| Tue 5/1 @ 4:00 PM | Varsity Lacrosse Game | vs. North Middlesex Regional (Townsend, MA)* | | - |
| Wed 5/2 @ TBA | Varsity Baseball Game | @ Fitchburg (MA)* | | - |
| Wed 5/2 @ 4:00 PM | Varsity Lacrosse Game | vs. North Middlesex Regional (Townsend, MA)* | | - |
| Thu 5/3 @ 4:00 PM | Varsity Lacrosse Game | @ Nashoba Regional (Bolton, MA)* | | - |
| Fri 5/4 @ TBA | Varsity Baseball Game | @ Algonquin Regional (Northborough, MA)* | | - |
| Fri 5/4 @ TBA | JV Softball Game | vs. Algonquin Regional (Northborough, MA)* | | - |
| Sat 5/5 @ 2:00 PM | Varsity Baseball Game | vs. St. John's (Shrewsbury, MA) | | - |
| Mon 5/7 @ TBA | Varsity Baseball Game | @ North Middlesex Regional (Townsend, MA)* | | - |
| Tue 5/8 @ 4:00 PM | Varsity Lacrosse Game | vs. Westborough (MA)* | | - |
| Thu 5/10 @ 7:00 PM | Varsity Lacrosse Game | @ Wachusett Regional (Holden, MA)* | | - |
| Fri 5/11 @ TBA | Varsity Baseball Game | @ Wachusett Regional (Holden, MA)* | | - |
| Sat 5/12 @ 12:00 PM | Varsity Lacrosse Game | @ Framingham (MA) | | - |
| Thu 5/17 @ TBA | Varsity Baseball Game | @ Milford (MA)* | | - |
| Thu 5/17 @ 4:00 PM | Varsity Lacrosse Game | vs. Algonquin Regional (Northborough, MA)* | | - |
| Thu 5/17 @ 4:00 PM | Varsity Girls Lacrosse Game | @ Algonquin Regional (Northborough, MA)* | | - |
| Fri 5/18 @ TBA | Varsity Baseball Game | @ Fitchburg (MA)* | | - |
| Fri 5/18 @ 4:00 PM | Varsity Lacrosse Game | @ St. Peter-Marian (Worcester, MA) | | - |
| Mon 5/21 @ TBA | JV Softball Game | @ Algonquin Regional (Northborough, MA)* | | - |
| Mon 5/21 @ TBA | Varsity Baseball Game | @ Algonquin Regional (Northborough, MA)* | | - |
| Wed 5/23 @ TBA | Varsity Baseball Game | @ North Middlesex Regional (Townsend, MA)* | | - |
| Wed 5/23 @ 4:00 PM | Varsity Lacrosse Game | @ North Middlesex Regional (Townsend, MA)* | | - |
| Thu 5/24 @ TBA | Varsity Baseball Game | @ Leominster (MA)* | | - |
| Fri 5/25 @ TBA | Varsity Baseball Game | @ Doherty Memorial (Worcester, MA) | | - |
| Wed 5/30 @ 5:00 PM | Varsity Lacrosse Game | vs. Tantasqua Regional (Fiskdale, MA) | | - |