| Tue 5/1 @ 4:00 PM | Freshman Girls Lacrosse Game | vs. Peabody Veterans Memorial (Peabody, MA) | | - |
| Tue 5/1 @ 5:00 PM | Varsity Boys Volleyball Game | @ Dracut (MA)* | | - |
| Tue 5/1 @ 7:00 PM | Varsity Lacrosse Game | @ Haverhill (MA) | | - |
| Wed 5/2 @ TBA | Varsity Baseball Game | @ Haverhill (MA)* | | - |
| Wed 5/2 @ TBA | JV Softball Game | vs. Central Catholic (Lawrence, MA) | | - |
| Wed 5/2 @ 12:00 PM | Varsity Softball Game | vs. Central Catholic (Lawrence, MA) | | - |
| Wed 5/2 @ 3:30 PM | JV Baseball Game | vs. Haverhill (MA) | | - |
| Wed 5/2 @ 3:30 PM | Freshman Girls Lacrosse Game | @ Phillips Academy (Andover, MA) | | - |
| Wed 5/2 @ 4:00 PM | Varsity Lacrosse Game | @ Tewksbury Memorial (Tewksbury, MA) | | - |
| Wed 5/2 @ 5:00 PM | Varsity Boys Volleyball Game | @ Lowell Catholic (Lowell, MA) | | - |
| Wed 5/2 @ 5:30 PM | JV Girls Lacrosse Game | vs. Notre Dame Academy (Hingham, MA) | | - |
| Wed 5/2 @ 7:00 PM | Varsity Girls Lacrosse Game | vs. Notre Dame Academy (Hingham, MA) | | - |
| Thu 5/3 @ 3:30 PM | JV Baseball Game | @ Central Catholic (Lawrence, MA) | | - |
| Thu 5/3 @ 3:30 PM | Varsity Baseball Game | @ Central Catholic (Lawrence, MA)* | | - |
| Thu 5/3 @ 5:30 PM | Varsity Girls Lacrosse Game | vs. Abby Kelley Foster (Worcester, MA) | | - |
| Fri 5/4 @ 3:30 PM | Varsity Baseball Game | @ Central Catholic (Lawrence, MA)* | | - |
| Fri 5/4 @ 4:00 PM | Freshman Girls Lacrosse Game | @ Winchester (MA) | | - |
| Fri 5/4 @ 6:00 PM | Varsity Boys Volleyball Game | vs. Billerica Memorial (Billerica, MA)* | | - |
| Sat 5/5 @ 7:00 PM | Varsity Lacrosse Game | vs. Londonderry (NH) | | - |
| Mon 5/7 @ TBA | Varsity Baseball Game | @ Chelmsford (North Chelmsford, MA)* | | - |
| Mon 5/7 @ 3:30 PM | Freshman Baseball Game | vs. Chelmsford (North Chelmsford, MA) | | - |
| Mon 5/7 @ 3:45 PM | Varsity Baseball Game | @ Chelmsford (North Chelmsford, MA)* | | - |
| Mon 5/7 @ 3:45 PM | JV Baseball Game | @ Chelmsford (North Chelmsford, MA) | | - |
| Mon 5/7 @ 4:45 PM | Varsity Baseball Game | @ Chelmsford (North Chelmsford, MA)* | | - |
| Mon 5/7 @ 4:45 PM | JV Baseball Game | @ Chelmsford (North Chelmsford, MA) | | - |
| Mon 5/7 @ 5:00 PM | Varsity Boys Volleyball Game | @ Methuen (MA)* | | - |
| Tue 5/8 @ 4:00 PM | Varsity Lacrosse Game | @ Chelmsford (North Chelmsford, MA)* | | - |
| Tue 5/8 @ 4:00 PM | Freshman Girls Lacrosse Game | vs. Chelmsford (North Chelmsford, MA) | | - |
| Tue 5/8 @ 5:30 PM | JV Girls Lacrosse Game | vs. Chelmsford (North Chelmsford, MA) | | - |
| Tue 5/8 @ 7:00 PM | Varsity Girls Lacrosse Game | vs. Chelmsford (North Chelmsford, MA)* | | - |
| Wed 5/9 @ TBA | Varsity Baseball Game | @ Lawrence (MA)* | | - |
| Wed 5/9 @ 6:00 PM | Varsity Boys Volleyball Game | vs. Dracut (MA)* | | - |
| Thu 5/10 @ 4:30 PM | JV Girls Lacrosse Game | @ North Andover (MA) | | - |
| Thu 5/10 @ 6:00 PM | Varsity Girls Lacrosse Game | @ North Andover (MA) | | - |
| Fri 5/11 @ TBA | Varsity Baseball Game | @ Billerica Memorial (Billerica, MA)* | | - |
| Fri 5/11 @ 3:30 PM | Varsity Baseball Game | @ Billerica Memorial (Billerica, MA) | | - |
| Fri 5/11 @ 3:30 PM | Freshman Baseball Game | vs. Billerica Memorial (Billerica, MA) | | - |
| Fri 5/11 @ 3:30 PM | JV Baseball Game | @ Billerica Memorial (Billerica, MA) | | - |
| Fri 5/11 @ 4:00 PM | Freshman Girls Lacrosse Game | @ Winchester (MA) | | - |
| Fri 5/11 @ 4:00 PM | Varsity Lacrosse Game | @ Tewksbury Memorial (Tewksbury, MA) | | - |
| Fri 5/11 @ 4:15 PM | Varsity Baseball Game | @ Billerica Memorial (Billerica, MA) | | - |
| Fri 5/11 @ 4:45 PM | Varsity Baseball Game | @ Noble & Greenough (Dedham, MA) | | - |
| Fri 5/11 @ 6:00 PM | Varsity Boys Volleyball Game | @ Central Catholic (Lawrence, MA)* | | - |
| Sat 5/12 @ 10:00 AM | JV Softball Game | @ North Andover (MA) | | - |
| Sat 5/12 @ 10:00 AM | Varsity Softball Game | @ North Andover (MA) | | - |
| Sat 5/12 @ 11:00 AM | Freshman Girls Lacrosse Game | @ North Andover (MA) | | - |
| Sat 5/12 @ 11:30 AM | JV Girls Lacrosse Game | @ Longmeadow (MA) | | - |
| Sat 5/12 @ 11:30 AM | Varsity Girls Lacrosse Game | @ Longmeadow (MA) | | - |
| Mon 5/14 @ 3:30 PM | Freshman Girls Lacrosse Game | @ Billerica Memorial (Billerica, MA) | | - |
| Mon 5/14 @ 3:30 PM | JV Baseball Game | vs. Methuen (MA) | | - |
| Mon 5/14 @ 3:30 PM | Varsity Baseball Game | vs. Methuen (MA)* | | - |
| Mon 5/14 @ 3:30 PM | Freshman Baseball Game | @ Methuen (MA) | | - |
| Mon 5/14 @ 4:00 PM | JV Baseball Game | vs. Methuen (MA) | | - |
| Mon 5/14 @ 6:00 PM | Varsity Boys Volleyball Game | @ Lowell (MA)* | | - |
| Mon 5/14 @ 6:00 PM | Varsity Girls Lacrosse Game | vs. Acton-Boxborough (Acton, MA) | | - |
| Wed 5/16 @ 3:45 PM | Freshman Baseball Game | @ North Andover (MA) | | - |
| Wed 5/16 @ 4:00 PM | Freshman Girls Lacrosse Game | vs. Lexington (MA) | | - |
| Wed 5/16 @ 6:00 PM | Varsity Boys Volleyball Game | vs. Chelmsford (North Chelmsford, MA)* | | - |
| Wed 5/16 @ 6:15 PM | Varsity Girls Lacrosse Game | @ Abby Kelley Foster (Worcester, MA) | | - |
| Thu 5/17 @ 3:30 PM | Varsity Girls Lacrosse Game | vs. Billerica Memorial (Billerica, MA)* | | - |
| Thu 5/17 @ 3:30 PM | Varsity Baseball Game | vs. Central Catholic (Lawrence, MA)* | | - |
| Thu 5/17 @ 3:30 PM | JV Baseball Game | vs. Central Catholic (Lawrence, MA) | | - |
| Fri 5/18 @ 3:45 PM | Varsity Girls Lacrosse Game | vs. Billerica Memorial (Billerica, MA)* | | - |
| Fri 5/18 @ 4:00 PM | Freshman Girls Lacrosse Game | vs. Billerica Memorial (Billerica, MA) | | - |
| Fri 5/18 @ 6:00 PM | Varsity Boys Volleyball Game | @ Lawrence (MA)* | | - |
| Sat 5/19 @ TBA | Varsity Baseball Game | @ Methuen (MA)* | | - |
| Sat 5/19 @ 10:00 AM | Freshman Softball Game | @ North Andover (MA) | | - |
| Sat 5/19 @ 10:00 AM | Varsity Girls Lacrosse Game | vs. Chelmsford (North Chelmsford, MA)* | | - |
| Sat 5/19 @ 10:00 AM | JV Baseball Game | vs. Methuen (MA) | | - |
| Mon 5/21 @ TBA | Varsity Boys Volleyball Game | @ Haverhill (MA)* | | - |
| Mon 5/21 @ 4:00 PM | Freshman Girls Lacrosse Game | vs. Winchester (MA) | | - |
| Mon 5/21 @ 6:00 PM | Varsity Lacrosse Game | @ Masconomet Regional (Topsfield, MA) | | - |
| Mon 5/21 @ 7:00 PM | Varsity Baseball Game | @ Lowell (MA)* | | - |
| Tue 5/22 @ 4:00 PM | Freshman Girls Lacrosse Game | @ Chelmsford (North Chelmsford, MA) | | - |
| Wed 5/23 @ TBA | Varsity Baseball Game | @ Chelmsford (North Chelmsford, MA)* | | - |
| Wed 5/23 @ 3:15 PM | Freshman Baseball Game | @ Milton Academy (Milton, MA) | | - |
| Wed 5/23 @ 7:00 PM | Varsity Lacrosse Game | vs. Lincoln-Sudbury (Sudbury, MA) | | - |
| Fri 5/25 @ 6:00 PM | Varsity Boys Volleyball Game | @ Lowell (MA)*** | | - |
| Sat 5/26 @ TBA | Varsity Baseball Game | @ Masconomet Regional (Topsfield, MA) | | - |
| Mon 5/28 @ TBA | Varsity Baseball Game | @ Peabody Veterans Memorial (Peabody, MA)*** | | - |
| Tue 5/29 @ 6:00 PM | Varsity Lacrosse Game | vs. Braintree (MA) | | - |
| Wed 5/30 @ 5:00 PM | Varsity Lacrosse Game | vs. Braintree (MA) | | - |
| Wed 5/30 @ 6:00 PM | Varsity Girls Lacrosse Game | vs. Medford (MA) | | - |