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
Congratulations, CCPS Student Artists!
A huge shout out to our CHS Art Department, Mrs. Boltz, Ms. Bair, and Mr. Boxley for their hard work in helping to organize the
CTE Events Showcase Career Readiness and Real World Hands-On Learning
March was a dynamic month for Career and Technical Education (CTE) students, packed with hands-on learning experiences. Automotive students explored career opportunities at Bayside Ford
The CHS Players Present Anastasia The Musical
All performance will be held in the CHS Auditoriums. Showings: Tickets are available at the door!
CCPS Art Show This Thursday!
The annual CCPS Art Show will be at CHS this Thursday, April 24th, from 5 PM to 8 PM. Come out to see student work
Virginia Screen Free Week
Virginia Screen-Free Week is an annual initiative encouraging Virginians to disconnect from screens and reconnect with friends, family, and communities. This is in part of
Graduation Ticket Update
The countdown to graduation is ON—and it’s time to grab your tickets for the big day! Each senior can purchase up to 8 graduation tickets for family and friends.
Class of 2025 Essential Information Reminder
To the Class of 2025 and Families, We are approaching the home stretch before graduation, and this is a reminder of essential information for seniors.
Class of 2025 Upcoming Events
Senior Walk Senior Awards Senior Sunset Baccalaureate Graduation Practice Senior Picnic
Senior Exam Schedule
We are approaching the home stretch before graduation. I am sending this email as a reminder of essential information for seniors. Senior Exam Schedule – CHS
CHS College Night Scholarship Winner Announced!
Congratulations to the winner of the College Night $1000 scholarship raffle, Taylor Steidl! Thank you to everyone who attended and entered!
Graduation Ticket & Event Parking Information
Ticket Information Event Parking Information
Mandatory Graduation Practice for the Class of 2025
Mandatory Practice Monday, May 19th at Caroline High School, 7:30 AM-11 AM At the end of practice, each senior participating in the ceremony will receive four (4)
CHS College Night-Rescheduled
CHS College Night has been rescheduled to April 9th, 2025 from 6pm-8pm. Sign up here! We will have a college fair, college panel, and more! Every attendee
ASVAB Update
All seniors originally scheduled to take the ASVAB on March 11th will now take the ASVAB on May 5th.