Stadium: Westside Athletic Complex Round: 1
| NCAAF | 2019/10/12 21:00 | Western Connecticut Colonials v Massachusetts Maritime Buccaneers | W | 38-21 |
| NCAAF | 2018/10/13 17:00 | Massachusetts Maritime Buccaneers v Western Connecticut Colonials | W | 13-23 |
| NCAAF | 2021/10/09 19:00 | Western Connecticut Colonials v Plymouth State Panthers | L | 13-16 |
| NCAAF | 2021/10/02 21:00 | Western Connecticut Colonials v Umass Dartmouth Corsairs | W | 34-19 |
| NCAAF | 2021/09/24 22:00 | Bridgewater v Western Connecticut Colonials | L | 21-17 |
| NCAAF | 2021/09/17 23:00 | Western Connecticut Colonials v Westfield State Owls | W | 42-6 |
| NCAAF | 2021/09/11 21:00 | Western Connecticut Colonials v Albright Lions | L | 28-33 |
| NCAAF | 2021/09/04 21:00 | Western Connecticut Colonials v William Paterson Pioneers | W | 24-21 |
| NCAAF | 2019/11/16 17:00 | Western Connecticut Colonials v Plymouth State Panthers | W | 26-23 |
| NCAAF | 2019/11/09 17:00 | Fitchburg v Western Connecticut Colonials | W | 7-41 |
| NCAAF | 2021/10/16 16:00 | Massachusetts Maritime Buccaneers v Worcester State Lancers | L | 24-28 |
| NCAAF | 2021/10/09 18:30 | Umass Dartmouth Corsairs v Massachusetts Maritime Buccaneers | L | 26-10 |
| NCAAF | 2021/10/02 17:00 | Westfield State Owls v Massachusetts Maritime Buccaneers | W | 8-16 |
| NCAAF | 2021/09/25 16:00 | Massachusetts Maritime Buccaneers v Fitchburg | W | 28-0 |
| NCAAF | 2021/09/18 17:00 | Anna Maria Amcats v Massachusetts Maritime Buccaneers | L | 23-13 |
| NCAAF | 2021/09/10 23:00 | Massachusetts Maritime Buccaneers v Suny Maritime Privateers | W | 14-6 |
| NCAAF | 2019/11/16 17:00 | Massachusetts Maritime Buccaneers v Bridgewater | L | 21-26 |
| NCAAF | 2019/11/09 17:00 | Umass Dartmouth Corsairs v Massachusetts Maritime Buccaneers | W | 14-28 |