Summary:
The city of Winter, Wisconsin is served by three public schools — Winter Elementary (PK–5), Winter Middle (6–8), and Winter High (9–12) — all part of the Winter School District and sharing a single PK–12 campus at 6585 W Grove St. Together they enroll 206 students, with Winter Elementary the largest at 93 students (45.1%), followed by Winter High at 72 (35.0%) and Winter Middle at 41 (19.9%).
Each school has a distinct profile. Winter High posts the strongest completion outcomes — a 100.0% graduation rate and a 0.0% dropout rate, both better than the state — along with the best latest school rank of the three (364 of 533, 32nd percentile, 2 stars). It also has the highest chronic absenteeism at 18.6%, above the state's 17.3%, and its ACT proficiency trails the state in every listed subject. Winter Middle has the best attendance by far (2.8% chronic absenteeism versus the state's 17.3%) and the smallest classes (student-teacher ratio 7.1), but its 2025–2026 8th grade results fell sharply, including math at 21.43% versus the state's 53.67%. Winter Elementary shines in 3rd grade, with ELA 3 at 61.54% versus the state's 52.08%, but 5th grade ELA and math and 4th grade science are well below state.
District-wide, about 63.6% of students qualify for free or reduced-price lunch and per-student spending ranges from roughly $22,700 to $25,300, yet the district ranks 390 out of 432 statewide, at the 10th percentile with 0 stars. Because grade-level cohorts are very small, proficiency percentages can swing widely from one year to the next.
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