SCHEDULE
| Sport | Date | Teams | Location | Time |
|---|---|---|---|---|
| Boys Soccer | Nov 11 | Pittsfield at TBA | Date, Time TBA D4 State Tourney Rd of 16 | 12:00 PM |
| Girls Basketball | Dec 10 | Wahconah at Pittsfield | 06:00 PM | |
| Boys Basketball | Dec 11 | Pittsfield at Green Tech | 07:00 PM | |
| Boys Basketball | Dec 14 | Drury at Pittsfield | 07:00 PM | |
| Girls Basketball | Dec 14 | Pittsfield at Springfield Central | 07:00 PM | |
| Boys Basketball | Dec 17 | Monument Mountain at Pittsfield | 07:00 PM | |
| Girls Basketball | Dec 18 | Pittsfield at Longmeadow | 07:00 PM | |
| Boys Basketball | Dec 21 | Pittsfield at Wahconah | 07:00 PM | |
| Girls Basketball | Dec 22 | Minnechaug at Pittsfield | 06:00 PM | |
| Boys Basketball | Dec 23 | Holyoke at Pittsfield | 07:00 PM | |
| Boys Basketball | Dec 29 | Pittsfield at Belchertown | 06:00 PM | |
| Girls Basketball | Dec 29 | South Hadley at Pittsfield | 06:00 PM | |
| Boys Basketball | Dec 30 | Agawam at Pittsfield | 07:00 PM | |
| Boys Basketball | Jan 04 | Pittsfield at Hoosac Valley | 07:00 PM | |
| Girls Basketball | Jan 04 | Pittsfield at Drury | 06:00 PM | |
| Girls Basketball | Jan 06 | Pittsfield at Northampton | 07:30 PM | |
| Boys Basketball | Jan 07 | Taconic at Pittsfield | Boys and Girls Club | 07:00 PM |
| Girls Basketball | Jan 08 | Baystate at Pittsfield | 06:00 PM | |
| Boys Basketball | Jan 12 | Pittsfield at Drury | 07:00 PM | |
| Girls Basketball | Jan 14 | Longmeadow at Pittsfield | 06:00 PM | |
| Boys Basketball | Jan 16 | Pittsfield at Ocean Township HS | Duggan, Hoophall | 03:15 PM |
| Boys Basketball | Jan 17 | Pittsfield at TBA | Time TBA, Duggan, Hoophall | 12:00 AM |
| Boys Basketball | Jan 20 | Pittsfield at Springfield ICS | 06:30 PM | |
| Girls Basketball | Jan 21 | Pittsfield at Minnechaug | 06:30 PM | |
| Girls Basketball | Jan 25 | Pittsfield at South Hadley | 07:00 PM | |
| Boys Basketball | Jan 26 | Wahconah at Pittsfield | 07:00 PM | |
| Girls Basketball | Jan 27 | Monument Mountain at Pittsfield | 06:00 PM | |
| Boys Basketball | Jan 29 | Hoosac Valley at Pittsfield | 07:00 PM | |
| Girls Basketball | Feb 01 | Northampton at Pittsfield | 06:00 PM | |
| Boys Basketball | Feb 02 | Pittsfield at Monument Mountain | 07:00 PM | |
| Girls Basketball | Feb 04 | Springfield Central at Pittsfield | 06:00 PM | |
| Boys Basketball | Feb 05 | Pittsfield at Taconic | Boys and Girls Club | 07:30 PM |
| Girls Basketball | Feb 05 | Pittsfield at Taconic | Boys and Girls Club | 04:30 PM |
| Boys Basketball | Feb 08 | Northampton at Pittsfield | 07:00 PM | |
| Girls Basketball | Feb 08 | Pittsfield at Hoosac Valley | 06:00 PM | |
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