| Sat | 5/9/2026 9:30:00 AM | Varsity Girls Track @ Andover | TBA |
| Sat | 5/9/2026 9:30:00 AM | Varsity Track @ Beverly | Gloucester HS - Newell Stadium |
| Sat | 5/9/2026 11:00:00 AM | JV Boys Lacrosse v North Andover | Masco JV Boys LAX Field |
| Sat | 5/9/2026 11:00:00 AM | Varsity Boys Lacrosse v North Andover | Masco Varsity Boys LAX Field |
| Sat | 5/9/2026 11:30:00 AM | BAA Soccer Girls Gr4 Boxford Tornados v Manchester-Essex Legacy FC | Boy Scout #1 |
| Sat | 5/9/2026 12:45:00 PM | BAA Soccer Girls Gr4 Boxford Thunder v Andover Sampdoria | Chadwick 10 |
| Sat | 5/9/2026 1:00:00 PM | JV Baseball @ Lynn English | Lynn - Keaney Park |
| Sat | 5/9/2026 1:00:00 PM | Varsity Baseball @ Lynn English | Lynn - Fraser Field |
| Sat | 5/9/2026 2:00:00 PM | BAA Soccer Boys Gr4 Boxford Eagles v Haverhill Snipers | Chadwick 10 |
| Mon | 5/11/2026 4:00:00 PM | Boys Tennis v Winthrop | Masco Tennis Courts |
| Mon | 5/11/2026 4:00:00 PM | Girls Tennis @ Winthrop | Winthrop HS |
| Mon | 5/11/2026 4:00:00 PM | JV Softball @ Newburyport | Newburyport - Cashman Field |
| Mon | 5/11/2026 4:00:00 PM | Varsity Girls Lacrosse @ Bishop Fenwick | Bishop Fenwick HS |
| Mon | 5/11/2026 4:00:00 PM | Varsity Softball @ Newburyport | Newburyport - Pioneer Park |
| Mon | 5/11/2026 4:30:00 PM | Freshman Baseball @ Swampscott | Swampscott - Phillips Park Baseball Diamond |
| Mon | 5/11/2026 5:30:00 PM | JV Girls Lacrosse @ Bishop Fenwick | Bishop Fenwick HS |
| Tue - NEW DATE | 5/12/2026 4:00:00 PM | Boys Tennis v Manchester Essex | Masco Tennis Courts |
| Tue | 5/12/2026 7:00:00 PM | Boxford Annual Town Meeting | Masconomet Auditorium |
| Wed | 5/13/2026 4:00:00 PM | Boys Tennis @ Danvers | Danvers HS |
| Wed | 5/13/2026 4:00:00 PM | Girls Tennis v Danvers | Masco Tennis Courts |
| Wed | 5/13/2026 4:00:00 PM | JV Baseball @ Danvers | Danvers HS |
| Wed | 5/13/2026 4:00:00 PM | JV Softball v Danvers | Masco JV Softball Field |
| Wed | 5/13/2026 4:00:00 PM | Varsity Girls Lacrosse v Marblehead | Masco Girls LAX Field |
| Wed | 5/13/2026 4:00:00 PM | Varsity Softball v Danvers | Masco Varsity Softball Field |
| Wed | 5/13/2026 4:30:00 PM | Varsity Boys Lacrosse @ Marblehead | Marblehead HS |
| Wed | 5/13/2026 5:00:00 PM | JV Boys Lacrosse @ Marblehead | Marblehead HS |
| Wed | 5/13/2026 5:30:00 PM | JV Girls Lacrosse v Marblehead | Masco Girls LAX Field |
| Wed | 5/13/2026 6:30:00 PM | Varsity Baseball @ Danvers | Danvers - Twi Field |
| Thu | 5/14/2026 4:00:00 PM | Boys Tennis @ North Andover | North Andover HS |
| Thu | 5/14/2026 6:30:00 PM | Concert: Masco MS Chorus | Masco Auditorium Streaming Link |
| Fri - NEW DATE | 5/15/2026 4:00:00 PM | Boys Tennis v Danvers | Masco Tennis Courts |
| Fri | 5/15/2026 4:00:00 PM | JV Softball v Lynnfield | Masco JV Softball Field |
| Fri | 5/15/2026 4:00:00 PM | Varsity Girls Lacrosse @ Newburyport | Newburyport HS - Stadium |
| Fri | 5/15/2026 4:00:00 PM | Varsity Softball v Lynnfield | Masco Varsity Softball Field |
| Fri | 5/15/2026 5:15:00 PM | JV Girls Lacrosse @ Newburyport | Newburyport HS |
| Sat | 5/16/2026 10:00:00 AM | Varsity Boys Lacrosse @ Manchester-Essex | Manchester Hyland Field |
| Sat | 5/16/2026 11:30:00 AM | BAA Soccer Boys Gr4 Boxford United v Woburn Wu United | Boy Scout #1 |
| Sat | 5/16/2026 12:00:00 PM | JV Boys Lacrosse @ Manchester Essex | Manchester Hyland Field |
| Sat | 5/16/2026 12:45:00 PM | BAA Soccer Boys Gr4 Boxford Hammers v Dracut Porto | Chadwick 10 |
| Sat | 5/16/2026 2:00:00 PM | BAA Soccer Boys Gr4 Boxford Young Guns v Saugus Chiefs | Chadwick 10 |
| Mon | 5/18/2026 4:00:00 PM | Boys Tennis @ Swampscott | Swampscott MS |
| Mon | 5/18/2026 4:00:00 PM | Girls Tennis v Swampscott | Masco Tennis Courts |
| Mon | 5/18/2026 4:15:00 PM | JV Baseball @ Swampscott | Swampscott - Phillips Park |
| Mon | 5/18/2026 4:15:00 PM | Varsity Baseball @ Swampscott | Swampscott MS |
| Mon | 5/18/2026 4:30:00 PM | JV Softball v Swampscott | Masco JV Softball Field |
| Mon | 5/18/2026 4:30:00 PM | Varsity Softball v Swampscott | Masco Varsity Softball Field |
| Tue | 5/19/2026 4:00:00 PM | Boys Tennis v Gloucester | Masco Tennis Courts |
| Tue | 5/19/2026 4:15:00 PM | JV Baseball v Pentucket | Masco JV Baseball Field |
| Tue | 5/19/2026 4:15:00 PM | Varsity Baseball @ Pentucket | Pentucket HS - Turf |
| Tue | 5/19/2026 4:30:00 PM | JV Girls Lacrosse v Swampscott | Masco Girls LAX Field |
| Tue | 5/19/2026 4:30:00 PM | Varsity Girls Lacrosse v Swampscott | Masco Girls LAX Field |
| Tue | 5/19/2026 6:00:00 PM | Varsity Boys Lacrosse @ Swampscott | Phillips Park |
| Tue | 5/19/2026 6:30:00 PM | Concert: Masco MS Band Concert | Masco Auditorium Streaming Link |
| Tue | 5/19/2026 7:30:00 PM | JV Boys Lacrosse @ Swampscott | Swampscott - Phillips Park Turf |
| Wed | 5/20/2026 7:00:00 PM | Spofford Choral Concert | Masco Auditorium Streaming Link |
| Thu | 5/21/2026 9:00:00 AM | Masco Middle School Memorial Day Observance | Masco Gym Streaming Link |
| Thu | 5/21/2026 4:00:00 PM | Freshman Baseball @ Pentucket | Pentucket - Pines Recreation Area |
| Thu | 5/21/2026 4:00:00 PM | JV Boys Lacrosse v Lynnfield | Masco JV Boys LAX Field |
| Thu - CANCELED | 5/21/2026 4:00:00 PM | JV Girls Lacrosse @ Malden | Malden HS |
| Thu - CANCELED | 5/21/2026 5:30:00 PM | Varsity Girls Lacrosse @ Malden Catholic | Malden Catholic HS |
| Thu | 5/21/2026 6:00:00 PM | Varsity Boys Lacrosse v Lynnfield | Masco Varsity Boys LAX Field |
| Fri | 5/22/2026 4:15:00 PM | Freshman Baseball @ Melrose | Melrose - Morelli Field |
| Fri | 5/22/2026 4:15:00 PM | JV Baseball v Melrose | Masco JV Baseball Field |
| Fri | 5/22/2026 4:15:00 PM | Varsity Baseball v Melrose | Masco Varsity Baseball Field |