Trail Running calendar near Chepstow 2025-2026

We have found 311 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

Test your endurance at the Elephant Challenge in Salcey Forest on 24 March 2026, a timed 6 hour event where you run as many 3.5 mile off road laps as you like. Enjoy scenic forest trails, an optional medal or tree token and a chance to supp..

The Way of the Dead is a challenging 50k running event traversing Dartmoor from east to west, organized by Wild Running. Participants can compete solo or in pairs, with live GPS tracking and three checkpoints that also serve as feed station..

Run scenic off road trails through Escot Park near Ottery St Mary with short climbs and some muddy sections. Choose a 10K or a two lap half marathon with canicross categories for dog and handler teams.

Beyond Bristol offers scenic 25 km and 55 km trail routes from Museum Square. Race under the Clifton Suspension Bridge, through Leigh Woods and along riverside and railway paths, with feed stations and a finisher medal.

Run amid Bath's city sights and rolling countryside at the Bath 50 Ultra Challenge, based at Bath Racecourse. Choose from 50 km, 29 km or 10 km looped routes with full support, rest stops and finisher T shirt and medal.

Tackle 16 miles of undulating trails from Combe Gibbet to Overton across scenic Berkshire and Hampshire countryside. Managed transfers and kit transport included make this a classic spring cross country adventure.

Join the Minster Challenge in Axminster on 29 March 2026 for muddy, hilly trail fun across 3, 5 and 12 km options. Enjoy homemade refreshments, medals for finishers and prizes for winners in a friendly community event.

Run Upcote Spring Trail is a limited entry 5 mile off road route around Upcote Farm near Cheltenham, featuring forest tracks, climbs and scenic Cotswolds views. Expect chip timing, medals for all finishers and a friendly festival vibe.

Take on the Feighan Fury 10 mile trail around Devon estates with steep hills, woods and river crossings, or join the family friendly Templeton 5 km fun run. Event at Templeton Village Hall on 29 March 2026.

Challenge a scenic 32 mile loop from Baggeridge Country Park, largely traffic free along canals and old railways. Enter solo, pairs or team of 4, face the 2.7 km Netherton Tunnel with a head torch and finish with a medal and a beer.

April 2026

The Testway Ultra is a challenging ultra marathon held in Hampshire, England, featuring 40 and 50-mile distances along the scenic Testway footpath. The route stretches from the chalky downs near the Northern Hampshire/Berkshire border to th..

Inaugural BOWUM is a 30 mile circular trail in Monmouthshire linking Skenfrith, Grosmont and White Castle via the Three Castles Walk and Offas Dyke Path. Enjoy rolling hills, well stocked checkpoints and no time limit.

Run Pendine Sands on firm beach along a scenic out and back course with distances from 5k to ultra. Finishers earn bespoke medals, category winners take trophies, and the event is cup free so bring a reusable cup.

Join the Chasewater Easter Egg Challenge on 05/04/2026 for scenic undulating multi terrain runs around the reservoir, with distances from junior to 20k. Dress as an Easter character and enjoy a bespoke medal, free photos and prizes.

Take on the Mortimer 10km on Monday 6 April 2026 at Mortimer Fairground, a scenic off road route through local woodlands and bridleways. A dog friendly canicross 10 km option lets you enjoy the race with your canine companion.

Challenge yourself on an 8 mile undulating trail around Freshwater, climbing about 900 feet and passing iconic spots like Tennyson Down and Alum Bay. Limited to 175 entries on 6 April 2026, this rugged multi terrain route offers stunning co..

Enjoy stunning coastal, woodland and dune trails at Oxwich Bay with 5 km, 10 km or a self navigated half marathon. Part of the Run The Trails Series, the event is timed and all finishers receive a medal.

Steaming to the Coast is a unique trail running event held along the scenic West Somerset Railway in Minehead, Somerset. Utilizing the UK's longest standard gauge steam railway, participants ride a steam train from Minehead to Bishops Lydea..

Run the Henley River Half Marathon, 10K or Junior Race at Temple Island Meadows and enjoy scenic, mixed terrain trails along the River Thames. Expect themed medals, free photos and a lively event village with food, drink and family fun.

Vale Coastal Races is the Vale of Glamorgan Ultra and Coastal Races, three trail distances along the Vale of Glamorgan coast in south Wales. The Ultra covers 32.5 miles along the Wales Coast Path from Penarth Pier to Ogmore-by-Sea; the Vale..