| Sport | Date | Teams | Location | Time |
| Boys Lacrosse | Apr 01 | Pittsfield at Springfield Central | | 07:00 PM |
| Softball | Apr 01 | Pittsfield at Hoosac Valley | Russell Field | 04:00 PM |
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| Baseball | Apr 02 | Longmeadow at Pittsfield | Clapp Park | 04:00 PM |
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| Boys Lacrosse | Apr 03 | Hoosac Valley at Pittsfield | BCC | 04:00 PM |
| Girls Lacrosse | Apr 03 | Granby at Pittsfield | Taconic High | 04:00 PM |
| Softball | Apr 03 | Pittsfield at Drury | Alcombright Field | 04:00 PM |
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| Baseball | Apr 04 | Pittsfield at Chicopee Comp | | 04:00 PM |
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| Softball | Apr 05 | Greenfield at Pittsfield | | 01:00 PM |
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| Girls Lacrosse | Apr 07 | Pope Francis at Pittsfield | Taconic High | 04:00 PM |
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| Baseball | Apr 08 | Chicopee at Pittsfield | Clapp Park | 04:00 PM |
| Boys Lacrosse | Apr 08 | Pittsfield at Lenox | BCC | 06:30 PM |
| Softball | Apr 08 | Minnechaug at Pittsfield | | 04:00 PM |
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| Boys Lacrosse | Apr 10 | Pittsfield at Northampton | | 07:00 PM |
| Softball | Apr 10 | Pittsfield at Agawam | | 04:00 PM |
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| Girls Lacrosse | Apr 11 | Pittsfield at Chicopee | | 04:00 PM |
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| Baseball | Apr 12 | Pittsfield at Mount Everett | | 01:00 PM |
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| Baseball | Apr 14 | Pittsfield at Minnechaug | | 04:45 PM |
| Girls Lacrosse | Apr 14 | Pittsfield at Monson | | 04:00 PM |
| Softball | Apr 14 | Westfield at Pittsfield | | 04:00 PM |
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| Boys Lacrosse | Apr 15 | Monson at Pittsfield | Egremont Elementary | 04:00 PM |
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| Baseball | Apr 16 | Northampton at Pittsfield | Clapp Park | 04:00 PM |
| Softball | Apr 16 | Hampshire at Pittsfield | | 04:00 PM |
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| Baseball | Apr 18 | Pittsfield at West Springfield | | 04:00 PM |
| Boys Lacrosse | Apr 18 | Pittsfield at West Springfield | | 07:00 PM |
| Girls Lacrosse | Apr 18 | Springfield Central at Pittsfield | Taconic High | 04:00 PM |
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| Girls Lacrosse | Apr 21 | Hampshire at Pittsfield | BCC | 04:00 PM |
| Softball | Apr 21 | Lenox at Pittsfield | | 04:00 PM |
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| Baseball | Apr 22 | Westfield at Pittsfield | Clapp Park | 04:00 PM |
| Boys Lacrosse | Apr 22 | Chic Comp at Pittsfield | Egremont Elementary | 04:00 PM |
| Softball | Apr 22 | Pittsfield at Longmeadow | | 04:00 PM |
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| Girls Lacrosse | Apr 23 | Pittsfield at Hoosac Valley | | 04:00 PM |
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| Baseball | Apr 24 | Pittsfield at Taconic | | 04:00 PM |
| Boys Lacrosse | Apr 24 | Pittsfield at Belchertown | | 04:30 PM |
| Softball | Apr 24 | Monson at Pittsfield | | 04:00 PM |
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| Girls Lacrosse | Apr 25 | McCann Tech at Pittsfield | Taconic High | 04:00 PM |
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| Baseball | Apr 26 | Wahconah at Pittsfield | Clapp Park | 01:00 PM |
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| Baseball | Apr 28 | Pittsfield at Pope Francis | | 04:00 PM |
| Boys Lacrosse | Apr 28 | Pittsfield at Hoosac Valley | | 04:00 PM |
| Softball | Apr 28 | Pittsfield at S. Hadley | | 04:30 PM |
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| Girls Lacrosse | Apr 29 | Chicopee at Pittsfield | Taconic High | 04:00 PM |
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| Baseball | Apr 30 | Pittsfield at Belchertown | | 04:00 PM |
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| Girls Lacrosse | May 01 | Monson at Pittsfield | Taconic High | 04:00 PM |
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| Baseball | May 02 | West Springfield at Pittsfield | Clapp Park | 04:00 PM |
| Boys Lacrosse | May 02 | Lenox at Pittsfield | Egremont Elementary | 04:00 PM |
| Softball | May 02 | Pittsfield at Minnechaug | | 05:00 PM |
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| Girls Lacrosse | May 03 | Pittsfield at Brattleboro | | 02:00 PM |
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| Boys Lacrosse | May 05 | Northampton at Pittsfield | Egremont Elementary | 04:00 PM |
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| Baseball | May 06 | Pittsfield at Westfield | Bullens Field | 06:00 PM |
| Girls Lacrosse | May 06 | Pittsfield at Springfield Central | | 07:00 PM |
| Softball | May 06 | Agawam at Pittsfield | | 04:00 PM |
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| Boys Lacrosse | May 07 | Pittsfield at Chic Comp | | 05:15 PM |
| Softball | May 07 | Pittsfield at Westfield | | 04:00 PM |
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| Baseball | May 08 | Taconic at Pittsfield | Clapp Park | 04:30 PM |
| Girls Lacrosse | May 08 | Pittsfield at Hampshire | | 05:30 PM |
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| Boys Lacrosse | May 09 | Wahconah at Pittsfield | BCC | 06:00 PM |
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| Baseball | May 10 | Pittsfield at Monument Mountain | | 02:00 PM |
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| Baseball | May 12 | Pope Francis at Pittsfield | Clapp Park | 04:00 PM |
| Boys Lacrosse | May 12 | Belchertown at Pittsfield | Egremont Elementary | 04:00 PM |
| Softball | May 12 | Pittsfield at Hampshire | | 04:30 PM |
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| Girls Lacrosse | May 13 | Pittsfield at McCann Tech | | 05:00 PM |
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| Baseball | May 14 | Hopkins at Pittsfield | Clapp Park | 04:00 PM |
| Boys Lacrosse | May 14 | E. Longmeadow at Pittsfield | Egremont Elementary | 04:30 PM |
| Softball | May 14 | Mount Greylock at Pittsfield | | 04:30 PM |
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| Girls Lacrosse | May 15 | Pittsfield at Wahconah | | 06:00 PM |
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| Boys Lacrosse | May 16 | Mount Greylock at Pittsfield | BCC | 05:00 PM |
