Choosing a School

Now and then, the question that occurs to me, as it should to you, is precisely why I think a particular school is one of the best. I have to conclude that the best schools have all of the following characteristics. What's more, they have them in abundance. Now, before you start thinking that I am only talking about older, established schools, that ain't necessarily so. I am aware of a couple of newer schools that fit neatly into the category of best schools simply because they have all of the characteristics explained below. In 2026, many newer boarding schools have also distinguished themselves through innovative teaching, student wellness initiatives, global learning opportunities, and strong community engagement. Families looking beyond rankings may also find Boarding School Rankings Explained in 2026 helpful. So let's look at what I think are the traits of the best schools.

Great leadership

The best schools have strong, dynamic, dedicated leaders. They are led by women and men who envision their goals. They also have the experience to execute their plans to achieve that vision. The head of the best school is a superb fund-raiser. She is a capable administrator. She leads by example. She expects the best from everybody in her school community.

This video from Loomis Chafee illustrates the school's global perspective.

The solid support of the trustees

I know of several schools which could have been great. But

As you work through choosing the right boarding school for your child, you will find it easy to get side-tracked. Nothing wrong with getting side-tracked. Just make sure that you get yourself back on track. There are three to five schools for you to visit. Lots of observations, evaluations, assessments, and questions. Make sure that you have checked all the boxes.

1. Location

The location of the boarding schools on your list is essential simply because travel these days is never easy. Review the logistics involved carefully. Ideally, you don't want to be more than a few hours from the school. That may seem unrealistic, but practically speaking, it is not. For example, there are dozens of schools within an hour of Boston's Logan Airport. From there, you can get to many major metropolitan areas in two hours. Incidentally, those New England boarding schools are old hands at transferring students from campus to the airport. Those are precision operations honed over many years so that just about every travel eventuality is thought of. Naturally, cell phones make communications with you waiting anxiously on the other end much more accessible than when my daughters went to boarding school. So draw a circle 60-120 miles out from any major airport. If boarding schools fall within the circle, you should be all set.

2. Academics

Once you have more or less decided where you are looking for schools, then you can begin to get granular with that very important item on

Finding the right boarding school for your child is one of the most critical and expensive decisions you will ever make. You might try to research thoroughly on your own, only to find that most websites look alike, and very few give information on the profile of typically accepted students. Families who want guidance often turn to “independent educational consultants” or IECs.

IECs are professionals who the family pays to advise them on the boarding school search and admissions process. Many offer full-service comprehensive packages that span over a year, and others have shorter packages or an hourly rate. A typical consultation starts with a focus on the student’s background and interest in boarding school. This includes a review of his transcript, testing, activities, interests, and academic successes and challenges of the past. An IEC talks with the student and parents about goals for the future and what they hope to get out of the boarding school experience. Consultants might give examples of nurturing schools, offer learning support, or provide extra help to students when they need it, whether they ask for it or not! IECs discuss the pros and cons of the more rigorous schools or might help a family decide whether to repeat a year. Families might hear about how the schools are different, why a single-sex school might be beneficial, or why a rural, primarily boarding community will feel different than a suburban school with a mix of day students. IECs

There are almost 40 boarding schools west of the Mississippi River. If you drive west from this great river, the landscape and climate slowly change, and, likewise, a perhaps previously unexplored region of boarding schools will begin to unfold before you. Like the Louis and Clark expedition many years ago, this voyage of discovery will be an astonishingly educational experience.

Start anywhere west of the Mississippi, from Manitoba down to Texas; head west across the Great Plains and even past California and British Columbia all the way to Hawaii. On this voyage, you will find the many boarding schools represented by the Western Boarding Schools Association. These boarding schools can rival anything found in the East, and we often offer more! For example, did you know that Hawaii Prep has 80% of the world’s ecosystems and a LEED Platinum Energy Lab? Or that one can safely predict that many of the ice hockey medalists at the Sochi Olympic Games will have attended high school at Shattuck-St. Mary’s in Minnesota? Or that you can simultaneously watch condors fly overhead while on your way to surfing each day at Cate School in Carpentaria, California? Or can we integrate marine biology and oceanography into our curriculum at my school, Brentwood College School, because we are situated directly on the Pacific Ocean?

Academically, our Western boarding schools stack up with the best

Since the educational reform movements of the 1970s, significant efforts have been made to promote girls’ improvement within the education system. More recent educational research through 2026 has focused on ensuring that teaching strategies support the success of all students while recognizing that boys and girls may learn differently. Extensive research continues to identify characteristics of positive learning environments for boys and methods for introducing those findings into schools across America.

Active Classroom Environment

The environment a teacher establishes in the classroom is a significant contributor to how effectively students learn. Traditional classroom environments, in which all children are expected to sit quietly while following along with the teacher, presume that all children learn similarly. Those with trouble with the format may fall behind despite their learning capacity. Additionally, this isn’t necessarily a structured environment nor an engaging one that will foster a passion for learning.

This video offers some reasons why your son should attend an all-boys school.

To engage all students, teachers should instead employ an active learning environment. This type of setting stimulates self-motivated learning within a flexible yet disciplined atmosphere. By teaching students learning strategies (a written record of assignments, note-taking strategies, time management techniques, and study methods), educators teach students how to learn, or "the process of learning," and students become empowered to pursue knowledge more eagerly and successfully. An active classroom also demands that the students are presented with choices.