| | Chestertown, MD | Chester, MD | United States |
| Expend. per Student | $19,095 | $15,198 | $15,905 |
| Educ. Expend. per Student | $16,674 | $13,958 | $13,142 |
| Instr. Expend. per Student | $10,010 | $9,065 | $7,999 |
| Pupil/Teacher Ratio | 10.43 | 14.35 | 16.23 |
| Students per Librarian | 595 | 531 | 4573 |
| Students per Counselor | 255 | 372 | 530 |
| Grade School Educ. | 4.6% | 0.3% | 4.8% |
| Some High School Educ. | 7.0% | 7.7% | 6.3% |
| High School Educ. | 88.4% | 92.0% | 88.9% |
| Some College Educ. | 18.6% | 25.7% | 20.0% |
| 2 yr College Grad. | 5.1% | 9.4% | 8.7% |
| 4 yr College Grad. | 42.3% | 31.4% | 33.7% |
| Masters Grad. | 16.2% | 8.5% | 9.3% |
| Professional Degree | 5.0% | 1.9% | 2.2% |
| Doctorate Degree | 4.9% | 0.9% | 1.5% |