| Index | Pine Plains | New York | National |
| Average Test Scores | 52% | 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 | Pine Plains | New York | National |
| Completed 8th grade | 83.5% | 83.5% | 84.3% |
| Completed high school | 83.0% | 82.1% | 83.0% |
| Completed some college | 53.4% | 59.5% | 59.4% |
| Completed associate degree | 30.5% | 43.4% | 38.5% |
| Completed bachelors | 16.3% | 34.7% | 30.3% |
| Completed masters | 9.0% | 15.1% | 11.5% |
| Completed professional degree | 3.5% | 4.2% | 3.3% |
| Completed doctorate | 1.4% | 1.5% | 1.3% |
There are a total of 3 public schools, n/a private schools and n/a post-secondary schools in Pine Plains. Using the proficiency score averages, the average test scores for Pine Plains, NY schools is 52%. The average student to teacher ratio is n/a. In Pine Plains, NY, an average of 83.5% of students have completed 8th grade and an average of 83.0% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Lakeville, CT | 830 | 72% | 50.0% |
| Red Hook, NY | 2,134 | 69% | 42.7% |
| Millbrook, NY | 1,342 | 68% | 41.7% |
| Rhinebeck, NY | 2,565 | 68% | 41.3% |
| Sharon, CT | 635 | 57% | 18.8% |
| Pine Plains, NY | 1,168 | 52% | 7.3% |
| City | Population | Avg. Test Scores | National Avg. |
| Blue Ridge, GA | 1,168 | 49% | 2.1% |
| Asotin, WA | 1,168 | 62% | 29.2% |
| Boyceville, WI | 1,168 | 45% | 5.9% |
| Stem, NC | 1,169 | 35% | 28.1% |
| La Cygne, KS | 1,169 | 30% | 38.5% |
| Pine Plains, NY | 1,168 | 52% | 7.3% |
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