Trail Running calendar near Chepstow 2026-2027
We have found 461 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
We have found 461 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
A traditional off road fell race to Selworthy Beacon on Exmoor of about 4 miles with 1000 ft of ascent and descent. The course is self navigated with compulsory checkpoints and prizes for summit firsts and category winners.
A 10 km mixed-terrain event around Valley Park and Knightwood split into five timed stages, featuring chip timing, marshals, a kids Twiglet Tour, on-course water and food at the finish.
A new 10 km trail from Ross on Wye along the River Wye with off road terrain and riverside wildlife. Entry is £14.99 via PayPal, minimum age 15, and all finishers receive a bespoke medal.
The Summer DirtRun - Evesham will take place in Evesham on Wednesday 22 July 2026. You can run between 5 and 10 kilometers.
A 100 km race on the Beacons Way through the Brecon Beacons with 3,178 m ascent. Self-navigation with map and compass is mandatory and entrants must meet qualifying experience and kit requirements.
A 100 mile self navigation ultramarathon across the Brecon Beacons with 6143 m ascent, 10 staffed checkpoints, mandatory map and compass skills, GPS tracking and UTMB and ITRA points.
Inflatable 5K Coventry on 25 July 2026 features giant inflatable obstacles, music zones and finisher's medals, with distance options from 2.5k to 15k for families and groups.
A timed, lap format run along The Itchen Way in Winchester with a professionally measured, permitted course. Runners may complete multiple 2.62 mile laps up to ultra distance and receive a bespoke finisher's medal and aid station provisions..
A fell race at Cwm, Ebbw Vale covering 9.3 km with 549 m of climb. Partially waymarked, the route includes an anticlockwise loop around Y Domen Fawr and is part of the South Wales Series.
A circular half marathon trail run on the Ridgeway that visits Ashdown House and the original White Horse Hill. The route is described as undulating and the event is held under UK Athletics rules with a Trail Running Association permit.
Timed laps on a 2.62 mile out and back canal route with flexible distance options from 5 km up to ultra and a seven hour time limit. Both in person and virtual entries receive a physical medal.
A short, steep fell race near Middletown on 29 July 2026 covering 2.8 km with 440 m ascent. Pre entry via SI Entries costs £7 or £10 on the day; junior races are included.
A 50 mile event on 1 August 2026 following the Cambrian Way and Heart of Wales Line with 7,100 ft of ascent, four stocked checkpoints and no formal time limits. Route files are provided via Plotaroute.
Discover the Rose Run with Phoenix Running South Wales at Parc Taf Bargoed, a scenic multi terrain out and back with a repeatable 5.3 km lap to build distances from 5 km to ultra. Rock up and run with staggered starts and limited spots.