| Event/Meet | Date | Location |
| Fall Coaches' Meeting | September 16, 1987 | Notre Dame Academy |
| Varsity I | October 7, 1987 | Hudson High School |
| Freshman I | November 4, 1987 | Quaboag Regional High School |
| Varsity II | December 2, 1987 | Bartlett High School |
| Freshman II | January 13, 1988 | West Boylston High School |
| Varsity III | February 3, 1988 | Shrewsbury High School |
| Freshman III | March 2, 1988 | Worcester Academy |
| Varsity IV | April 6, 1988 | Assabet Valley Regional Technical High School |