| Singles competition |
| 1. Noah Farrell (MID) def. Kai Yuen Leung (SKD) 6-2, 6-4 |
| 2. Ari Smolyar (MID) vs. Steven Koulouris (SKD) 6-2, 4-5, unfinished |
| 3. Palmer Campbell (MID) vs. Kit Sanderson (SKD) 6-3, 3-4, unfinished |
| 4. William de Quant (MID) def. Lucas Pickering (SKD) 6-3, 6-0 |
| 5. Hamid Derbani (MID) vs. Nick Tong (SKD) 3-2, unfinished |
| 6. Kyle Schlanger (MID) vs. Ted Berkowitz (SKD) unfinished |
| Doubles competition |
| 1. Palmer Campbell/Hamid Derbani (MID) def. Kai Yuen Leung/Nick Tong (SKD) 9-8 (7-2) |
| 2. Ari Smolyar/Noah Farrell (MID) def. Jonah Epstein/Kit Sanderson (SKD) 8-2 |
| 3. William de Quant/Kyle Schlanger (MID) def. Lucas Pickering/Steven Koulouris (SKD) 8-4 |
| Match Notes |
| Skidmore 15-5; National ranking #20; Regional ranking #7 |
| Middlebury 18-2; National ranking #3; Regional ranking #1 |
| Order of finish: Doubles (3,2,1); Singles (4,1) |
| 2016 NCAA Division III Men's Tennis Tournament Regional Final |
| T-2:55 A-87 |