Wilton School District

Wilton School District is a small, elite Connecticut school district serving roughly 3,700 students across four schools spanning pre-kindergarten through 12th grade, and it ranks 11th out of 153 districts statewide in the 93rd percentile. The district's four schools include Wilton High School (grades 9-12), Middlebrook School (grades 6-8), Cider Mill School (grades 3-5), and Miller-Driscoll School (pre-K through 2nd grade).

Middlebrook School is the clear academic standout, ranking 4th among Connecticut middle schools in 2025-26 — the 98th percentile — with 8th-grade math proficiency at 89.4% and science at 87%, both dramatically above state averages. It also has the smallest class sizes in the district, with a student-teacher ratio of just 11.2-to-1, and it achieves these results while spending the least per pupil ($20,399). Wilton High School excels at post-secondary readiness, posting a 98.3% graduation rate and a chronic absenteeism rate of just 2.2% — the lowest in the district and roughly 14 points below the state average of 16.4%. Its 11th-grade science proficiency of 86.5% is 36 points above the Connecticut average.

Cider Mill School remains a strong elementary school — ranked 68th statewide in the 86th percentile — but showed cracks this year as 5th-grade ELA proficiency dropped from 88.1% to 79.3% and math fell to 75.2%, causing its state ranking to slip from 46th to 68th. Miller-Driscoll School serves the district's youngest students and has no state test scores, but its 2.72% free/reduced lunch rate and 4.5% chronic absenteeism rate indicate a highly stable, supportive early-learning environment. With chronic absenteeism below 5% at every school and science proficiency consistently 20 to 36 points above state averages across grades 5, 8, and 11, Wilton is plainly one of Connecticut's best public school systems.