Rankings · Connecticut
Largest schools in Middlesex County, Connecticut
Ranked by enrollment — academic rankings appear once test-score data is loaded.
| # | School | City | District | Enrollment |
|---|---|---|---|---|
| 1 | Middletown High School | Middletown | Middletown School District | 1269 |
| 2 | Woodrow Wilson Middle School | Middletown | Middletown School District | 625 |
| 3 | Haddam-Killingworth High School | Higganum | Regional School District 17 | 615 |
| 4 | Valley Regional High School | Deep River | Regional School District 04 | 576 |
| 5 | The Morgan School | Clinton | Clinton School District | 564 |
| 6 | Memorial School | East Hampton | East Hampton School District | 558 |
| 7 | Cromwell High School | Cromwell | Cromwell School District | 552 |
| 8 | Lewin G. Joel Jr. School | Clinton | Clinton School District | 526 |
| 9 | East Hampton High School | East Hampton | East Hampton School District | 523 |
| 10 | Edna C. Stevens School | Cromwell | Cromwell School District | 491 |
| 11 | Jared Eliot School | Clinton | Clinton School District | 473 |
| 12 | Cromwell Middle School | Cromwell | Cromwell School District | 469 |
| 13 | Woodside Intermediate School | Cromwell | Cromwell School District | 462 |
| 14 | Coginchaug Regional High School | Durham | Regional School District 13 | 447 |
| 15 | Haddam-Killingworth Middle School | Killingworth | Regional School District 17 | 433 |
| 16 | East Hampton Middle School | East Hampton | East Hampton School District | 428 |
| 17 | Vinal Technical High School | Middletown | Connecticut Technical Education and Career System | 404 |
| 18 | Old Saybrook Senior High School | Old Saybrook | Old Saybrook School District | 376 |
| 19 | Kathleen E. Goodwin School | Old Saybrook | Old Saybrook School District | 364 |
| 20 | Nathan Hale-Ray Middle School | Moodus | East Haddam School District | 349 |
| 21 | Portland High School | Portland | Portland School District | 348 |
| 22 | Frank Ward Strong School | Durham | Regional School District 13 | 342 |
| 23 | Snow School | Middletown | Middletown School District | 332 |
| 24 | Old Saybrook Middle School | Old Saybrook | Old Saybrook School District | 330 |
| 25 | Essex Elementary School | Centerbrook | Essex School District | 311 |
| 26 | Farm Hill School | Middletown | Middletown School District | 305 |
| 27 | Lawrence School | Middletown | Middletown School District | 304 |
| 28 | Center School | East Hampton | East Hampton School District | 301 |
| 29 | Burr District Elementary School | Higganum | Regional School District 17 | 295 |
| 30 | Nathan Hale-Ray High School | Moodus | East Haddam School District | 294 |
| 31 | Gildersleeve School | Portland | Portland School District | 292 |
| 32 | Keigwin Middle School | Middletown | Middletown School District | 289 |
| 33 | East Haddam Elementary School | Moodus | East Haddam School District | 287 |
| 34 | Daisy Ingraham School | Westbrook | Westbrook School District | 269 |
| 35 | Middlefield Memorial School | Middlefield | Regional School District 13 | 259 |
| 36 | John Winthrop Middle School | Deep River | Regional School District 04 | 257 |
| 37 | Bielefield School | Middletown | Middletown School District | 255 |
| 38 | Daisy Ingraham School | Westbrook | Westbrook School District | 255 |
| 39 | Spencer School | Middletown | Middletown School District | 252 |
| 40 | Haddam-Killingworth Intermediate School | Killingworth | Regional School District 17 | 251 |
| 41 | John Winthrop Middle School | Deep River | Regional School District 04 | 241 |
| 42 | Killingworth Elementary School | Higganum | Regional School District 17 | 237 |
| 43 | Frederick Brewster School | Durham | Regional School District 13 | 221 |
| 44 | Deep River Elementary School | Deep River | Deep River School District | 218 |
| 45 | Valley View School | Portland | Portland School District | 217 |
| 46 | Middlefield Memorial School | Middlefield | Regional School District 13 | 216 |
| 47 | Portland Middle School | Portland | Portland School District | 214 |
| 48 | Wesley School | Middletown | Middletown School District | 213 |
| 49 | Moody School | Middletown | Middletown School District | 210 |
| 50 | Macdonough School | Middletown | Middletown School District | 209 |
| 51 | Westbrook High School | Westbrook | Westbrook School District | 208 |
| 52 | Killingworth Elementary School | Higganum | Regional School District 17 | 204 |
| 53 | Portland Middle School | Portland | Portland School District | 202 |
| 54 | Chester Elementary School | Chester | Chester School District | 200 |
| 55 | John Lyman School | Middlefield | Regional School District 13 | 197 |
| 56 | Brownstone Intermediate School | Portland | Portland School District | 195 |
| 57 | Westbrook Middle School | Westbrook | Westbrook School District | 168 |