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.

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 point to point marathon on 4 October 2026 from Salisbury to Winchester along the Clarendon Way. Over 90% of the 26.2 miles is off road and a five mile Mini option is also available.

Bristol Epic Trail Sponsored By GORUCK is a trail running event at Ashton Court Estate in Long Ashton, Bristol on Sun 4th Oct 2026. Entry details, reviews, photos, course maps, and results are provided for the event.

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 fully marked 32 mile trail run in the Cambrian Mountains, based at Camp Plas with exclusive camping and support, limited to 100 runners and a 14 hours cut off for the main route.

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.

Choose a scenic 10k or shorter 5k through the Chiltern Hills around Frieth, combining woodland paths and country roads. Expect rolling climbs and panoramic views for a rewarding, hilly challenge for road and trail runners.

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..

A community-run event in Old Basing with chip-timed 10K and 6K trail races plus a 2K family fun run, raising funds for Friends of Old Basing Schools.

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.

A new fell race on the Cat's Back ridge in the Black Mountains covering about 11.7 km with 492 m ascent. The partly marked, rocky route requires full kit and appropriate fell shoes and is open to runners aged 16 and over.

A community off road running event in Marshfield on Sunday 11 October 2026 with children's and adult distances. Entries support Marshfield Primary School and the routes use temporary access across private land.

Black To The Trails 2026 brings family friendly and longer trail runs to Blaise Castle in Bristol on 11 October 2026, with 1K, 5K and 10K options and free entry for under 16s.

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