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Summer Break
School starts Aug 24
Next 7 Days
August 2026
Coming Up
School Breaks
The Winston-Dillard School District 116 school calendar for the 2026-27 school year runs from Monday, August 24, 2026 to Wednesday, June 9, 2027 in Lookingglass, Oregon.
- •1 scheduled break and 0 holidays throughout the year
- •Winter break: Dec 21 – Jan 1
Winston-Dillard School District 116 starts school 371 days later than most Oregon districts. Winter break starts 364 days later than the most common Oregon schedule.
Download the iCal file above to sync all Winston-Dillard School District 116 dates with your phone or computer.
Frequently Asked Questions
Is Winston-Dillard School District 116 school open today?
No, Winston-Dillard School District 116 is currently on summer break. School starts Monday, August 24, 2026.
When is the next day off for Winston-Dillard School District 116?
The next day off is Winter/Spring Break, starting Monday, December 21, 2026.
When is the first day of school for Winston-Dillard School District 116?
The first day of school for Winston-Dillard School District 116 in 2026-27 is Monday, August 24, 2026.
When is the last day of school for Winston-Dillard School District 116?
The last day of school for Winston-Dillard School District 116 in 2026-27 is Wednesday, June 9, 2027.
When is spring break for Winston-Dillard School District 116?
Spring break dates for Winston-Dillard School District 116 are not yet available.
When is winter break for Winston-Dillard School District 116?
Winter break for Winston-Dillard School District 116 is Monday, December 21, 2026 to Friday, January 1, 2027.
When do students go back to school after winter break?
Students in Winston-Dillard School District 116 return to school after winter break on Monday, January 4, 2027. Winter break ends on Friday, January 1, 2027.
When is Thanksgiving break for Winston-Dillard School District 116?
Thanksgiving break dates for Winston-Dillard School District 116 are not yet available.
How do I add Winston-Dillard School District 116 calendar to my phone?
Click the "Add to Calendar" button at the top of this page to download the iCal (.ics) file. Then:
iPhone/iPad: Tap the downloaded file, then tap "Add All" to add events to your Calendar app.
Android: Open the file with Google Calendar, review the events, and tap "Import".
Google Calendar (web): Go to Settings → Import & Export → Select the .ics file → Import.
Outlook: Double-click the file or drag it into your Outlook calendar.
Apple Calendar (Mac): Double-click the file or go to File → Import → select the .ics file.
What school district is Lookingglass, OR in?
Lookingglass, Oregon is served by Winston-Dillard School District 116. This page shows the 2026-27 school calendar including first day, last day, breaks, and holidays.
When does school start in Lookingglass?
School in Lookingglass (Winston-Dillard School District 116) starts on Monday, August 24, 2026 for the 2026-27 school year.
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Other Oregon Districts
Last updated: July 14, 2026
Source: Winston-Dillard School District 116 Official Calendar