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Cheshire School District


At a glance
14thof 156 Connecticut districts▲ 2
Better than 91% of Connecticut districts
29 Main Street
Cheshire, CT 06410
·(203) 250-2400·All Connecticut district rankings →
Statewide performance 2017–2025
2025: better than 91% of districts
7
Schools
4,236
Students
3
5-star schools
Top rankedDodd Middle School13th of 252 Connecticut middle schools
Biggest riser
Chapman School up 17 spots statewide this year
Smallest classes
Cheshire High School 11.5 students per teacher
SchoolDigger ratings
5★
4★
2 schools without a SchoolDigger rating (too few tested students)
Summary:

The Cheshire School District in Connecticut is home to 7 schools, including 5 elementary schools, 1 middle school, and 1 high school. The district is known for its strong academic performance, with several standout schools ranking among the top in the state.

The Highland School and Dodd Middle School are the top performers in the district, consistently ranking among the top 30 elementary and middle schools in Connecticut, respectively. Both schools have exceptional test scores, with over 70% of students proficient or better in English Language Arts and Mathematics. The district's high school, Cheshire High School, also ranks in the top 56 high schools in the state, with a high graduation rate of 88.4% and impressive test scores.

While the Cheshire School District overall is a high-performing district, there is some variation in performance among the elementary schools. Doolittle School and Chapman School have slightly lower test scores compared to the top-performing Highland School and Norton School. Additionally, the district-wide chronic absenteeism rate of 17.7% is higher than the state average, which may be an area of concern for the district to address.

Ranking:
Map legend
E Elementary M Middle H High A Alternative P Private





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SchoolDigger data sources: National Center for Education Statistics, U.S. Department of Education, the U.S. Census Bureau and the Connecticut Department of Education.

IMPORTANT DISCLAIMERS: Not all boundaries are included. We make every effort to ensure that boundaries are up-to-date. But it's important to note that these are approximations and are for general informational purposes only. To verify legal descriptions of boundaries or school locations, contact your local tax assessor's office and/or school district.





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