| Dates | Event | School(s) |
|---|---|---|
| 9/1/2008 | Labor Day | All Schools |
| 10/13/2008 | Columbus day | All Schools |
| 10/31/2008 | Ranks Close 1st Quarter | All Schools |
| 11/11/2008 | Veterans Day | All Schools |
| 11/24/2008 | Student Led Conferences | All Schools |
| 11/25/2008 | Teacher Workshop day | All Schools |
| 11/26/2008 - 11/28/2008 | Thanksgiving Break | All Schools |
| 12/10/2008 | Early Release Day | All Schools |
| 12/22/2008 - 1/2/2009 | Christmas Break | All Schools |
| 1/1/2009 | New Years Day | All Schools |
| 1/14/2009 | Early release day | All Schools |
| 1/19/2009 | Martin Luther King Day | All Schools |
| 1/23/2009 | Ranks Close 2nd Qtr | All Schools |
| 2/16/2009 - 2/20/2009 | Mid Winter Vacation | All Schools |
| 2/16/2009 | President's Day | All Schools |
| 3/19/2009 - 3/20/2009 | Teacher Workshop | All Schools |
| 4/3/2009 | Ranks Close 3rd Qtr. | All Schools |
| 4/8/2009 | Early Release Day | All Schools |
| 4/20/2009 | Patriot's Day | All Schools |
| 4/20/2009 - 4/24/2009 | Spring Break | All Schools |
| 5/13/2009 | Early Release Day | All Schools |
| 5/25/2009 | Memorial Day | All Schools |
| 5/31/2009 | Baccalaureate | Katahdin Middle/High School |
| 6/6/2009 | Senior Graduation | Katahdin Middle/High School |
| 6/17/2009 | Last Day of School | All Schools |