Stadium: Edward A. Ellis Field Round: 1
| NCAAF | 2018/11/10 17:00 | Bridgewater State Bears v Massachusetts Maritime Buccaneers | L | 21-7 |
| NCAAF | 2019/11/09 17:00 | Umass Dartmouth Corsairs v Massachusetts Maritime Buccaneers | W | 14-28 |
| NCAAF | 2019/11/02 16:00 | Massachusetts Maritime Buccaneers v Framingham State Rams | L | 6-16 |
| NCAAF | 2019/10/26 17:00 | Plymouth State Panthers v Massachusetts Maritime Buccaneers | L | 7-3 |
| NCAAF | 2019/10/19 16:00 | Massachusetts Maritime Buccaneers v Fitchburg State Falcons | W | 37-0 |
| NCAAF | 2019/10/12 21:00 | Western Connecticut Colonials v Massachusetts Maritime Buccaneers | L | 38-21 |
| NCAAF | 2019/10/05 16:00 | Massachusetts Maritime Buccaneers v Worcester State Lancers | W | 28-13 |
| NCAAF | 2019/09/28 18:00 | Westfield State Owls v Massachusetts Maritime Buccaneers | W | 7-31 |
| NCAAF | 2019/09/21 16:00 | Maine Maritime Mariners v Massachusetts Maritime Buccaneers | W | 21-42 |
| NCAAF | 2019/11/09 17:00 | Framingham State Rams v Bridgewater State Bears | L | 40-20 |
| NCAAF | 2019/11/02 20:00 | Bridgewater State Bears v Plymouth State Panthers | W | 28-10 |
| NCAAF | 2019/10/19 18:30 | Bridgewater State Bears v Umass Dartmouth Corsairs | W | 56-20 |
| NCAAF | 2019/10/11 23:00 | Worcester State Lancers v Bridgewater State Bears | W | 9-21 |
| NCAAF | 2019/10/05 16:00 | Bridgewater State Bears v Westfield State Owls | W | 41-17 |
| NCAAF | 2019/09/28 16:00 | Fitchburg State Falcons v Bridgewater State Bears | W | 6-50 |
| NCAAF | 2019/09/21 20:30 | Bridgewater State Bears v Western Connecticut Colonials | L | 33-42 |
| NCAAF | 2019/09/14 16:00 | St John Fisher Cardinals v Bridgewater State Bears | L | 35-28 |