| Rank | Bib | Name | Affiliation | Time | Split Time | Laps | Category |
| 1 | 520 | Henry KOMOSA | Competitive Edge Fly Racing | 34:31. | 8:18. | 4 | Men 4-5 40+ |
| 2 | 512 | Herb GRIGNON | Fritzs Bicycle Shop | 34:33. | 8:09. | 4 | Men 4-5 40+ |
| 3 | 528 | Heath UMBACH | 545 Velo | 34:34. | 8:21. | 4 | Men 4-5 40+ |
| 4 | 502 | Tai SUTLIFF | Keep It Tight | 34:41. | 8:17. | 4 | Men 4-5 40+ |
| 5 | 506 | Richard BANFIELD | 545 Velo | 34:43. | 8:30. | 4 | Men 4-5 40+ |
| 6 | 539 | Ryan WALKER | | 34:48. | 8:34. | 4 | Men 4-5 40+ |
| 7 | 507 | David MORGAN | GOM Racing | 34:52. | 8:38. | 4 | Men 4-5 40+ |
| 8 | 505 | Thomas RICARDI | Team Horst Sports | 35:12. | 8:47. | 4 | Men 4-5 40+ |
| 9 | 511 | Adam WALTON | New England Devo p/b Cadence We | 35:16. | 8:51. | 4 | Men 4-5 40+ |
| 10 | 510 | Kevin TEVES | Minuteman Road Club | 35:25. | 8:24. | 4 | Men 4-5 40+ |
| 11 | 515 | Jeffrey SODERMAN | | 35:26. | 8:38. | 4 | Men 4-5 40+ |
| 12 | 517 | Andrew COOPER | Cisco WFH | 35:26. | 8:45. | 4 | Men 4-5 40+ |
| 13 | 516 | Sean WALSH | | 35:44. | 8:41. | 4 | Men 4-5 40+ |
| 14 | 513 | David STEARNS | Fritzs Bicycle Shop | 35:58. | 8:51. | 4 | Men 4-5 40+ |
| 15 | 541 | Darrick BAKER | No.22 CX TEAM | 35:58. | 8:59. | 4 | Men 4-5 40+ |
| 16 | 538 | Jonathan POHL | | 36:04. | 8:52. | 4 | Men 4-5 40+ |
| 17 | 525 | Robert HOENICK | SVC/Bikeworks | 36:35. | 9:17. | 4 | Men 4-5 40+ |
| 18 | 543 | Mark BROWNELL | Team Bikes and Life | 36:44. | 8:56. | 4 | Men 4-5 40+ |
| 19 | 556 | Michael ORLOWSKY | | 36:51. | 8:52. | 4 | Men 4-5 40+ |
| 20 | 553 | Keith AMELOTTE | | 36:55. | 8:53. | 4 | Men 4-5 40+ |
| 21 | 534 | Stephen FURRER | Cape Cod Racing / C4 | 36:55. | 8:52. | 4 | Men 4-5 40+ |
| 22 | 531 | Leigh KNOWLTON | RhindleLAK | 37:16. | 9:03. | 4 | Men 4-5 40+ |
| 23 | 545 | Jim MURPHY | Cowbell Racing p/b World Bicycl | 37:20. | 8:55. | 4 | Men 4-5 40+ |
| 24 | 617 | Matthew ALBERT | | 37:22. | 8:57. | 4 | Men 4-5 40+ |
| 25 | 557 | Eric HALLMAN | Grace Bicycles Velo Club | 37:27. | 9:00. | 4 | Men 4-5 40+ |
| 26 | 523 | Timothy MAYO | Handsacrossworld.com / Fritzs | 37:37. | 9:16. | 4 | Men 4-5 40+ |
| 27 | 551 | Ian STRATTON | Optimum Performance | 37:43. | 9:02. | 4 | Men 4-5 40+ |
| 28 | 527 | Daniel SERVETAS | NYCROSS p/b Craft | 37:53. | 9:21. | 4 | Men 4-5 40+ |
| 29 | 526 | Wade SWIFT | Swift Innovations | 37:57. | 9:00. | 4 | Men 4-5 40+ |
| 30 | 578 | David HAYES | W.E. Stedman Co. | 38:02. | 9:05. | 4 | Men 4-5 40+ |
| 31 | 554 | Sean WEISS | CS Racing | 38:11. | 9:12. | 4 | Men 4-5 40+ |
| 32 | 585 | Dan ALLRED | | 38:22. | 9:26. | 4 | Men 4-5 40+ |
| 33 | 575 | Jeff DIEFFENBACH | 545 Velo | 38:30. | 9:27. | 4 | Men 4-5 40+ |
| 34 | 533 | Nathan WONG | Fritzs Bicycle Shop | 38:37. | 9:10. | 4 | Men 4-5 40+ |
| 35 | 599 | David CRELLING | | 38:44. | 9:48. | 4 | Men 4-5 40+ |
| 36 | 607 | Steffen HUBER | THE CHESHIRE/ HAMDEN RAILTRAILE | 39:15. | 9:38. | 4 | Men 4-5 40+ |
| 37 | 587 | Maxim GRINBERG | 545 Velo | 39:18. | 9:34. | 4 | Men 4-5 40+ |
| 38 | 572 | Todd CHEWNING | Cowbell Racing p/b World Bicycl | 39:19. | 9:37. | 4 | Men 4-5 40+ |
| 39 | 583 | Brett CHENAIL | Team Horst Sports | 39:21. | 9:12. | 4 | Men 4-5 40+ |
| 40 | 559 | Greg WISE | Joes Garage | 39:40. | 9:39. | 4 | Men 4-5 40+ |
| 41 | 550 | David BANCROFT | Team Spark HFOT | 39:46. | 9:19. | 4 | Men 4-5 40+ |
| 42 | 564 | Eoin BEIRNE | | 40:00. | 9:37. | 4 | Men 4-5 40+ |
| 43 | 615 | Derek FAULKNER | | 40:10. | 9:31. | 4 | Men 4-5 40+ |
| 44 | 611 | Doug ANTELMAN | Minuteman Road Club | 40:22. | 9:54. | 4 | Men 4-5 40+ |
| 45 | 584 | Bill MILLETT | Fritzs Bicycle Shop | 40:46. | 9:36. | 4 | Men 4-5 40+ |
| 46 | 567 | Matthew LENNON | Capital Bicycle Racing Club | 40:53. | 9:34. | 4 | Men 4-5 40+ |
| 47 | 596 | Robert SPOONER | CCAP - Muddy Mayhem | 41:02. | 9:49. | 4 | Men 4-5 40+ |
| 48 | 552 | Shane DELGROSSO | Wayfarer | 41:33. | 10:07. | 4 | Men 4-5 40+ |
| 49 | 547 | Randall DUTTON | Team Horst | 41:34. | 10:13. | 4 | Men 4-5 40+ |
| 50 | 535 | Jason WATKINS | 545 Velo | 41:49. | 9:05. | 4 | Men 4-5 40+ |
| 51 | 616 | Glenn GIESE | | 42:02. | 10:38. | 4 | Men 4-5 40+ |
| 52 | 573 | Ian THOMPSON | Laurel | 42:23. | 10:27. | 4 | Men 4-5 40+ |
| 53 | 581 | David AMES | | 42:28. | 10:08. | 4 | Men 4-5 40+ |
| 54 | 624 | Martin JOHNSON | Le Tour de Plants | 43:01. | 10:35. | 4 | Men 4-5 40+ |
| 55 | 589 | Kevin HAYS | Arc En Ciel Racing | 43:02. | 9:46. | 4 | Men 4-5 40+ |
| 56 | 601 | Jim DOWNS | Northampton Cycling Club (NCC) | 43:14. | 10:37. | 4 | Men 4-5 40+ |
| 57 | 590 | Matt LICHACK | Mystic Velo | 44:23. | 11:02. | 4 | Men 4-5 40+ |
| 58 | 563 | James CASAGRANDE | bikebarnracing.com | 44:29. | 10:36. | 4 | Men 4-5 40+ |
| 59 | 623 | Kenley GONZALEZ | | 44:29. | 10:41. | 4 | Men 4-5 40+ |
| 60 | 568 | Philip FISCHER | Steve The Bike Guy | 44:34. | 10:19. | 4 | Men 4-5 40+ |
| 61 | 622 | Craig DAMASCHI | | 35:50. | 12:00. | 3 | Men 4-5 40+ |
| 62 | 594 | Robert DOUCETTE | Fritzs Bicycle Shop | 36:09. | 12:03. | 3 | Men 4-5 40+ |
| 63 | 597 | Steven CASAGRANDE | James Casagrande Racing | 36:10. | 12:06. | 3 | Men 4-5 40+ |
| 64 | 614 | Christopher SMITH | | 39:59. | 11:53. | 3 | Men 4-5 40+ |
| DNF | 598 | Kevin DANIS | | | 11:29. | 3 | Men 4-5 40+ |
