| Edale Fell Race | Sun 8th Jun 2025 | 187/191 | 01:17:34 | See all SIMON GREGORY at Edale Fell Race |
| Burbage Skyline | Tue 7th Jun 2022 | 153/314 | 00:42:06 | See all SIMON GREGORY at Burbage Skyline |
| Burbage Skyline | Tue 8th May 2018 | 91/322 | 00:51:39 | See all SIMON GREGORY at Burbage Skyline |
| Burbage Skyline | Tue 1st Aug 2017 | 73/216 | 00:56:24 | See all SIMON GREGORY at Burbage Skyline |
| Hathersage gala | Mon 3rd Jul 2017 | 72/170 | 00:42:18 | See all SIMON GREGORY at Hathersage gala |
| Edale Skyline | Sun 26th Mar 2017 | 153/293 | 04:15:36 | See all SIMON GREGORY at Edale Skyline |
| Burbage Skyline | Tue 6th May 2014 | 171/327 | 00:55:45 | See all SIMON GREGORY at Burbage Skyline |
| Burbage Skyline | Tue 8th May 2012 | 92/379 | 00:49:29 | See all SIMON GREGORY at Burbage Skyline |
| Burbage Skyline | Tue 20th May 2003 | 92/151 | 00:55:22 | See all SIMON GREGORY at Burbage Skyline |