Stadium: Ray Oosting Gymnasium Round: 3
| NCAAB | 2020/01/11 20:00 | Colby White v Trinity Bantams | L | 91-77 |
| NCAAB | 2020/01/11 00:00 | Bowdoin v Trinity Bantams | W | 70-84 |
| NCAAB | 2019/12/31 19:00 | Eastern Connecticut State v Trinity Bantams | W | 77-114 |
| NCAAB | 2019/12/30 22:00 | Trinity Bantams v Regis (MA) | W | 96-72 |
| NCAAB | 2019/12/08 01:00 | Trinity Bantams v Dean | W | 88-67 |
| NCAAB | 2019/12/05 00:30 | Springfield (MA) v Trinity Bantams | L | 67-62 |
| NCAAB | 2019/12/01 19:00 | Trinity Bantams v Nichols | L | 58-66 |
| NCAAB | 2019/11/27 00:00 | Trinity Bantams v Elms | W | 82-58 |
| NCAAB | 2020/01/18 00:00 | Middlebury v Colby White | L | 82-89 |
| NCAAB | 2020/01/14 22:00 | Middlebury v Albertus Magnus | W | 84-76 |
| NCAAB | 2020/01/11 20:00 | Hamilton v Middlebury | W | 76-77 |
| NCAAB | 2020/01/11 00:00 | Amherst v Middlebury | L | 81-69 |
| NCAAB | 2020/01/04 20:00 | Springfield (MA) v Middlebury | W | 71-74 |
| NCAAB | 2020/01/03 20:00 | Colby-Sawyer v Middlebury | W | 80-91 |
| NCAAB | 2019/12/16 20:00 | Middlebury v Morrisville State | W | 72-55 |
| NCAAB | 2019/12/08 18:00 | Stevens Tech v Middlebury | W | 66-76 |