Summer - Family & Community
Our Mission & Vision
Mission: In partnership with families and community, we prepare all students to achieve college, career, and life readiness through a challenging and progressive educational experience.
Vision: We envision that every student will be prepared, empowered and inspired to thrive in an ever-changing and diverse world.
Welcome Summer!
After celebrating two successful graduations and navigating the usual end‑of‑year rush of activities and celebrations, we finally reached summer vacation! The slower days ahead now offer a welcome chance to rest and reset.
As you'll see under Class of 2026 News, this year's graduates were awarded close to $5 million in scholarships. Of the 420 graduates, 260 enrolled in higher education, 154 are entering the workforce, and 6 are joining the military. We could not be more proud of their accomplishments, and we extend our gratitude to our entire staff — Judy Centers through 12th grade, certificated and support — for the role each person played in helping these students reach the finish line. These graduates are most especially a reflection of their families and the community that shaped them, and we can all take pride in that.
Please take advantage of summer services such as Summer Meals and the School-Based Wellness Center hours. Stay connected through the Caroline App, our school and district websites, Facebook pages, and email so you don’t miss a beat. Before long, we’ll be sharing updates and gearing up for another great school year.
Happy Summer!
Dr. Derek L. Simmons, Superintendent
Calendar
June 22 through July 31: district and elementary schools will be open from 8:00 a.m. to 4:30 p.m.; secondary schools will be open from 7:30 a.m. to 4:00 p.m., and all schools and offices will be closed on Fridays.
Monday, June 29 - Summer Meals delivery begins (see news post below)
Thursday, July 2 - Schools & offices closed for Independence Day
Wednesday, August 19 - First day back for teachers
Wednesday, August 26 - First day for K-12 students
Tuesday, September 1 - PreK Orientation
Wednesday, September 2 - First day for PreK students
On the Caroline app and Facebook pages, please follow schools and Judy Centers for summer and back to school activities.
Summer News
Class of 2026 News
Smile! Check Out Our Photo Albums
Our photos are available on Flickr! We have a few albums left to add to close out the 2025-26 school year, so browse through Flickr now and then come back later for more.
Enrolllment is Open
It's never too soon to start the enrollment process - the sooner the better! Please visit the Enrollment & Attendance page on our website for all the details.
Join the Caroline Family
We're hiring! Finding the best employees to join the Caroline family and serve students is a year-round endeavor but the search is in full swing for the 2026-27 school year. Visit our Human Resources page at: tinyurl.com/3j4v6yrw
Interested applicants may apply online at carolineschools.org, email HR@ccpsstaff.org, or call 410.479.2894.
More News from the End of the Year
Email: superintendent@ccpsstaff.org
Website: carolineschools.org
Location: Caroline County, Maryland
District Office: 410.479.1460
Mobile App: Caroline Schools, MD
Facebook: facebook.com/carolineschools.org
Instagram: carolineschoolsmd





















