Dress Code and Formal Dress

Underlying the requirements for student dress and appearance is the expectation that students take pride in themselves and their school. Cheshire Academy expects that as members of a diverse community, students understand these guidelines and dress accordingly.

Academic Dress is in effect from 8:00 am until 3:20 pm on Monday, Tuesday, Thursday. Formal Dress will be worn each Friday from 8:00 am to 3:20 pm. Students must be in proper dress during the academic day even if the students commitments have been completed for the day. Students who chronically violate dress code guidelines are subject to disciplinary action.

List of 7 items.

  • General Guidelines

    General Guidelines
    • Academic Dress is in effect from 8:00 A.M. until 3:30 PM on Monday, Tuesday, and Thursday.
    • Cheshire Academy Spirit Dress is in effect from 8:45 A.M. until 12:45 PM on Wednesday; if a student is not in Spirit Dress, they must wear Academic Dress on this day. 
    • Formal Dress will be worn each Friday from 8:00 A.M. until 3:30 PM. 
    Overall:
    • Dress must be modest, fit properly and be in good condition. Extremely tight, short, revealing, or ripped clothing is not acceptable. Midriff, undergarments, and cleavage may not be visible at any time.
    • Hair must be of natural color and maintained appropriately. 
    • Facial hair must be neatly groomed at all times. 
    • Hats (including Baseball Hats/Visors) are not allowed at any point during the Academic Day. Winter hats are allowed to be worn outside only during colder weather. 
    • Shoes must be worn at all times within academic buildings and when moving between buildings/fields.
    • In inclement weather (rain/snow/sleet), weather-appropriate shoes (rain boots & winter boots) are allowed to ensure safety and health. 
    As a rule, students must be in proper dress during classes and lunch. Students who chronically violate dress code guidelines are subject to disciplinary action.

    Students found out of dress code should expect the following consequences:
    • 1st Offense: Warning with an Official Note
    • 2nd Offense: Saturday Detention
  • Academic Dress: Monday, Tuesday, and Thursday

    ACADEMIC DRESS
    Monday, Tuesday, & Thursday 8:00 A.M. - 3:30 P.M.
    Acceptable Dress Includes:
     
    ●  Button-front collared dress shirt (must be tucked in at all times)
     
    ●  Blouse with an appropriate, modest neckline (all straps must be more
    than 2 inches wide)
     
    ●  Dress pants, corduroys, or khaki pants or capris
     
    ○  Belts must be worn with all pants with loops
     
    ●  Dress skirts or kilts (no more than 4 inches above the knee)
     
    ●  Dress(shoulder straps must be more than 2 inches wide and the hem
    should be no more than 4 inches above knee)
     
    ●  Bermuda shorts (no more than 4 inches above the knee)
     
    ●  Leggings are acceptable if worn beneath a skirt or dress only
     
    ●  Sweaters or ¼ zip sweaters are acceptable to be worn if over a collared
    shirt, blouse or dress
     
    ●  Dress shoes, boat shoes, boot shoes, or dress sandals
     
    PLEASE NOTE:
     
    Sneakers (including Toms, Vans, or Converse), Ugg boots, Timberland boots, flip flops (including Birkenstocks), Polo shirts, Flannel shirts, denim jackets, T-shirts, Jeans (including colored jeans), Bohemian pants, denim skirts, and athletic clothing (including sweatpants, sweatshirts, jerseys, yoga pants, and athletic shorts) are not allowed during the Academic Day Monday, Tuesday, or Thursday.
  • Spirit Day: Wednesday

    CHESHIREACADEMY(CA) SPIRIT DRESS
    Wednesday, 8:45 A.M. - 12:45 P.M.
    Acceptable Dress Includes:
     
    ●  T-shirt, long-sleeve shirt, sweatshirt, sweater, or jacket with the
    Cheshire Academy logo/Branding (the logo must be visible at all times)
     
    ●  Blue jeans and colored jeans (no rips)
     
    ●  Bermuda shorts and skirts (no more than 4 inches above the knee)
     
    ●  Sneakers, dress shoes, boat shoes, boot shoes, or dress sandals
     
    PLEASE NOTE:
     
    Flip flops (including Birkenstocks), Polo shirts, Flannel shirts, denim jackets, non-CA branded tops (t-shirts, long-sleeve shirts, sweatshirts, jackets), Bohemian Pants, sweatpants, yoga pants, athletic jerseys, and athletic shorts are not allowed during the Academic Day Wednesday.
  • Formal Dress: Fridays and Special Occasions

    FORMAL DRESS
    Friday, 8:00 A.M. - 3:30 P.M.
    Acceptable Dress Includes:
     
    ●  Blue blazer with the school crest on the pocket or lapel pin
     
    ●  White collared dress shirt or white collared blouse(appropriate necklines;
    all straps must be more than 2 inches wide;shirts are tucked in if
    pants/skirts have belt loops/belt)
     
    ●  Gray dress slacks (a belt must be worn with pants that have belt loops)
     
    ●  Solid grey skirt (no more than 4 inches above the knee)
     
    ●  Solid grey dress(worn in place of the white blouse; the hem is to be
    no more than 4 inches above the knee and all straps must be more than
    2 inches wide. A blazer is still required.)
     
    ●  School long tie or bow tie (required for boys, optional for girls)
     
    ●  Dress shoes, boat shoes, or dress sandals
     
    PLEASE NOTE:
     
    Sneakers (including Toms, Vans, or Converse,
    Boots of any kind, Grey Jeans, 
    Sweaters,
    non-Cheshire Academy ties/scarves, or pants/skirts/dresses/tops of any other
    color/style than stated above are not
    allowed during the Academic Day Friday.

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    Emma Gawronski ’14 and Nicolina (Nicki) Lamberti ’14 in girls formal dressThomas (Tommy) Cavaliere ’15 in boys formal dress
  • Casual Dress

    CASUAL DRESS
    Occasionally, the Academy declares a day of “Casual Dress” for students.
    On these days, Acceptable Dress Includes:
     
    ●  Any clothing and foot wear that is acceptable for Academic Dress and
    CA Spirit Dress
     
    ●  Polo shirts, Flannel shirts, and T-shirts
     
    ●  Tank-tops (straps must be more than 2 inches wide)
     
    ●  Athletic clothing (including yoga pants, sweatpants, sweatshirts,
    athletic jerseys, and athletic shorts no more than 4 inches above the knee)
     
    ●  Flip flops
  • Informal Dress

    INFORMAL DRESS
    Informal Dress may only be worn after the Academic Day, on weekends,
    for evening and weekend meals, and for off campus activities
    Acceptable Dress must be modest,fit properly and be in good condition
    Extremely tight, short, revealing, or ripped clothing is not acceptable.
    Midriff, undergarments, and cleavage may not be visible at anytime.
    Baseball hats/visors are allowed with informal dress.
     
    PLEASE NOTE:
     
    Tube Tops, Halter Tops, Undershirts (including Camisoles), or No Shirts are not allowed with Informal Dress. 
  • Dress Code Purchasing Information

    1. The Cheshire Academy School Store
    2. Flynn & O’Hara, flynnohara.com, Customer Service: 800-441-4122
    3. Land’s End, landsend.com/school, Preferred School Number:  900138876, Customer Service:  800-469-2222  http://flynnohara.com/pdf/ct001.pdf Order here. Instructions here.
    4. Paul’s Fine Clothing. Click  here to download the order form.
     

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10 Main Street
Cheshire, Connecticut 06410

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MAIN FAX: 203-250-7209
ADMISSIONS OFFICE: 203-439-7290
ADMISSIONS FAX: 203-439-7601
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DEVELOPMENT OFFICE: 203-439-7307
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About Cheshire Academy

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  • The student-centered private school in CT

    Cheshire Academy is a boarding school in Connecticut that challenges students in grades 9-12 and Post Grad to discover and hone their unique talents. This college preparatory school offers personalized learning opportunities like the Roxbury Academic Support Program and the IB Program. Artists can benefit from the Art Major program, while high school athletes can benefit from competitive athletics. Overall, students at the private school are encouraged to become culturally sensitive and internationally minded, and develop the critical thinking skills, confidence, and character that enable them to succeed in college and as citizens of a global society. 
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