| Date | Location | Result | |
| 02/21/09 | Henniker, N.H. (Bridges Gym) | New England College 60, Wentworth 52 | Box score |
| 02/18/09 | New London, N.H. (Hogan Sports Center) | Colby-Sawyer 51, Wentworth 41 | Box score |
| 02/14/09 | Milton, Mass. (Miller Gymnasium) | Curry 59, Wentworth 46 | Box score |
| 02/10/09 | Dudley, Mass. | Nichols 68, Wentworth 52 | Box score |
| 02/07/09 | Boston, Mass. (Tansey Gymnasium) | Wentworth 72, Anna Maria 47 | Box score |
| 02/04/09 | Biddeford, Maine (Campus Center) | University of New England 66, Wentworth 58 | Box score |
| 01/31/09 | Weston, Mass. (Regis Athletic Arena) | Regis 63, Wentworth 42 | Box score |
| 01/29/09 | Boston, Mass. (Tansey Gymnasium) | Salve Regina 58, Wentworth 44 | Box score |
| 01/24/09 | Boston, Mass. (Tansey Gymnasium) | Endicott 81, Wentworth 49 | Box score |
| 01/21/09 | Boston, Mass. (Tansey Gymnasium) | Western New England 54, Wentworth 30 | Box score |
| 01/19/09 | Waterville, Maine (Wadsworth Gymnasium) | Colby 60, Wentworth 40 | Box score |
| 01/17/09 | Boston, Mass. (Tansey Gymnasium) | Roger Williams 65, Wentworth 63 | Box score |
| 01/13/09 | Quincy, Mass. (Lahue Center) | Wentworth 57, Eastern Nazarene 47 | Box score |
| 01/10/09 | Boston, Mass. (Tansey Gymnasium) | Wentworth 57, Gordon 38 | Box score |
| 01/05/09 | Danbury, Conn. (Feldman Arena) | Western Connecticut 89, Wentworth 48 | Box score |
| 12/20/08 | Nassau, Bahamas (Kendall Issacs Gym) | Gettysburg 56, Wentworth 51 | Box score |
| 12/19/08 | Nassau, Bahamas (Kendall Isaacs Gym) | Babson 65, Wentworth 55 | Box score |
| 12/06/08 | Newton Centre, Mass. (Athletic Center) | Wentworth 68, Mount Ida 62 | Box score |
| 12/04/08 | Lewiston, Maine (Alumni Gym) | Bates 75, Wentworth 49 | Box score |
| 12/02/08 | Boston, Mass. (Tansey Gymnasium) | Wellesley 72, Wentworth 57 | Box score |
| 11/25/08 | Boston, Mass. (Tansey Gymnasium) | Emerson 58, Wentworth 53 | Box score |
| 11/22/08 | Boston, Mass. (Regan Gymnasium) | Suffolk 72, Wentworth 57 | Box score |
| 11/18/08 | Boston, Mass. (Jean Yawkey Center) | Emmanuel 78, Wentworth 56 | Box score |
| 11/16/08 | Norton, Mass. (Emerson Gymnasium) | Wheaton 72, Wentworth 57 | Box score |
| 11/15/08 | Norton, Mass. (Emerson Gymnasium) | Wentworth 72, Clarkson 66 | Box score |