| Singles competition |
| 1. Noah Farrell (MIDDMT) def. Kai Yuen Leung (SKID) 6-2, 6-4 |
| 2. Ari Smolyar (MIDDMT) vs. Steven Koulouris (SKID) 6-2, 4-5, unfinished |
| 3. Palmer Campbell (MIDDMT) vs. Kit Sanderson (SKID) 6-3, 3-4, unfinished |
| 4. William de Quant (MIDDMT) def. Lucas Pickering (SKID) 6-3, 6-0 |
| 5. Hamid Derbani (MIDDMT) vs. Nick Tong (SKID) 3-2, unfinished |
| 6. Kyle Schlanger (MIDDMT) vs. Ted Berkowitz (SKID) unfinished |
| Doubles competition |
| 1. Palmer Campbell/Hamid Derbani (MIDDMT) def. Kai Yuen Leung/Nick Tong (SKID) 9-8 (7-2) |
| 2. Ari Smolyar/Noah Farrell (MIDDMT) def. Jonah Epstein/Kit Sanderson (SKID) 8-2 |
| 3. William de Quant/Kyle Schlanger (MIDDMT) def. Lucas Pickering/Steven Koulouris (SKID) 8-4 |
| Match Notes |
| Skidmore College 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 |
| Middlebury advances to play in the NCAA Quarterfinals in Kalamazoo, Michigan |
| T-2:55 A-87 |