| Event/Meet | Date | Location |
| Fall Coaches' Meeting | September 14, 2005 | St. John's High School |
| Varsity I | October 12, 2005 | Hudson High School (A & C) and Assabet Valley Regional Technical High School (B & D) |
| Freshman I | November 2, 2005 | Hopedale Junior-Senior High School |
| Varsity II | December 7, 2005 | Shrewsbury High School (A & C) and Douglas High School (B & D) |
| Freshman II | January 11, 2006 | Auburn High School |
| Varsity III | February 1, 2006 | Doherty Memorial High School (A & C) and Leicester High School (B & D) |
| Freshman III | March 1, 2006 | Blackstone Valley Regional Vocational Technical High School |
| Varsity IV | March 29, 2006 | Bartlett High School (A & C) and Tantasqua Regional High School (B & D) |
| Massachusetts State Championship Math Meet | March 31, 2006 | Canton High School |
| New England Championship Math Meet | April 28, 2006 | Canton High School (yes, both championship meets are at Canton) |
| Spring Coaches' Meeting | May 3, 2006 | Worcester Academy |