| Rank | Bib | Name | Affiliation | Time | Split Time | Laps | Category |
| 1 | 807 | Jonathan MAUTERER | Northampton Bicycle Racing | 10:14:12. | 8:17. | 5 | U40 4-5 |
| 2 | 862 | Matt DAVIES | Williams College | 10:14:26. | 8:10. | 5 | U40 4-5 |
| 3 | 812 | John DAGOSTINO | CRCA/Good Guys Racing p/b High | 10:14:30. | 8:14. | 5 | U40 4-5 |
| 4 | 821 | Ian MACDONALD | Rescue Project | 10:14:39. | 8:08. | 5 | U40 4-5 |
| 5 | 801 | Brian ALBERT | Blue Hills Cycling Club | 10:14:45. | 8:22. | 5 | U40 4-5 |
| 6 | 805 | Will LODGE | Aetna-Expo Wheelmen | 10:14:52. | 8:28. | 5 | U40 4-5 |
| 7 | 829 | Jacob LEBLANC | NCC | 10:15:14. | 8:34. | 5 | U40 4-5 |
| 8 | 808 | Stephen KOHR | Cowbell Racing p/b World Bicycl | 10:15:17. | 8:23. | 5 | U40 4-5 |
| 9 | 816 | Sanford STUDENT | Thirsty Bois | 10:15:19. | 8:39. | 5 | U40 4-5 |
| 10 | 828 | Jonathan FALCETTI | Competitive Edge Ski & Bike | 10:15:20. | 8:40. | 5 | U40 4-5 |
| 11 | 835 | Tate KOKUBO | | 10:15:23. | 8:18. | 5 | U40 4-5 |
| 12 | 825 | Tobias EHRENBERGER | MIT Cycling p/b Thoughtforms | 10:15:44. | 8:24. | 5 | U40 4-5 |
| 13 | 830 | Justin EICHENLAUB | Wrong-Way Slaughter | 10:15:52. | 8:34. | 5 | U40 4-5 |
| 14 | 905 | Carter BOSCH | Tarmac Ironbridge | 10:16:38. | 8:55. | 5 | U40 4-5 |
| 15 | 818 | Caleb BATCHELDER | Blue Sky Bicycles | 10:16:57. | 8:57. | 5 | U40 4-5 |
| 16 | 836 | Mike MARQUES | Cycling Concepts | 10:17:06. | 9:00. | 5 | U40 4-5 |
| 17 | 883 | Michael BAZZANO | Cycling Concepts Racing Team | 10:17:20. | 8:56. | 5 | U40 4-5 |
| 18 | 832 | George IVES | CVC / Hartford Healthcare Sport | 10:17:25. | 9:30. | 5 | U40 4-5 |
| 19 | 902 | Chen YE | Brown University | 10:17:27. | 5:33. | 5 | U40 4-5 |
| 20 | 891 | Edward SHIPPER | Broken Steel & CX Appeal | 10:17:34. | 4:08. | 5 | U40 4-5 |
| 21 | 897 | Pj BOVACONTI | KMS Cycling | 10:17:34. | 9:00. | 5 | U40 4-5 |
| 22 | 833 | Brian HUPE | Team Houlton Farms Dairy | 10:18:03. | 8:53. | 5 | U40 4-5 |
| 23 | 850 | Nicholas HRVATIN | | 10:18:08. | 9:06. | 5 | U40 4-5 |
| 24 | 893 | Martin RANCOURT | Rouleurs | 10:18:10. | 9:00. | 5 | U40 4-5 |
| 25 | 834 | Jake MORITZ | | 10:18:17. | 8:55. | 5 | U40 4-5 |
| 26 | 868 | Christopher LABBY | | 10:18:17. | 8:55. | 5 | U40 4-5 |
| 27 | 859 | Jeremy SAKSIK | pedalpowertraining.com | 10:18:19. | 8:33. | 5 | U40 4-5 |
| 28 | 857 | Jason PIZZOLLO | Northampton Cycling Club | 10:18:35. | 8:49. | 5 | U40 4-5 |
| 29 | 901 | Nico SMITH | Shimano/Pearl Izumi | 10:18:49. | 9:04. | 5 | U40 4-5 |
| 30 | 838 | Grayson FORD | AP Junior Development | 10:19:06. | 9:19. | 5 | U40 4-5 |
| 31 | 840 | Andrew HUFF | GPM Racing | 10:19:34. | 9:42. | 5 | U40 4-5 |
| 32 | 874 | Tyler PARNES | B2C2 / JRA Cycling | 10:19:44. | 9:33. | 5 | U40 4-5 |
| 33 | 845 | Keith BANGS | HUP United | 10:19:59. | 9:30. | 5 | U40 4-5 |
| 34 | 876 | Gregory AFFSA | | 10:20:04. | 9:22. | 5 | U40 4-5 |
| 35 | 871 | Howard WEISS | | 10:20:05. | 9:21. | 5 | U40 4-5 |
| 36 | 839 | Matthew ROHR | Thirsty Bois | 10:20:29. | 9:19. | 5 | U40 4-5 |
| 37 | 841 | Joseph ONEIL | Pedalpowertraining.com | 10:20:32. | 9:21. | 5 | U40 4-5 |
| 38 | 886 | Preston SANFORD | | 10:20:34. | 9:07. | 5 | U40 4-5 |
| 39 | 856 | Dillon PRONOVOST | Cheshire Cycle Racing | 10:20:37. | 9:24. | 5 | U40 4-5 |
| 40 | 870 | David FREEMAN | 545 Velo | 10:20:40. | 9:34. | 5 | U40 4-5 |
| 41 | 860 | Brendon CLOVER | Lucky 13 Racing | 10:20:46. | 9:18. | 5 | U40 4-5 |
| 42 | 877 | Alex LINTHICUM | Keep It Tight | 10:21:01. | 9:34. | 5 | U40 4-5 |
| 43 | 884 | Steven SAVARD | | 10:21:06. | 9:37. | 5 | U40 4-5 |
| 44 | 869 | James SCHULMEISTER | Cowbell Racing pb World Bicycle | 10:21:20. | 9:37. | 5 | U40 4-5 |
| 45 | 906 | William DIXON | | 10:21:40. | 9:29. | 5 | U40 4-5 |
| 46 | 811 | Brian HAUGLI | Minuteman Road Club | 10:22:14. | 10:04. | 5 | U40 4-5 |
| 47 | 865 | Ethan TERRILL | Southbridge bicycles | 10:22:21. | 10:04. | 5 | U40 4-5 |
| 48 | 837 | Nate ROGERS | Monadnock Cycle Club pb his Par | 10:22:38. | 10:07. | 5 | U40 4-5 |
| 49 | 878 | Adam BOWEN | Rhode Island School of Design ( | 10:13:12. | 10:34. | 4 | U40 4-5 |
| 50 | 889 | Evan CARLSON | Broken Steel & CX Appeal | 10:13:25. | 10:04. | 4 | U40 4-5 |
| 51 | 898 | Guthrie CANNON-MACMARTIN | | 10:15:28. | 10:18. | 4 | U40 4-5 |
| 52 | 890 | Ryan CORBEIL | Broken Steel & CX Appeal | 10:18:45. | 11:47. | 4 | U40 4-5 |
| 53 | 858 | Robert AINSLIE | | 10:18:47. | 18:11. | 4 | U40 4-5 |
| 54 | 887 | Leonardo ANGIULO | Fritzs Bike Shop | 10:19:16. | 11:37. | 4 | U40 4-5 |
| 55 | 904 | Kalil GRINBER | RISD | 10:21:07. | 12:08. | 4 | U40 4-5 |
| 56 | 903 | Ramon SOLIS | RISD | 10:24:17. | 26:16. | 3 | U40 4-5 |
| DNF | 881 | Daniel HUPE | | | 14:06. | 2 | U40 4-5 |
| DNF | 585 | Dan ALLRED | | | 10:09:47. | 1 | 40+ 4-5 |
