| Wed 5/2 @ TBA | Varsity Baseball Game | vs. Groton-Dunstable (Groton, MA)* | | - |
| Wed 5/2 @ 3:30 PM | Freshman Baseball Game | @ St. Peter-Marian (Worcester, MA) | | - |
| Fri 5/4 @ 3:30 PM | Freshman Baseball Game | vs. Milford (MA) | | - |
| Mon 5/7 @ TBA | JV Softball Game | @ Algonquin Regional (Northborough, MA) | | - |
| Mon 5/7 @ TBA | Varsity Baseball Game | vs. Algonquin Regional (Northborough, MA) | | - |
| Mon 5/7 @ 4:00 PM | Freshman Softball Game | @ Westford Academy (Westford, MA) | | - |
| Mon 5/7 @ 4:00 PM | Freshman Baseball Game | vs. Algonquin Regional (Northborough, MA) | | - |
| Mon 5/7 @ 6:30 PM | Varsity Boys Volleyball Game | vs. Millis (MA) | | - |
| Tue 5/8 @ 4:00 PM | Varsity Lacrosse Game | @ Leominster (MA) | | - |
| Wed 5/9 @ TBA | Varsity Baseball Game | @ Nashoba Regional (Bolton, MA)* | | - |
| Wed 5/9 @ After JV | Varsity Boys Volleyball Game | vs. Wachusett Regional (Holden, MA)* | | - |
| Wed 5/9 @ 3:30 PM | Freshman Baseball Game | vs. Nashoba Regional (Bolton, MA) | | - |
| Thu 5/10 @ TBA | Varsity Baseball Game | @ Quabbin Regional (Barre, MA)* | | - |
| Thu 5/10 @ 4:00 PM | Varsity Lacrosse Game | vs. Oakmont Regional (Ashburnham, MA) | | - |
| Mon 5/14 @ 5:00 PM | Varsity Girls Lacrosse Game | vs. St. Peter-Marian (Worcester, MA) | | - |
| Mon 5/14 @ 7:00 PM | Varsity Lacrosse Game | vs. St. Peter-Marian (Worcester, MA) | | - |
| Tue 5/15 @ TBA | Varsity Girls Lacrosse Game | vs. Milford (MA)* | | - |
| Tue 5/15 @ 3:30 PM | Varsity Lacrosse Game | @ Milford (MA) | | - |
| Wed 5/16 @ TBA | Varsity Baseball Game | vs. Westborough (MA)* | | - |
| Fri 5/18 @ 3:30 PM | Freshman Baseball Game | @ Nashoba Regional (Bolton, MA) | | - |
| Fri 5/18 @ 5:00 PM | Varsity Boys Volleyball Game | vs. Milford (MA)* | | - |
| Sat 5/19 @ 11:00 AM | Varsity Softball Game | @ Doherty Memorial (Worcester, MA) | | - |
| Sat 5/19 @ 12:00 PM | Varsity Softball Game | vs. Doherty Memorial (Worcester, MA) | | - |
| Mon 5/21 @ TBA | Varsity Baseball Game | @ Groton-Dunstable (Groton, MA)* | | - |
| Mon 5/21 @ 6:30 PM | Varsity Girls Lacrosse Game | vs. Tyngsborough (MA)* | | - |
| Mon 5/21 @ 7:00 PM | Varsity Lacrosse Game | @ Tyngsborough (MA) | | - |
| Wed 5/23 @ TBA | JV Softball Game | vs. Algonquin Regional (Northborough, MA) | | - |
| Wed 5/23 @ TBA | Varsity Baseball Game | @ Algonquin Regional (Northborough, MA) | | - |
| Wed 5/23 @ 4:00 PM | Freshman Baseball Game | @ Algonquin Regional (Northborough, MA) | | - |
| Thu 5/24 @ 3:30 PM | Varsity Baseball Game | vs. Lowell (MA) | | - |
| Mon 5/28 @ TBA | Varsity Baseball Game | vs. Hudson (MA)*** | | - |