Stadium: Longley Athletic Complex Round: 1
| NCAAF | 2019/11/02 16:00 | Dean Bulldogs v Alfred State Pioneers | W | 50-46 |
| NCAAF | 2019/10/26 17:00 | Gallaudet Bison v Dean Bulldogs | W | 35-56 |
| NCAAF | 2019/10/19 17:00 | Anna Maria Amcats v Dean Bulldogs | W | 20-41 |
| NCAAF | 2019/10/12 16:00 | Dean Bulldogs v Suny Maritime Privateers | W | 28-10 |
| NCAAF | 2019/09/28 16:00 | Dean Bulldogs v Kean Cougars | L | 13-47 |
| NCAAF | 2019/09/21 16:00 | Dean Bulldogs v Salve Regina Seahawks | L | 35-62 |
| NCAAF | 2019/09/14 22:00 | Western Connecticut Colonials v Dean Bulldogs | L | 41-16 |
| NCAAF | 2019/09/06 23:00 | Dean Bulldogs v Nichols Bison | L | 12-37 |
| NCAAF | 2019/11/02 18:00 | Castleton Spartans v Anna Maria Amcats | W | 33-19 |
| NCAAF | 2019/10/26 16:00 | Alfred State Pioneers v Castleton Spartans | L | 21-15 |
| NCAAF | 2019/10/19 18:00 | Suny Maritime Privateers v Castleton Spartans | L | 21-3 |
| NCAAF | 2019/10/12 16:00 | Castleton Spartans v Gallaudet Bison | L | 27-28 |
| NCAAF | 2019/09/28 19:00 | Castleton Spartans v Norwich Cadets | L | 14-35 |
| NCAAF | 2019/09/21 19:00 | University of New England Noreasters v Castleton Spartans | L | 31-21 |
| NCAAF | 2019/09/14 18:00 | Fitchburg State Falcons v Castleton Spartans | L | 12-10 |
| NCAAF | 2019/09/07 17:00 | Castleton Spartans v Plymouth State Panthers | L | 17-23 |