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Our Best Today,
Better Tomorrow.

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Dexter Southfield
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Our Best Today,
Better Tomorrow.

Distinctly Dexter Southfield

By the Numbers

Get a glimpse at the people, places, and programs that make Dexter Southfield exceptional.

36 acres

Home to best-in-class facilities in Boston

Two young girls in school uniforms are smiling and standing together in front of a blurred background.

92%

of Upper School faculty hold an advanced degree

100%

Students in Class 9 working with a College Counselor

32%

5-year average of graduates recruited to play at the collegiate level 

40+

concerts, exhibits, productions, and performances each year

60+

Middle School & Upper School Clubs

12

Teaching Fellows training on campus

Our Community

Discover the value of a Dexter Southfield education from members of our community as they share their unique perspectives.

Mark ’26

Upper School Student

Ms. Urencio

Lower School Spanish

There’s an incredible sense of community here. We’re not just shaping minds; we’re nurturing hearts and building a legacy of kindness.  

Nadia ’26

Co-Class President

Eloise ’32

Lower School Student

Eli ’32

Middle School Student

At Dexter Southfield, teachers don’t just tell you to be a leader; they show you how to be one. I have learned to strong conversation skills like greeting people correctly, giving a firm handshake, and having good eye contact.

Hardy ’25

Alumnus

As a student-athlete, I can live out my personal best on the field and in the classroom knowing that my peers, teammates, coaches, and teachers are here to cheer me on.

William ’30

Middle School Student

Mr. Newton

Library Resource Specialist

I often say I have the best office in the School. The Vincent Family Reading & Learning Center is a place where students can find joy in books. We’re fostering a love of reading that lasts a lifetime.

Ryder ’26

Upper School Student

Jordan ’19

Alumnus

The School provided me with unique opportunities–having a rigorous course load, learning to tie a tie, developing public speaking skills, and serving as an Admissions Ambassador–that instilled valuable life lessons. The welcoming community made me feel like I belonged, and I developed confidence and compassion.  

Libby ’26

Upper School Student

John P. Booth, Jr.

Head of Upper School

Our Upper School provides the guideposts for students to develop into compassionate, confident, accomplished young adults. Our rigorous academic program prepares students to discover their best selves.

Claire ’29

Current Student

Owen '26

Admissions Ambassador & Student-Athlete

Dexter Southfield combines rigorous academics, high-level athletics, and a strong sense of community all into one. While I have a long commute, I fully believe the drive is well worth it.

Orianna ’31

Middle School Student

My favorite part about Middle School is meeting new people. Our rotating schedule allows me to work closely with different classmates and learn from multiple teachers. Our teachers are so nice and care about our success in the classroom.

Kiernan ’25

Alumnus

Ms. Scherzer

Middle School Art

I love that we have the resources and flexibility here to truly inspire creativity. Whether it’s using a laser cutter or working with clay, students get to explore, make mistakes, and grow.

Gavin '26

Upper School Student

Our community is dynamic and welcoming. Some students have been here for a long time while others are new to the Upper School. It feels like we can easily adapt to change as a community and provide a warm welcome to new students.

Beckett ’23

Alumnus

I am forever grateful for the faculty and fellow students who pushed me to be the best student and person I could possibly be.

@dextersouthfield

Connect with us on social media to see daily life at Dexter Southfield.

News from the Hill

Learn more about recent events at Dexter Southfield.

Fall in Performing Arts

This fall, the Performing Arts Department staged the productions Alice by Heart and Folktales from Around the World.

Jill Nelson '02

Chief Marketing Officer at Dunkin’ reflects on the significant impact of Dexter Southfield on her life.  

Class 8 Peace Day 

Class 8 students culminated their study of John Knowles' novel, A Separate Peace, with “Peace Day.” 

Exploring the Classics

Classes 7 & 8 Latin students travel to Boston College Classical Studies Department.  

Reunion 2025

Campus came to life as we celebrated Reunion 2025.