| Event/Meet | Date | Location |
| Fall Coaches' Meeting | September 10, 2008 | St. John's High School |
| Varsity I | October 8, 2008 | Shrewsbury High School (A & C) and Tahanto Regional High School (B & D) |
| Freshman I | November 5, 2008 | Wachusett Regional High School |
| Varsity II | December 3, 2008 | Auburn High School (A & C) and Douglas High School (B & D) |
| Freshman II | January 7, 2009 | Hopedale Junior-Senior High School |
| Varsity III | January 28, 2009 | Shrewsbury High School (A & C) and Leicester High School (B & D) |
| Varsity IV | March 4, 2009 | Wachusett Regional High School (A & B & C & D) |
| Freshman III | March 25, 2009 | Wachusett Regional High School |
| MAML State Meet | April 3, 2009 (?) | TBD |
| NEAML New England Meet | May 1, 2009 (?) | Canton High School |
| Spring Coaches' Meeting | May 6, 2009 | Worcester Academy |
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