| Sport | Date | Teams | Location | Time |
| Baseball | Jun 21 | Greenfield at Mount Greylock | WMass D3 first round | 04:00 PM |
| Baseball | Jun 21 | Westfield at Pittsfield | WMass D1 quarterfinals | 04:00 PM |
| Baseball | Jun 21 | Monument Mountain at Monson | WMass D3 first round | 04:00 PM |
| Baseball | Jun 21 | Mount Everett at Hopkins | WMass D4 quarterfinals | 04:00 PM |
| Baseball | Jun 21 | Mohawk at Taconic | WMass D3 first round | 04:00 PM |
| Baseball | Jun 21 | Wahconah at Southwick | WMass D3 first round | 05:00 PM |
| Baseball | Jun 21 | Ware at McCann Tech | WMass D4 quarterfinals | 07:00 PM |
| Baseball | Jun 21 | Lenox at Westfield Tech | WMass D4 quarterfinals | 07:00 PM |
| Boys Lacrosse | Jun 21 | Advanced Math and Science at Wahconah | WMass D3 quarterfinals | 05:00 PM |
| Boys Lacrosse | Jun 21 | Pittsfield at Minnechaug | WMass D2 quarterfinals | 10:00 AM |
| Girls Lacrosse | Jun 21 | Mount Greylock at Tahonto | C/WMass D2 quarterfinals | 04:30 PM |
| Girls Lacrosse | Jun 21 | Wahconah at Pope Francis | C/WMass D2 quarterfinals | 07:00 PM |
| Softball | Jun 21 | Hoosac Valley at Hampshire | WMass D2 quarterfinals | 04:30 PM |
| Softball | Jun 21 | Mount Everett at Franklin County | WMass D3 quarterfinals | 05:00 PM |
| Softball | Jun 21 | Mount Greylock at St Mary’s | WMass D3 quarterfinals | 06:30 PM |
| Softball | Jun 21 | Greenfield at Wahconah | WMass D2 quarterfinals | 07:00 PM |
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| Girls Tennis | Jun 22 | Lee at TBA | WMass D3 semifinals | 04:00 PM |
| Girls Tennis | Jun 22 | Mount Greylock at TBA | WMass D3 semifinals | 04:00 PM |
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| Boys Tennis | Jun 23 | TBA at Lee | WMass D3 final | 04:00 PM |
| Softball | Jun 23 | Pittsfield at TBA | WMass D1 semifinals | 04:00 PM |
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| co-ed Track & Field | Jun 24 | Multiple teams at All-State Meet | Norwell High School | 11:55 AM |
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| Boys Track & Field | Jun 26 | Multiple teams at All-State Meet | Norwell High School | 10:00 AM |
| Girls Track & Field | Jun 26 | Multiple teams at All-State Meet | Norwell High School | 03:00 PM |
