 PM |
| co-ed Swimming | Feb 01 | Multiple teams at Berkshire County League Individuals | Hudson (N.Y.) High School | 10:00 AM |
| Girls Basketball | Feb 01 | Lee at Monument Mountain | 03:30 PM | |
| Boys Basketball | Feb 03 | Hoosac Valley at Monument Mountain | 07:00 PM | |
| co-ed Skiing | Feb 03 | Multiple teams at Berkshire County Alpine League | Bousquet | 05:30 PM |
| Girls Basketball | Feb 03 | Minnechaug at Pittsfield | Boys and Girls Club | 05:30 PM |
| Girls Basketball | Feb 03 | South Hadley at Hoosac Valley | 07:00 PM | |
| Girls Basketball | Feb 03 | Mount Greylock at Pioneer Valley | 07:00 PM | |
| Girls Basketball | Feb 03 | Granby at McCann Tech | 07:00 PM | |
| Girls Basketball | Feb 03 | Wahconah at Hampshire | 07:00 PM | |
| Girls Basketball | Feb 03 | Monson at Taconic | Boys and Girls Club | 07:00 PM |
| Girls Basketball | Feb 03 | Hopkins at Lenox | 07:00 PM | |
| Boys Basketball | Feb 04 | Smith Academy at Mount Greylock | 06:30 PM | |
| Boys Basketball | Feb 04 | Mount Everett at Westfield Tech | 07:00 PM | |
| Boys Basketball | Feb 04 | Lenox at Mahar | 07:00 PM | |
| Boys Basketball | Feb 04 | Taconic at Wahconah | 07:00 PM | |
| Boys Basketball | Feb 04 | Pittsfield at West Springfield | 07:00 PM | |
| Boys Basketball | Feb 04 | Turners Falls at Lee | 07:00 PM | |
| Boys Basketball | Feb 04 | Pioneer Valley at Drury | 07:00 PM | |
| Boys Basketball | Feb 04 | McCann Tech at Ludlow | 07:00 PM | |
| Girls Basketball | Feb 04 | Taconic at Monument Mountain | 06:00 PM | |
| Girls Basketball | Feb 04 | Pittsfield at Chicopee Comp | 06:00 PM | |
| Girls Basketball | Feb 04 | Smith Voc. at McCann Tech | 07:00 PM | |
| Boys Basketball | Feb 05 | Hoosac Valley at Granby | 07:00 PM | |
| Boys Basketball | Feb 05 | Lee at Monson | 07:00 PM | |
| co-ed Hockey | Feb 05 | McCann Tech at Taconic | 07:30 PM | |
| Girls Basketball | Feb 05 | Pittsfield at Drury | 07:00 PM | |
| Girls Basketball | Feb 05 | Monument Mountain at Hampshire | 07:00 PM | |
| Boys Basketball | Feb 06 | Taconic at Commerce | 06:00 PM | |
| Boys Basketball | Feb 06 | Lenox at Southwick | 07:00 PM | |
| Girls Basketball | Feb 06 | Taconic at Wahconah | 06:00 PM | |
| Girls Basketball | Feb 06 | Lenox at Palmer | 07:00 PM | |
| Girls Basketball | Feb 06 | Hoosac Valley at Amherst | 07:00 PM | |
| Girls Basketball | Feb 06 | Southwick at Lee | Time TBA | 12:00 PM |
| Boys Basketball | Feb 07 | Hampden Charter at Mount Everett | 06:30 PM | |
| Boys Basketball | Feb 07 | Belchertown at Hoosac Valley | 07:00 PM | |
| Boys Basketball | Feb 07 | Mount Greylock at Athol | 07:00 PM | |
| Boys Basketball | Feb 07 | Westfield Tech at McCann Tech | 07:00 PM | |
| Boys Basketball | Feb 07 | Granby at Monument Mountain | 07:00 PM | |
| Boys Basketball | Feb 07 | Drury at Frontier | 07:30 PM | |
| co-ed Bowling | Feb 07 | Multiple teams at Berkshire County League | Cove | 04:00 PM |
| co-ed Hockey | Feb 07 | Taconic at Keefe Tech | Loring Ice Arena | 05:30 PM |
| Girls Basketball | Feb 07 | McCann Tech at Pathfinder | 05:00 PM | |
| Girls Basketball | Feb 07 | Mount Greylock at Pittsfield | 06:00 PM | |
| Girls Basketball | Feb 07 | Pioneer Valley at Drury | 07:00 PM | |
| Boys Basketball | Feb 08 | Pittsfield at Springfield ICS | 06:30 PM | |
| Boys Basketball | Feb 08 | Wahconah at Lenox | 07:00 PM | |
| co-ed Hockey | Feb 08 | McCann Tech at Easthampton | Lossone | 07:00 PM |
| co-ed Skiing | Feb 08 | Berkshire Nordic League at Wahconah | 10:00 AM | |
| Boys Basketball | Feb 10 | Lee at Mount Everett | 07:00 PM | |
| Boys Basketball | Feb 10 | Taconic at Monument Mountain | 07:00 PM | |
| co-ed Skiing | Feb 10 | Multiple teams at Berkshire County Alpine League | Bousquet | 05:30 PM |
| Girls Basketball | Feb 10 | Pittsfield at Pope Francis | 06:00 PM | |
| Girls Basketball | Feb 10 | Hampshire at Taconic | 06:00 PM | |
| Girls Basketball | Feb 10 | Mount Greylock at Agawam | 06:30 PM | |
| Girls Basketball | Feb 10 | Lee at Ludlow | 07:00 PM | |
| Girls Basketball | Feb 10 | Wahconah at Chicopee | 07:00 PM | |
| Girls Basketball | Feb 10 | Frontier at Lenox | 07:00 PM | |
| Girls Basketball | Feb 10 | McCann Tech at Renaissance | 07:00 PM | |
| Girls Basketball | Feb 10 | South Hadley at Drury | 07:00 PM | |
| Boys Basketball | Feb 11 | Hampshire at Mount Greylock | 06:30 PM | |
| Boys Basketball | Feb 11 | Wahconah at Agawam | 07:00 PM | |
| Boys Basketball | Feb 11 | Franklin Tech at Lee | 07:00 PM | |
| Boys Basketball | Feb 11 | Hoosac Valley at Drury | 07:00 PM | |
| Boys Basketball | Feb 11 | Turners Falls at McCann Tech | 07:00 PM | |
| Boys Basketball | Feb 11 | Greenfield at Lenox | 07:00 PM | |
| co-ed Hockey | Feb 11 | McCann Tech at Chicopee | Fitzpatrick | 07:00 PM |
| co-ed Skiing | Feb 11 | Multiple teams at State Nordic Ski Meet | Prospect Mountain | 11:00 AM |
| co-ed Hockey | Feb 12 | Southwick at Taconic | 07:30 PM | |
| Girls Basketball | Feb 12 | Wahconah at Taconic | 06:00 PM | |
| Girls Basketball | Feb 12 | Lenox at Easthampton | 07:00 PM | |
| Girls Basketball | Feb 12 | Lee at Mount Greylock | 07:00 PM | |
| co-ed Hockey | Feb 13 | Taconic at Amherst | Orr Rink | 08:20 PM |
| co-ed Bowling | Feb 14 | Multiple teams at Berkshire County Championship | K&M Bowling | 04:00 PM |
| co-ed Hockey | Feb 15 | Taconic at McCann Tech | 07:00 PM | |
| co-ed Wrestling | Feb 15 | Multiple teams at Division 3 Western Mass | Mount Greylock | 10:30 AM |
| co-ed Wrestling | Feb 21 | Multiple teams at Division 3 State Championship | Foxborough HS | 04:00 PM |
| co-ed Wrestling | Feb 22 | Multiple teams at Division 3 State Championship | Foxborough HS | 10:00 AM |
| co-ed Skiing | Feb 25 | Multiple teams at State Alpine Ski Meet | TBA | 09:30 AM |
| co-ed Bowling | Mar 01 | Multiple teams at State Team Championship | Bowlero, Chicopee | 10:00 AM |
| co-ed Bowling | Mar 02 | Multiple teams at State Individual Championships | Spare Time, Northampton | 10:00 AM |
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Lupiani Wins 138 Title for Mount Everett
