Calendar

A printable version of our 2026-2027 School calendar is available here: 2026-2027 Winston School Calendar.

You can add The Winston School calendar to your account with this link.

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  • October 17, 2026 @ 9:00 am - 1:00 pm
    Saturday School

  • October 19, 2026 @ 6:00 pm - 7:00 pm
    Parent Association Meeting - Cell phone policy focus group

  • October 24, 2026 @ 9:00 am - 1:00 pm
    Saturday School

  • October 26, 2026
    Spirit Week: Pajama Dress Up Day

  • October 27, 2026
    Spirit Week: Anything But a Backpack & Silly Shirt Dress Up Day

  • October 28, 2026
    Spirit Week: Music/Band Shirt Dress Up Day

  • October 29, 2026
    Spirit Week: Matching Dress Up Day (Twins, Triplets, etc)

  • October 30, 2026
    End MP 2

  • October 30, 2026
    Spirit Week: Halloween Dress Up Day

  • October 31, 2026 @ 9:00 am - 1:00 pm
    Saturday School

  • November 5, 2026 @ 6:00 pm - 7:00 pm
    Parent Association Meeting - Transition Night follow up

  • November 6, 2026 @ 10:30 am - 11:30 am
    Away Flag Football Game (Sierra vs. Winston)
    Sierra School of San Diego, 6460 Boulder Lake Ave, San Diego, CA 92119, USA

  • November 7, 2026 @ 9:00 am - 1:00 pm
    Saturday School

  • November 11, 2026
    Veterans Day - No School

  • November 14, 2026 @ 9:00 am - 1:00 pm
    Saturday School

  • November 18, 2026
    Parent/Teacher Conferences

  • November 19, 2026
    Early dismissal - 1 pm

  • November 19, 2026
    Parent/Teacher Conferences

  • November 23, 2026 - November 27, 2026 @ 
    Thanksgiving Break - No School

  • November 30, 2026
    School Resumes

  • December 5, 2026 @ 9:00 am - 1:00 pm
    Saturday School

  • December 12, 2026 @ 9:00 am - 1:00 pm
    Saturday School

  • December 18, 2026
    End MP 3 / Fall Semester

  • December 21, 2026 - January 1, 2027 @ 
    Winter Break - No School

  • January 4, 2027
    PD Day - Staff Returns - No School for Students

  • January 5, 2027
    School Resumes for Students

  • January 12, 2027 @ 6:00 pm - 7:00 pm
    Parent Association Meeting - Portrait of an Educator focus group

  • January 18, 2027
    Martin Luther King Day Observance - No School

  • February 6, 2027
    Honor Ernie Hartt Day! Wear Green/Converse Sneakers

  • February 6, 2027 @ 9:00 am - 1:00 pm
    Saturday School

  • February 11, 2027
    End MP 4

  • February 12, 2027
    President's Day Holiday - No School

  • February 15, 2027
    President's Day - No School

  • February 18, 2027 @ 6:00 pm - 7:00 pm
    Parent Association Meeting - Prom Planning

  • February 20, 2027 @ 9:00 am - 1:00 pm
    Saturday School

  • February 27, 2027 @ 9:00 am - 1:00 pm
    Saturday School

  • March 6, 2027 @ 9:00 am - 1:00 pm
    Saturday School

  • March 13, 2027 @ 9:00 am - 1:00 pm
    Saturday School

  • March 20, 2027 @ 9:00 am - 1:00 pm
    Saturday School

  • March 26, 2027
    End MP 5

  • March 27, 2027 @ 9:00 am - 1:00 pm
    Saturday School

  • March 29, 2027 - April 2, 2027 @ 
    Spring Break - No School

  • April 5, 2027
    School Resumes

  • April 7, 2027
    Parent/Teacher Conferences

  • April 8, 2027 @ 6:00 pm - 7:00 pm
    Parent Association Meeting - AI Policy focus group

  • April 10, 2027 @ 9:00 am - 1:00 pm
    Saturday School

  • April 14, 2027
    Parent/Teacher Conferences