SCHEDULE
| Sport | Date | Teams | Location | Time |
| Baseball | May 19 | Pope Francis at Taconic | 11:00 AM | |
| Softball | May 19 | Lenox at Gateway | 05:00 PM | |
| Baseball | May 20 | Ludlow at Lee | 04:15 PM | |
| Baseball | May 20 | Wahconah at Southwick | Western Mass Class B Quarter-Finals | 05:00 PM |
| Baseball | May 20 | Mount Everett at Turners Falls | Western Mass Class C Quarter-Finals | 06:00 PM |
| Baseball | May 20 | Franklin Tech at Drury | Western Mass Class C Quarter-Finals | 06:00 PM |
| Softball | May 20 | Mohawk at Hoosac Valley | Western Mass Class D Quarter-Finals | 04:00 PM |
| Softball | May 20 | Lenox at Franklin Tech | Western Mass Class C Quarter-Finals | 04:30 PM |
| Softball | May 20 | Mount Greylock at McCann Tech | Western Mass Class C Quarter-Finals | 04:30 PM |
| Softball | May 20 | Springfield ICS at Drury | Western Mass Class C Quarter-Finals | 05:00 PM |
| Softball | May 20 | Mount Everett at Turners Falls | Western Mass Class D Quarter-Finals | 06:30 PM |
| Baseball | May 21 | E. Longmeadow at Taconic | Western Mass Class B Quarter-Finals | 04:30 PM |
| Baseball | May 21 | Monument Mountain at Pittsfield | Western Mass Class B Quarter-Finals | 04:30 PM |
| Baseball | May 21 | Lenox at McCann Tech | Western Mass Class C Quarter-Finals | 04:30 PM |
| Baseball | May 21 | Mount Greylock at Westfield Tech | Western Mass Class C Quarter-Finals | 05:00 PM |
| Softball | May 21 | Gateway at Lee | Western Mass Class D Quarter-Finals | 04:15 PM |
| Softball | May 21 | Wahconah at Hampshire | Western Mass Class B Quarter-Finals | 04:30 PM |
| Softball | May 21 | Easthampton at Monument Mountain | Western Mass Class B Quarter-Finals | 04:30 PM |
| Softball | May 21 | Taconic at Pittsfield | Western Mass Class B Quarter-Finals | 04:30 PM |
| Baseball | May 22 | Lee at Springfield ICS | 05:30 PM | |
| Baseball | May 23 | St Mary’s at Lee | 04:30 PM | |
| Baseball | May 24 | St Mary’s at Mount Everett | Westfield Intermediate School | 03:00 PM |
| Baseball | May 24 | Mount Everett at St Mary’s | Westfield Intermediate School | 05:30 PM |
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Goss Wins 100 Hurdles for Mount Greylock on Friday
