Stadium: Glenbrook Gymnasium
| NCAAB | 2019/12/14 19:00 | SUNY Cobleskill v Castleton State | L | 84-62 |
| NCAAB | 2019/12/11 00:00 | Castleton State v Fitchburg State | L | 63-78 |
| NCAAB | 2019/12/05 00:30 | Castleton State v Keene State | L | 56-58 |
| NCAAB | 2019/11/26 23:00 | SUNY Delhi v Castleton State | L | 70-60 |
| NCAAB | 2019/11/23 19:00 | Norwich v Castleton State | L | 70-48 |
| NCAAB | 2019/11/22 18:00 | Castleton State v Vermont State - Johnson | W | 53-48 |
| NCAAB | 2019/11/20 00:00 | Castleton State v Massachusetts Trailblazers | L | 71-95 |
| NCAAB | 2019/11/14 22:30 | Curry College v Castleton State | L | 79-65 |
| NCAAB | 2019/12/14 18:00 | Suffolk v UMass Boston | W | 69-85 |
| NCAAB | 2019/12/12 00:00 | UMass Boston v Tufts | L | 49-71 |
| NCAAB | 2019/12/11 00:05 | Holy Cross v UMass Boston | W | 66-69 |
| NCAAB | 2019/12/07 20:00 | Keene State v UMass Boston | L | 50-46 |
| NCAAB | 2019/12/05 00:30 | UMass Boston v Southern Maine | W | 67-42 |
| NCAAB | 2019/11/22 22:00 | UMass Boston v Framingham State | W | 76-60 |
| NCAAB | 2019/11/21 00:00 | Bridgewater State v UMass Boston | W | 70-86 |
| NCAAB | 2019/11/16 00:00 | MIT Engineers v UMass Boston | W | 64-71 |