| Index | Winston | Montana | National |
| Average Test Scores | n/a | 45% | 48% |
| Student/Teacher ratio | n/a | 14:1 | 16:1 |
| Total public schools | n/a | 408 | 79,221 |
| Total private schools | n/a | 77 | 24,874 |
| Total post-secondary schools | n/a | 32 | 7,963 |
| Index | Winston | Montana | National |
| Completed 8th grade | 100.0% | 89.4% | 84.3% |
| Completed high school | 100.0% | 88.2% | 83.0% |
| Completed some college | 71.4% | 63.1% | 59.4% |
| Completed associate degree | 57.1% | 38.6% | 38.5% |
| Completed bachelors | 57.1% | 29.9% | 30.3% |
| Completed masters | 0.0% | 9.8% | 11.5% |
| Completed professional degree | 0.0% | 3.0% | 3.3% |
| Completed doctorate | 0.0% | 1.2% | 1.3% |
There are a total of n/a public schools, n/a private schools and n/a post-secondary schools in Winston. Using the proficiency score averages, the average test scores for Winston, MT schools is n/a. The average student to teacher ratio is n/a. In Winston, MT, an average of 100.0% of students have completed 8th grade and an average of 100.0% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Townsend, MT | 2,080 | 49% | 1.7% |
| East Helena, MT | 1,684 | 47% | 2.6% |
| Winston, MT | 318 | n/a |
| City | Population | Avg. Test Scores | National Avg. |
| Holland Patent, NY | 317 | 65% | 35.1% |
| Taylorsville, GA | 319 | 54% | 11.5% |
| Maunaloa, HI | 317 | 20% | 58.3% |
| West Union, SC | 319 | 61% | 26.0% |
| Callao, MO | 319 | 40% | 16.7% |
| Winston, MT | 318 | n/a |
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