| 1 | Beau KociszewskiPlace 1 · Grade 12 · Thomaston | 12 | Thomaston | 17:01 |
| 2 | Liam RiendeauPlace 2 · Grade 11 · Shepaug Valley | 11 | Shepaug Valley | 17:07 |
| 3 | Braden WalkerPlace 3 · Grade 12 · Thomaston | 12 | Thomaston | 17:12 |
| 4 | Ted ValeroPlace 4 · Grade 11 · Thomaston | 11 | Thomaston | 17:45 |
| 5 | Nathan FisherPlace 5 · Grade 11 · Shepaug Valley | 11 | Shepaug Valley | 18:18 |
| 6 | Brennan SedgwickPlace 6 · Grade 9 · Thomaston | 9 | Thomaston | 18:25 |
| 7 | Jacob LeePlace 7 · Grade 10 · Thomaston | 10 | Thomaston | 18:32 |
| 8 | Jack HolwayPlace 8 · Grade 11 · Thomaston | 11 | Thomaston | 18:38 |
| 9 | Matthew JohnsonPlace 9 · Grade 12 · Thomaston | 12 | Thomaston | 18:51 |
| 10 | Joshua (Josh) PelletierPlace 10 · Grade 10 · Thomaston | 10 | Thomaston | 18:53 |
| 11 | Jackson MorsePlace 11 · Grade 9 · Shepaug Valley | 9 | Shepaug Valley | 18:58 |
| 12 | Elden GracePlace 12 · Grade 10 · Housatonic Valley Regional | 10 | Housatonic Valley Regional | 19:08 PR |
| 13 | Owen SchnepfPlace 13 · Grade 11 · Housatonic Valley Regional | 11 | Housatonic Valley Regional | 19:56 PR |
| 14 | Beckett NeithhardtPlace 14 · Grade 11 · Shepaug Valley | 11 | Shepaug Valley | 19:59 PR |
| 15 | Colin PerrinPlace 15 · Grade 11 · Shepaug Valley | 11 | Shepaug Valley | 20:06 PR |
| 16 | Christopher VarghesePlace 16 · Grade 11 · Shepaug Valley | 11 | Shepaug Valley | 20:44 |
| 17 | Alastair SchnepfPlace 17 · Grade 10 · Housatonic Valley Regional | 10 | Housatonic Valley Regional | 20:47 PR |
| 18 | Kody MichaudPlace 18 · Grade 11 · Thomaston | 11 | Thomaston | 21:15 |
| 19 | Kenny BennettPlace 19 · Grade 11 · Shepaug Valley | 11 | Shepaug Valley | 21:33 |
| 20 | Jaxon VisockisPlace 20 · Grade 10 · Housatonic Valley Regional | 10 | Housatonic Valley Regional | 21:35 |
| 21 | Benjamin McKinleyPlace 21 · Grade 9 · Shepaug Valley | 9 | Shepaug Valley | 22:14 |
| 22 | Wilson BennerPlace 22 · Grade 11 · Shepaug Valley | 11 | Shepaug Valley | 22:37 PR |
| 23 | Jackson Holst-GrubbePlace 23 · Grade 9 · Housatonic Valley Regional | 9 | Housatonic Valley Regional | 22:44 PR |
| 24 | Collin MoserPlace 24 · Grade 11 · Thomaston | 11 | Thomaston | 22:58 |
| 25 | Ishaan TantriPlace 25 · Grade 12 · Housatonic Valley Regional | 12 | Housatonic Valley Regional | 23:29 |
| 26 | Silas PopadicPlace 26 · Grade 9 · Housatonic Valley Regional | 9 | Housatonic Valley Regional | 28:58 |
| 27 | Ian PaixaoPlace 27 · Grade 9 · Shepaug Valley | 9 | Shepaug Valley | 38:56 PR |