| Index | Winslow | Maine | National |
| Average Test Scores | 42% | 45% | 48% |
| Student/Teacher ratio | 12:1 | 14:1 | 16:1 |
| Total public schools | 3 | 345 | 79,221 |
| Total private schools | 1 | 89 | 24,874 |
| Total post-secondary schools | n/a | 45 | 7,963 |

| Index | Winslow | Maine | National |
| Completed 8th grade | 89.0% | 88.3% | 84.3% |
| Completed high school | 87.8% | 86.8% | 83.0% |
| Completed some college | 57.7% | 58.8% | 59.4% |
| Completed associate degree | 36.7% | 39.0% | 38.5% |
| Completed bachelors | 25.1% | 29.3% | 30.3% |
| Completed masters | 8.4% | 10.5% | 11.5% |
| Completed professional degree | 2.3% | 3.0% | 3.3% |
| Completed doctorate | 0.9% | 1.3% | 1.3% |
There are a total of 3 public schools, 1 private schools and n/a post-secondary schools in Winslow. Using the proficiency score averages, the average test scores for Winslow, ME schools is 42%. The average student to teacher ratio is 12:1. In Winslow, ME, an average of 89.0% of students have completed 8th grade and an average of 87.8% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Clinton, ME | 1,265 | 50% | 3.1% |
| Oakland, ME | 2,380 | 48% | 1.0% |
| Waterville, ME | 17,244 | 42% | 13.3% |
| Fairfield, ME | 2,378 | 41% | 14.1% |
| Pittsfield, ME | 3,120 | 38% | 21.4% |
| Winslow, ME | 5,075 | 42% | 12.2% |
| City | Population | Avg. Test Scores | National Avg. |
| Watseka, IL | 5,075 | 34% | 29.2% |
| Medical Lake, WA | 5,075 | 56% | 16.9% |
| Mendham, NJ | 5,076 | 79% | 63.5% |
| Ironwood, MI | 5,076 | 42% | 13.5% |
| Pascoag, RI | 5,074 | 31% | 35.4% |
| Winslow, ME | 5,075 | 42% | 12.2% |