Trail Running calendar near Chepstow 2025-2026

The Barrows and Downs event, organized by And Over Trail Events, is a marathon and half marathon set in the historic southern Salisbury Plain in Wiltshire, England. Participants run among ancient barrows dating back to 3500 BC, enjoying scenic views of the Wiltshire Downs. Both race routes start and..

The Loop Ultra is a 32-mile (50 km) trail running event held in the remote Cambrian Mountains near Dolanog, Welshpool, Mid Wales. Starting and finishing at Camp Plas, a nature retreat offering eco-friendly camping and amenities, the course features marked trails, forest tracks, and ancient paths wit..

The Breidden Hills Race, organized by Mercia Fell Runners, is an 11.5 km fell running event featuring a challenging total ascent of 790 meters. Held near Criggion Village Hall in the West Midlands, the race promotes safe and sustainable fell running. Entry is by pre-registration only, with an £8 fee..

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 scenic 10-mile multi-terrain race held in Colyton, starting and finishing at Colyton Football Club's Peace Memorial Playing Fields. The course is approximately 80% off-road, featuring a route along the River Coly, a steep climb through Ox Woods, and undulating woodland trails in Mor..

The Buckingham 10K is a scenic running event held in Buckingham Town Centre, featuring a 10-kilometer multi-terrain route. The course starts in the town center and passes through Stowe Avenue, the Stowe National Trust Gardens, and surrounding farmland, offering an undulating profile through both urb..

The Autumn 100 is a 100-mile continuous trail race held in the twin villages of Goring and Streatley on the River Thames in South East England. The course forms a cross shape, consisting of four 25-mile out-and-back sections along the Ridgeway and Thames Path National Trails. Runners face a mix of 2..

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 2025 is a trail running event held in Corfe Castle, Dorset, along the scenic Isle of Purbeck and part of the renowned 95-mile Jurassic Coast. Participants can choose from four distances: Ultra (102 km), Long (54 km), Middle (24 km), and Short (12 km), each featuring chall..

The White Horse Gallop is a challenging approximately 12K off-road race held near Westbury, Wiltshire. The course runs along bridle paths and the Imber Range, offering runners close views of the iconic Westbury White Horse. This event is part of the Wiltshire Off Road Race League and is open to runn..

The Keynsham Dandy is an off-road running race organized by Town and Country Harriers (TACH) in the Bristol area. The event covers approximately 12.5 miles, starting in Keynsham and featuring a scenic route that includes the revival of the Compton Dando path, complete with a stream crossing. The rac..

The Giddy Horse Backyard event is a unique running experience taking place at Chepstow Racecourse in Piercefield Park. Scheduled for October 25, 2025, it features various race formats including 8-hour, 12-hour, 24-hour, and relay options, all set on a scenic 4.167-mile loop that combines woodland, p..

The Worcester Ring Run is a 23-mile running event held in Droitwich, United Kingdom, organized by Pulse Events. The 2025 edition starts and finishes at the Droitwich Rugby Club, featuring a scenic clockwise loop along the Droitwich Canal and Worcester & Birmingham Canal, passing landmarks such as Di..

The Thames Trail Ultra is a challenging 47-mile point-to-point ultra-marathon along England’s longest river, the Thames. Starting near Oxford in Iffley and finishing at the YMCA Y Centre in Henley-on-Thames, the course follows the scenic Thames Path and Ridgeway National Trails. Runners experience a..

The Giddy Horse Half Marathon, Trail, & Steeplechase Obstacle Course Races is an exciting running event taking place on October 26, 2025, at Chepstow Racecourse in the UK. Participants can choose from various race options, including a half marathon, 8-mile and 4-mile trail races, and steeplechase ob..

The Black Beacon Mountain Races, held in South Wales' Black Mountains and Brecon Beacons National Parks, offer four challenging trail running events: a 100-mile ultramarathon, a 50-mile ultramarathon, a 50km Ultra Bach, and a 21-mile trail race. The courses feature spectacular mountain scenery, incl..

The Black Beacon Mountain Trail Races are challenging long-distance running events held in South Wales, crossing the Brecon Beacons and Black Mountains National Parks. Starting in Hay on Wye, the races offer four distances: 100 miles (+7500m ascent), 50 miles (+3750m ascent), 50 km (+2200m ascent),..

The November Nightmare is an exciting running event taking place over eight days in Telford, Shropshire, celebrating its 10th year. Participants can choose from various distances each day, including 8 miles, a half marathon (approximately 16 miles), or a full marathon. Runners can opt to compete in..

The Haldon Halloween Twilight Run takes place in Haldon Forest near Exeter, Great Britain, offering a festive running experience on November 1, 2025. Participants can choose from three distances: a 2.5 km fun run, 5 km, and 10 km races, including Canicross options for dog runners. The event features..