Cheshire School District

Every figure on PlainSchools is rendered directly from the source NCES, CRDC and F-33 federal records, no number is typed in by an editor. District totals are aggregated directly from the schools reporting under this district in the source records. See our editorial standards & corrections policy, the methodology behind these numbers, or report a data error. Data current as of June 2026.

Cheshire, Connecticut - 7 schools

An equity score of 28/100 ranks Cheshire School District #157 of 174 districts in Connecticut (state average 50). Derived live from how evenly resources are distributed across the district's schools.

At $22,316 per pupil, Cheshire School District ranks #119 of 191 Connecticut districts by per-pupil spending (Connecticut districts). NCES F-33 finance data.

4,208
Total Enrollment
7
Schools
$22,316
Per-Pupil Spending
Elementary, High
School Types

District-Level NCES Analysis

Cheshire School District operates 7 public schools serving 4,208 students, placing it among the smallest districts in Connecticut. The school portfolio breaks down into 4 elementary, 1 high, 1 middle, 1 combined schools, a small enough portfolio that most families will interact with nearly every campus in the district at some point. These enrollment and school figures come from the NCES Common Core of Data (CCD) 2024-25 release, and the district is based in Naugatuck Valley Planning Region.

Per-pupil expenditure runs $22,316 according to the NCES F-33 School District Finance Survey, in the lower half of 191 Connecticut districts by per-pupil spending. See how Connecticut compares in our national per-pupil spending analysis. The funding mix is 72.5% local, 23.7% state, and 3.8% federal, a local-revenue-heavy mix that leaves the district more exposed to property-tax swings and local ballot measures than state-funded peers. The district's equity score is 28/100, ranked #157 of 174 in Connecticut against a state average of 50, notably less even than the typical district in the state for how evenly funding reaches its schools.

Academic infrastructure includes 1 of 7 schools offering Advanced Placement (35 AP courses district-wide), a 373.4:1 student-counselor ratio, well above the ASCA benchmark though still under the roughly 408:1 national average, and 8.5% chronic absenteeism from the 2021-22 Civil Rights Data Collection. Demographically, the student body averages 71.6% White, 10.4% Hispanic or Latino, 10.0% Asian across the district's schools. Its most demographically mixed campus is Darcey School, with a diversity index of 51.8/100.

Its largest campus is Cheshire High School, enrolling 1,208 students (29% of the district's total enrollment). Its smallest is Darcey School, at 159 students, a 8x enrollment spread across the district's campuses.

Cheshire High School accounts for 28.5% of all Cheshire School District student enrollment

That dominant concentration means Cheshire School District-wide averages can mask substantial variation outside the dominant entity. Grade band: high. A single dominant campus often anchors a district's program offerings and staffing patterns; the share helps explain why district-wide averages may not reflect the typical neighbourhood-school experience. When one entity dominates a region's footprint, its programmatic and budget decisions effectively set policy for a majority of the affected population.

Source: NCES Common Core of Data NCES Common Core of Data

Cheshire School District school enrollment varies 7.6× across entities

Cheshire School District school enrollment ranges from 159 students (lowest) to 1,208 students (highest), a spread of 1,049 students. That relatively narrow ratio reflects an unusually homogeneous campus portfolio, most districts have a wider mix of school sizes. Per-school staffing ratios, programme availability, and capital-renovation cycles often diverge inside the same district based on enrollment shape.

Source: NCES Common Core of Data NCES Common Core of Data

Cheshire School District student-counselor ratio is 373:1 — high (typically associated with staffing constraints that limit per-student counselor time; CRDC data shows higher ratios cluster in larger urban systems)

student-counselor ratio is the simplest comparative metric but it does not capture the full picture: the ratio counts FTE counselors against total enrollment, districts that contract intervention or social-emotional staff outside the counselor classification may be under-counted Higher values may reflect larger urban scale or recent resource constraints that have widened the gap.

Source: NCES Civil Rights Data Collection NCES Civil Rights Data Collection

Cheshire School District chronic absenteeism rate is 8.5% — well below typical (typically associated with unusually small scale or exceptionally high per-unit investment)

chronic absenteeism rate is the simplest comparative metric but it does not capture the full picture: a student is chronically absent if they miss ≥10% of enrolled days for any reason, illness, family obligations, or disengagement Values this far below typical often correlate with unusually small scale or population characteristics rather than higher resource budgets per se — worth checking whether the underlying denominator is itself an outlier.

Source: NCES Civil Rights Data Collection 2021-22 NCES Civil Rights Data Collection 2021-22

Where does the funding come from?

3.8%
Federal
23.7%
State
72.5%
Local

Funding Equity

28
Equity Score
157 / 174
State Rank
50
State Average

This district scores below average on funding equity. High reliance on local revenue or lower spending may contribute.

Student Demographics

Average demographic composition across 7 schools in Cheshire School District.

White 71.6%
Hispanic or Latino 10.4%
African American 3.4%
Asian 10.0%
Multiracial 4.6%

Source: NCES CCD School Membership 2024-25.

Student-body diversity

Average diversity index 46.3/100

Average Simpson diversity index across Cheshire School District's schools, below the Connecticut average of 50.5.

Most mixed schools

  1. 1 Darcey School 51.8
  2. 2 Chapman School 46.3
  3. 3 Highland School 46.0
  4. 4 Doolittle School 45.9
  5. 5 Dodd Middle School 45.6

Programs & Resources

1 / 7
Schools with AP
35 AP courses total
373.4:1
Student-Counselor Ratio
8.5%
Chronically Absent

Source: NCES Civil Rights Data Collection (CRDC) 2021-22.

Schools in Cheshire School District

School Enrollment
Cheshire High School
1,208
Highland School
899
Dodd Middle School
660
Doolittle School
529
Norton School
412
Chapman School
369
Darcey School
159

How Cheshire School District Compares to Similar-Size Districts

The Connecticut districts closest to this one in total enrollment.

District Enrollment Spending Funding Mix
New Canaan School District Similar size Higher spending More locally funded
Farmington School District Similar size Similar spending Similar funding mix
Simsbury School District Similar size Similar spending Similar funding mix
Groton School District Similar size Similar spending Less locally funded
Naugatuck School District Similar size Similar spending Less locally funded

Comparisons are relative to Cheshire School District's own figures; each column derives from NCES Common Core of Data and the F-33 Finance Survey.

Nearby Districts in Connecticut

Top districts in the same state, compare side-by-side for enrollment, spending, and demographics.

Bridgeport School District
19,337 students · 36 schools · $20,908/pupil
Compare vs Cheshire School District →
New Haven School District
19,150 students · 37 schools · $21,911/pupil
Compare vs Cheshire School District →
Waterbury School District
18,701 students · 29 schools · $18,981/pupil
Compare vs Cheshire School District →
Hartford School District
16,774 students · 41 schools · $25,530/pupil
Compare vs Cheshire School District →
Stamford School District
16,158 students · 21 schools · $24,510/pupil
Compare vs Cheshire School District →

Compare Cheshire School District

See how this district compares to others in enrollment, spending, demographics, and academic resources.

Compare vs Bridgeport School District →

Frequently Asked Questions

How many schools are in Cheshire School District?

Cheshire School District has 7 schools, including 1 high, 4 elementary, 1 middle, 1 combined. Total enrollment is 4,208 students.

How much does Cheshire School District spend per student?

Cheshire School District spends $22,316 per student. The district has an equity score of 28/100, ranking #157 in Connecticut.

What is the demographic composition of Cheshire School District?

Cheshire School District students are 71.6% White, 10.4% Hispanic or Latino, 10.0% Asian, 3.4% African American, averaged across 7 schools. Source: NCES CCD Membership 2024-25.

What is the equity score for Cheshire School District?

Cheshire School District has an equity score of 28/100, ranking #157 out of 174 districts in Connecticut.