About Boarding Schools

A Conversation About Boarding Schools

Here is a compilation of the various concerns and questions I have fielded from readers. Don't hesitate to DM me on Facebook or Instagram with your questions. I will do my best to answer them.

Parent: Tell me about the advantages of sending my daughter to a boarding school.

School: Your child will build a network of friends that she will have for life.

• The demands of rigorous academic studies combined with compulsory athletics and required extracurricular activities will stretch her ways you never thought possible.
• She will build confidence in her abilities as she accomplishes things she probably didn't realize she could achieve.
• You will know that your child is receiving a comprehensive and balanced education that consists of academics, sports, and extracurricular activities.

Parent; How do I know which school is the best one?

School: You determine that by comparing schools.

• So, make lists of schools. Review their websites.
• Watch their videos. Check out their social media pages pages.
• Did you find any that offer the academic subjects, sports, and extracurricular activities you feel are essential for your child?
• Put those schools on another shorter list.
• Visit those three or four schools. The visit and interview will reveal much about each school.
• Apply to the schools that are the best fit for you.

Parent: I want my daughter to have great teachers.

A To Z Of Boarding Schools

The world of boarding schools can be daunting for parents and students alike. With so many options available, it's essential to have a comprehensive guide to navigate the complexities of boarding school life. In this article, we'll take you through an A-to-Z guide of boarding schools, covering everything from academics to extracurricular activities.

A - Applying to boarding school

Applying to most boarding schools has become easier in the last 10-15 years. That's because you can apply online at most schools. When schools don't have online applications, they usually have all the application forms and information you need online for you to download.

B - Be aware that diversity is part of boarding schools' DNA in the 21st century.

Yes, back in the 1950s and 1960s, you might have been able to say that boarding schools were elitist. At least, that was the general public's perception. Of course, the media reinforced this perception. However, in the 21st century, boarding schools have made diversity and tolerance the center of their mission and philosophy, as most schools seek to prepare their students for life and work in a global community.

C - Competitive schools

Many parents have grand ideas about which boarding schools they want their children to attend. As a result, they focus on the top 10 schools, which receive ten times as many applicants for whom they have places. Having one

Something which intrigues most of us parents when we think about boarding school is the idea that the school provides everything in one very well-crafted package. The academics, the sports, the extracurriculars, and the supervision are all part of the deal. For parents whose careers involve a lot of traveling knowing that their child is fully occupied and properly supervised is reassuring. As you begin to dig deeper into boarding schools and what's involved, you begin to encounter concepts as well as tangible things which in many ways are unique to residential schools. These are what make a boarding school experience so special.

Codes of Conduct

Codes of Conduct in boarding schools have teeth. They mean what they say. They can and will be enforced. Yes, public schools have codes of conduct too; however, the enforcement process can be cumbersome and time-consuming because public school students have constitutional rights. Private school students have rights too. Those rights are spelled out in detail in the contract which you and the school signed. I mention this because you cannot assume anything with respect to the rights your child enjoys in a boarding school. Read the contract carefully. Have your attorney review it. Ask questions. Understand the terms of the contract as it applies to the code of conduct. Finally, explain the consequences of infractions of the school's code of conduct to your child. That said, codes of conduct are one of the reasons why your child will be

This article has been updated to reflect 2026 data and recent developments.

If you have begun to think about sending your son or daughter to boarding school, the transition requires thoughtful planning. Moving from a public or day school environment to a residential school is a significant life change, not just for parents but especially for your child.

You are not simply changing schools. You are changing daily routines, social circles, and levels of independence. In 2026, as more families consider boarding school for its academic rigor and structured environment, preparing your child emotionally and practically is more important than ever.

The following strategies will help make that transition smoother and more successful.

Involve Your Child Early in the Boarding School Process

One of the most effective ways to prepare your child is to involve them from the beginning. Present boarding school as a collaborative decision, not a predetermined outcome.

Students are far more likely to embrace the transition when they feel a sense of ownership. Encourage them to:

• Research schools that match their interests
• Attend virtual or in-person open houses
• Participate in campus tours and student panels
• Ask questions during admissions interviews

In recent years, many boarding schools have expanded virtual engagement options, allowing families to explore campuses remotely before visiting in person. This trend, which accelerated after 2020, remains a standard part of the admissions process in 2026.

Working with an experienced educational consultant can also help families identify appropriate schools and streamline the search. The goal is to

Editor's note: I asked Whitney Retzer, the Senior Associate Director of Admissions at St. Timothy's School, Stevenson, Maryland, to answer some questions which I know most parents have about boarding school. Here are her answers. ~Rob Kennedy

RK: 1. Can't my child get just as good an education in my local public school? Why should I go to all the expense and trouble of sending her to a boarding school?

WR: There are benefits to a private boarding school that cannot be matched. Students are given more support, encouragement, and differentiated instruction that is only possible in small classes and with greater access to teachers. St. Timothy’s school has a teacher-to-student ratio of 8:1 which means students can be in classrooms as small as six students and as large as twelve per teacher.

Also, the majority of St. Timothy’s faculty hold advanced degrees, and many live on campus and are therefore accessible and available to students outside the classroom. In this environment, students truly get the time and attention to flourish as 21st-century learners that are critical-thinking, curious, and caring global ambassadors.

RK: 2. What advantages can a boarding school offer parents looking to send their son or daughter to a private school?

WR: Boarding schools offer students once-in-a-lifetime opportunities to study and collaborate with friends from all over the nation and world. St. Timothy’s has students from 20 different countries and 15 different states who are all living and studying together. Students change roommates twice a year