| Rank | Bib | Name | Affiliation | Time | Split Time | Laps | Category |
| 1 | 804 | Ethan CALL | Dartmouth College | 39:22. | 7:52. | 5 | Men 4-5 U40 |
| 2 | 803 | Anthony VECCA | 24Peace | 41:04. | 8:08. | 5 | Men 4-5 U40 |
| 3 | 814 | Thomas HULTON | AWI Racing | 41:33. | 8:17. | 5 | Men 4-5 U40 |
| 4 | 819 | Michael SHINALL | GREEN LINE VELO driven by Zipca | 41:36. | 8:08. | 5 | Men 4-5 U40 |
| 5 | 812 | John DAGOSTINO | CRCA/Good Guys Racing p/b High | 41:47. | 8:12. | 5 | Men 4-5 U40 |
| 6 | 862 | Matt DAVIES | Williams College | 41:58. | 8:38. | 5 | Men 4-5 U40 |
| 7 | 815 | Peter KUHN | Minuteman Road Club | 41:58. | 8:07. | 5 | Men 4-5 U40 |
| 8 | 807 | Jonathan MAUTERER | Northampton Bicycle Racing | 41:59. | 8:24. | 5 | Men 4-5 U40 |
| 9 | 809 | Martin SCHLEEDE | Bike Brothers | 42:00. | 8:13. | 5 | Men 4-5 U40 |
| 10 | 896 | John NELSON | W.E. Stedman | 42:00. | 8:16. | 5 | Men 4-5 U40 |
| 11 | 827 | John RICARDI | Competitive edge cycling | 42:19. | 8:31. | 5 | Men 4-5 U40 |
| 12 | 805 | Will LODGE | Aetna-Expo Wheelmen | 42:24. | 8:12. | 5 | Men 4-5 U40 |
| 13 | 808 | Stephen KOHR | Cowbell Racing p/b World Bicycl | 42:24. | 8:18. | 5 | Men 4-5 U40 |
| 14 | 854 | Conor OBRIEN | | 42:25. | 8:13. | 5 | Men 4-5 U40 |
| 15 | 810 | Timothy LABUA | NEMBA Racing | 42:25. | 8:19. | 5 | Men 4-5 U40 |
| 16 | 822 | Brendan HAMEL | Corner Cycle | 42:25. | 8:21. | 5 | Men 4-5 U40 |
| 17 | 824 | Charles HUSTON | Colonial Bicycle Company | 42:48. | 8:30. | 5 | Men 4-5 U40 |
| 18 | 846 | Nick BROCATO | NBX/Narragansett Beer/Apex | 42:54. | 8:32. | 5 | Men 4-5 U40 |
| 19 | 851 | Jacob KRAVITZ | Stage 1 Cycling Team | 42:59. | 8:16. | 5 | Men 4-5 U40 |
| 20 | 813 | Timothy DALEY | Aetna-Expo Wheelmen | 43:09. | 8:20. | 5 | Men 4-5 U40 |
| 21 | 828 | Jonathan FALCETTI | Competitive Edge Ski & Bike | 43:11. | 8:36. | 5 | Men 4-5 U40 |
| 22 | 801 | Brian ALBERT | Blue Hills Cycling Club | 43:14. | 8:40. | 5 | Men 4-5 U40 |
| 23 | 816 | Sanford STUDENT | Thirsty Bois | 43:54. | 8:44. | 5 | Men 4-5 U40 |
| 24 | 830 | Justin EICHENLAUB | Laughing Dog Bicycles | 44:05. | 8:39. | 5 | Men 4-5 U40 |
| 25 | 894 | Joe KRIVITSKY | | 44:13. | 8:47. | 5 | Men 4-5 U40 |
| 26 | 806 | Henry SICK | Digital Lumens | 44:28. | 8:53. | 5 | Men 4-5 U40 |
| 27 | 832 | George IVES | CVC / Hartford Healthcare Sport | 44:38. | 8:42. | 5 | Men 4-5 U40 |
| 28 | 848 | Nicolas VILLAMIZAR | Team ERRACE Presented By DSO Ma | 44:38. | 8:42. | 5 | Men 4-5 U40 |
| 29 | 853 | Gavin ONEIL | Riverside Racing | 44:55. | 8:45. | 5 | Men 4-5 U40 |
| 30 | 849 | Daniel KOSUK | | 45:17. | 8:54. | 5 | Men 4-5 U40 |
| 31 | 836 | Mike MARQUES | Cycling Concepts | 45:20. | 8:53. | 5 | Men 4-5 U40 |
| 32 | 842 | Matthew WORSTELL | | 45:32. | 8:57. | 5 | Men 4-5 U40 |
| 33 | 868 | Christopher LABBY | | 45:41. | 8:54. | 5 | Men 4-5 U40 |
| 34 | 852 | Nathan PORTER | | 45:50. | 8:46. | 5 | Men 4-5 U40 |
| 35 | 823 | Ben FINCH | 545 Velo | 45:58. | 8:44. | 5 | Men 4-5 U40 |
| 36 | 900 | Jay KLEMAN | | 46:06. | 8:49. | 5 | Men 4-5 U40 |
| 37 | 833 | Brian HUPE | Team Houlton Farms Dairy | 46:29. | 9:02. | 5 | Men 4-5 U40 |
| 38 | 820 | Alex LAIFER | | 46:48. | 9:20. | 5 | Men 4-5 U40 |
| 39 | 857 | Jason PIZZOLLO | Northampton Cycling Club | 46:53. | 9:08. | 5 | Men 4-5 U40 |
| 40 | 883 | Michael BAZZANO | Cycling Concepts Racing Team | 46:53. | 8:49. | 5 | Men 4-5 U40 |
| 41 | 897 | Pj BOVACONTI | KMS Cycling | 47:03. | 9:01. | 5 | Men 4-5 U40 |
| 42 | 831 | Eamonn DOUGHERTY | Mineola Bicycle Racing Team | 47:04. | 9:25. | 5 | Men 4-5 U40 |
| 43 | 840 | Andrew HUFF | GPM Racing | 47:09. | 9:10. | 5 | Men 4-5 U40 |
| 44 | 844 | Corbin SIMONE | Sea Sports Clean Green Junior T | 47:10. | 9:20. | 5 | Men 4-5 U40 |
| 45 | 864 | Roderick ESKEW | Boston University | 47:13. | 9:04. | 5 | Men 4-5 U40 |
| 46 | 874 | Tyler PARNES | B2C2 / JRA Cycling | 47:19. | 9:10. | 5 | Men 4-5 U40 |
| 47 | 879 | David MILES | Qt2 | 47:20. | 9:15. | 5 | Men 4-5 U40 |
| 48 | 877 | Alex LINTHICUM | Keep It Tight | 47:43. | 9:18. | 5 | Men 4-5 U40 |
| 49 | 845 | Keith BANGS | HUP United | 47:45. | 9:26. | 5 | Men 4-5 U40 |
| 50 | 872 | Christopher ZERRIP | Union Velo | 47:48. | 9:10. | 5 | Men 4-5 U40 |
| 51 | 847 | Ian MCFARLAND | Mystic Velo Club | 47:50. | 9:25. | 5 | Men 4-5 U40 |
| 52 | 899 | Patrick MACDONALD | Masters Division | 48:13. | 9:30. | 5 | Men 4-5 U40 |
| 53 | 873 | Andrew WEAVER | | 48:14. | 9:28. | 5 | Men 4-5 U40 |
| 54 | 876 | Gregory AFFSA | | 48:14. | 9:10. | 5 | Men 4-5 U40 |
| 55 | 859 | Jeremy SAKSIK | pedalpowertraining.com | 48:22. | 9:18. | 5 | Men 4-5 U40 |
| 56 | 841 | Joseph ONEIL | Pedalpowertraining.com | 39:38. | 9:49. | 4 | Men 4-5 U40 |
| 57 | 871 | Howard WEISS | | 39:38. | 9:53. | 4 | Men 4-5 U40 |
| 58 | 884 | Steven SAVARD | | 40:03. | 9:54. | 4 | Men 4-5 U40 |
| 59 | 866 | Jonathon JASAK | Cyclonauts | 40:04. | 9:59. | 4 | Men 4-5 U40 |
| 60 | 865 | Ethan TERRILL | Southbridge bicycles | 40:18. | 10:01. | 4 | Men 4-5 U40 |
| 61 | 882 | Michael DELLA DONNA | | 41:44. | 10:18. | 4 | Men 4-5 U40 |
| 62 | 880 | Kristopher HOPKINS | | 41:48. | 10:00. | 4 | Men 4-5 U40 |
| 63 | 875 | Andrew MAKER | SeaSports Cyclery & Outdoor | 42:01. | 10:09. | 4 | Men 4-5 U40 |
| 64 | 885 | Joshua CALVI | Fritzs Bicycle Shop | 42:04. | 10:25. | 4 | Men 4-5 U40 |
| 65 | 850 | Nicholas HRVATIN | | 44:49. | 9:19. | 4 | Men 4-5 U40 |
| 66 | 888 | John OBRIEN | US Military Endurance | 44:56. | 11:04. | 4 | Men 4-5 U40 |
