Caroline High School

Administration:
- Dr. Thomas Connolly, Principal
- Dr. Clarence Collins, Assistant Principal
- Robert Dudley, Assistant Principal
- Melissa Frye, Assistant Principal
- Dr. Jaime Harnden, Assistant Principal
- 19155 Rogers Clark Blvd Milford VA 22514

Hours of Operation:
7:00 AM – 3:30 PM
Class Hours:
7:30 AM – 2:35 PM
Registration by appointment
8:00 AM – 2:00 PM
Telephone:
Tel: (804) 633-9886
To the Cavalier Nation,
My name is Tom Connolly, and I am thrilled to begin serving as the principal of Caroline High School. My goal is to support our dedicated teachers and staff in educating every student to become 3E Ready: prepared for Enrollment in a two-year or four-year college or vocational program, Enlistment in the military, or Employment in a career path. The CHS Leadership team, counselors, and teachers will work diligently to ensure our students have access to a world-class education and take pride in being Caroline Cavaliers.
As a father of two middle schoolers and one elementary schooler, I understand the importance of parents feeling supported. The faculty and staff at Caroline High School are committed to partnering with you to support the success of your child. I believe that high-quality student learning is essential to preparing students for life after graduation, and this quality is enhanced through building and maintaining an open, honest, and productive partnership with parents.
As we prepare for this school year, I encourage every CAV to demonstrate respect, responsibility, and honesty in all their actions—whether in the classroom or participating in extracurricular events or competitions, CAVS will CHOOSE GREATNESS In everything they do. Through engaging academic experiences and a competitive atmosphere in extracurriculars, I want each CAV to develop Confidence in their abilities, be Accountable for their learning and success, and build a Vision for what they want to achieve before and after graduation.
Please do not hesitate to email me at tconnolly@ccps.us or call me at (804) 633-9886 if you have any questions or concerns. I appreciate your time and thank you for helping CHS reach our goal of all Cavaliers Learning Today and Leading Tomorrow!
Sincerely,
Tom Connolly
Principal
Cavalier News & Events
CHS Odyssey of the Mind Takes Home 1st Place!
The Odyssey of the Mind team from CHS competed in the regional tournament in Newport News Saturday. They showed great creativity, problem solving and teamwork.
CHS Important Upcoming Dates
3/10/2025 – A Day 3/31-4/4/2025 – Spring Break 5/2/2025 – Senior Decision Day at 6:00 in the CHS Blanton Gym 5/6-5/9/2025 – Senior Exams 5/9/2025
AP Exam Review Opportunities
At CHS we are committed to supporting our students in achieving success on their upcoming AP exams. To help us plan effective AP Exam Review
3/11 ASVAB Cancelled
All ASVAB testing sessions scheduled between March 7 and March 21, 2025, have been canceled under Presidential Executive Order 14222. The ASVAB test on 3/11/25
CHS Dress Code Reminders
We expect students to maintain an appearance that is not distracting to teachers or students or in any way disrupts the instructional program of the
Nya Howard Named CHS Student of the Month
Nya Howard, daughter of Stacey and Katrice Howard, was selected as Student of the Month for February at Caroline High School. She is a member of the varsity basketball team, the varsity softball team,
CHS Student Fees for 2024-25
If you have not already taken care of your 2024-2025 school fees, please contact our bookkeeper, Mrs. Beasley, at lbeasley@ccps.us or by calling (804) 633-9886. Student fees
Saturday School Opportunities
Saturday School provides an opportunity for students who are in danger of being chronically absent for the year an opportunity to recover seat time by
CHS College Night & Upcoming College Visits
CHS will be hosting College Night on March 5th from 6pm-8pm in the gym/auditorium. During, we will be hosting a college panel with recent college graduates to
CHS Athletics Information
CHS Post Season EventCHS Boys Basketball will HOST Dinwiddie on Monday, February 24. Its a WHITE OUT! Spring Sports tryouts begin this week Baseball –
Class on 2025 Graduation Update
Tickets Purchasing tickets will be available from Mrs. Douglas in D01 on the following schedule: [This still counts within the eight additional tickets each senior
Updates to Student Schedules
Starting March 10, students will see a new Academic Study Hall class on their schedules during Block 5. This study hall will replace CAV Block
The 2025 Cinderella & Prince Charming’s Experience
It’s not too early to start thinking about PROM! I AM ROYALTY presents the 2025 Cinderella and Prince Charming Experience! This event will occur at the Fredericksburg
Congratulations CHS Debate Team!
Congratualtions to the CAV Debate team for their performance this past weekend. The following students competed in the 4B Regional Speech Competition on Saturday, February 15th:
CHS Celebrates Black History Month with the Port Royal Podcast Series
The CHS Mass Media classes are celebrating Black History Month by honoring our fellow Carolinians on the Cavalier Connections Podcast – The Port Royal Series. Episode 1 of
RVA Teen Summit
March 22, 2025Register HERE. Richmond Convention Center403 N 3rd St.Richmond, VA 23219 Teen Summit RVA is a high school leadership summit designed by teens especially