Photos from the Teacher &. Support Employee of the Year Reception are now available on our Flickr page (tinyurl.com/ysvy7m3e), although we picked a few to share here directly! Many thanks to everyone who made it a wonderful event, especially our sponsor Educational Systems Federal Credit Union. Congrats again to our fabulous finalists and 2026-27 award recipients Brittany Busick and Amy Smith!
about 1 hour ago, Caroline Schools
In case you missed it - a great summer opportunity for rising 6th through 9th graders! Details available on the Caroline website also.
about 2 hours ago, Caroline Schools
Public School Volunteer Week recognizes and celebrates the hard work and dedication of individuals who give their time and resources to support public education. We love and appreciate our amazing volunteers! #CarolineFamily
about 4 hours ago, Caroline Schools
Public School Volunteer Week recognizes and celebrates the hard work and dedication of individuals who give their time and resources to support public education.
#CarolineFamily
1 day ago, Caroline Schools
It’s Afterschool Professionals Week! These dedicated professionals go above and beyond every day to provide youth with a safe, fun, and enriching environment after school. We are so grateful for their passion, commitment, and positive impact on our children's lives!
1 day ago, Caroline Schools
Another fun and productive week for the Caroline Family!
2 days ago, Caroline Schools
Caroline Family in the house! The Maryland State Department of Education’s Teacher of Promise Program gives brand‑new teachers the chance to learn from some of the best in the business. And honestly — who better than our own Ms. Bradner, Mr. Buffenmyer, and Ms. Dennis, all past or present Caroline Teachers of the Year?
We’re proud to loan them out for a little statewide inspiration … but we fully expect them back safe, sound, and with the family 💚✨📚👏
4 days ago, Caroline Schools
Hands‑on with the DES Dolphins today — Dr. Simmons learned a lot and had a great time working alongside the students! #CarolineFamily
5 days ago, Caroline Schools
It's a great day to be recruiting new #CarolineFamily! Come visit Ms. Saylor and Ms. Necessary at the Indiana University of Pennsylvania Recruiting Fair. For current openings, please visit: tinyurl.com/36bu3sfc
5 days ago, Caroline Schools
Families, check your inbox tomorrow - Friday, April 17! Report cards will be delivered via email. 💻✨
5 days ago, Caroline Schools
Our 2026-27 Teacher and Support Employee finalists enjoyed their photo session before the festivities began last night 💚 More photos to come ... #CarolineFamily
5 days ago, Caroline Schools
Many thanks to our wonderful partners at Educational Systems Federal Credit Union for sponsoring last night's Teacher & Support Employee of the Year event! More photos coming soon ...
5 days ago, Caroline Schools
Tonight was a big Caroline Family night! Congratulations to our 2026–2027 Teacher of the Year Brittany Busick and Support Employee of the Year Amy Smith! We loved celebrating our past winners, our current honorees, and every finalist who makes this district shine. 💚🙌 More photos coming soon!
6 days ago, Caroline Schools
Today’s Admin & Supervisors meeting came with a special treat—a lively presentation about PreK! We were reminded that learning starts with curiosity and imagination, which means getting hands‑on with educational manipulatives (also known as toys). 😄🧸🧩). Kudos to our PreK teams for making it look so easy!
7 days ago, Caroline Schools
This past weekend, Little League Opening Day had our students and families all over the county swinging for the fences ⚾💥 So naturally, the central office celebrated the only way we know how: hot dogs with all the fixins' 🌭🤣 Nothing like celebrating our kids’ big moments with a little ballpark spirit of our own! #CarolineFamily
8 days ago, Caroline Schools
Sunny playgroups, fascinating field trips, and spring projects made for a terrific week for the Caroline Family!
9 days ago, Caroline Schools
Calendar Reminder: Monday, April 13, half day for students (newly scheduled)
9 days ago, Caroline Schools
A message from Dr. Simmons: Monday, April 13, is now a newly scheduled half day for all students. This change is necessary for two reasons:
Today’s fog delay required us to shift from a planned half day to a full day. (For a school day to count toward the state-required 180 days, students must be in attendance for a minimum number of hours.)
We need a half day as soon as possible to complete end-of-quarter tasks, especially grading. This is not only part of our negotiated agreement with teachers; it is also essential for accurate grade reporting and preparing for the next quarter.
I know that last-minute changes to the school schedule can be challenging for families, and I truly appreciate your patience and understanding. Here’s hoping next school year gives us weather that’s a little less disruptive.
Derek L. Simmons, Ed.D. Superintendent of Schools
11 days ago, Caroline Schools
Friday, April 10 - Due to fog in the area, schools will be operating on a two hour delay. In addition, today will now be a full day of school rather than the originally scheduled half day. Please be safe in your travels.
11 days ago, Caroline Schools
Caroline Family volunteers were all smiles today at Junior Achievement of the Eastern Shore! 💚✨ Our team—Mr. Marketto, Ms. Dorr, Dr. Simmons, Dr. Gray, Ms. Hall, and Ms. Barry—spent the day supporting JA’s powerful, hands‑on learning that inspires future entrepreneurs and responsible global citizens 🌍💡
And don’t panic… Dr. Simmons’ “Governor moment” was temporary 👀😂. He’ll be back in his superintendent seat tomorrow!
