Trail Running calendar near Chepstow 2026-2027
We have found 488 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
We have found 488 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
A short fell race from the Storey Arms lay-by on the A470, covering about 3.2 km with 305 m of ascent; the course requires experience and navigational skills. Entry is £2 on the day and junior races are to be confirmed.
Wild Run Cotswolds showcases rugged off road trails on a private estate with fully marked routes, chip timing and a family friendly supporter zone. Entries are limited to 600; choose 10K, half, marathon or the six hour 360 challenge.
A trail half marathon in the Quantock Hills on 4 October 2026, featuring technical forest trails, moorland and stream crossings, with marshals, two feed stations, awards and weekend camping and bunk house options.
A functional fitness race in Brierley Hill on 4 October 2026 combining ten prescribed exercises with repeated runs. Solo, doubles, and relay entries are offered with standard and LITE weight divisions.
A RunForestRun organised in-person event at RAF Greenham Common offering a half marathon and a 10 km race on 4 October 2026, with tickets priced from £25.63 and a no refunds policy.
A chip timed 10 km trail race on 4 October 2026 through Somerset countryside, passing a prehistoric long barrow. The event includes a bespoke medal, Race Nation app support, camping nearby and proceeds shared with two charities.
Inflatable obstacle course at Cheltenham Racecourse on 10 October 2026 with options from 2.5 km to 15 km, family rules for children, finishers medals and on-site facilities.
A 55 km circular trail in the Forest of Dean that requires GPX navigation across single track, ridges and riverside sections. The event offers staffed aid stations, canicross category, support vehicles and a finishers medal.
A 50-mile LDWA members-only event from Crowcombe Village Hall, run as two loops through the Brendon Hills and the Quantocks to showcase West Somerset in autumn. Pre-selection entry, mandatory kit, a live tracker and qualifying prior distanc..
A 24 hour looped endurance event in Haldon Forest where runners complete one lap every hour and choose distances from 10k to ultramarathon. The final lap decides the winners and all participants receive wooden medals.
A trail race on 11 October 2026 covering about 6 miles through an AONB near Doward and Ross-on-Wye, featuring single track, woodland, riverbanks and a notable hill climb, with marshals, a water station and limited entry for runners aged 17..
MacTuffX Swindon on 11 October 2026 at County Ground combines ten prescribed Xercises with repeated runs in Classic and 2X formats, offering solo, doubles and five-person relay entries for adults aged 18 and over.