Trail Running calendar near Chepstow 2025-2026

The Callow Fell Race, organized by Mercia Fell Runners, is a challenging event that has transitioned from a summer to a winter series race. Covering a distance of 8.1 km with a total ascent of 762 meters, it is recognized as one of the toughest races in Shropshire. The course features steep climbs a..

The Cardiff Trail Half Marathon is an exciting running event set against the stunning backdrop of Castell Coch. Scheduled for November 16, 2025, this newly introduced race offers a unique blend of competition and scenic beauty, making it an ideal experience for both seasoned athletes and newcomers...

The Beckbury Trail is a 10K multi-terrain running event organized by Lawley Running Club, celebrating its 10th anniversary. Set in the scenic rural village and parish of Beckbury, Shropshire, the course features a mix of trail and a small section of road, including the challenging Badgers Bite Hill...

The Broadway Marathon & Half Marathon, organized by Cotswold Trail Events, takes place in Broadway, Worcestershire, within the scenic northern Cotswolds. The marathon features a challenging, hilly course primarily on trails and unpaved tracks, with some minor road sections. Starting and finishing in..

The Bournemouth Coastal TEN is a scenic running event held at Hengistbury Head, Bournemouth, Dorset, offering 10-mile and 10k routes along the stunning Dorset coast. The largely flat, traffic-free courses follow Bournemouth’s seafront paths, including a run along Boscombe Pier with uninterrupted sea..

Dark Valley, Night Trails is an exhilarating night-time running event hosted by BigFeat Events at Moors Valley Country Park. Participants can choose from 10km, 20km, or 30km looped trails, all set amidst the enchanting woods of Dorset. Runners will navigate the course using headtorches, guided by fl..

The Smurf Run in Aberdare, Wales, is a unique 7-hour time challenge event hosted by Saturn Running at the scenic Dare Valley Country Park. Participants can choose their distance, starting from a minimum of 3km, with laps of approximately 7km (4.37 miles) on well-maintained footpaths offering beautif..

The Action Heart Tuff Un is an annual multi-terrain running event held at Baggeridge Country Park in Dudley. Covering approximately 6 miles, the course features undulating trails, muddy paths, and a shallow stream crossing, offering a challenging yet rewarding experience for runners of all levels. W..

The New Forest Stinger is an annual 10-mile trail running event held in the scenic New Forest at Ocknell Campsite, Fritham. Organized by Totton Running Club, the race features an undulating off-road course that follows approved trails and paths, offering some of the best views in the forest. The eve..

The Weston Park 10K & 5K is an annual multi-terrain trail race held within the scenic grounds of Weston Park. The event features a 10K route that combines concrete, tarmac, gravel paths, and a short grass section, showcasing the historic park's landmarks. The 5K race follows the initial 3 miles of t..

The Combe Crawler is a challenging 8.5-mile (13.6 km) cross-country race held annually in Ilfracombe, North Devon. Known for its hilly terrain, the course features steep coastal paths and stunning countryside views, making it a true test of endurance for runners of all abilities. The race typically..

DirtRun In The Dark is an off-road running event held at The Wyre Forest, Callow Hill Visitor Centre. Participants tackle a 10km course consisting of two laps around forest tracks and trails, all run in the dark, making torches compulsory. The race welcomes runners aged 14 and above and allows canic..

The Medal Mix Challenge - Day 1 is a 7-hour timed running and walking event taking place near Capel Lane, Littleham, Exmouth on November 29, 2025. Participants of all abilities are welcome to complete as many 5.3 km laps as possible on a scenic, undulating, and accurately measured tarmac course alon..

The Wallop is a scenic 21k trail run held within the Farleigh Wallop Estate in Hampshire. The course features a diverse mix of narrow woodland paths and wide gravel tracks that wind through forests and open land, offering runners an immersive natural experience. This half-marathon event is fully mar..

The Maverick Exposure Lights Dark Oxfordshire is a unique night trail running event held at Stonor Park, nestled in the Chiltern Hills near Henley-on-Thames. Participants can choose from three challenging routes—17 km (long), 12 km (middle), and 7 km (short)—all set within the scenic estate home to..

The Maverick Original Oxfordshire is a trail running event held at the historic Stonor Park estate near Henley-on-Thames, Oxfordshire. Set within the Chilterns Area of Outstanding Natural Beauty, the race offers three challenging routes: 22 km (long), 12 km (middle), and 7 km (short), featuring elev..

The Medal Mix Challenge Day 2 is a 7-hour timed running and walking event taking place near Capel Lane, Littleham, Exmouth on November 30, 2025. Participants complete laps of a scenic 5.3 km out-and-back course along an old disused train line, fully paved and accurately measured as a road race. The..

The Secret Santa Series is a festive trail running event held in the Brecon Beacons National Park, starting and finishing at Cwmdu Village Hall, Powys. It offers three challenging distances: 14 km (Figgy Pud), 10 miles (Turkey Ten Mile), and a half marathon (Du Mulled Wine), with significant elevati..

The Telford T50 Trail Run is a challenging 50-mile winter trail race held in Telford, Shropshire, starting from The Unicorn Inn in Little Dawley. The course follows the renowned Telford T50 pathway, showcasing historic and scenic landmarks such as Ironbridge and the Wrekin, passing through industria..

The Secret Santa Tinsel Half Marathon, part of the Secret Santa Figgy Pud 14km, Turkey Ten Mile & Half Marathon Du Mulled Wine event, takes place in the scenic Black Mountains near Crickhowell, Powys, starting from Cwmdu Village Hall. Set within the Brecon Beacons National Park, the half marathon fo..