| Sport | Date | Teams | Location | Time |
| Boys Basketball | Feb 27 | Mount Greylock at Hoosac Valley | | 05:00 PM |
| co-ed Skiing | Feb 27 | Multiple teams at Berkshire Nordic League | Mount Greylock | 09:00 AM |
| Girls Basketball | Feb 27 | Mount Greylock at Hoosac Valley | | 01:30 PM |
| |
| Boys Basketball | Mar 01 | Wahconah at Hoosac Valley | | 07:00 PM |
| Boys Basketball | Mar 01 | Mount Greylock at Drury | | 07:00 PM |
| co-ed Skiing | Mar 01 | Multiple teams at Berkshire County Alpine League | Bousquet | 05:30 PM |
| |
| Girls Basketball | Mar 02 | Wahconah at Hoosac Valley | | 07:00 PM |
| Girls Basketball | Mar 02 | Mount Greylock at Drury | | 07:00 PM |
| |
| Boys Basketball | Mar 03 | Mount Greylock at Mount Everett | | 05:45 PM |
| Boys Basketball | Mar 03 | Lee at Hoosac Valley | | 07:00 PM |
| Boys Basketball | Mar 03 | Drury at Wahconah | | 07:00 PM |
| Girls Basketball | Mar 03 | Wahconah at Drury | | 07:00 PM |
| Girls Basketball | Mar 03 | Mount Greylock at Mount Everett | | 07:30 PM |
| |
| Boys Basketball | Mar 04 | Wahconah at Mount Everett | Time TBA | 12:00 PM |
| co-ed Skiing | Mar 04 | Multiple teams at Berkshire County Alpine League | Bousquet | 05:30 PM |
| Girls Basketball | Mar 04 | Lee at Hoosac Valley | | 07:00 PM |
| Girls Basketball | Mar 04 | Mount Everett at Wahconah | Time TBA | 12:00 PM |
| |
| Boys Basketball | Mar 05 | Monument Mountain at Hoosac Valley | | 07:30 PM |
| Girls Basketball | Mar 05 | Monument Mountain at Hoosac Valley | | 06:00 PM |
| |
| Boys Basketball | Mar 06 | Drury at Hoosac Valley | | 05:00 PM |
| Boys Basketball | Mar 06 | Monument Mountain at Wahconah | Time TBA | 12:00 PM |
| Boys Basketball | Mar 06 | Lee at Mount Greylock | | 12:45 PM |
| Girls Basketball | Mar 06 | Drury at Hoosac Valley | | 01:30 PM |
| Girls Basketball | Mar 06 | Lee at Mount Greylock | | 02:30 PM |
| Girls Basketball | Mar 06 | Monument Mountain at Wahconah | Time TBA | 12:00 PM |
| |
| Boys Basketball | Mar 08 | Pittsfield at Monument Mountain | | 06:00 PM |
| Boys Basketball | Mar 08 | Taconic at Hoosac Valley | | 07:30 PM |
| Boys Basketball | Mar 08 | Drury at Mount Everett | | 07:30 PM |
| Girls Basketball | Mar 08 | Taconic at Hoosac Valley | | 05:30 PM |
| Girls Basketball | Mar 08 | Drury at Mount Everett | | 05:45 PM |
| Girls Basketball | Mar 08 | Mount Greylock at Lee | | 07:00 PM |
| Girls Basketball | Mar 08 | Pittsfield at Monument Mountain | | 07:30 PM |
| |
| Boys Basketball | Mar 09 | Mount Greylock at Lee | | 07:00 PM |
| Girls Basketball | Mar 09 | Pittsfield at Hoosac Valley | | 07:00 PM |
| |
| Boys Basketball | Mar 10 | Drury at Monument Mountain | | 06:00 PM |
| Boys Basketball | Mar 10 | Taconic at Wahconah | | 06:30 PM |
| Boys Basketball | Mar 10 | Hoosac Valley at Pittsfield | Boys and Girls Club | 08:00 PM |
| Girls Basketball | Mar 10 | Hoosac Valley at Lee | | 07:00 PM |
| Girls Basketball | Mar 10 | Drury at Monument Mountain | | 07:30 PM |
| Girls Basketball | Mar 10 | Taconic at Wahconah | | 08:00 PM |
| |
| Boys Basketball | Mar 11 | Mount Everett at Monument Mountain | | 05:30 PM |
| Boys Basketball | Mar 11 | Hoosac Valley at Lee | | 07:00 PM |
| Boys Basketball | Mar 11 | Wahconah at Drury | | 07:00 PM |
| Girls Basketball | Mar 11 | Mount Everett at Monument Mountain | | 07:00 PM |
| Girls Basketball | Mar 11 | Drury at Wahconah | | 07:00 PM |
| Girls Basketball | Mar 11 | Pittsfield at Mount Greylock | | 07:00 PM |
| |
| Boys Basketball | Mar 12 | Hoosac Valley at Drury | | 07:15 AM |
| Boys Basketball | Mar 12 | Taconic at Monument Mountain | | 07:30 PM |
| Boys Basketball | Mar 12 | Mount Greylock at Pittsfield | | 08:00 PM |
| Girls Basketball | Mar 12 | Hoosac Valley at Drury | | 05:00 PM |
| Girls Basketball | Mar 12 | Taconic at Monument Mountain | | 06:00 PM |
| |
| Boys Basketball | Mar 13 | Drury at Mount Greylock | | 02:30 PM |
| Boys Basketball | Mar 13 | Pittsfield at Wahconah | | 07:00 PM |
| Boys Basketball | Mar 13 | Taconic at Mount Everett | | 12:30 PM |
| Girls Basketball | Mar 13 | Taconic at Mount Everett | | 02:00 PM |
| Girls Basketball | Mar 13 | Pittsfield at Wahconah | | 05:00 PM |
| Girls Basketball | Mar 13 | Drury at Mount Greylock | | 12:45 PM |
| |
| Boys Basketball | Mar 14 | Taconic at Pittsfield | Boys and Girls Club | 05:00 PM |
| Girls Basketball | Mar 14 | Taconic at Pittsfield | Boys and Girls Club | 03:00 PM |
| |
| Boys Basketball | Mar 15 | Mount Everett at Drury | | 07:30 PM |
| Girls Basketball | Mar 15 | Mount Everett at Drury | | 07:30 PM |
| |
| Boys Basketball | Mar 16 | Taconic at Drury | | 08:00 PM |
| Girls Basketball | Mar 16 | Taconic at Drury | | 06:30 PM |
| |
| Boys Basketball | Mar 17 | Lee at Taconic | | 08:15 PM |
| Girls Basketball | Mar 17 | Lee at Taconic | | 06:15 PM |
| |
| Boys Basketball | Mar 18 | Pittsfield at Drury | | 07:00 PM |
| Girls Basketball | Mar 18 | Drury at Pittsfield | Boys and Girls Club | 07:00 PM |
| |
| Boys Basketball | Mar 19 | Taconic at Pittsfield | Boys and Girls Club | 06:30 PM |
| Boys Basketball | Mar 19 | Lee at Drury | | 07:00 PM |
| Girls Basketball | Mar 19 | Drury at Lee | | 07:00 PM |
| Girls Basketball | Mar 19 | Taconic at Pittsfield | Boys and Girls Club | 08:00 PM |
