Stadium: Nelson Recreation Center Round: 1
| NCAAB | 2019/12/31 19:00 | Norwich v Wentworth | W | 54-83 |
| NCAAB | 2019/12/07 20:00 | Wentworth v Roger Williams | W | 75-67 |
| NCAAB | 2019/12/05 00:30 | Nichols v Wentworth | L | 72-64 |
| NCAAB | 2019/12/01 21:00 | Emmanuel (Ga.) v Wentworth | L | 97-96 |
| NCAAB | 2019/11/23 19:00 | Wentworth v New England | W | 87-83 |
| NCAAB | 2019/11/22 00:00 | Wentworth v Rivier | W | 79-62 |
| NCAAB | 2019/11/16 21:00 | Middlebury v Wentworth | L | 75-64 |
| NCAAB | 2019/11/15 23:00 | SUNY Canton v Wentworth | W | 52-61 |
| 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 |