| | Middlebury, CT | Cheshire, CT | United States |
| Expend. per Student | $23,138 | $23,138 | $15,905 |
| Educ. Expend. per Student | $20,223 | $20,223 | $13,142 |
| Instr. Expend. per Student | $12,407 | $12,407 | $7,999 |
| Pupil/Teacher Ratio | 12.68 | 12.68 | 16.23 |
| Students per Librarian | 540 | 540 | 4573 |
| Students per Counselor | 365 | 365 | 530 |
| Grade School Educ. | 2.0% | 2.7% | 4.8% |
| Some High School Educ. | 1.5% | 3.8% | 6.3% |
| High School Educ. | 96.5% | 93.4% | 88.9% |
| Some College Educ. | 14.7% | 11.2% | 20.0% |
| 2 yr College Grad. | 11.5% | 6.9% | 8.7% |
| 4 yr College Grad. | 54.8% | 57.9% | 33.7% |
| Masters Grad. | 19.8% | 18.7% | 9.3% |
| Professional Degree | 6.1% | 4.8% | 2.2% |
| Doctorate Degree | 2.0% | 4.2% | 1.5% |