Cheshire Academy resides in the quaint New England town of Cheshire, CT, midway between Boston and New York.
 
Though Cheshire Academy provides everything students might need on campus (including our own library, art gallery, and school store), students are welcome to explore the nearby Cheshire downtown in their time off. 

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  • Directions

    From I-84
    Exit 27 (691 East) to Rt. 10 exit. Turn right. Follow Rt. 10 south for 4 miles. Cheshire Academy is just beyond the Maplecroft Shopping Center. Turn left at the next light into the campus entrance.

    From I-95 (to I-91 North)
    Follow I-91 North to exit 10 (Rt. 40 connector). Follow to Rt. 10. Turn right at the end of the connector toward Cheshire. Follow for 8 miles. Turn right into the campus entrance at the second light after the Cheshire Town Green.

    From Rt. 15 (Merritt Parkway)
    Exit 61 (Whitney Avenue/Rt. 10), turn right. Continue on Rt. 10 for 8.5 miles. Turn right into the campus entrance at the second light after the Cheshire Town Green.

    From I-91 (North of Meriden, CT)
    Exit 18 (691 West) to Rt. 10 exit. Turn left, follow Rt. 10 South for 4 miles. Cheshire Academy is just beyond the Maplecroft Shopping Center. Turn left at the next light into the campus entrance.
  • Transportation

    Cheshire Academy is within easy access of JFK International Airport in NYC and Bradley International Airport in Connecticut

    Connecticut Limousine Service runs regularly from JFK, LaGuardia, and Bradley airports to New Haven and Waterbury. 

    Train service runs regularly to New Haven from Grand Central Terminal and Penn Station in New York.

    Within the New Haven area, there is a local bus service with 20 different lines. You can view the lines and bus schedule on the CT Transit website.

Connect

Cheshire Academy
10 Main Street
Cheshire, Connecticut 06410

MAIN PHONE: 203-272-5396
MAIN FAX: 203-250-7209
ADMISSIONS OFFICE: 203-439-7290
ADMISSIONS FAX: 203-439-7601
ATHLETICS OFFICE: 203-439-7242 
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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