| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | | 12 | Henry Gartner | 15:19.3PR | MA | Falmouth | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 2. | 16 | 11 | Shane Stanghellini | 16:09.3PR | MA | Sturgis Charter East | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 3. | | 11 | Jeremy Bullock | 16:10.6PR | MA | Barnstable | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 4. | | 12 | Daniel da Silva | 16:11.3PR | MA | Martha's Vineyard Reg | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 5. | 16 | 11 | Jaxson Merrill | 16:18.1 | MA | Barnstable | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 6. | | 12 | Daniel Serpa | 16:22.5PR | MA | Martha's Vineyard Reg | Oct 22
| Dick Atkinson Invitational |
| 7. | | 11 | Gareth Vos | 16:29.2PR | MA | Monomoy Regional | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 8. | | 11 | Will Crowell | 17:12.3 | MA | Nauset Regional | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 9. | | 10 | Gabriel Pichardo | 17:19.7PR | MA | Barnstable | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 10. | | 9 | Nathan Gartner | 17:22.4 | MA | Falmouth Academy | Nov 19
| MIAA Division State Cross Country Championsh... |
| 11. | | 11 | Harry Glover | 17:49.1PR | MA | Sandwich | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 12. | | 11 | Nick Terranova | 17:50.7PR | MA | Dennis-Yarmouth Regional | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 13. | 16 | 11 | Dylan Moreno | 17:51.1 | MA | Sturgis Charter East | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 14. | 16 | 11 | Connor Bruni | 17:57.6 | MA | Sandwich | Nov 19
| MIAA Division State Cross Country Championsh... |
| 15. | | 9 | Silas Gartner | 18:02.5PR | | East Falmouth, MA | Nov 26
| CHAMPS Northeast Regional XC Championships |
| 16. | | 9 | Ryan Wolfe | 18:17.5 | MA | Barnstable | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 17. | | 12 | James Machnik | 18:23.4 | MA | Monomoy Regional | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 18. | | 9 | Kevin DeFeudis | 18:23.6 | MA | Barnstable | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 19. | | 11 | Tanner Agurkis | 18:32.0 | MA | Dennis-Yarmouth Regional | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 20. | | 12 | Dominic Cappuccino | 18:34.0PR | MA | Sturgis Charter West | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 21. | | 12 | Keegan Farrenkopf | 18:36.7 | MA | Barnstable | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 22. | | 12 | Linus Munn | 18:43.2 | MA | Martha's Vineyard Reg | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 23. | | 10 | Bradford Hagopian | 18:46.8 | MA | Nauset Regional | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 24. | | 11 | Adrean Blackwood | 18:48.1 | MA | Falmouth | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 25. | | 12 | Luke Bullock | 18:48.4PR | MA | Dennis-Yarmouth Regional | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 26. | | 10 | Broden Vincent | 18:49.3 | MA | Martha's Vineyard Reg | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 27. | | 8 | Pierce Johnson | 18:50.6PR | MA | Dennis-Yarmouth Regional | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 28. | | 12 | Lance Camphina | 18:53.7PR | MA | Sturgis Charter East | Nov 19
| MIAA Division State Cross Country Championsh... |
| 29. | | 12 | Ryan Whelden | 18:54.0PR | MA | Nantucket | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 30. | | 10 | Alex Garron | 18:58.2 | MA | Rising Tide Charter Public | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 31. | | 12 | Malcom Stewart | 19:11.6PR | MA | Nauset Regional | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 32. | | 11 | Hunter Hunt | 19:15.4 | MA | Nauset Regional | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 33. | | 10 | Rory Murray | 19:15.5 | MA | Nantucket | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 34. | | 12 | Joe Simpkins | 19:17.2PR | MA | Falmouth | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 35. | | 11 | Timothy Sanders | 19:18.1 | MA | Nauset Regional | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 36. | | 12 | Casey Holland | 19:35.9PR | MA | Barnstable | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 37. | | 10 | Robert Muhov | 19:36.9PR | MA | Sturgis Charter West | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 38. | | 11 | Wylie Wakefield | 19:48.1 | MA | Falmouth Academy | Sep 10
| Martha's Vineyard Invitational |
| 39. | | 8 | Jacob Viera | 19:48.7PR | MA | Dennis-Yarmouth Regional | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 40. | | 12 | Ryan Borthwick | 20:00.1PR | MA | Monomoy Regional | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 41. | | 9 | Jack Gallagher | 20:01.7PR | MA | Martha's Vineyard Reg | Oct 22
| Dick Atkinson Invitational |
| 42. | | 11 | Cullin Enright | 20:01.9PR | MA | Sturgis Charter East | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 43. | | 8 | Tyler Moreis | 20:06.3PR | MA | Falmouth | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 44. | | 12 | Garrett Sheehan | 20:22.7 | MA | Barnstable | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 45. | | 9 | Cal O'Donnell | 20:23.4 | MA | Sturgis Charter West | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 46. | | 11 | Kevin Donahue | 20:28.5 | MA | Sturgis Charter East | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 47. | | 10 | Charlie Blake | 20:28.6PR | MA | Dennis-Yarmouth Regional | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 48. | | 12 | Jack Yuskaitis | 20:36.7 | MA | Monomoy Regional | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 49. | | 9 | Erik Gulmann | 20:37.5 | MA | Falmouth Academy | Sep 10
| Martha's Vineyard Invitational |
| 50. | | 9 | Peter Milburn | 20:42.0 | MA | Sandwich | Sep 20
| Vineyard vs Sandwich |
| 51. | | 9 | Chatham Gillis | 20:42.7PR | MA | Monomoy Regional | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 52. | | 11 | Cameron Degrace | 20:43.8 | MA | Barnstable | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 53. | | 9 | Sampson Mallory | 20:47.0PR | MA | Martha's Vineyard Reg | Sep 27
| MV vs Barnstable |
| 54. | | 8 | Dylan Vaughn | 20:50.0PR | MA | Rising Tide Charter Public | Sep 24
| MSTCA Frank Kelley Invitational |
| 55. | | 10 | Conor Furey | 20:51.1 | MA | Falmouth | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 56. | | 11 | Andrew Calle | 20:58.8PR | MA | Dennis-Yarmouth Regional | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 57. | | 8 | Joel Kinkead | 21:03.0PR | MA | Sandwich | Sep 20
| Vineyard vs Sandwich |
| 58. | | 10 | Camden Cunningham | 21:10.8 | MA | Falmouth | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 59. | | 12 | Ned Heywood | 21:11.0 | MA | Falmouth Academy | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 60. | | 12 | Maddux Hinson | 21:12.2PR | MA | Nantucket | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 61. | | 10 | Drew Castro | 21:27.1 | MA | Sturgis Charter East | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 62. | | 11 | Antonio Calle | 21:36.6 | MA | Dennis-Yarmouth Regional | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 63. | | 10 | Kaleb Jones | 21:37.4PR | MA | Barnstable | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 64. | | 9 | Dorian Manov | 21:40.0 | MA | Nantucket | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 65. | | 10 | Tyler Klaucke | 21:40.7PR | MA | Rising Tide Charter Public | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 66. | | 10 | Jude Waddington | 21:42.9PR | MA | Falmouth | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 67. | | 11 | Caleb Guerrero | 22:10.7PR | MA | Martha's Vineyard Reg | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 68. | | 10 | Mark Shiffenhaus | 22:13.4PR | MA | Nauset Regional | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 69. | | 12 | Tyler Mcneil | 22:25.1PR | MA | Sandwich | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 70. | | 9 | Logan Eddy | 22:31.5PR | MA | Rising Tide Charter Public | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 71. | | 12 | Nathan Stanley | 22:34.2 | MA | Barnstable | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 72. | | 9 | Trevor Yeton | 22:39.7PR | MA | Rising Tide Charter Public | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 73. | | 12 | Henry Redfield | 22:49.7PR | MA | Falmouth Academy | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 74. | | 9 | Klause Porter | 23:08.3 | MA | Sturgis Charter West | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 75. | | 11 | Mark Davidson | 23:09.1 | MA | Falmouth | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 76. | | 9 | Daniel Donahue | 23:18.1PR | MA | Sturgis Charter East | Nov 19
| MIAA Division State Cross Country Championsh... |
| 77. | | 12 | Brody O'Donnell | 23:28.9 | MA | Sturgis Charter West | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 78. | | 8 | Chester Ohiwa | 23:36.6 | MA | Rising Tide Charter Public | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 79. | | 7 | Elijah Connors | 23:41.2PR | MA | Falmouth Academy | Nov 12
| MIAA 3A, 3B, 3C Divisional Championships |
| 80. | | 7 | Kaden Matthias | 24:19.9PR | MA | Falmouth Academy | Nov 12
| MIAA 3A, 3B, 3C Divisional Championships |
| 81. | | 10 | Jackson Lamb | 24:47.7PR | MA | Barnstable | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 82. | | 11 | Andrew Coombs | 24:51.6 | MA | Barnstable | Sep 24
| Ocean State XC Invitational |
| 83. | | 9 | Christopher Klein | 26:35.0 | MA | Sandwich | Sep 20
| Vineyard vs Sandwich |
| 84. | | 9 | Numa Solano | 28:30.3 | MA | Nantucket | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 85. | | 8 | Matthew Kluckhuhn | 29:49.0PR | MA | Sandwich | Sep 20
| Vineyard vs Sandwich |