| Sport | Date | Teams | Location | Time |
| Baseball | May 18 | Smith Voc. at McCann Tech | cancelled | 04:00 PM |
| Boys Lacrosse | May 18 | Pittsfield at Mount Greylock | | 04:30 PM |
| co-ed Track & Field | May 18 | Hoosac Valley at Wahconah | | 04:30 PM |
| Girls Tennis | May 18 | Pittsfield at Mount Everett | | 04:30 PM |
| Softball | May 18 | Drury at Lenox | | 04:30 PM |
| Softball | May 18 | Mount Greylock at Hoosac Valley | | 04:30 PM |
| Softball | May 18 | Mount Everett at Taconic | Doyle Complex | 05:00 PM |
| Softball | May 18 | Wahconah at Monument Mountain | | 05:00 PM |
| Softball | May 18 | Lee at Pittsfield | | 05:00 PM |
| |
| Baseball | May 19 | Monument Mountain at Mount Everett | | 04:30 PM |
| Baseball | May 19 | Mount Greylock at Hoosac Valley | | 05:00 PM |
| Baseball | May 19 | Lenox at Pittsfield | Reid | 05:00 PM |
| Boys Lacrosse | May 19 | Smith Voc. at McCann Tech | | 04:00 PM |
| Boys Tennis | May 19 | Pittsfield at Mount Everett | | 04:30 PM |
| co-ed Tennis | May 19 | Mount Greylock at Monument Mountain | | 04:25 PM |
| co-ed Track & Field | May 19 | Pittsfield at Taconic | | 04:30 PM |
| Girls Lacrosse | May 19 | Hoosac Valley at Lee | | 05:00 PM |
| Softball | May 19 | Taconic at Drury | | 05:00 PM |
| |
| Baseball | May 20 | Pathfinder at McCann Tech | | 04:00 PM |
| Baseball | May 20 | Lee at Taconic | | 05:00 PM |
| Softball | May 20 | Pittsfield at Mount Greylock | | 04:30 PM |
| Softball | May 20 | Wahconah at Hoosac Valley | | 04:30 PM |
| Softball | May 20 | Lee at Monument Mountain | | 04:30 PM |
| Softball | May 20 | Mount Everett at Lenox | | 04:30 PM |
| |
| Baseball | May 21 | Lee at Mount Everett | | 04:30 PM |
| Baseball | May 21 | Hoosac Valley at Taconic | | 05:00 PM |
| Baseball | May 21 | Mount Greylock at Drury | | 05:00 PM |
| Baseball | May 21 | Wahconah at Lenox | | 05:00 PM |
| Boys Lacrosse | May 21 | McCann Tech at St Mary’s | | 04:00 PM |
| co-ed Tennis | May 21 | Mount Greylock at Pittsfield | | 04:30 PM |
| Girls Lacrosse | May 21 | Wahconah at Mount Greylock | | 05:00 PM |
| Softball | May 21 | Sabis at McCann Tech | | 04:00 PM |
| Softball | May 21 | Monument Mountain at Mount Greylock | | 04:30 PM |
| |
| Baseball | May 22 | Monument Mountain at Mount Greylock | | 01:00 PM |
| Baseball | May 22 | Drury at Wahconah | American Legion | 01:00 PM |
| co-ed Track & Field | May 22 | Wahconah at Lenox | Monument Mountain | 01:00 PM |
| co-ed Track & Field | May 22 | Mount Greylock at Monument Mountain | | 09:00 AM |
| co-ed Track & Field | May 22 | Taconic at Hoosac Valley | | 09:00 AM |
| Girls Lacrosse | May 22 | Wahconah at Northampton | | 11:00 AM |
| Softball | May 22 | Mount Everett at Drury | | 01:00 PM |
| Softball | May 22 | Pittsfield at Lenox | | 01:00 PM |
| Softball | May 22 | Taconic at Hoosac Valley | | 11:00 AM |
| |
| Baseball | May 23 | Taconic at Mount Everett | | 01:00 PM |
| Baseball | May 23 | Pittsfield at Hoosac Valley | | 01:00 PM |
| Baseball | May 23 | Monument Mountain at Lenox | | 01:00 PM |
| |
| Baseball | May 24 | Pittsfield at Wahconah | American Legion | 04:30 PM |
| Baseball | May 24 | Lee at Mount Greylock | | 05:00 PM |
| Baseball | May 24 | Lenox at Hoosac Valley | | 05:00 PM |
| Baseball | May 24 | Taconic at Drury | | 05:00 PM |
| Boys Lacrosse | May 24 | Mount Greylock at Hoosac Valley | | 06:00 PM |
| Boys Tennis | May 24 | Mount Everett at Lee | | 04:30 PM |
| co-ed Tennis | May 24 | Mount Greylock at Lenox | | 04:30 PM |
| co-ed Tennis | May 24 | Lenox at Pittsfield | | 04:30 PM |
| co-ed Tennis | May 24 | Pittsfield at Monument Mountain | | 04:30 PM |
| Girls Lacrosse | May 24 | Mount Greylock at Hoosac Valley | | 04:30 PM |
| Girls Lacrosse | May 24 | Lee at Wahconah | | 05:00 PM |
| Girls Tennis | May 24 | Lee at Mount Everett | | 04:30 PM |
| Softball | May 24 | Mount Greylock at Pittsfield | | 05:00 PM |
| Softball | May 24 | Hoosac Valley at Lenox | | 05:00 PM |
| |
| Baseball | May 25 | Franklin Tech at McCann Tech | | 04:00 PM |
| Baseball | May 25 | Mount Everett at Mount Greylock | | 05:00 PM |
| Boys Lacrosse | May 25 | McCann Tech at Central | | 07:00 PM |
| co-ed Tennis | May 25 | Mount Greylock at Mount Everett | | 04:45 PM |
| co-ed Track & Field | May 25 | Mount Greylock at Pittsfield | Taconic | 04:30 PM |
| Softball | May 25 | McCann Tech at Hopkins | | 04:00 PM |
| Softball | May 25 | Lee at Mount Everett | | 04:30 PM |
| Softball | May 25 | Pittsfield at Hoosac Valley | | 04:30 PM |
| Softball | May 25 | Monument Mountain at Drury | | 05:00 PM |
| Softball | May 25 | Wahconah at Taconic | | 07:00 PM |
| |
| Baseball | May 26 | Monument Mountain at Hoosac Valley | | 05:00 PM |
| Baseball | May 26 | Pittsfield at Lee | | 05:00 PM |
| Baseball | May 26 | Drury at Lenox | | 05:00 PM |
| co-ed Tennis | May 26 | Lenox at Monument Mountain | | 05:00 PM |
| Girls Lacrosse | May 26 | Wahconah at Pittsfield | BCC | 05:00 PM |
| Softball | May 26 | Hoosac Valley at Mount Greylock | | 04:30 PM |
| |
| Boys Lacrosse | May 27 | McCann Tech at Pathfinder | | 04:00 PM |
| Girls Lacrosse | May 27 | Lee at Hoosac Valley | | 05:00 PM |
| Softball | May 27 | Wahconah at Pittsfield | | 04:30 PM |
| Softball | May 27 | Lenox at Mount Everett | | 05:00 PM |
| |
| Baseball | May 28 | Westfield Tech at McCann Tech | | 04:00 PM |
| Baseball | May 28 | Mount Everett at Lenox | | 04:30 PM |
| Baseball | May 28 | Wahconah at Mount Greylock | | 05:00 PM |
| Baseball | May 28 | Monument Mountain at Taconic | | 05:00 PM |
| Baseball | May 28 | Drury at Lee | | 05:00 PM |
| Boys Lacrosse | May 28 | Pittsfield at Hoosac Valley | POSTPONED | 04:30 PM |
| Boys Lacrosse | May 28 | Mount Greylock at Wahconah | | 04:30 PM |
| co-ed Tennis | May 28 | Mount Everett at Pittsfield | | 04:30 PM |
| co-ed Track & Field | May 28 | Drury at Hoosac Valley | | 04:00 PM |
| co-ed Track & Field | May 28 | Mount Greylock at Taconic | | 04:30 PM |
| co-ed Track & Field | May 28 | Lenox at Monument Mountain | | 04:30 PM |
| co-ed Track & Field | May 28 | Wahconah at Hoosac Valley | | 04:30 PM |
| Softball | May 28 | Putnam at McCann Tech | | 04:00 PM |
| Softball | May 28 | Drury at Hoosac Valley | | 04:00 PM |
| |
| co-ed Track & Field | May 29 | Mount Greylock at Wahconah | | 11:00 AM |
| |
| Girls Lacrosse | May 31 | Mount Greylock at Lee | Time TBA | 12:00 PM |
| |
| Baseball | Jun 01 | Gateway at McCann Tech | | 04:00 PM |
| Baseball | Jun 01 | Taconic at Wahconah | American Legion | 05:00 PM |
| Baseball | Jun 01 | Mount Greylock at Lenox | | 05:00 PM |
| Baseball | Jun 01 | Monument Mountain at Drury | | 07:00 PM |
| Boys Lacrosse | Jun 01 | Monson at McCann Tech | | 04:00 PM |
| Boys Lacrosse | Jun 01 | Wahconah at Hoosac Valley | | 04:30 PM |
| Boys Lacrosse | Jun 01 | Mount Greylock at Pittsfield | | 04:30 PM |
| co-ed Tennis | Jun 01 | Pittsfield at Mount Greylock | | 04:25 PM |
| Girls Lacrosse | Jun 01 | Pittsfield at Hoosac Valley | | 06:00 PM |
| Softball | Jun 01 | Hoosac Valley at Monument Mountain | | 05:00 PM |
| Softball | Jun 01 | Lee at Taconic | | 05:00 PM |
| Softball | Jun 01 | Drury at Pittsfield | | 05:00 PM |
| Softball | Jun 01 | Lenox at Wahconah | | 05:00 PM |
| |
| Baseball | Jun 02 | Mount Greylock at Taconic | | 04:30 PM |
| Baseball | Jun 02 | Pittsfield at Monument Mountain | | 05:00 PM |
| Baseball | Jun 02 | Wahconah at Hoosac Valley | | 05:00 PM |
| co-ed Tennis | Jun 02 | Mount Everett at Lenox | | 04:30 PM |
| Girls Lacrosse | Jun 02 | Hoosac Valley at Wahconah | | 04:30 PM |
| Softball | Jun 02 | McCann Tech at Smith Academy | | 04:00 PM |
| Softball | Jun 02 | Mount Greylock at Drury | | 04:30 PM |
| |
| Baseball | Jun 03 | McCann Tech at Smith Voc. | | 04:00 PM |
| Baseball | Jun 03 | Mount Everett at Hoosac Valley | | 05:00 PM |
| Boys Lacrosse | Jun 03 | Hoosac Valley at Wahconah | | 06:00 PM |
| Boys Tennis | Jun 03 | Lee at Mount Everett | | 04:30 PM |
| co-ed Tennis | Jun 03 | Monument Mountain at Pittsfield | | 04:30 PM |
| co-ed Tennis | Jun 03 | Lenox at Mount Greylock | | 05:00 PM |
| Girls Lacrosse | Jun 03 | Pittsfield at Mount Greylock | | 04:30 PM |
| Girls Lacrosse | Jun 03 | Wahconah at Amherst | | 06:00 PM |
| Girls Lacrosse | Jun 03 | Wahconah at Amherst | | 06:00 PM |
| Girls Tennis | Jun 03 | Mount Everett at Lee | | 04:30 PM |
| Softball | Jun 03 | Lenox at Lee | | 04:30 PM |
| Softball | Jun 03 | Wahconah at Mount Greylock | | 04:30 PM |
| |
| Baseball | Jun 04 | Hoosac Valley at Drury | | 04:00 PM |
| Baseball | Jun 04 | Monument Mountain at Wahconah | American Legion | 04:00 PM |
| Baseball | Jun 04 | Lenox at Lee | | 05:00 PM |
| Baseball | Jun 04 | Pittsfield at Taconic | Clapp Park | 05:00 PM |
| Boys Lacrosse | Jun 04 | Wahconah at Mount Greylock | | 04:30 PM |
| Boys Lacrosse | Jun 04 | McCann Tech at Chicopee | | 05:00 PM |
| Softball | Jun 04 | McCann Tech at Sabis | | 04:00 PM |
| Softball | Jun 04 | Mount Everett at Lee | | 04:30 PM |
| Softball | Jun 04 | Drury at Monument Mountain | | 04:30 PM |
| |
| Baseball | Jun 07 | Mount Greylock at Pittsfield | Reid | 04:30 PM |
| Baseball | Jun 07 | Lee at Wahconah | American Legion | 05:00 PM |
| Baseball | Jun 07 | Hoosac Valley at Lenox | | 05:00 PM |
| Boys Lacrosse | Jun 07 | Hoosac Valley at Pittsfield | | 06:00 PM |
| co-ed Tennis | Jun 07 | Mount Everett at Monument Mountain | | 04:00 PM |
| co-ed Tennis | Jun 07 | Lee at Mount Greylock | | 04:30 PM |
| co-ed Tennis | Jun 07 | Pittsfield at Lenox | | 04:30 PM |
| co-ed Track & Field | Jun 07 | Mount Greylock at Pittsfield | Taconic | 04:00 PM |
| co-ed Track & Field | Jun 07 | Mount Greylock at Hoosac Valley | | 04:00 PM |
| Girls Lacrosse | Jun 07 | Mount Greylock at Wahconah | | 04:30 PM |
| Softball | Jun 07 | Wahconah at Lee | | 04:30 PM |
| |
| Baseball | Jun 08 | McCann Tech at Pathfinder | | 04:00 PM |
| Baseball | Jun 08 | Mount Everett at Drury | | 05:00 PM |
| Boys Lacrosse | Jun 08 | Granby at McCann Tech | | 04:00 PM |
| Boys Lacrosse | Jun 08 | Hoosac Valley at Mount Greylock | | 04:30 PM |
| Softball | Jun 08 | Monument Mountain at Lenox | | 04:30 PM |
| Softball | Jun 08 | Lee at Hoosac Valley | | 04:30 PM |
| Softball | Jun 08 | Mount Greylock at Taconic | | 04:30 PM |
| Softball | Jun 08 | Drury at Mount Everett | | 05:00 PM |
| |
| Baseball | Jun 09 | Drury at Hoosac Valley | | 04:00 PM |
| Baseball | Jun 09 | Taconic at Pittsfield | | 04:30 PM |
| Boys Tennis | Jun 09 | Lenox at Lee | | 04:30 PM |
| co-ed Tennis | Jun 09 | Monument Mountain at Mount Greylock | | 04:30 PM |
| co-ed Track & Field | Jun 09 | Lenox at Drury | | 05:00 PM |
| Girls Lacrosse | Jun 09 | Hoosac Valley at Lee | | 05:00 PM |
| Girls Tennis | Jun 09 | Lee at Lenox | | 04:30 PM |
| |
| Boys Lacrosse | Jun 10 | McCann Tech at Smith Voc. | | 04:00 PM |
| Boys Lacrosse | Jun 10 | Pittsfield at Hoosac Valley | | 06:00 PM |
| Girls Lacrosse | Jun 10 | Pittsfield at Hoosac Valley | | 04:00 PM |
| Girls Lacrosse | Jun 10 | Wahconah at Lee | | 04:30 PM |
| Softball | Jun 10 | Taconic at Lenox | | 04:30 PM |
| Softball | Jun 10 | Hoosac Valley at Wahconah | | 05:00 PM |
| |
| Baseball | Jun 11 | Mount Everett at Pittsfield | Reid | 04:30 PM |
| co-ed Tennis | Jun 11 | Monument Mountain at Lenox | | 04:30 PM |
| co-ed Track & Field | Jun 11 | Monument Mountain at Taconic | | 04:30 PM |
| Softball | Jun 11 | Pittsfield at Taconic | | 04:00 PM |
| Softball | Jun 11 | Pope Francis at McCann Tech | | 04:00 PM |
| Softball | Jun 11 | Monument Mountain at Mount Everett | | 05:00 PM |
| |
| Boys Lacrosse | Jun 14 | St Mary’s at McCann Tech | | 04:00 PM |
| co-ed Tennis | Jun 14 | Mount Everett at Mount Greylock | | 04:45 PM |
| Girls Lacrosse | Jun 14 | Hoosac Valley at Mount Greylock | | 04:30 PM |
| Girls Lacrosse | Jun 14 | Lee at Wahconah | | 05:00 PM |
| |
| Baseball | Jun 15 | Taconic at Lenox | | 05:00 PM |
