Trail Running calendar near Chepstow 2026-2027

We have found 464 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

Experience a 30 mile ultra marathon through the heart of the Brecon Beacons featuring the summit of Pen y Fan. This trail event offers technical terrain and scenic reservoir views with a strict 200 runner limit.

Trail running at Stonor Park in the Chilterns with three route choices of 22 km, 13 km and 7 km. Expect well marked woodland trails, steep climbs, possible wildlife sightings and outposts on the longer courses.

A torchlit trail run from Winchester Athletics Track with 12 km and 22 km options across the South Downs Way and local trails. The course is fully marked; headtorches and at least 500 ml of fluid are required.

Coastal ultra events on the South West Coast Path around Exmoor and North Devon, from 38 km to 110 miles, self navigated with GPS tracking and race index points.

A 7 mile chip timed trail race around The Blue Pool in Dorset on 7 November 2026. The route passes woodland, hills, heath and ridges and includes a capped canicross category; entry includes pool access for one adult and up to two children.

A multi terrain race of about 12 km around Barton Farm Country Park in Bradford on Avon on 2 November 2025, featuring a river crossing and off road sections; the event raises funds for Alzheimer's Support (West Wilts).

A ten mile cross country race in Chipping Sodbury with muddy, varied terrain and water obstacles. Held on Remembrance Sunday and preceded by a commemorative silence, it draws around 1300 runners.

A 10 km night off-road race at Wyre Forest Visitor Centre on 11 November 2026. Torches are compulsory and canicross is permitted; medals and prizes are awarded and a self-service water refill is provided.

Trail running near Brockenhurst in the New Forest National Park on wide, hard packed trails through woodland and heath. Three distances from 10k to a 21.6k half marathon, with chip timing, on-course drinks and a metal finisher medal.

Fully marked trail races at Margam Park including a half marathon and a 10k, running through woodland, parkland and the deer park with coastal views; entries include parking, timing, a medal and download photos.

Trail Half Marathon Wales runs in Margam Country Park and Forest on 14 November 2026, offering a fully marked half marathon and 10k on forest trails with checkpoints, safety cover, and included car parking.

Trail 5 km and 10 km races on the Bath Skyline with night and day options and a 500 m kids run. Mixed terrain routes are well marked and marshalled and finishers receive a two sided medal.

A winter 2026/27 night trail series across Somerset with four events and both 5km and 10km route options. Runners can enter individual events or the full series and order a bespoke wooden finisher's medal for each race.

Timed multi lap event on the Itchen Way in Winchester on 14 November 2026, with 2.62 mile laps that add up to half marathon, marathon and ultra distances. Flexible start format, aid station with vegan options, bespoke finisher's medal.

A mountain fell race of 8.8 km with 714 m ascent around Llyn y Fan near Llanddeusant. The mostly unmarked, remote route requires navigation and mountain skills; entries are limited to 50 runners.

A 10 km multi terrain trail run around Beckbury, Shropshire, featuring the Badgers Bite Hill, marshalled and signposted with a halfway drinks station and a finisher medal.

A multi-terrain *5K* and *10K* race in the Chiltern Hills on 15 November 2026, organised by the Radnage Primary School PTA, with water stations, first aid, a village hall cafe and proceeds supporting the school.

MoRunning at Southampton Common offers chip timed 1.5k, 5k, 10k and a half marathon with medals, finisher headbands and on-site race facilities. The course mixes paths, trails and grass and is dog friendly and buggy usable.

A Movember charity run at Ashton Court Park offering 1.5k, 5k, 10k and half marathon options with chip timing, medals and headbands, mixed path and trail terrain, some hilly sections, and on course refreshments.

Callow Fell Race is an AS-category 8 km fell race with about 762 m of ascent around Little Stretton, featuring four steep climbs, limited signage, and mandatory WFRA kit; previous fellrunning experience is recommended.

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