Chester Upland School District Calendar 2026-2027
Complete holiday schedule and key dates for Chester Upland School District for the 2026-2027 academic year. Official district website
School Year Timeline
Key Dates
| Event | Date(s) | Status |
|---|---|---|
| First Day of School | August 31, 2026 | School Opens |
| Labor Day | September 7, 2026 | No School |
| Yom Kippur | September 21, 2026 | No School |
| Indigenous Peoples' Day | October 12, 2026 | No School |
| Fall Break | November 25-27, 2026 | No School |
| Winter Recess | December 24, 2026 - January 1, 2027 | No School |
| Dr. Martin Luther King Jr. Day | January 18, 2027 | No School |
| Presidents' Day | February 15, 2027 | No School |
| Eid al-Fitr | March 10, 2027 | No School |
| Spring Recess | March 22-29, 2027 | No School |
| Memorial Day | May 31, 2027 | No School |
| Last Day of School | June 10, 2027 | School Ends |
Extended Time Off
Four or more days without school created by weekends or adjacent districtwide no-school dates.
| Window | Date(s) | Length |
|---|---|---|
| Fall Break Window | Nov 21–29, 2026 | 9 days |
| Winter Recess Window | Dec 24, 2026–Jan 3, 2027 | 11 days |
| Student Holiday Window | Feb 4–7, 2027 | 4 days |
| Spring Recess Window | Mar 20–29, 2027 | 10 days |
Other Important Dates
| Event | Date(s) |
|---|---|
| First Marking Period Ends | November 6, 2026 (Fri) |
| Parent Conferences | November 23, 2026 (Mon) |
| Second Marking Period Ends | January 22, 2027 (Fri) |
| Parent Conferences | February 4, 2027 (Thu) |
| Third Marking Period Ends | April 2, 2027 (Fri) |
| Parent Conferences | April 21, 2027 (Wed) |
| Records Day | June 9, 2027 - June 10, 2027 |
| Commencement | June 11, 2027 (Fri) |
Chester Upland SD Calendar 2026-2027 PennsylvaniaSchoolCalendar.com
View the full 2026-2027 school year by month.
Chester Upland School District: Enrollment & Schools
Pennsylvania Department of Education enrollment snapshot for 2025–2026, reported as of October 1, 2025.
Schools by grades served
Counts exclude PDE districtwide summary rows. Grade-band counts may overlap when one school serves more than one band.
Schools in the PDE enrollment report
7 schools| School | Grades reported | Enrollment |
|---|---|---|
| Chester HS | 9–12 | 843 |
| Chester Upland Sch of Arts | Pre-K–5 | 423 |
| Edgmont Scholars Academy | Pre-K–8 | 439 |
| Main Street Sch | Pre-K–5 | 347 |
| STEM at Showalter | 9–12 | 512 |
| Stetser El Sch | Pre-K–5 | 241 |
| Toby Farms Intermediate School | 6–8 | 356 |
Compared With Pennsylvania Districts
Selected highlights from this district calendar and related Pennsylvania calendar pages.
Chester Upland SD uses this Spring Break week, while Chichester SD (March 22, 2027 - March 26, 2027) uses different windows in the related calendar set.
Chester Upland SD lists 7 early-release or half-day items that may affect pickup times even when school is in session.
Chester Upland SD lists 8 teacher, planning, or student-holiday items beyond the headline break periods.
Compare key dates with nearby districts
Choose one or two related districts to line up major planning dates with Chester Upland SD.
Frequently Asked Questions
Pre-K students follow virtual instruction on Act 80 days rather than attending in person.
Related Links
About This Calendar
Data Source: Archived Chester Upland School District 2026-2027 official calendar PDF. How we verify dates
Disclaimer: This website is not affiliated with Chester Upland School District, the Pennsylvania Department of Education, or any official district body. While we strive for accuracy, always verify important dates with the official district website.