| Sport | Date | Teams | Location | Time |
| Boys Soccer | Apr 13 | Hoosac Valley at Mount Everett | | 04:30 PM |
| co-ed Volleyball | Apr 13 | Monument Mountain at Mount Greylock | | 06:00 PM |
| co-ed Volleyball | Apr 13 | Mount Everett at Pittsfield | | 06:00 PM |
| Girls Soccer | Apr 13 | Drury at Mount Everett | | 04:30 PM |
| Girls Soccer | Apr 13 | Lenox at Monument Mountain | | 06:00 PM |
| Girls Soccer | Apr 13 | Wahconah at Pittsfield | BCC | 06:00 PM |
| Girls Soccer | Apr 13 | Taconic at Hoosac Valley | BCC | 08:00 PM |
| |
| Boys Soccer | Apr 14 | Drury at Hoosac Valley | BCC | 04:00 PM |
| Boys Soccer | Apr 14 | Wahconah at Mount Greylock | | 06:30 PM |
| co-ed Golf | Apr 14 | Hoosac Valley at Lenox | Wyndhurst | 03:30 PM |
| co-ed Golf | Apr 14 | Pittsfield at Taconic | Berkshire Hills, Time TBA | 12:00 PM |
| co-ed Volleyball | Apr 14 | Mount Greylock at Mount Everett | | 06:00 PM |
| co-ed Volleyball | Apr 14 | Lenox at Pittsfield | | 06:00 PM |
| co-ed Volleyball | Apr 14 | Lee at Monument Mountain | | 06:30 PM |
| co-ed Volleyball | Apr 14 | Taconic at Wahconah | | 07:00 PM |
| Girls Soccer | Apr 14 | Hoosac Valley at Lee | | 04:30 PM |
| Girls Soccer | Apr 14 | Mount Greylock at Taconic | | 06:00 PM |
| |
| Boys Soccer | Apr 15 | Pittsfield at Mount Everett | | 04:30 PM |
| Boys Soccer | Apr 15 | Lenox at Taconic | BCC | 06:00 PM |
| co-ed Golf | Apr 15 | Taconic at Lenox | Wyndhurst | 03:30 PM |
| co-ed Volleyball | Apr 15 | Pittsfield at Taconic | | 06:00 PM |
| Girls Soccer | Apr 15 | Wahconah at Mount Greylock | | 06:30 PM |
| |
| Boys Basketball | Apr 16 | Mount Greylock at Wahconah | Unified Basketball | 04:00 PM |
| Boys Soccer | Apr 16 | Mount Everett at Taconic | BCC | 06:30 PM |
| co-ed Golf | Apr 16 | Hoosac Valley at Taconic | Berkshire Hills, Time TBA | 09:00 AM |
| co-ed Golf | Apr 16 | Pittsfield at Lenox | Wyndhurst, Time TBA | 12:00 PM |
| co-ed Volleyball | Apr 16 | Taconic at Lee | | 06:00 PM |
| co-ed Volleyball | Apr 16 | Mount Everett at Lenox | | 06:00 PM |
| co-ed Volleyball | Apr 16 | Wahconah at Mount Greylock | | 06:30 PM |
| Football | Apr 16 | Mount Greylock at Monument Mountain | | 07:00 PM |
| Football | Apr 16 | Lee at Wahconah | | 07:00 PM |
| Girls Soccer | Apr 16 | Drury at Hoosac Valley | BCC | 04:00 PM |
| Girls Soccer | Apr 16 | Pittsfield at Mount Everett | | 04:30 PM |
| Girls Soccer | Apr 16 | Monument Mountain at Lee | | 04:30 PM |
| Girls Soccer | Apr 16 | Lenox at Taconic | BCC | 08:00 PM |
| |
| Boys Soccer | Apr 17 | Lenox at Monument Mountain | | 06:00 PM |
| Boys Soccer | Apr 17 | Mount Greylock at Mount Everett | | 11:00 AM |
| co-ed Cross Country | Apr 17 | Pittsfield at Hoosac Valley | | 09:00 AM |
| co-ed Cross Country | Apr 17 | Taconic at Lee | Time TBA | 12:00 PM |
| co-ed Volleyball | Apr 17 | Pittsfield at Lenox | 12:30 p.m. | 12:00 PM |
| Football | Apr 17 | Drury at Hoosac Valley | | 01:00 PM |
| Football | Apr 17 | Pittsfield at Taconic | BCC | 02:00 PM |
| Girls Soccer | Apr 17 | Taconic at Lee | | 02:00 PM |
| |
| Boys Soccer | Apr 19 | Mount Greylock at Pittsfield | Kirvin Park | 03:30 PM |
| Boys Soccer | Apr 19 | Lenox at Drury | | 04:30 PM |
| Boys Soccer | Apr 19 | Monument Mountain at Hoosac Valley | | 05:00 PM |
| co-ed Golf | Apr 19 | Taconic at Lenox | Wyndhurst, Time TBA | 12:00 PM |
| co-ed Golf | Apr 19 | Hoosac Valley at Pittsfield | CC of Pittsfield, Time TBA | 12:00 PM |
| co-ed Volleyball | Apr 19 | Monument Mountain at Lenox | | 06:00 PM |
| co-ed Volleyball | Apr 19 | Pittsfield at Wahconah | | 07:00 PM |
| Girls Soccer | Apr 19 | Monument Mountain at Hoosac Valley | | 03:00 PM |
| Girls Soccer | Apr 19 | Mount Everett at Taconic | BCC | 06:30 PM |
| |
| co-ed Volleyball | Apr 20 | Taconic at Mount Greylock | | 05:30 PM |
| Girls Soccer | Apr 20 | Pittsfield at Mount Greylock | | 04:30 PM |
| Girls Soccer | Apr 20 | Lenox at Drury | | 05:00 PM |
| Girls Soccer | Apr 20 | Lee at Wahconah | Time TBA | 12:00 PM |
| |
| co-ed Golf | Apr 21 | Lenox at Hoosac Valley | Forest Park, Time TBA | 12:00 AM |
| co-ed Golf | Apr 21 | Taconic at Pittsfield | CC of Pittsfield, Time TBA | 12:00 PM |
| co-ed Volleyball | Apr 21 | Lee at Pittsfield | | 05:15 PM |
| co-ed Volleyball | Apr 21 | Taconic at Mount Greylock | | 05:30 PM |
| Girls Soccer | Apr 21 | Wahconah at Drury | Time TBA | 12:00 PM |
| Girls Soccer | Apr 21 | Pittsfield at Taconic | Time TBA at BCC | 12:00 PM |
| |
| Boys Soccer | Apr 22 | Mount Greylock at Drury | | 04:30 PM |
| Boys Soccer | Apr 22 | Lenox at Hoosac Valley | | 04:30 PM |
| Boys Soccer | Apr 22 | Monument Mountain at Pittsfield | BCC | 06:00 PM |
| Boys Soccer | Apr 22 | Taconic at Wahconah | Time TBA | 12:00 PM |
| |
| co-ed Golf | Apr 23 | Taconic at Hoosac Valley | Forest Park, Time TBA | 12:00 PM |
| co-ed Golf | Apr 23 | Lenox at Pittsfield | CC of Pittsfield, Time TBA | 12:00 PM |
| co-ed Volleyball | Apr 23 | Taconic at Lenox | | 06:00 PM |
| co-ed Volleyball | Apr 23 | Pittsfield at Wahconah | | 07:00 PM |
| co-ed Volleyball | Apr 23 | Monument Mountain at Pittsfield | Time TBA | 12:00 AM |
| Football | Apr 23 | Pittsfield at Wahconah | | 04:30 PM |
| Football | Apr 23 | Taconic at Lee | Time TBA | 12:00 PM |
| Girls Soccer | Apr 23 | Mount Greylock at Drury | | 04:30 PM |
| Girls Soccer | Apr 23 | Lenox at Hoosac Valley | | 04:30 PM |
| Girls Soccer | Apr 23 | Monument Mountain at Pittsfield | BCC | 06:00 PM |
| Girls Soccer | Apr 23 | Mount Everett at Lee | Time TBA | 12:00 PM |
| Girls Soccer | Apr 23 | Taconic at Wahconah | Time TBA | 12:00 PM |
| |
| Boys Soccer | Apr 24 | Taconic at Pittsfield | Kirvin Park | 10:00 AM |
| Boys Soccer | Apr 24 | Lenox at Mount Everett | | 10:00 AM |
| Boys Soccer | Apr 24 | Wahconah at Drury | Time TBA | 12:00 PM |
| co-ed Cross Country | Apr 24 | Lee at Hoosac Valley | | 09:00 AM |
| co-ed Cross Country | Apr 24 | Pittsfield at Taconic | Time, place TBA | 12:00 PM |
| co-ed Volleyball | Apr 24 | Mount Everett at Lee | | 06:00 PM |
| co-ed Volleyball | Apr 24 | Monument Mountain at Pittsfield | Time TBA | 12:00 AM |
| co-ed Volleyball | Apr 24 | Mount Greylock at Lenox | 12:30 p.m. | 12:00 PM |
| Football | Apr 24 | Mount Greylock at Drury | | 01:00 PM |
| Football | Apr 24 | Monument Mountain at Hoosac Valley | BCC | 02:00 PM |
| Girls Soccer | Apr 24 | Taconic at Pittsfield | Kirvin Park | 01:00 PM |
| Girls Soccer | Apr 24 | Lenox at Mount Everett | | 11:55 AM |
| |
| co-ed Golf | Apr 26 | Pittsfield at Hoosac Valley | Forest Park, Time TBA | 12:00 PM |
| co-ed Volleyball | Apr 26 | Mount Everett at Taconic | | 06:00 PM |
| co-ed Volleyball | Apr 26 | Lee at Mount Greylock | | 06:30 PM |
| co-ed Volleyball | Apr 26 | Pittsfield at Monument Mountain | | 07:00 PM |
| co-ed Volleyball | Apr 26 | Lenox at Wahconah | | 07:00 PM |
| |
| co-ed Volleyball | Apr 27 | Pittsfield at Mount Greylock | | 06:00 PM |
| |
| co-ed Golf | Apr 28 | Hoosac Valley at Lenox | Wyndhurst, Time TBA | 12:00 AM |
| co-ed Golf | Apr 28 | Pittsfield at Taconic | Berkshire Hills, Time TBA | 12:00 PM |
| co-ed Volleyball | Apr 28 | Lenox at Lee | | 06:00 PM |
| co-ed Volleyball | Apr 28 | Wahconah at Monument Mountain | | 06:30 PM |
| |
| co-ed Golf | Apr 30 | Pittsfield at Lenox | Wyndhurst, Time TBA | 12:00 PM |
| co-ed Golf | Apr 30 | Hoosac Valley at Taconic | Berkshire Hills, Time TBA | 12:00 PM |
| |
| co-ed Golf | May 01 | Multiple teams at County Fall 2 Champiponships | Time, place TBA | 12:00 PM |
| Football | May 01 | Drury at Monument Mountain | BCC | 06:00 PM |
