Milton, MA
| Rank | Year | Name | Category | Time |
|---|---|---|---|---|
| 1 | 2013 | Josh Katzman | M 30-39 | 8:10:00 |
| 2 | 2012 | Scott Traer | M 30-39 | 8:11:00 |
| 3 | 2012 | Josh Katzman | M 30-39 | 8:11:00 |
| 4 | 2010 | Josh Katzman | M 30-39 | 8:47:00 |
| 5 | 2015 | Ben Eysenbach | M 20-29 | 9:05:00 |
| 6 | 2017 | Elise Deroo | F 20-29 | 9:52:00 |
| 7 | 2012 | Giles Gregory | M 40-49 | 9:54:00 |
| 8 | 2022 | Joshua Cave | M 30-39 | 9:54:00 |
| 9 | 2022 | Jacob Varekamp | M 40-49 | 9:54:00 |
| 10 | 2012 | Howard Breinan | M 40-49 | 9:54:00 |
| 11 | 2012 | Robert Mathes | M 60-69 | 9:57:00 |
| 12 | 2015 | Harold Eyster | M 20-29 | 9:57:00 |
| 13 | 2023 | Eli Converse | M 20-29 | 10:10:00 |
| 14 | 2010 | Mark Buongiorno | M 40-49 | 10:16:00 |
| 15 | 2010 | Howard Breinan | M 40-49 | 10:16:00 |
| 16 | 2018 | Howie Breinan | M 40-49 | 10:23:00 |
| 17 | 2023 | Jason Kaplan | M 40-49 | 10:28:00 |
| 18 | 2019 | Carolyn Harper | F 20-29 | 10:31:00 |
| 19 | 2019 | Howie Breinan | M 50-59 | 10:31:00 |
| 20 | 2018 | Carolyn Harper | F 20-29 | 10:47:00 |
| 21 | 2017 | Howie Breinan | M 40-49 | 10:51:00 |
| 22 | 2015 | Howard Breinan | M 40-49 | 10:57:00 |
| 23 | 2014 | Ben Eysenbach | M < 20 | 10:57:00 |
| 24 | 2014 | Giles Gregory | M 40-49 | 11:20:00 |
| 25 | 2014 | Howie Breinan | M 40-49 | 11:20:00 |
| 26 | 2016 | Christopher Martin | M 40-49 | 11:24 |
| 27 | 2022 | Carolyn Harper | F 30-39 | 11:25:00 |
| 28 | 2013 | Jack Pilla | M 50-59 | 11:26:00 |
| 29 | 2022 | Howie Breinan | M 50-59 | 11:27:00 |
| 30 | 2013 | Christopher Martin | M 40-49 | 11:32:00 |
| 31 | 2011 | Giles Gregory | M 40-49 | 11:33:00 |
| 32 | 2011 | Nathan Hallowell | M 30-39 | 11:33:00 |
| 33 | 2011 | Mark Swistak | M 30-39 | 11:33:00 |
| 34 | 2011 | Howard Breinan | M 40-49 | 11:33:00 |
| 35 | 2022 | Sarah Kleinschmidt | F 30-39 | 11:51:00 |
| 36 | 2017 | Carolyn Harper | F 20-29 | 11:55:00 |
| 37 | 2017 | Mike Kenney | M 30-39 | 11:55:00 |
| 38 | 2023 | Robert Rives | M 30-39 | 11:59:00 |
| 39 | 2010 | Christopher I Martin | M 40-49 | 12:00:00 |
| 40 | 2010 | Giles Gregory | M 40-49 | 12:00:00 |
| 41 | 2017 | Michael Barrett | M 40-49 | 12:09:00 |
| 42 | 2012 | Richard Collins | M 50-59 | 12:20:00 |
| 43 | 2012 | Christopher I Martin | M 40-49 | 12:20:00 |
| 44 | 2017 | Christopher Martin | M 50-59 | 12:24:00 |
| 45 | 2013 | Michelle Roy | F 40-49 | 12:30:00 |
| 46 | 2019 | Evren Gunduz | M 30-39 | 12:39:00 |
| 47 | 2011 | Marcy Beard | F 40-49 | 12:49:00 |
| 48 | 2019 | Stephen Anthony | M 30-39 | 12:57:00 |
| 49 | 2019 | Marcy Beard | F 40-49 | 12:57:00 |
| 50 | 2019 | Patrick Hayes | M 30-39 | 13:01:00 |
| 51 | 2023 | Lisa Rising | F 30-39 | 13:14:00 |
| 52 | 2019 | Garrett Tietjen | M 30-39 | 13:27:00 |
| 53 | 2015 | Richard Collins | M 50-59 | 13:34:00 |
| 54 | 2015 | Dane Leblanc | M 50-59 | 13:34:00 |
| 55 | 2010 | Timmy Reif | M 40-49 | 14:00:00 |
| 56 | 2010 | Kristen Evan | F 40-49 | 14:00:00 |
| 57 | 2014 | Marcy Beard | F 40-49 | 15:17:00 |
