| Index | Dover Plains | New York | National |
| Average Test Scores | 59% | 56% | 48% |
| Student/Teacher ratio | n/a | n/a | 16:1 |
| Total public schools | 3 | 4,060 | 79,221 |
| Total private schools | n/a | 1,092 | 24,874 |
| Total post-secondary schools | n/a | 483 | 7,963 |

| Index | Dover Plains | New York | National |
| Completed 8th grade | 75.6% | 83.5% | 84.3% |
| Completed high school | 71.0% | 82.1% | 83.0% |
| Completed some college | 35.4% | 59.5% | 59.4% |
| Completed associate degree | 22.6% | 43.4% | 38.5% |
| Completed bachelors | 15.9% | 34.7% | 30.3% |
| Completed masters | 5.6% | 15.1% | 11.5% |
| Completed professional degree | 0.0% | 4.2% | 3.3% |
| Completed doctorate | 0.0% | 1.5% | 1.3% |
There are a total of 3 public schools, n/a private schools and n/a post-secondary schools in Dover Plains. Using the proficiency score averages, the average test scores for Dover Plains, NY schools is 59%. The average student to teacher ratio is n/a. In Dover Plains, NY, an average of 75.6% of students have completed 8th grade and an average of 71.0% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Hopewell Junction, NY | 742 | 74% | 54.9% |
| Pawling, NY | 2,155 | 68% | 42.0% |
| Millbrook, NY | 1,376 | 68% | 41.7% |
| Freedom Plains, NY | 716 | 64% | 33.3% |
| Sharon, CT | 655 | 57% | 18.8% |
| Dover Plains, NY | 1,087 | 59% | 22.9% |
| City | Population | Avg. Test Scores | National Avg. |
| Oxford, KS | 1,087 | 26% | 46.4% |
| Rio Grande, OH | 1,087 | 70% | 44.8% |
| Cottonwood, ID | 1,087 | 62% | 29.2% |
| Kootenai, ID | 1,088 | 55% | 13.5% |
| Stearns, KY | 1,086 | 44% | 8.3% |
| Dover Plains, NY | 1,087 | 59% | 22.9% |