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School Open
Dismissal: 3:30 PM
Next 7 Days
October 2026
Coming Up
School Breaks
Holidays (No School)
The Regional School District 20 school calendar for the 2026-27 school year runs from Thursday, August 27, 2026 to Friday, June 11, 2027 in Litchfield, Connecticut.
- •4 scheduled breaks and 3 holidays throughout the year
- •Spring break: Apr 12 – Apr 16
- •Winter break: Dec 24 – Dec 31
Regional School District 20 starts school 375 days later than most Connecticut districts. Winter break starts 365 days later than the most common Connecticut schedule.
Download the iCal file above to sync all Regional School District 20 dates with your phone or computer.
Frequently Asked Questions
Is Regional School District 20 school open today?
Yes, Regional School District 20 is open today. Check the weekly calendar above for upcoming school days and closures.
When is the next day off for Regional School District 20?
The next day off is Fall Weekend, starting Monday, October 12, 2026.
When is the first day of school for Regional School District 20?
The first day of school for Regional School District 20 in 2026-27 is Thursday, August 27, 2026.
When is the last day of school for Regional School District 20?
The last day of school for Regional School District 20 in 2026-27 is Friday, June 11, 2027.
When is spring break for Regional School District 20?
Spring break for Regional School District 20 is Monday, April 12, 2027 to Friday, April 16, 2027.
When is winter break for Regional School District 20?
Winter break for Regional School District 20 is Thursday, December 24, 2026 to Thursday, December 31, 2026.
When do students go back to school after winter break?
Students in Regional School District 20 return to school after winter break on Friday, January 1, 2027. Winter break ends on Thursday, December 31, 2026.
When is Thanksgiving break for Regional School District 20?
Thanksgiving break for Regional School District 20 is Monday, October 12, 2026 to Monday, October 12, 2026.
How do I add Regional School District 20 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 Litchfield, CT in?
Litchfield, Connecticut is served by Regional School District 20. This page shows the 2026-27 school calendar including first day, last day, breaks, and holidays.
When does school start in Litchfield?
School in Litchfield (Regional School District 20) starts on Thursday, August 27, 2026 for the 2026-27 school year.
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Last updated: July 11, 2026