| Index | Winter | Wisconsin | National |
| Average Test Scores | 37% | 41% | 48% |
| Student/Teacher ratio | n/a | 14:1 | 16:1 |
| Total public schools | n/a | 1,869 | 79,221 |
| Total private schools | n/a | 872 | 24,874 |
| Total post-secondary schools | n/a | 114 | 7,963 |
| Index | Winter | Wisconsin | National |
| Completed 8th grade | 80.1% | 89.0% | 84.3% |
| Completed high school | 79.6% | 87.8% | 83.0% |
| Completed some college | 39.4% | 59.7% | 59.4% |
| Completed associate degree | 22.6% | 38.7% | 38.5% |
| Completed bachelors | 10.9% | 28.4% | 30.3% |
| Completed masters | 2.3% | 9.6% | 11.5% |
| Completed professional degree | 0.0% | 2.7% | 3.3% |
| Completed doctorate | 0.0% | 1.1% | 1.3% |
There are a total of n/a public schools, n/a private schools and n/a post-secondary schools in Winter. Using the proficiency score averages, the average test scores for Winter, WI schools is 37%. The average student to teacher ratio is n/a. In Winter, WI, an average of 80.1% of students have completed 8th grade and an average of 79.6% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Winter, WI | 295 | 37% | 23.6% |
| City | Population | Avg. Test Scores | National Avg. |
| Henry, SD | 295 | 47% | 2.8% |
| Hiddenite, NC | 295 | 38% | 21.9% |
| Healy, KS | 295 | 50% | 4.2% |
| Hannibal, OH | 295 | 48% | 1.0% |
| Viola, AR | 295 | 56% | 16.1% |
| Winter, WI | 295 | 37% | 23.6% |
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