| Date | Results | |
| May 26-28, 2016 | NCAA Division III Singles/Doubles Champs -- Kalamazoo, Mich. | |
| May 24, 2016 | Emory University 5, Middlebury 1 | |
| May 23, 2016 | Middlebury 5, Amherst College 2 | |
| May 14, 2016 | Middlebury 5, Johns Hopkins 1 | |
| May 13, 2016 | Middlebury 5, The College of New Jersey 0 | |
| May 08, 2016 | Williams 5, Middlebury 0 | |
| May 07, 2016 | Middlebury 5, Amherst 4 | |
| Apr 30, 2016 | Middlebury 6, Amherst College 3 | |
| Apr 24, 2016 | Middlebury 9, Connecticut College 0 | |
| Apr 23, 2016 | Middlebury 7, MIT 2 | |
| Apr 17, 2016 | Middlebury 9, Skidmore 0 | |
| Apr 16, 2016 | Middlebury 7, Bowdoin 2 | |
| Apr 15, 2016 | Middlebury 5, Emory University 4 | |
| Apr 10, 2016 | Middlebury 5, Tufts 4 | |
| Apr 09, 2016 | Williams 7, Middlebury 2 | |
| Apr 02, 2016 | Claremont-Mudd-Scripps 6, Middlebury 3 | |
| Mar 31, 2016 | Pomona-Pitzer 5, Middlebury 4 | |
| Mar 29, 2016 | Middlebury 9, Point Loma Nazarene 0 | |
| Mar 25, 2016 | Middlebury 9, Babson College 0 | |
| Mar 19, 2016 | Middlebury 7, Wesleyan 2 | |
| Mar 12, 2016 | Middlebury 9, Bates Women 0 | |
| Mar 12, 2016 | Middlebury 9, Hamilton 0 | |
| Oct 9-11, 2015 | Middlebury Invitational -- Middlebury, Vt. | |
| Sep 25-27, 2015 | USTA/ITA New England Regional -- Middlebury, Vt. | |
| Sep 12-13, 2015 | Lindsay Morehouse Invitational -- Williamstown, Mass. | |