Trail Running calendar near Chepstow 2025-2026
We have found 273 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
We have found 273 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
The Loop Ultra is a 32-mile (50 km) trail running challenge set in the remote Cambrian Mountains of Mid Wales. The route starts and finishes at Camp Plas near Dolanog, Welshpool, winding through forests, trails and ancient paths toward Lake Vrynwy, with sweeping views toward the Shropshire Hills and..
Potter Around the Otter 50 is a 50‑mile endurance event organized by LDWA Cornwall and Devon, staged from Budleigh Salterton in Devon. The route follows coast paths and inland footpaths within the East Devon Area of Outstanding Natural Beauty, featuring generous checkpoints and straightforward navig..
The Marton Mile is a community event in Marton, Rugby, Warwickshire, on a flat, traffic-free 1-mile route along the Lias Line Greenway. The course is off-road and paved, suitable for all ages and fitness levels—from walkers to casual joggers—and is dog-friendly. The event emphasizes participation ov..
The Breidden Hills Race, organized by Mercia Fell Runners, is a challenging fell running event set in the scenic West Midlands. Participants will tackle a distance of 11.5 km with a total ascent of 790 meters, making it a demanding course for runners. The race requires pre-registration and is open t..
The Frieth Hilly 5km & 10km is a challenging mixed-terrain running event held in the scenic Chiltern Hills near Frieth, between Marlow and Henley-on-Thames, about 35 miles from central London. The race features winding woodland paths and country roads, offering stunning views throughout the course...
The ColyTEN is a 10-mile multi-terrain race held in Colyton, Devon, starting and finishing at Colyton Football Club’s Peace Memorial Playing Fields. The loop takes in 80% off-road terrain along the River Coly, with a steep ascent through Ox Woods, followed by undulating woodland trails in Morganshay..
Buckingham 10k is a charity running event in Buckingham Town Centre. The 10km multi-terrain route, organized by Run for the Sky, starts in the town centre and winds through Stowe Avenue, Stowe National Trust Gardens and farmland, offering a small-town atmosphere that blends urban and countryside sce..
The Scare Bear Run in Aberdare, hosted by Saturn Running, is a unique 7-hour time challenge event set in the scenic Dare Valley Country Park. Participants can choose their distance, starting from a minimum of 3km, with laps of approximately 4.37 miles (7km) on well-maintained paths offering beautifu..
The Forest of Dean Ultra Marathon will take place in Coleford on Saturday 18 October 2025. You can run 34 miles.
The Maverick Jurassic Coast is a challenging trail running event held in Corfe Castle, Dorset, along the stunning Isle of Purbeck and part of the famous Jurassic Coast. Scheduled for October 18, 2025, it offers five distances: Ultra (102 km), Long (54 km), Middle (24 km), Short (12 km), and Sprint (..
Centurion Autumn 100 is a 100-mile continuous trail race based in Goring-on-Thames and Streatley. The course forms a cross from four 25-mile out-and-back spurs along the Thames Path and Ridgeway, converging at Goring. Legs run Thames Path to Little Wittenham, Ridgeway to Swyncombe Farm, Ridgeway to..
Herepath Half is a trail running race staged in rural Somerset, starting from Thurlbear Primary School near Taunton. The course generally follows the circular Staple Fitzpaine Herepath Trail in the Blackdown Hills, spanning about 13.7 miles. Runners ascend to the Blackdown Heights, rewarded with exp..
White Horse Gallop is a roughly 12K off-road run held at Leighton Recreation Centre in Westbury, Wiltshire. The course traces bridleways and portions of the Imber Range, culminating in a close-up view of the iconic Westbury White Horse. Part of the Wiltshire Off Road Race League, the event awards a..
Keynsham Dandy is an off-road trail race organized by Town and Country Harriers (TACH) in Keynsham. The event starts from The New Inn, Bath Hill, and features a 12.5-mile course through riverside paths, rolling farmland and woodland, including the revived Compton Dando route with at least two stream..
The Giddy Horse Half Marathon, Trail, & Steeplechase Obstacle Course Races take place at Chepstow Racecourse in the UK. The event features a variety of distances including a half marathon, 8-mile and 4-mile trail runs, as well as 4-mile and 8-mile steeplechase obstacle course races. The trail races..
The Giddy Horse Backyard 2025 is a running event held at Chepstow Racecourse, UK, featuring races around Piercefield Park. The course is a 4.167-mile loop combining woodland, parkland, and tarmac trails, mostly flat with gentle elevation changes. The event offers solo races of 8-hour (33 miles) and..
Thames Trail Ultra is a 47-mile point-to-point ultramarathon along England’s longest river, from Hawkwell House Hotel in Iffley to the YMCA Y Centre in Henley-on-Thames. The route follows the Thames Path and Ridgeway National Trails, offering a mix of cross-country trails, riverside paths, and a sma..
The Worcester Ring Run is a 23-mile running tour around Worcester and Droitwich, launching in 2025 at Droitwich Rugby Club. The clockwise route travels from the club along the Droitwich Canal, joins the Worcester & Birmingham Canal toward Worcester, passes Diglis and Diglis Bridge, goes through Pitc..
Black Beacon Mountain Races are long-distance mountain trail events crossing the Black Mountains and Bannau Brycheiniog (Brecon Beacons) National Parks in South Wales, south to north. Four distances: 100 miles (+7500m), 50 miles (+3750m), 50 km Ultra Bach (+2200m), and 21 miles (+1200m). The 100-mil..