| Index | Pawling | New York | National |
| Average Test Scores | 68% | 56% | 48% |
| Student/Teacher ratio | n/a | n/a | 16:1 |
| Total public schools | 3 | 4,060 | 79,221 |
| Total private schools | 2 | 1,092 | 24,874 |
| Total post-secondary schools | n/a | 483 | 7,963 |
| Index | Pawling | New York | National |
| Completed 8th grade | 88.8% | 83.5% | 84.3% |
| Completed high school | 87.7% | 82.1% | 83.0% |
| Completed some college | 59.8% | 59.5% | 59.4% |
| Completed associate degree | 39.9% | 43.4% | 38.5% |
| Completed bachelors | 35.3% | 34.7% | 30.3% |
| Completed masters | 17.0% | 15.1% | 11.5% |
| Completed professional degree | 1.7% | 4.2% | 3.3% |
| Completed doctorate | 0.6% | 1.5% | 1.3% |
There are a total of 3 public schools, 2 private schools and n/a post-secondary schools in Pawling. Using the proficiency score averages, the average test scores for Pawling, NY schools is 68%. The average student to teacher ratio is n/a. In Pawling, NY, an average of 88.8% of students have completed 8th grade and an average of 87.7% have completed high school.
| City | Population | Avg. Test Scores | National Avg. |
| Carmel Hamlet, NY | 6,278 | 99% | 105.2% |
| Hopewell Junction, NY | 725 | 74% | 54.9% |
| Newtown, CT | 1,921 | 71% | 48.8% |
| Freedom Plains, NY | 697 | 64% | 33.3% |
| Bethel, CT | 10,839 | 62% | 28.8% |
| Pawling, NY | 2,105 | 68% | 42.0% |
| City | Population | Avg. Test Scores | National Avg. |
| Richmond, IL | 2,106 | 53% | 9.4% |
| Cascade, IA | 2,104 | 87% | 81.3% |
| Scottsville, NY | 2,103 | 38% | 20.3% |
| Slater, MO | 2,103 | 30% | 37.8% |
| Frankton, IN | 2,107 | 46% | 4.7% |
| Pawling, NY | 2,105 | 68% | 42.0% |
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