Trail Running calendar near Chepstow 2025-2026

We have found 290 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

The MTC Severn Path Ultra is a challenging 60-mile ultra marathon that takes participants on a scenic point-to-point route along the River Severn, starting from Shrewsbury and concluding in Worcester. Runners will experience a flat course with picturesque views, passing through notable landmarks suc..

The OTT Marathon & 10 Mile Race is an exciting running event set in the stunning Brecon Beacons, starting and finishing at Parkwood Dolygaer in Merthyr Tydfil. The marathon covers approximately 26.2 miles, featuring challenging climbs and breathtaking views, with three checkpoints along the route. P..

The Jurassic Coast Ultra Challenge is a premier endurance event taking place on May 17-18, 2025, along the stunning World Heritage coastline of Dorset, UK. Participants can choose from various distances, including 100km, 75km, 50km, and 25km, as well as a new Weymouth Marathon and a 10K in Bridport...

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The The Shindig in The Shire will take place in Corfton on Saturday 17 May 2025.

The MTC Severn Way Ultra is a challenging 57-mile ultra marathon that takes participants on a scenic point-to-point route starting from Travelodge Worcester and finishing at Travelodge Stonehouse. Runners will traverse through picturesque locations including Upton-on-Severn, Tewkesbury, and Gloucest..

The Guided Spring Marathon - Winchester will take place in Winchester on Sunday 18 May 2025. You can run 26 miles.

The BeerBlazer 10 Mile & Fun Run is a multi-terrain running event taking place in Beer, East Devon, organized by the Beer Primary School PTFA. This not-for-profit race aims to raise funds for the school and features a challenging 10-mile route that includes scenic views of the Jurassic Coast, as wel..

The Chiltern Valley 10km is a scenic trail run set in the picturesque Hambleden Valley, hosted by the Chiltern Valley Winery & Brewery. This multi-terrain course features a mix of woodland paths, single track footpaths, and country lanes, making it suitable for runners of all abilities, with a gener..

The Ridge Off Roader is a challenging mixed terrain race held in the picturesque Chiltern Hills, now celebrating its 12th year. Participants can choose between a 10k route and a half marathon, both of which are well-marked and marshaled. The event also features a 1k race for local children.As a char..

The Wild Horse 200 is an exhilarating 200-mile ultra marathon set in the stunning landscapes of South Wales, scheduled for May 21-26, 2025. This challenging event takes participants along iconic trails, including Offa’s Dyke and the Beacons Way, culminating at Worm’s Head on the Wales Coast Path. De..

The Town Tree Trail 10K Race is an exciting off-road running event scheduled for May 21, 2025, in Kingsbury Episcopi, Somerset. Participants will navigate a scenic course through fields, orchards, and the picturesque Town Tree Nature Garden, featuring a mix of paths and natural terrain. All finisher..

Batch Bash is a fell running event organized by Mercia Fell Runners, aimed at promoting safe and sustainable running in the West Midlands. The race features a distance of 5.3 km with a total ascent of 305 meters, making it a challenging yet enjoyable experience for participants. Registration takes p..

The Crocodile 8 is an exciting running event organized by Wye Valley Runners, taking place in the picturesque countryside surrounding the villages of Tillington and Burghill, Herefordshire. This challenging race covers approximately 8.8 miles, featuring a mix of trails, tarmac, and woodland paths, w..

The Bredon Cricket Club Tower Run is a 10k trail running event scheduled for May 25, 2025. Starting and finishing at the scenic Bredon Cricket Club, the route takes participants through beautiful country lanes and paths, culminating at the summit of Bredon Hill, which features an Iron Age fort and t..

The Taunton Trail Run, organized by Prosper Events, features a 10K and Half Marathon designed for both beginners and experienced runners. Set against the picturesque backdrop of Taunton's waterways, the course is ultra-flat and fast, making it an ideal choice for those aiming for personal bests or e..

The Bamford Sheepdog Trials will take place in Exmouth on Monday 26 May 2025.

The Summer DirtRun at Kinver Edge is an exciting off-road running event featuring 5km and 10km routes through the scenic trails of Kinver Edge & The Rock Houses. Participants can enjoy a competitive atmosphere with categories for both male and female runners, and prizes awarded to the top finishers...

The Dursley Peaks Race is a challenging off-road running event scheduled for May 29, 2025. Covering approximately 10.31 km with a significant elevation gain of 318 meters, the race features demanding climbs such as Cam Peak and Uley Bury, offering participants stunning views of the surrounding count..

The Sausage Dog Run in Wales, organized by Saturn Too, takes place at the scenic Dare Valley Country Park in Aberdare. This unique event features a 7-hour time challenge, allowing participants to choose their running distance, with a minimum of 5km. Runners can complete laps of 4.37 miles (7km) and..

Harewood 24 is an exhilarating 24-hour endurance event designed for both solo runners and teams, set in a stunning off-road forest environment. Participants can tackle 5-mile loops, either individually or in pairs of up to eight members. The event offers a unique challenge, allowing solo runners to..