| Sport | Date | Teams | Location | Time |
| Baseball | Apr 03 | Drury at Lee | Maple Street | 04:00 PM |
| Baseball | Apr 03 | Ware at Monument Mountain | | 04:30 PM |
| Baseball | Apr 03 | Mount Greylock at Lenox | War Memorial Field | 04:30 PM |
| Boys Lacrosse | Apr 03 | Hoosac Valley at Pittsfield | BCC | 04:00 PM |
| Boys Lacrosse | Apr 03 | McCann Tech at Granby | | 06:30 PM |
| Boys Lacrosse | Apr 03 | Lenox at Northampton | | 07:00 PM |
| co-ed Tennis | Apr 03 | Lee at Lenox | Lenox Community Center | 04:00 PM |
| co-ed Tennis | Apr 03 | Pittsfield at Monument Mountain | | 04:30 PM |
| co-ed Tennis | Apr 03 | Mount Greylock at Mount Everett | Berkshire School | 05:20 PM |
| co-ed Track & Field | Apr 03 | PHS, Wah at Mount Greylock Unified | | 04:30 PM |
| Girls Lacrosse | Apr 03 | Granby at Pittsfield | Taconic High | 04:00 PM |
| Girls Lacrosse | Apr 03 | Wahconah at West Springfield | | 04:00 PM |
| Girls Lacrosse | Apr 03 | Amherst at McCann Tech | | 04:30 PM |
| Girls Lacrosse | Apr 03 | Hoosac Valley at Chicopee | | 04:30 PM |
| Girls Lacrosse | Apr 03 | Lee at Springfield Central | | 07:00 PM |
| Softball | Apr 03 | Hoosac Valley at Ludlow | | 04:00 PM |
| Softball | Apr 03 | Gateway at Monument Mountain | | 04:00 PM |
| Softball | Apr 03 | Mohawk at Mount Greylock | | 04:00 PM |
| Softball | Apr 03 | Chicopee at McCann Tech | | 04:00 PM |
| Softball | Apr 03 | Athol at Taconic | | 04:00 PM |
| Softball | Apr 03 | Lee at Smith Voc. | POSTPONED | 04:00 PM |
| Softball | Apr 03 | Westfield Tech at Lenox | | 04:15 PM |
| |
| Baseball | Apr 04 | McCann Tech at Mount Everett | | 04:00 PM |
| Baseball | Apr 04 | Pittsfield at Chicopee Comp | | 04:00 PM |
| Baseball | Apr 04 | Hopkins at Monument Mountain | | 04:30 PM |
| Baseball | Apr 04 | Holyoke at Taconic | | 05:00 PM |
| Boys Lacrosse | Apr 04 | Wahconah at S. Hadley | | 04:30 PM |
| co-ed Track & Field | Apr 04 | Multiple teams at Mount Greylock | | 05:00 PM |
| Girls Lacrosse | Apr 04 | Mount Greylock at E. Longmeadow | | 06:00 PM |
| Softball | Apr 04 | Chicopee Comp at Mount Everett | | 04:30 PM |
| |
| co-ed Track & Field | Apr 05 | Multiple teams at Mount Greylock | | 10:00 AM |
| Softball | Apr 05 | Greenfield at Pittsfield | | 01:00 PM |
| Softball | Apr 05 | Drury at Taconic | | 04:00 PM |
| Softball | Apr 05 | Mount Greylock at Hoosac Valley | Russell Field | 04:00 PM |
| Softball | Apr 05 | McCann Tech at Springfield ICS | | 11:00 AM |
| Softball | Apr 05 | Wahconah at Northampton | | 11:55 AM |
| |
| Baseball | Apr 07 | Wahconah at Greenfield | | 04:00 PM |
| Baseball | Apr 07 | Ware at Taconic | | 04:00 PM |
| Boys Lacrosse | Apr 07 | West Springfield at Wahconah | | 05:30 PM |
| Girls Lacrosse | Apr 07 | Pope Francis at Pittsfield | Taconic High | 04:00 PM |
| Girls Lacrosse | Apr 07 | Springfield Central at Hoosac Valley | | 04:00 PM |
| Girls Lacrosse | Apr 07 | McCann Tech at Lee | | 04:15 PM |
| Girls Tennis | Apr 07 | Mount Everett at Hampden Charter | Jones Point Park | 04:30 PM |
| Softball | Apr 07 | Ludlow at McCann Tech | | 04:00 PM |
| Softball | Apr 07 | Taconic at Mohawk | | 04:00 PM |
| Softball | Apr 07 | Lenox at Smith Voc. | | 04:00 PM |
| Softball | Apr 07 | Chicopee at Hoosac Valley | Russell Field | 04:00 PM |
| Softball | Apr 07 | Lee at Gateway | | 04:00 PM |
| Softball | Apr 07 | Mount Greylock at Pioneer Valley | | 04:30 PM |
| Softball | Apr 07 | Chicopee Comp at Drury | Alcombright Field | 04:30 PM |
| Softball | Apr 07 | Franklin Tech at Wahconah | Pine Grove Park | 04:30 PM |
| |
| Baseball | Apr 08 | Lenox at Mount Everett | | 04:00 PM |
| Baseball | Apr 08 | Taconic at E. Longmeadow | | 04:00 PM |
| Baseball | Apr 08 | Chicopee at Pittsfield | Clapp Park | 04:00 PM |
| Baseball | Apr 08 | Mount Greylock at Southwick | | 04:30 PM |
| Baseball | Apr 08 | Wahconah at Monument Mountain | | 04:30 PM |
| Baseball | Apr 08 | Drury at McCann Tech | Joe Wolfe | 06:00 PM |
| Boys Lacrosse | Apr 08 | Belchertown at Hoosac Valley | | 04:00 PM |
| Boys Lacrosse | Apr 08 | Smith Voc. at McCann Tech | | 04:00 PM |
| Boys Lacrosse | Apr 08 | Pittsfield at Lenox | BCC | 06:30 PM |
| co-ed Tennis | Apr 08 | Mount Everett at Monument Mountain | | 04:00 PM |
| co-ed Tennis | Apr 08 | Pittsfield at Lenox | Lenox Community Center | 04:00 PM |
| co-ed Tennis | Apr 08 | Lee at Mount Greylock | Williams College | 04:30 PM |
| Softball | Apr 08 | Minnechaug at Pittsfield | | 04:00 PM |
| |
| Baseball | Apr 09 | Mount Greylock at Amherst | | 04:30 PM |
| Boys Lacrosse | Apr 09 | Wahconah at Mount Greylock | | 05:00 PM |
| Boys Tennis | Apr 09 | Mount Everett at Hampden Charter | Jones Point Park | 04:30 PM |
| co-ed Track & Field | Apr 09 | Pittsfield at Mount Greylock Unified | | 04:30 PM |
| Girls Lacrosse | Apr 09 | Wahconah at Lee | | 04:15 PM |
| Softball | Apr 09 | Taconic at Greenfield | | 03:30 PM |
| Softball | Apr 09 | Monument Mountain at Lenox | | 04:00 PM |
| Softball | Apr 09 | Amherst at Lee | | 04:00 PM |
| Softball | Apr 09 | Drury at Ludlow | | 04:00 PM |
| Softball | Apr 09 | Mount Everett at Chicopee | | 04:00 PM |
| Softball | Apr 09 | Hoosac Valley at Chicopee Comp | | 04:30 PM |
| Softball | Apr 09 | Mount Greylock at Wahconah | Pine Grove Park | 04:30 PM |
| |
| Baseball | Apr 10 | Lenox at Franklin Tech | | 04:00 PM |
| Baseball | Apr 10 | Drury at Athol | | 04:00 PM |
| Baseball | Apr 10 | Lee at Mahar | | 04:00 PM |
| Baseball | Apr 10 | McCann Tech at Turners Falls | | 04:00 PM |
| Baseball | Apr 10 | Amherst at Wahconah | | 04:15 PM |
| Baseball | Apr 10 | Southwick at Monument Mountain | | 04:30 PM |
| Boys Lacrosse | Apr 10 | Monson at McCann Tech | | 04:00 PM |
| Boys Lacrosse | Apr 10 | Lenox at Belchertown | | 04:30 PM |
| Boys Lacrosse | Apr 10 | Hoosac Valley at Chic Comp | | 06:15 PM |
| Boys Lacrosse | Apr 10 | Pittsfield at Northampton | | 07:00 PM |
| co-ed Tennis | Apr 10 | Mount Everett at Pittsfield | BCC | 04:15 PM |
| co-ed Tennis | Apr 10 | Lenox at Mount Greylock | Williams College | 04:15 PM |
| co-ed Tennis | Apr 10 | Monument Mountain at Lee | | 04:15 PM |
| co-ed Track & Field | Apr 10 | Hoosac Valley at Monument Mountain | | 04:00 PM |
| Girls Lacrosse | Apr 10 | Chic Comp at Lee | | 04:15 PM |
| Girls Lacrosse | Apr 10 | Northampton at Mount Greylock | | 05:30 PM |
| Softball | Apr 10 | McCann Tech at Chicopee Comp | | 04:00 PM |
| Softball | Apr 10 | Pittsfield at Agawam | | 04:00 PM |
| |
| Baseball | Apr 11 | Taconic at Wahconah | | 04:15 PM |
| Boys Tennis | Apr 11 | E. Longmeadow at Lee | | 04:15 PM |
| co-ed Track & Field | Apr 11 | MG, Tac at Lenox | Monument Mountain | 04:00 PM |
| co-ed Track & Field | Apr 11 | Wahconah Unified Team at Hampshire | | 04:30 PM |
| co-ed Track & Field | Apr 11 | PHS, ME at Wahconah | | 04:30 PM |
| Girls Lacrosse | Apr 11 | Pope Francis at Hoosac Valley | | 04:00 PM |
| Girls Lacrosse | Apr 11 | Hampshire at McCann Tech | | 04:00 PM |
| Girls Lacrosse | Apr 11 | Pittsfield at Chicopee | | 04:00 PM |
| Girls Tennis | Apr 11 | Lenox at Frontier | | 04:00 PM |
| Softball | Apr 11 | Drury at Chicopee | Szot Park | 04:00 PM |
| Softball | Apr 11 | Mount Everett at Ludlow | | 04:00 PM |
| Softball | Apr 11 | Lenox at Gateway | | 04:00 PM |
| Softball | Apr 11 | Mount Greylock at Frontier | | 04:15 PM |
| Softball | Apr 11 | Taconic at Wahconah | Pine Grove Park | 04:30 PM |
| Softball | Apr 11 | Westfield Tech at Monument Mountain | | 04:30 PM |
| |
| Baseball | Apr 12 | Pittsfield at Mount Everett | | 01:00 PM |
| Baseball | Apr 12 | Lenox at Monument Mountain | | 02:00 PM |
| Baseball | Apr 12 | Drury at Mount Greylock | | 11:55 AM |
| Girls Lacrosse | Apr 12 | Ashland at Mount Greylock | | 01:00 PM |
| Softball | Apr 12 | Monument Mountain at Hoosac Valley | Russell Field | 04:00 PM |
| Softball | Apr 12 | Mount Everett at Taconic | | 11:00 AM |
| |
| Baseball | Apr 14 | Taconic at Lenox | War Memorial Field | 04:00 PM |
| Baseball | Apr 14 | Mount Greylock at Wahconah | | 04:15 PM |
| Baseball | Apr 14 | Monument Mountain at Amherst | | 04:30 PM |
| Baseball | Apr 14 | Pittsfield at Minnechaug | | 04:45 PM |
| Boys Lacrosse | Apr 14 | Monson at Mount Greylock | | 05:00 PM |
| Boys Lacrosse | Apr 14 | Minnechaug at Wahconah | | 06:00 PM |
| Boys Tennis | Apr 14 | Lee at Frontier | | 04:00 PM |
| co-ed Track & Field | Apr 14 | Hampshire at Mount Greylock Unified | | 05:00 PM |
| Girls Lacrosse | Apr 14 | Lee at Hoosac Valley | | 04:00 PM |
| Girls Lacrosse | Apr 14 | Chicopee at McCann Tech | | 04:00 PM |
| Girls Lacrosse | Apr 14 | Pittsfield at Monson | | 04:00 PM |
| Softball | Apr 14 | Mt. Anthony (VT) at Taconic | | 04:00 PM |
| Softball | Apr 14 | Mount Everett at Chicopee Comp | | 04:00 PM |
| Softball | Apr 14 | Westfield at Pittsfield | | 04:00 PM |
| Softball | Apr 14 | Hoosac Valley at Lee | | 04:15 PM |
| Softball | Apr 14 | Amherst at Lenox | | 04:30 PM |
| |
| Baseball | Apr 15 | Mount Everett at Monument Mountain | | 04:00 PM |
| Boys Lacrosse | Apr 15 | Springfield Central at Hoosac Valley | | 04:00 PM |
| Boys Lacrosse | Apr 15 | Monson at Pittsfield | Egremont Elementary | 04:00 PM |
| Boys Lacrosse | Apr 15 | McCann Tech at Belchertown | | 04:30 PM |
| co-ed Swimming | Apr 15 | Lee at Pittsfield | BCC | 04:15 PM |
| co-ed Tennis | Apr 15 | Mount Greylock at Monument Mountain | | 04:30 PM |
| co-ed Tennis | Apr 15 | Lenox at Mount Everett | Berkshire School | 05:20 PM |
| co-ed Track & Field | Apr 15 | Mount Everett at Mount Greylock | | 04:00 PM |
| Girls Lacrosse | Apr 15 | Mount Greylock at Wahconah | | 05:30 PM |
| Softball | Apr 15 | McCann Tech at Drury | Alcombright Field | 04:00 PM |
| Softball | Apr 15 | Taconic at Frontier | | 04:00 PM |
| Softball | Apr 15 | Lee at Westfield Tech | | 04:00 PM |
| Softball | Apr 15 | Wahconah at Greenfield | | 04:00 PM |
| Softball | Apr 15 | Hoosac Valley at Mount Everett | | 04:00 PM |
| Softball | Apr 15 | Smith Voc. at Monument Mountain | | 04:30 PM |
| Softball | Apr 15 | Mount Greylock at Turners Falls | | 06:30 PM |
| |
| Baseball | Apr 16 | Franklin Tech at Drury | Joe Wolfe | 04:00 PM |
| Baseball | Apr 16 | Northampton at Pittsfield | Clapp Park | 04:00 PM |
| Baseball | Apr 16 | Agawam at Taconic | | 04:00 PM |
| Baseball | Apr 16 | Turners Falls at Lee | | 04:00 PM |
| Baseball | Apr 16 | Athol at Mount Everett | | 04:00 PM |
| Baseball | Apr 16 | Smith Academy at Lenox | War Memorial Field | 04:00 PM |
| Baseball | Apr 16 | Southwick at Wahconah | | 04:15 PM |
| Boys Lacrosse | Apr 16 | Lenox at West Springfield | | 07:00 PM |
| co-ed Track & Field | Apr 16 | MM, Tac at Wahconah | | 04:30 PM |
| Girls Lacrosse | Apr 16 | McCann Tech at Monson | | 04:30 PM |
| Softball | Apr 16 | Hampshire at Pittsfield | | 04:00 PM |
| |
| Baseball | Apr 17 | Franklin Tech at McCann Tech | Joe Wolfe | 04:00 PM |
| Baseball | Apr 17 | Amherst at Mount Greylock | | 04:30 PM |
| Boys Lacrosse | Apr 17 | Chic Comp at McCann Tech | | 04:00 PM |
| Boys Lacrosse | Apr 17 | Lenox at Wahconah | | 05:00 PM |
| co-ed Tennis | Apr 17 | Lenox at Monument Mountain | | 04:00 PM |
| co-ed Tennis | Apr 17 | Pittsfield at Mount Greylock | Williams College | 04:15 PM |
| co-ed Tennis | Apr 17 | Lee at Mount Everett | Berkshire School | 05:20 PM |
| Girls Lacrosse | Apr 17 | Pope Francis at Lee | | 04:15 PM |
| Girls Lacrosse | Apr 17 | Mount Greylock at S. Hadley | | 04:30 PM |
| Softball | Apr 17 | Taconic at Mount Greylock | | 04:00 PM |
| Softball | Apr 17 | Hoosac Valley at Drury | | 04:00 PM |
| Softball | Apr 17 | Mount Everett at McCann Tech | | 04:00 PM |
| Softball | Apr 17 | Monument Mountain at Lee | | 04:30 PM |
| Softball | Apr 17 | Wahconah at Turners Falls | | 07:00 PM |
| |
| Baseball | Apr 18 | Springfield ICS at Mount Everett | | 01:00 PM |
| Baseball | Apr 18 | St Mary’s at Lee | | 04:00 PM |
| Baseball | Apr 18 | Lenox at Turners Falls | | 04:00 PM |
| Baseball | Apr 18 | Pittsfield at West Springfield | | 04:00 PM |
| Baseball | Apr 18 | Westfield at Tahanto | | 04:00 PM |
| Baseball | Apr 18 | Drury at Wahconah | | 04:15 PM |
| Baseball | Apr 18 | Mount Greylock at Monument Mountain | | 04:30 PM |
| Boys Lacrosse | Apr 18 | Hoosac Valley at Mount Greylock | | 05:00 PM |
| Boys Lacrosse | Apr 18 | Pittsfield at West Springfield | | 07:00 PM |
| co-ed Track & Field | Apr 18 | Multiple teams at Mount Greylock | | 04:30 PM |
| Girls Lacrosse | Apr 18 | Wahconah at Belchertown | | 04:00 PM |
| Girls Lacrosse | Apr 18 | Springfield Central at Pittsfield | Taconic High | 04:00 PM |
| Softball | Apr 18 | Wahconah at S. Hadley | | 04:30 PM |
| |
| Baseball | Apr 19 | Taconic at Monument Mountain | | 02:00 PM |
| Boys Lacrosse | Apr 19 | McCann Tech at Lenox | | 01:00 PM |
| Boys Lacrosse | Apr 19 | Columbia (N.Y.) at Wahconah | | 12:00 AM |
| Softball | Apr 19 | McCann Tech at Lenox | | 01:00 PM |
| Softball | Apr 19 | Drury at Monument Mountain | | 02:00 PM |
| Softball | Apr 19 | Lee at Mount Greylock | | 11:00 PM |
| |
| Baseball | Apr 21 | Mount Everett at Smith Academy | | 04:00 PM |
| Baseball | Apr 21 | Lee at McCann Tech | Joe Wolfe | 04:00 PM |
| Baseball | Apr 21 | Drury at Lenox | War Memorial Field | 04:00 PM |
| Baseball | Apr 21 | Longmeadow at Wahconah | | 04:30 PM |
| Boys Lacrosse | Apr 21 | Northampton at McCann Tech | | 04:00 PM |
| Boys Lacrosse | Apr 21 | Amherst at Wahconah | | 06:00 PM |
| Girls Lacrosse | Apr 21 | Hampshire at Pittsfield | BCC | 04:00 PM |
| Girls Lacrosse | Apr 21 | Hoosac Valley at Amherst | | 04:15 PM |
| Girls Lacrosse | Apr 21 | Granby at Lee | | 04:15 PM |
| Girls Lacrosse | Apr 21 | McCann Tech at Springfield Central | | 07:00 PM |
| Softball | Apr 21 | McCann Tech at Hoosac Valley | Russell Field | 04:00 PM |
| Softball | Apr 21 | Lenox at Pittsfield | | 04:00 PM |
| Softball | Apr 21 | Turners Falls at Taconic | | 04:00 PM |
| Softball | Apr 21 | Greenfield at Mount Greylock | | 04:15 PM |
| Softball | Apr 21 | Frontier at Wahconah | Pine Grove Park | 07:00 PM |
| |
| Baseball | Apr 22 | Westfield at Pittsfield | Clapp Park | 04:00 PM |
| Baseball | Apr 22 | Greenfield at Mount Greylock | | 04:15 PM |
| Baseball | Apr 22 | Hampshire at Wahconah | | 04:30 PM |
| Baseball | Apr 22 | Frontier at Monument Mountain | | 04:30 PM |
| Boys Lacrosse | Apr 22 | Lenox at Hoosac Valley | | 04:00 PM |
| Boys Lacrosse | Apr 22 | Chic Comp at Pittsfield | Egremont Elementary | 04:00 PM |
| Girls Lacrosse | Apr 22 | Wahconah at S. Hadley | | 04:30 PM |
| Girls Tennis | Apr 22 | Lee at Holyoke | | 04:00 PM |
| Softball | Apr 22 | Pittsfield at Longmeadow | | 04:00 PM |
| |
| Girls Lacrosse | Apr 23 | Pittsfield at Hoosac Valley | | 04:00 PM |
| Girls Lacrosse | Apr 23 | Granby at McCann Tech | | 11:55 AM |
| Girls Tennis | Apr 23 | Pittsfield at Miss Hall's School | | 03:00 PM |
| Softball | Apr 23 | Ludlow at Hoosac Valley | Russell Field | 04:00 PM |
| Softball | Apr 23 | Lee at Lenox | | 04:00 PM |
| Softball | Apr 23 | McCann Tech at Chicopee | | 04:00 PM |
| Softball | Apr 23 | Greenfield at Taconic | | 04:00 PM |
| Softball | Apr 23 | Wahconah at Mount Greylock | | 04:30 PM |
| Softball | Apr 23 | Monument Mountain at Amherst | | 04:30 PM |
| |
| Baseball | Apr 24 | Lee at Lenox | War Memorial Field | 04:00 PM |
| Baseball | Apr 24 | Mount Everett at Drury | Joe Wolfe | 04:00 PM |
| Baseball | Apr 24 | Pittsfield at Taconic | | 04:00 PM |
| Baseball | Apr 24 | Southwick at Mount Greylock | | 04:15 PM |
| Baseball | Apr 24 | Monument Mountain at Wahconah | | 04:30 PM |
| Boys Lacrosse | Apr 24 | Wahconah at Agawam | | 03:00 PM |
| Boys Lacrosse | Apr 24 | Chic Comp at Lenox | BCC | 03:30 PM |
| Boys Lacrosse | Apr 24 | Northampton at Hoosac Valley | | 04:00 PM |
| Boys Lacrosse | Apr 24 | Pittsfield at Belchertown | | 04:30 PM |
| Boys Lacrosse | Apr 24 | McCann Tech at Springfield Central | | 07:00 PM |
| Girls Lacrosse | Apr 24 | Belchertown at Mount Greylock | | 04:00 PM |
| Girls Lacrosse | Apr 24 | Wahconah at Northampton | | 07:00 PM |
| Softball | Apr 24 | Monson at Pittsfield | | 04:00 PM |
| |
| Baseball | Apr 25 | McCann Tech at Hopkins | | 04:00 PM |
| Baseball | Apr 25 | Housatonic Valley at Mount Everett | | 04:00 PM |
| Boys Lacrosse | Apr 25 | Wahconah at Belchertown | | 05:00 PM |
| Boys Lacrosse | Apr 25 | McCann Tech at Mount Greylock | | 05:00 PM |
| Girls Lacrosse | Apr 25 | McCann Tech at Pittsfield | Taconic High | 04:00 PM |
| Girls Lacrosse | Apr 25 | Lee at Amherst | | 04:15 PM |
| Girls Lacrosse | Apr 25 | Hoosac Valley at Chic Comp | | 06:15 PM |
| Girls Tennis | Apr 25 | Amherst at Lenox | Lenox Community Center | 04:15 PM |
| Softball | Apr 25 | Gateway at Lenox | | 04:00 PM |
| Softball | Apr 25 | Drury at Chicopee Comp | | 04:00 PM |
| Softball | Apr 25 | McCann Tech at Ludlow | | 04:00 PM |
| Softball | Apr 25 | Hoosac Valley at Chicopee | Szot Park | 04:00 PM |
| Softball | Apr 25 | Frontier at Mount Greylock | | 04:15 PM |
| Softball | Apr 25 | Wahconah at Taconic | | 04:30 PM |
| |
| Baseball | Apr 26 | Wahconah at Pittsfield | Clapp Park | 01:00 PM |
| Baseball | Apr 26 | Drury at Monument Mountain | Memorial Field | 02:00 PM |
| Baseball | Apr 26 | Mount Greylock at Lee | Maple Street | 11:00 AM |
| |
| Girls Lacrosse | Apr 27 | McCann Tech at Wahconah | | 01:00 PM |
| |
| Baseball | Apr 28 | Pittsfield at Pope Francis | | 04:00 PM |
| Baseball | Apr 28 | Taconic at West Springfield | | 04:00 PM |
| Baseball | Apr 28 | Wahconah at Mount Greylock | | 04:15 PM |
| Baseball | Apr 28 | Mahar at Lenox | | 04:15 PM |
| Baseball | Apr 28 | Amherst at Monument Mountain | | 04:30 PM |
| Baseball | Apr 28 | Lee at Drury | Joe Wolfe | 05:00 PM |
| Boys Lacrosse | Apr 28 | Granby at McCann Tech | | 04:00 PM |
| Boys Lacrosse | Apr 28 | Pittsfield at Hoosac Valley | | 04:00 PM |
| Boys Lacrosse | Apr 28 | Northampton at Lenox | | 04:15 PM |
| Boys Tennis | Apr 28 | Frontier at Lenox | Lenox Community Center | 04:15 PM |
| Girls Lacrosse | Apr 28 | Westfield at Wahconah | | 06:30 PM |
| Girls Lacrosse | Apr 28 | Mount Greylock at Northampton | | 07:00 PM |
| Softball | Apr 28 | Monument Mountain at Gateway | | 04:00 PM |
| Softball | Apr 28 | Smith Voc. at Lee | | 04:00 PM |
| Softball | Apr 28 | Lenox at Westfield Tech | | 04:00 PM |
| Softball | Apr 28 | Pittsfield at S. Hadley | | 04:30 PM |
| |
| Baseball | Apr 29 | Mount Greylock at McCann Tech | Joe Wolfe | 04:00 PM |
| Baseball | Apr 29 | Drury at Mt. Anthony (VT) | | 04:30 PM |
| Boys Lacrosse | Apr 29 | S. Hadley at Wahconah | | 06:00 PM |
| co-ed Tennis | Apr 29 | Lenox at Lee | | 04:15 PM |
| co-ed Tennis | Apr 29 | Mount Everett at Mount Greylock | Williams College | 04:30 PM |
| Girls Lacrosse | Apr 29 | Chicopee at Pittsfield | Taconic High | 04:00 PM |
| Girls Lacrosse | Apr 29 | Hoosac Valley at Pope Francis | | 04:30 PM |
| Girls Lacrosse | Apr 29 | Lee at Chic Comp | | 06:15 PM |
| Girls Lacrosse | Apr 29 | McCann Tech at Hampshire | | 07:00 PM |
| Softball | Apr 29 | Chicopee at Mount Everett | | 04:00 PM |
| Softball | Apr 29 | Frontier at Taconic | | 04:00 PM |
| Softball | Apr 29 | Chicopee Comp at Hoosac Valley | Alcombright Field | 04:00 PM |
| Softball | Apr 29 | Turners Falls at Mount Greylock | | 04:00 PM |
| Softball | Apr 29 | Ludlow at Drury | Alcombright Field | 04:30 PM |
| Softball | Apr 29 | Greenfield at Wahconah | Pine Grove Park | 07:00 PM |
| |
| Baseball | Apr 30 | Pope Francis at Taconic | | 04:00 PM |
| Baseball | Apr 30 | Lenox at McCann Tech | Joe Wolfe | 04:00 PM |
| Baseball | Apr 30 | Pittsfield at Belchertown | | 04:00 PM |
| Baseball | Apr 30 | Mount Everett at Lee | | 04:00 PM |
| Baseball | Apr 30 | Wahconah at Amherst | | 04:30 PM |
| Baseball | Apr 30 | Monument Mountain at Southwick | | 04:30 PM |
| Boys Lacrosse | Apr 30 | Mount Greylock at Lenox | | 04:30 PM |
| Boys Lacrosse | Apr 30 | McCann Tech at Hoosac Valley | | 04:30 PM |
| Softball | Apr 30 | Pittsfield at Hoosac Valley | | 04:00 PM |
| Softball | Apr 30 | Westfield Tech at Lee | | 04:15 PM |
| |
| Boys Lacrosse | May 01 | Wahconah at West Springfield | | 07:00 PM |
| co-ed Swimming | May 01 | Lenox at Pittsfield | BCC | 04:15 PM |
| co-ed Tennis | May 01 | Mount Greylock at Lee | | 04:15 PM |
| co-ed Tennis | May 01 | Monument Mountain at Mount Everett | Berkshire School | 05:20 PM |
| co-ed Track & Field | May 01 | Westfield at Wahconah Unified Team | | 04:00 PM |
| co-ed Track & Field | May 01 | Hoosac Valley at Mount Greylock | | 04:30 PM |
| Girls Lacrosse | May 01 | Monson at Pittsfield | Taconic High | 04:00 PM |
| Girls Lacrosse | May 01 | Hoosac Valley at Lee | | 04:15 PM |
| Girls Lacrosse | May 01 | McCann Tech at Chicopee | | 06:00 PM |
| Softball | May 01 | Gateway at Lee | | 04:00 PM |
| Softball | May 01 | Chicopee Comp at McCann Tech | | 04:00 PM |
| Softball | May 01 | Ludlow at Mount Everett | | 04:00 PM |
| Softball | May 01 | Mount Greylock at Taconic | | 04:15 PM |
| Softball | May 01 | Smith Voc. at Lenox | | 04:15 PM |
| Softball | May 01 | Chicopee at Drury | Alcombright Field | 04:30 PM |
| Softball | May 01 | Turners Falls at Wahconah | Pine Grove Park | 07:00 PM |
| |
| Baseball | May 02 | Drury at Smith Academy | | 04:00 PM |
| Baseball | May 02 | Mount Everett at Franklin Tech | | 04:00 PM |
| Baseball | May 02 | McCann Tech at Mahar | | 04:00 PM |
| Baseball | May 02 | West Springfield at Pittsfield | Clapp Park | 04:00 PM |
| Baseball | May 02 | Lenox at Athol | | 04:00 PM |
| Baseball | May 02 | Monument Mountain at Mount Greylock | | 04:15 PM |
| Boys Lacrosse | May 02 | McCann Tech at Smith Voc. | | 04:00 PM |
| Boys Lacrosse | May 02 | Lenox at Pittsfield | Egremont Elementary | 04:00 PM |
| Boys Lacrosse | May 02 | Hoosac Valley at Belchertown | | 04:30 PM |
| co-ed Track & Field | May 02 | Lnx, ME at Monument Mountain | | 04:00 PM |
| Girls Lacrosse | May 02 | Lee at Southwick | | 04:00 PM |
| Girls Lacrosse | May 02 | Wahconah at Mount Greylock | | 06:00 PM |
| Softball | May 02 | Pittsfield at Minnechaug | | 05:00 PM |
| Softball | May 02 | Drury at Wahconah | Pine Grove Park | 07:00 PM |
| |
| Baseball | May 03 | Lee at Monson | | 03:00 PM |
| Boys Lacrosse | May 03 | Wahconah at Oakmont | | 05:30 PM |
| Girls Lacrosse | May 03 | Pittsfield at Brattleboro | | 02:00 PM |
| Girls Tennis | May 03 | Miss Hall's School at Pittsfield | BCC | 01:00 PM |
| Softball | May 03 | Lee at Mount Everett | | 10:00 AM |
| Softball | May 03 | Monument Mountain at Mount Greylock | | 11:00 AM |
| Softball | May 03 | Hoosac Valley at Lenox | | 11:55 AM |
| |
| Girls Lacrosse | May 04 | Amherst at Wahconah | | 02:30 PM |
| |
| Baseball | May 05 | Taconic at Drury | Joe Wolfe | 04:30 PM |
| Boys Lacrosse | May 05 | Chic Comp at Hoosac Valley | | 04:00 PM |
| Boys Lacrosse | May 05 | Northampton at Pittsfield | Egremont Elementary | 04:00 PM |
| Boys Lacrosse | May 05 | Belchertown at Lenox | | 04:30 PM |
| Boys Lacrosse | May 05 | McCann Tech at Monson | | 04:30 PM |
| Girls Lacrosse | May 05 | S. Hadley at Mount Greylock | | 04:30 PM |
| Girls Lacrosse | May 05 | Belchertown at Wahconah | | 06:30 PM |
| Softball | May 05 | Mount Everett at Hoosac Valley | Alcombright Field | 04:00 PM |
| Softball | May 05 | Drury at McCann Tech | | 04:00 PM |
| Softball | May 05 | Wahconah at Frontier | | 04:00 PM |
| Softball | May 05 | Lenox at Monument Mountain | | 04:30 PM |
| Softball | May 05 | Lee at Amherst | | 04:30 PM |
| Softball | May 05 | Mount Greylock at Greenfield | | 06:00 PM |
| Softball | May 05 | Taconic at Turners Falls | | 07:00 PM |
| |
| Baseball | May 06 | Wahconah at Granby | | 04:00 PM |
| Baseball | May 06 | Mount Everett at McCann Tech | Joe Wolfe | 04:00 PM |
| Baseball | May 06 | Monument Mountain at Ludlow | | 04:00 PM |
| Baseball | May 06 | Lenox at Smith Academy | | 04:00 PM |
| Baseball | May 06 | Mount Greylock at S. Hadley | | 04:30 PM |
| Baseball | May 06 | Pittsfield at Westfield | Bullens Field | 06:00 PM |
| co-ed Swimming | May 06 | Pittsfield at Mount Everett | Berkshire School | 05:20 PM |
| co-ed Tennis | May 06 | Lee at Monument Mountain | | 04:00 PM |
| co-ed Tennis | May 06 | Mount Greylock at Lenox | Lenox Community Center | 04:15 PM |
| Girls Lacrosse | May 06 | Granby at Hoosac Valley | | 04:00 PM |
| Girls Lacrosse | May 06 | Monson at McCann Tech | | 04:00 PM |
| Girls Lacrosse | May 06 | Lee at Pope Francis | | 04:00 PM |
| Girls Lacrosse | May 06 | Pittsfield at Springfield Central | | 07:00 PM |
| Softball | May 06 | Agawam at Pittsfield | | 04:00 PM |
| |
| Baseball | May 07 | McCann Tech at Drury | Joe Wolfe | 06:00 PM |
| Boys Lacrosse | May 07 | Hoosac Valley at Lenox | | 04:00 PM |
| Boys Lacrosse | May 07 | Pittsfield at Chic Comp | | 05:15 PM |
| Softball | May 07 | Drury at Hoosac Valley | Russell Field | 04:00 PM |
| Softball | May 07 | Wahconah at Mohawk | | 04:00 PM |
| Softball | May 07 | McCann Tech at Mount Everett | | 04:00 PM |
| Softball | May 07 | Pittsfield at Westfield | | 04:00 PM |
| Softball | May 07 | Monument Mountain at Westfield Tech | | 04:00 PM |
| |
| Baseball | May 08 | Mount Everett at Lenox | War Memorial Field | 04:00 PM |
| Baseball | May 08 | Monument Mountain at West Springfield | | 04:00 PM |
| Baseball | May 08 | Taconic at Pittsfield | Clapp Park | 04:30 PM |
| co-ed Tennis | May 08 | Pittsfield at Lee | | 04:15 PM |
| co-ed Tennis | May 08 | Mount Everett at Lenox | Lenox Community Center | 04:15 PM |
| co-ed Tennis | May 08 | Monument Mountain at Mount Greylock | Williams College | 04:30 PM |
| Girls Lacrosse | May 08 | Amherst at Hoosac Valley | | 04:00 PM |
| Girls Lacrosse | May 08 | Springfield Central at McCann Tech | | 04:00 PM |
| Girls Lacrosse | May 08 | Lee at Granby | | 04:00 PM |
| Girls Lacrosse | May 08 | Pittsfield at Hampshire | | 05:30 PM |
| |
| Baseball | May 09 | Pioneer Valley at Drury | Joe Wolfe | 04:00 PM |
| Boys Lacrosse | May 09 | Mount Greylock at McCann Tech | | 04:30 PM |
| Boys Lacrosse | May 09 | Wahconah at Pittsfield | BCC | 06:00 PM |
| co-ed Track & Field | May 09 | Tac, ME at Hoosac Valley | | 04:30 PM |
| co-ed Track & Field | May 09 | PHS, MM at Mount Greylock | | 04:30 PM |
| Girls Lacrosse | May 09 | Burr and Burton at Mount Greylock | | 06:00 PM |
| Girls Lacrosse | May 09 | S. Hadley at Wahconah | | 06:30 PM |
| Softball | May 09 | Monument Mountain at Smith Voc. | | 04:00 PM |
| Softball | May 09 | Hoosac Valley at McCann Tech | | 04:00 PM |
| Softball | May 09 | Lenox at Amherst | | 04:30 PM |
| Softball | May 09 | Mount Everett at Drury | Alcombright Field | 04:30 PM |
| Softball | May 09 | Lee at Wahconah | Pine Grove Park | 07:00 PM |
| |
| Baseball | May 10 | Pittsfield at Monument Mountain | | 02:00 PM |
| Baseball | May 10 | McCann Tech at Chicopee Comp | | 11:00 AM |
| Baseball | May 10 | Mt. Anthony (VT) at Mount Greylock | | 11:00 AM |
| Baseball | May 10 | Wahconah at Minnechaug | | 11:00 AM |
| Boys Lacrosse | May 10 | Wahconah at Amherst | | 03:30 PM |
| |
| Girls Lacrosse | May 11 | Nipmuc at Mount Greylock | | 01:00 PM |
| |
| Baseball | May 12 | Pope Francis at Pittsfield | Clapp Park | 04:00 PM |
| Baseball | May 12 | McCann Tech at Lee | Maple Street | 04:00 PM |
| Baseball | May 12 | West Springfield at Taconic | | 04:00 PM |
| Baseball | May 12 | Mount Greylock at Hampshire | | 04:30 PM |
| Baseball | May 12 | Lenox at Drury | Joe Wolfe | 05:00 PM |
| Boys Lacrosse | May 12 | Belchertown at Pittsfield | Egremont Elementary | 04:00 PM |
| Boys Lacrosse | May 12 | Granby at Mount Greylock | | 05:30 PM |
| Boys Lacrosse | May 12 | Lenox at Chic Comp | | 06:15 PM |
| Boys Lacrosse | May 12 | Hoosac Valley at Northampton | | 07:00 PM |
| Girls Lacrosse | May 12 | Mount Greylock at Belchertown | | 04:30 PM |
| Girls Lacrosse | May 12 | Northampton at Wahconah | | 06:30 PM |
| Softball | May 12 | Hoosac Valley at Taconic | | 04:00 PM |
| Softball | May 12 | Mount Greylock at Drury | Alcombright Field | 04:15 PM |
| Softball | May 12 | Pittsfield at Hampshire | | 04:30 PM |
| Softball | May 12 | Mount Everett at Wahconah | Pine Grove Park | 07:00 PM |
| |
| Baseball | May 13 | S. Hadley at Wahconah | | 04:30 PM |
| Boys Lacrosse | May 13 | Springfield Central at McCann Tech | | 04:00 PM |
| Boys Lacrosse | May 13 | Agawam at Wahconah | | 06:00 PM |
| co-ed Tennis | May 13 | Hampden Charter at Mount Everett | Berkshire School | 05:20 PM |
| co-ed Tennis | May 13 | Lenox at Belchertown | | 05:45 PM |
| Girls Lacrosse | May 13 | Chic Comp at Hoosac Valley | | 04:00 PM |
| Girls Lacrosse | May 13 | Amherst at Lee | | 04:15 PM |
| Girls Lacrosse | May 13 | Wahconah at Mt. Anthony (VT) | | 04:30 PM |
| Girls Lacrosse | May 13 | Pittsfield at McCann Tech | | 05:00 PM |
| Girls Tennis | May 13 | Frontier at Lee | | 04:15 PM |
| Softball | May 13 | Lee at Monument Mountain | | 04:30 PM |
| |
| Baseball | May 14 | Drury at Mount Everett | | 04:00 PM |
| Baseball | May 14 | Hopkins at Pittsfield | Clapp Park | 04:00 PM |
| Baseball | May 14 | Lenox at Lee | Maple Street | 04:00 PM |
| Baseball | May 14 | Taconic at Pope Francis | | 04:00 PM |
| Baseball | May 14 | Wahconah at Frontier | | 04:30 PM |
| Boys Lacrosse | May 14 | E. Longmeadow at Pittsfield | Egremont Elementary | 04:30 PM |
| Boys Lacrosse | May 14 | Wahconah at Hoosac Valley | | 05:00 PM |
| Girls Lacrosse | May 14 | Agawam at Mount Greylock | | 06:00 PM |
| Softball | May 14 | Taconic at Agawam | | 04:00 PM |
| Softball | May 14 | Mount Everett at Monument Mountain | | 04:30 PM |
| Softball | May 14 | Mount Greylock at Pittsfield | | 04:30 PM |
| |
| Baseball | May 15 | Mount Everett at Housatonic Valley | | 03:45 PM |
| Girls Lacrosse | May 15 | Smith Vocational at McCann Tech | | 04:00 PM |
| Girls Lacrosse | May 15 | Pittsfield at Wahconah | | 06:00 PM |
| |
| Baseball | May 16 | Lee at Franklin Tech | | 04:00 PM |
| Boys Lacrosse | May 16 | Granby at McCann Tech | | 05:00 PM |
| Boys Lacrosse | May 16 | Mount Greylock at Pittsfield | BCC | 05:00 PM |
| Boys Lacrosse | May 16 | Wahconah at Colonie (N.Y.) | | 07:00 PM |
| Girls Lacrosse | May 16 | Lee at Wahconah | | 06:00 PM |
| |
| co-ed Track & Field | May 17 | Multiple teams at Berkshire County Individuals | Wahconah | 10:00 AM |
| |
| Girls Lacrosse | May 19 | Mount Greylock at Westfield | | 05:30 PM |
| |
| co-ed Track & Field | May 24 | Multiple teams at Western Mass | Time TBA, Mount Greylock | 12:00 AM |
