Dress Guidelines

Attire and Personal Appearance

Wooster School maintains and supports rules for attire and personal appearance because such guidelines play a significant role in the education of children. Following guidelines for appearance frees Wooster students to distinguish themselves by their actions and not their clothes. It is also the School’s hope that these rules will, by limiting their range of choices, ease some of the media, social, and cultural pressures that young people feel with regard to personal appearance. While offering structure, these rules allow individuality and so support the mission of the School.

Wooster believes that student dress should be neat, clean, and appropriate to the activities of students involved in an interactive-learning environment. Clothes should be free of holes, rips, or frays. Clothing should be non-threatening and should avoid the display of offensive language or references to drugs, alcohol, or violence.

Below is our Dress Guidelines for Grades 6 and above. Please refer to the Community Handbook for the annual update of our dress guidelines.



  • All boys’ shirts must have collars.
  • Button-down shirts must be tucked in. (Polo/Golf-style without tails do not need to be tucked in.)
  • Shirts may not come past the end of the pant zipper.
  • T-shirts, waffle shirts, and thermal tops are not permitted at any time.
  • Straps must be wider than one inch. Spaghetti straps are not permitted.
  • Strapless and halter tops are not permitted.
  • Official Wooster team jerseys are permitted on game days.
  • Denim/Fatigues/Camouflage is not permitted.


  • Stomach, chest, and back may not show through clothing at any time.
  • Midriff, cleavage, and lower back must be covered whether sitting, standing, bending over, leaning, or stretching. Undergarments may not be visible at any time.


  • Logos must be smaller than the size of a fist. Only one logo is permitted.
  • Shirts should be free of writing.


  • Pants/shorts should have buttons and/or zippers. Drawstring and elasticized pants are not permitted.
  • Sweatpants and athletic pants/shorts are not permitted.
  • Pants/shorts may not be baggy to the point that they are no longer neat and presentable; pants should rest high on hips.<
  • Leggings are not permitted.
  • Denim/Fatigues/Camouflage is not permitted.


  • Shorts must come no higher than two inches above the top of the knee.
  • Boxer shorts/underwear should not be visible.

Wooster School: where learning is personal, meaningful, and visible.

Can you see learning happen? We think so. Visit us and see for yourself. Call 203-830-3916 or email admissions@woosterschool.org

email page print page small type large type
powered by finalsite