| Date | Event |
| Aug 24, 2026 | Upton Start-Up Day |
| Aug 25, 2026 | High School 9th Grade and New Student Orientation |
| Aug 26, 2026 | Y5/Kindergarten Orientation Night |
| Aug 27, 2026 | Elementary Ice Cream Socials |
| Aug 31, 2026 | First Day of School |
| Sep 2, 2026 | Elementary Back-to-School Night for Grades 1-5 |
| Sep 4, 2026 | No School Y5/K-12 - Labor Day Weekend |
| Sep 7, 2026 | No School Y5/K-12 - Labor Day |
| Sep 9, 2026 | Y5/K-12 One-Hour Late Start - Professional Development |
| Sep 14, 2026 | High School Back-to-School Night |
| Sep 15, 2026 | Upton Back-to-School Night |
| Sep 16, 2026 | Y5/K-12 One-Hour Late Start - Professional Development |
| Sep 23, 2026 | Y5/K-12 One-Hour Late Start - Professional Development |
| Sep 30, 2026 | Y5/K-12 One-Hour Late Start - Professional Development |
| Oct 7, 2026 | Y5/K-12 One-Hour Late Start - Professional Development |
| Oct 7, 2026 | Student Count Day |
| Oct 9, 2026 | No School Y5/K-12 - Professional Development |
| Oct 14, 2026 | Y5/K-12 One-Hour Late Start - Professional Development |
| Oct 15, 2026 | Half Day Y5/K-5 Only - Elementary Parent/Teacher Conferences |
| Oct 16, 2026 | Half Day Y5/K-5 Only - Elementary Parent/Teacher Conferences |
| Oct 21, 2026 | Y5/K-12 One-Hour Late Start - Professional Development |
| Oct 28, 2026 | Y5/K-12 One-Hour Late Start - Professional Development |
| Nov 4, 2026 | Y5/K-12 One-Hour Late Start - Professional Development |
| Nov 11, 2026 | Y5/K-12 One-Hour Late Start - Professional Development |
| Nov 12, 2026 | Half Day Y5/K-12 - Parent/Teacher Conferences |
| Nov 13, 2026 | Half Day Y5/K-12 - Parent/Teacher Conferences |
| Nov 18, 2026 | Y5/K-12 One-Hour Late Start - Professional Development |
| Nov 20, 2026 | Half Day Y5/K-5 Only - End of First Trimester |
| Nov 25-27, 2026 | No School Y5/K-12 - Thanksgiving Break |
| Dec 2, 2026 | Y5/K-12 One-Hour Late Start - Professional Development |
| Dec 9, 2026 | Y5/K-12 One-Hour Late Start - Professional Development |
| Dec 16, 2026 | Y5/K-12 One-Hour Late Start - Professional Development |
| Dec 21, 2026 | No School Y5/K-12 - Winter Break Begins |
| Jan 4, 2027 | School Resumes |
| Jan 6, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| Jan 13, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| Jan 18, 2027 | No School Y5/K-12 - Martin Luther King Jr. Day |
| Jan 20-22, 2027 | Half Day Grades 6-12 Only - Semester Exams |
| Jan 22, 2027 | End of First Semester for Middle and High School |
| Jan 27, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| Feb 3, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| Feb 10, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| Feb 10, 2027 | Student Count Day |
| Feb 11, 2027 | Half Day Y5/K-5 Only - Elementary Parent/Teacher Conferences |
| Feb 12, 2027 | Half Day Y5/K-5 Only - Elementary Parent/Teacher Conferences |
| Feb 15, 2027 | No School Y5/K-12 - Presidents' Day |
| Feb 17, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| Feb 24, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| Feb 26, 2027 | Half Day Y5/K-5 Only - End of Second Trimester |
| Mar 3, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| Mar 10, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| Mar 17, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| Mar 19, 2027 | No School Y5/K-12 - Professional Development |
| Mar 24, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| Mar 26, 2027 | No School Y5/K-12 - Spring Break Begins |
| Apr 5, 2027 | School Resumes |
| Apr 7, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| Apr 14, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| Apr 21, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| Apr 26, 2027 | No School Y5/K-12 - Professional Development |
| Apr 28, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| May 5, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| May 12, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| May 19, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| May 26, 2027 | Y5/K-12 One-Hour Late Start - Professional Development |
| May 31, 2027 | No School Y5/K-11 - Memorial Day |
| Jun 2, 2027 | Half Day Y5/K-11 - Middle and High School Exams |
| Jun 3, 2027 | Half Day Y5/K-11 - Middle and High School Exams |
| Jun 4, 2027 | Last Day of School - Half Day Y5/K-11, Middle and High School Exams, End of Third Trimester and Second Semester |