At its meeting of November 19, 2018, the Weston School Committee voted approval of the proposed 2019-2020 school calendar. The calendar follows the same general format as the current year,
- The first day of school for students in Grades 2-12 will be Tuesday, September 3, 2019.
- Days of low attendance on which there will be no school are Rosh Hashanah (Monday, September 30) and Yom Kippur (Wednesday, October 9). Good Friday is Friday, April 10.
- The 2019-20 calendar includes professional development days on Friday, January 17, 2020, the Friday preceding MLK weekend, and Friday, March 13, 2020.