| Tue 5/1 @ 3:45 PM | Varsity Baseball Game | @ Lynnfield (MA)* | | - |
| Thu 5/3 @ TBA | Varsity Baseball Game | @ North Andover (MA) | | - |
| Thu 5/3 @ 6:45 PM | Varsity Girls Lacrosse Game | vs. Hamilton-Wenham Regional (South Hamilton, MA)* | | - |
| Fri 5/4 @ TBA | Varsity Baseball Game | @ Lynnfield (MA)* | | - |
| Sat 5/5 @ TBA | Varsity Baseball Game | @ Pentucket Regional (West Newbury, MA) | | - |
| Mon 5/7 @ 3:45 PM | Varsity Girls Lacrosse Game | vs. Swampscott (MA) | | - |
| Thu 5/10 @ 3:45 PM | Varsity Girls Lacrosse Game | vs. Newburyport (MA)* | | - |
| Fri 5/11 @ 3:45 PM | Varsity Girls Lacrosse Game | vs. Marblehead (MA) | | - |
| Sat 5/12 @ TBA | Varsity Baseball Game | @ Triton Regional (Byfield, MA) | | - |
| Mon 5/14 @ TBA | Varsity Baseball Game | @ Masconomet Regional (Topsfield, MA) | | - |
| Mon 5/14 @ 3:45 PM | Varsity Girls Lacrosse Game | @ Lynnfield (MA) | | - |
| Mon 5/14 @ 4:00 PM | Varsity Lacrosse Game | vs. Georgetown (MA) | | - |
| Tue 5/15 @ TBA | Varsity Baseball Game | @ Georgetown (MA)* | | - |
| Tue 5/15 @ 3:45 PM | Varsity Girls Lacrosse Game | @ Hamilton-Wenham Regional (South Hamilton, MA)* | | - |
| Tue 5/15 @ 4:00 PM | Varsity Lacrosse Game | @ Georgetown (MA)* | | - |
| Thu 5/17 @ TBA | Varsity Baseball Game | vs. Hamilton-Wenham Regional (South Hamilton, MA)* | | - |
| Thu 5/17 @ 3:45 PM | Varsity Girls Lacrosse Game | vs. Triton Regional (Byfield, MA)* | | - |
| Sat 5/19 @ TBA | Varsity Baseball Game | @ North Reading (MA)* | | - |
| Wed 5/23 @ TBA | Varsity Baseball Game | @ Rockport (MA)* | | - |
| Thu 5/24 @ TBA | Varsity Baseball Game | vs. Cathedral (Boston, MA) | | - |
| Sat 5/26 @ TBA | Varsity Baseball Game | @ Somerville (MA) | | - |
| Sun 5/27 @ TBA | Varsity Baseball Game | @ Rockport (MA)* | | - |