Stadium: Westside Athletic Complex Round: 1
| NCAAF | 2022/10/22 16:00 | Massachusetts Maritime Buccaneers v Western Connecticut Colonials | W | 3-24 |
| NCAAF | 2021/10/23 16:00 | Western Connecticut Colonials v Massachusetts Maritime Buccaneers | L | 20-22 |
| 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 | 2023/10/14 16:00 | Framingham State Rams v Western Connecticut Colonials | W | 34-56 |
| NCAAF | 2023/10/07 20:00 | Western Connecticut Colonials v Plymouth State Panthers | W | 55-20 |
| NCAAF | 2023/09/30 21:00 | Western Connecticut Colonials v Umass Dartmouth Corsairs | W | 52-21 |
| NCAAF | 2023/09/23 20:00 | Bridgewater State Bears v Western Connecticut Colonials | L | 35-28 |
| NCAAF | 2023/09/15 23:00 | Western Connecticut Colonials v Westfield State Owls | W | 42-0 |
| NCAAF | 2023/09/02 16:00 | Western Connecticut Colonials v Merchant Marine Mariners | L | 35-52 |
| NCAAF | 2022/11/05 16:00 | Western Connecticut Colonials v Fitchburg State Falcons | W | 41-21 |
| NCAAF | 2022/10/29 18:00 | Western Connecticut Colonials v Worcester State Lancers | W | 38-35 |
| NCAAF | 2023/10/12 23:00 | Massachusetts Maritime Buccaneers v Worcester State Lancers | W | 22-19 |
| NCAAF | 2023/10/07 20:00 | Umass Dartmouth Corsairs v Massachusetts Maritime Buccaneers | L | 26-0 |
| NCAAF | 2023/09/30 16:00 | Westfield State Owls v Massachusetts Maritime Buccaneers | L | 17-10 |
| NCAAF | 2023/09/23 17:00 | Massachusetts Maritime Buccaneers v Fitchburg State Falcons | W | 21-3 |
| NCAAF | 2023/09/16 18:30 | Anna Maria Amcats v Massachusetts Maritime Buccaneers | L | 37-30 |
| NCAAF | 2023/09/08 23:00 | Massachusetts Maritime Buccaneers v Suny Maritime Privateers | L | 7-14 |
| NCAAF | 2022/11/12 17:00 | Bridgewater State Bears v Massachusetts Maritime Buccaneers | L | 10-0 |
| NCAAF | 2022/11/05 16:00 | Massachusetts Maritime Buccaneers v Plymouth State Panthers | L | 7-21 |