Watuppa Trail Races
| Rank | Year | Name | Category | Result |
|---|---|---|---|---|
| 1 | 2019 | Michael Pulli | M 40-49 | 3:44:12 |
| 2 | 2018 | Will Swenson | M 40-49 | 3:44:55 |
| 3 | 2025 | Nathaniel Tokarsky | M 20-29 | 3:46:13 |
| 4 | 2024 | Sean Blythe | M 20-29 | 3:51:48 |
| 5 | 2024 | Joseph Bradshaw | M 20-29 | 3:52:30 |
| 6 | 2022 | James Atkins | M 30-39 | 3:57:57 |
| 7 | 2023 | Becca Pizzi | F 40-49 | 3:59:12 |
| 8 | 2018 | Jason Dejoannis | M 40-49 | 4:00:20 |
| 9 | 2018 | Scott Deslongchamps | M 40-49 | 4:07:09 |
| 10 | 2026 | Alexander Burke | M 30-39 | 4:09:37 |
| 11 | 2018 | Jon Lawson | M 40-49 | 4:11:21 |
| 12 | 2023 | Donald Coletta | M 20-29 | 4:11:21 |
| 13 | 2023 | Scot Dedeo | M 40-49 | 4:12:13 |
| 14 | 2024 | Jacob Carroll | M 20-29 | 4:12:17 |
| 15 | 2025 | Alexander Burke | M 20-29 | 4:12:19 |
| 16 | 2026 | Padraig Mullins | M 40-49 | 4:13:17 |
| 17 | 2023 | Michael Pulli | M 40-49 | 4:19:10 |
| 18 | 2025 | Dwight Waugh | M 30-39 | 4:22:01 |
| 19 | 2025 | Chris Loftus | M 50-59 | 4:23:44 |
| 20 | 2026 | Sean Smialek | M 20-29 | 4:25:13 |
| 21 | 2019 | Tim Finocchio | M 40-49 | 4:28:28 |
| 22 | 2024 | Ian Glavin | M 20-29 | 4:29:55 |
| 23 | 2024 | Crystal Ross | F 40-49 | 4:33:34 |
| 24 | 2026 | Tino Fidalgo | M 50-59 | 4:34:07 |
| 25 | 2022 | Lydia Heely | F 20-29 | 4:34:23 |
| 26 | 2019 | Ken Parnow | M 30-39 | 4:35:41 |
| 27 | 2025 | Matthew Montano | M 30-39 | 4:35:56 |
| 28 | 2024 | Scott Deslongchamps | M 50-59 | 4:36:15 |
| 29 | 2026 | Thomas Dorr | M 50-59 | 4:38:18 |
| 30 | 2022 | Ryan Pelletier | M 30-39 | 4:39:40 |
| 31 | 2019 | Charn Mcallister | M 30-39 | 4:41:40 |
| 32 | 2025 | David Breyer | M 50-59 | 4:42:29 |
| 33 | 2024 | Donald Coletta | M 20-29 | 4:43:20 |
| 34 | 2025 | Luc Durand | M 20-29 | 4:44:47 |
| 35 | 2022 | Jeffrey Wohlen | M 40-49 | 4:45:52 |
| 36 | 2018 | jonathan perrino | M 30-39 | 4:47:17 |
| 37 | 2024 | Jonathan Lagoa | M 40-49 | 4:48:33 |
| 38 | 2022 | Noah Bowser | M 20-29 | 4:48:34 |
| 39 | 2025 | Dima Feinhaus | M 60-69 | 4:48:35 |
| 40 | 2022 | Robert Curci | M 60-69 | 4:50:55 |
| 41 | 2025 | Jeffrey Wohlen | M 40-49 | 4:51:15 |
| 42 | 2024 | David Andrade | M 30-39 | 4:51:41 |
| 43 | 2025 | Brendan Chambers | M 40-49 | 4:52:03 |
| 44 | 2024 | Matthew Montano | M 30-39 | 4:52:38 |
| 45 | 2022 | Adam Morales | M 30-39 | 4:52:57 |
| 46 | 2022 | David Andrade | M 30-39 | 4:53:00 |
| 47 | 2024 | Tyler Marshall | M 20-29 | 4:53:20 |
| 48 | 2023 | Tino Fidalgo | M 50-59 | 4:54:06 |
| 49 | 2018 | Matthew Crawley | M 30-39 | 4:55:32 |
| 50 | 2026 | Emmanuel Resendes | M 50-59 | 4:56:27 |
| 51 | 2024 | Sean Smith | M 30-39 | 4:57:01 |
| 52 | 2024 | Tino Fidalgo | M 50-59 | 4:57:58 |
| 53 | 2019 | Barry Ahern | M 40-49 | 4:58:38 |
| 54 | 2026 | Derek Valentim | M 30-39 | 4:59:19 |
| 55 | 2022 | Matthew Duffey | M 40-49 | 4:59:44 |
| 56 | 2018 | Shelley Cheung | F 30-39 | 4:59:51 |
| 57 | 2026 | Emma Cucchiara | F 20-29 | 5:00:05 |
| 58 | 2018 | Mike Ginns | M 40-49 | 5:00:27 |
| 59 | 2024 | Adam Littlefield | M 30-39 | 5:00:30 |
| 60 | 2025 | Adam Littlefield | M 30-39 | 5:01:16 |
| 61 | 2023 | Jonathan Lagoa | M 30-39 | 5:01:51 |
| 62 | 2025 | Julianna Coughlin | F 30-39 | 5:02:05 |
| 63 | 2025 | Shane Thompson | M 40-49 | 5:03:42 |
| 64 | 2018 | Benjamin Draper | M 30-39 | 5:03:45 |
| 65 | 2019 | Jennifer Rushton | F 40-49 | 5:06:37 |
| 66 | 2023 | George Nicholson | M 50-59 | 5:06:56 |
| 67 | 2026 | John Gailius | M 30-39 | 5:07:25 |
| 68 | 2023 | Zdeno Chara | M 40-49 | 5:07:29 |
| 69 | 2023 | Karalyn Spadaro | F 30-39 | 5:07:29 |
| 70 | 2018 | Tom Dmukauskas | M 40-49 | 5:07:32 |
| 71 | 2019 | David Foss | M 50-59 | 5:08:39 |
| 72 | 2023 | Matthew Minigell | M 20-29 | 5:08:50 |
| 73 | 2024 | Gwenyth Taradash | F 20-29 | 5:10:10 |
| 74 | 2019 | Robert Serpa | M 40-49 | 5:10:11 |
| 75 | 2018 | James McGurl | M 20-29 | 5:10:46 |
| 76 | 2019 | Ryan Powers | M 30-39 | 5:12:31 |
| 77 | 2023 | Lisa Engler | F 40-49 | 5:12:37 |
| 78 | 2022 | Jolene Giles | F 40-49 | 5:12:51 |
| 79 | 2024 | David Jones | M 50-59 | 5:12:57 |
| 80 | 2019 | Michael Fernandes | M 30-39 | 5:14:30 |
| 81 | 2024 | Jarrod DiZazzo | M 40-49 | 5:15:33 |
| 82 | 2023 | Jay Guthin | M 40-49 | 5:16:14 |
| 83 | 2024 | Shane Thompson | M 40-49 | 5:16:35 |
| 84 | 2024 | Hanna Littlefield | F 30-39 | 5:18:32 |
| 85 | 2023 | Jamie Romaniak | M 40-49 | 5:19:59 |
| 86 | 2022 | Brian Park | M 20-29 | 5:20:53 |
| 87 | 2019 | Jimmy Fernandez | M 40-49 | 5:21:09 |
| 88 | 2026 | Adam Littlefield | M 30-39 | 5:24:37 |
| 89 | 2023 | Ian Glavin | M 20-29 | 5:25:16 |
| 90 | 2023 | Adam Knight | M 20-29 | 5:25:47 |
| 91 | 2018 | Anna Kvaitchadze | F 30-39 | 5:25:52 |
| 92 | 2022 | Will Lindau | M 20-29 | 5:26:07 |
| 93 | 2025 | Aleida Castillo-Gage | F 50-59 | 5:26:48 |
| 94 | 2018 | Ryan Conlon | M 30-39 | 5:26:55 |
| 95 | 2026 | Michael Correira | M < 20 | 5:27:41 |
| 96 | 2018 | Paul Chenery | M 60-69 | 5:27:47 |
| 97 | 2026 | Ross Minkov | M 50-59 | 5:28:23 |
| 98 | 2026 | Jeffrey Wohlen | M 40-49 | 5:28:30 |
| 99 | 2019 | Linnea Laverty | F 30-39 | 5:31:11 |
| 100 | 2018 | Elizabeth Eaton | F 40-49 | 5:31:56 |