| Tue 5/1 @ 3:45 PM | JV Baseball Game | @ Triton Regional (Byfield, MA) | | - |
| Tue 5/1 @ 3:45 PM | Varsity Baseball Game | @ Triton Regional (Byfield, MA)* | | - |
| Tue 5/1 @ 6:00 PM | JV Girls Lacrosse Game | vs. Newburyport (MA) | | - |
| Tue 5/1 @ 7:00 PM | Varsity Girls Lacrosse Game | @ Newburyport (MA)* | | - |
| Wed 5/2 @ 3:45 PM | Varsity Softball Game | vs. Triton Regional (Byfield, MA)* | | - |
| Wed 5/2 @ 3:45 PM | JV Softball Game | vs. Triton Regional (Byfield, MA) | | - |
| Wed 5/2 @ 3:45 PM | Freshman Softball Game | @ Triton Regional (Byfield, MA) | | - |
| Wed 5/2 @ 3:45 PM | Freshman Baseball Game | @ Triton Regional (Byfield, MA) | | - |
| Wed 5/2 @ 3:45 PM | JV Baseball Game | @ Triton Regional (Byfield, MA) | | - |
| Wed 5/2 @ 3:45 PM | Varsity Baseball Game | @ Triton Regional (Byfield, MA)* | | - |
| Thu 5/3 @ TBA | Varsity Baseball Game | @ Manchester Essex (Manchester, MA) | | - |
| Thu 5/3 @ 3:45 PM | Varsity Softball Game | vs. Triton Regional (Byfield, MA)* | | - |
| Thu 5/3 @ 3:45 PM | JV Softball Game | vs. Triton Regional (Byfield, MA) | | - |
| Fri 5/4 @ 3:45 PM | JV Baseball Game | @ Triton Regional (Byfield, MA) | | - |
| Fri 5/4 @ 3:45 PM | Varsity Baseball Game | @ Triton Regional (Byfield, MA)* | | - |
| Fri 5/4 @ 3:45 PM | Freshman Girls Lacrosse Game | @ Phillips Academy (Andover, MA) | | - |
| Fri 5/4 @ 4:00 PM | Varsity Lacrosse Game | @ North Reading (MA) | | - |
| Fri 5/4 @ 7:30 PM | JV Baseball Game | @ Triton Regional (Byfield, MA) | | - |
| Sat 5/5 @ TBA | Varsity Baseball Game | vs. North Reading (MA) | | - |
| Sat 5/5 @ 10:00 AM | JV Baseball Game | vs. North Reading (MA) | | - |
| Sat 5/5 @ 3:00 PM | JV Baseball Game | vs. North Reading (MA) | | - |
| Sat 5/5 @ 3:00 PM | Varsity Baseball Game | vs. North Reading (MA) | | - |
| Sun 5/6 @ TBA | Varsity Baseball Game | @ Triton Regional (Byfield, MA)* | | - |
| Mon 5/7 @ 3:45 PM | Freshman Softball Game | vs. North Reading (MA) | | - |
| Mon 5/7 @ 3:45 PM | Varsity Girls Lacrosse Game | vs. Pentucket Regional (West Newbury, MA)* | | - |
| Mon 5/7 @ 3:45 PM | Freshman Baseball Game | vs. North Reading (MA) | | - |
| Mon 5/7 @ 5:00 PM | JV Girls Lacrosse Game | vs. Pentucket Regional (West Newbury, MA) | | - |
| Tue 5/8 @ 3:45 PM | Varsity Softball Game | vs. Triton Regional (Byfield, MA)* | | - |
| Tue 5/8 @ 3:45 PM | JV Softball Game | vs. Triton Regional (Byfield, MA) | | - |
| Tue 5/8 @ 3:45 PM | Varsity Baseball Game | @ Ipswich (MA)* | | - |
| Tue 5/8 @ 3:45 PM | JV Baseball Game | @ Ipswich (MA) | | - |
| Tue 5/8 @ 4:00 PM | Freshman Girls Lacrosse Game | @ Winchester (MA) | | - |
| Tue 5/8 @ 4:15 PM | Varsity Softball Game | vs. Triton Regional (Byfield, MA)* | | - |
| Wed 5/9 @ 3:45 PM | JV Softball Game | vs. Ipswich (MA) | | - |
| Wed 5/9 @ 3:45 PM | Varsity Softball Game | vs. Ipswich (MA)* | | - |
| Wed 5/9 @ 3:45 PM | Freshman Baseball Game | @ Ipswich (MA) | | - |
| Wed 5/9 @ 4:00 PM | Varsity Lacrosse Game | @ Ipswich (MA) | | - |
| Thu 5/10 @ 3:45 PM | JV Baseball Game | vs. Newburyport (MA) | | - |
| Thu 5/10 @ 3:45 PM | Varsity Baseball Game | vs. Newburyport (MA)* | | - |
| Thu 5/10 @ 3:45 PM | JV Softball Game | vs. Triton Regional (Byfield, MA) | | - |
| Thu 5/10 @ 3:45 PM | Freshman Softball Game | @ Triton Regional (Byfield, MA) | | - |
| Thu 5/10 @ 4:15 PM | Varsity Softball Game | vs. Triton Regional (Byfield, MA)* | | - |
| Thu 5/10 @ 4:30 PM | JV Girls Lacrosse Game | vs. Andover (MA) | | - |
| Thu 5/10 @ 6:00 PM | Varsity Girls Lacrosse Game | vs. Andover (MA) | | - |
| Fri 5/11 @ TBA | Varsity Baseball Game | @ Newburyport (MA)* | | - |
| Fri 5/11 @ 3:45 PM | Freshman Baseball Game | vs. Newburyport (MA) | | - |
| Fri 5/11 @ 3:45 PM | JV Softball Game | @ Newburyport (MA) | | - |
| Fri 5/11 @ 3:45 PM | JV Baseball Game | vs. Newburyport (MA) | | - |
| Fri 5/11 @ 3:45 PM | Varsity Softball Game | @ Newburyport (MA)* | | - |
| Fri 5/11 @ 3:45 PM | Freshman Softball Game | vs. Newburyport (MA) | | - |
| Fri 5/11 @ 7:15 PM | Varsity Lacrosse Game | @ Triton Regional (Byfield, MA) | | - |
| Sat 5/12 @ 10:00 AM | JV Baseball Game | @ Hamilton-Wenham Regional (South Hamilton, MA) | | - |
| Sat 5/12 @ 10:00 AM | Varsity Baseball Game | @ Hamilton-Wenham Regional (South Hamilton, MA) | | - |
| Sat 5/12 @ 10:00 AM | Varsity Softball Game | vs. Andover (MA) | | - |
| Sat 5/12 @ 10:00 AM | JV Softball Game | vs. Andover (MA) | | - |
| Sat 5/12 @ 11:00 AM | Freshman Girls Lacrosse Game | vs. Andover (MA) | | - |
| Mon 5/14 @ 3:45 PM | Freshman Baseball Game | @ Masconomet Regional (Topsfield, MA) | | - |
| Mon 5/14 @ 4:30 PM | Varsity Girls Lacrosse Game | vs. Masconomet Regional (Topsfield, MA)* | | - |
| Mon 5/14 @ 5:30 PM | Freshman Baseball Game | @ Masconomet Regional (Topsfield, MA) | | - |
| Tue 5/15 @ 3:45 PM | JV Softball Game | vs. Triton Regional (Byfield, MA) | | - |
| Tue 5/15 @ 3:45 PM | Varsity Softball Game | vs. Triton Regional (Byfield, MA)* | | - |
| Tue 5/15 @ 4:00 PM | Freshman Girls Lacrosse Game | @ Chelmsford (North Chelmsford, MA) | | - |
| Tue 5/15 @ 4:15 PM | Varsity Softball Game | vs. Triton Regional (Byfield, MA)* | | - |
| Tue 5/15 @ 7:00 PM | Varsity Lacrosse Game | vs. Masconomet Regional (Topsfield, MA)* | | - |
| Wed 5/16 @ TBA | Varsity Baseball Game | vs. Catholic Memorial School (West Roxbury, MA) | | - |
| Wed 5/16 @ 3:45 PM | Freshman Baseball Game | vs. Andover (MA) | | - |
| Wed 5/16 @ 4:00 PM | JV Baseball Game | vs. Catholic Memorial School (West Roxbury, MA) | | - |
| Thu 5/17 @ TBA | Varsity Baseball Game | @ Georgetown (MA) | | - |
| Fri 5/18 @ 10:00 AM | Varsity Girls Lacrosse Game | @ North Reading (MA)* | | - |
| Fri 5/18 @ 3:45 PM | Freshman Baseball Game | @ Newburyport (MA) | | - |
| Fri 5/18 @ 3:45 PM | Freshman Softball Game | @ Newburyport (MA) | | - |
| Fri 5/18 @ 4:00 PM | Freshman Girls Lacrosse Game | vs. Chelmsford (North Chelmsford, MA) | | - |
| Sat 5/19 @ TBA | Varsity Baseball Game | @ Whitman-Hanson Regional (Whitman, MA) | | - |
| Sat 5/19 @ 10:00 AM | Freshman Softball Game | vs. Andover (MA) | | - |
| Sat 5/19 @ 3:45 PM | Freshman Baseball Game | @ Masconomet Regional (Topsfield, MA) | | - |
| Mon 5/21 @ TBA | Varsity Baseball Game | @ Masconomet Regional (Topsfield, MA)* | | - |
| Mon 5/21 @ 3:45 PM | JV Baseball Game | vs. Masconomet Regional (Topsfield, MA) | | - |
| Mon 5/21 @ 3:45 PM | Freshman Baseball Game | @ North Reading (MA) | | - |
| Mon 5/21 @ 4:15 PM | Varsity Lacrosse Game | @ Beverly (MA) | | - |
| Mon 5/21 @ 4:30 PM | JV Girls Lacrosse Game | vs. Westford Academy (Westford, MA) | | - |
| Mon 5/21 @ 6:00 PM | Varsity Girls Lacrosse Game | vs. Westford Academy (Westford, MA) | | - |
| Tue 5/22 @ 3:45 PM | Varsity Baseball Game | vs. Masconomet Regional (Topsfield, MA)* | | - |
| Tue 5/22 @ 3:45 PM | JV Baseball Game | vs. Masconomet Regional (Topsfield, MA) | | - |
| Tue 5/22 @ 3:45 PM | Freshman Baseball Game | @ Masconomet Regional (Topsfield, MA) | | - |
| Wed 5/23 @ 3:45 PM | Freshman Softball Game | vs. Masconomet Regional (Topsfield, MA) | | - |
| Wed 5/23 @ 3:45 PM | Freshman Baseball Game | vs. Masconomet Regional (Topsfield, MA) | | - |
| Thu 5/24 @ 3:45 PM | Freshman Softball Game | @ Triton Regional (Byfield, MA) | | - |
| Thu 5/24 @ 7:00 PM | Freshman Girls Lacrosse Game | vs. Chelmsford (North Chelmsford, MA) | | - |
| Fri 5/25 @ TBA | Varsity Baseball Game | @ Tewksbury Memorial (Tewksbury, MA) | | - |
| Wed 5/30 @ 7:00 PM | Varsity Girls Lacrosse Game | vs. Peabody Veterans Memorial (Peabody, MA) | | - |