Trail Running calendar near Chepstow 2026-2027

Westcountry Ultra 100 is a scenic and tough 100 mile trail from Taunton to Minehead, following canals, rivers and coastal paths. Expect dramatic views, challenging climbs and a 32 hour cutoff with plentiful aid stations.

Tackle the demanding coastal trails of Exmoor National Park. Choose from 10K, Half Marathon, Marathon, or Ultra distances across varied, rugged terrain. This event is part of a season-long series where runners can score leaderboard points.

Experience a variety of trail running and walking events at Mapledurham near Reading. Choose between ultra distances, half marathons, or a six mile walk featuring a river boat crossing with on site camping available.

A Welsh trail event offering a 100-mile loop from Abergavenny and a 100 km route from Talgarth to Abergavenny, both following Offa’s Dyke, Cambrian Way and Beacons Way across mountain terrain.

Follow the ancient Ridgeway track on a 40 mile linear journey through the chalk downlands of Wiltshire, Oxfordshire, and Berkshire. This point to point event offers a historic route for both walkers and runners.

Conquer up to 50 miles and 10000 feet of elevation in the hills of Shropshire. Choose your own path through four unique loops in any order or direction while enjoying a 16 hour buffet at the central race headquarters.

Experience the beautiful Dorset countryside on these primary trail routes through Thomas Hardy country. Choose between a 5 mile or half marathon course starting and finishing at Dorchester Rugby Club.

Join the Dilton Dash on 10 May 2026 at Dilton Marsh for scenic multi terrain 10K, 3K and 1/2K fun runs supporting village causes. Expect stiles and gates, medals for all finishers and prizes for winners.

Tackle the scenic 10 km Scorpion Run at Symonds Yat Rock in the Forest of Dean with winding trails and a final climb to the finish. Enjoy undulating gravel tracks, riverside views and a cafe at the start and finish for post run treats.

Hairy Legs is a cross-country charity event for all ages, held on a scenic, hilly woodland course. Distances are based on unmeasured loops, and there are solo, relay, and shorter youth options. Fancy dress is encouraged, with prizes and a f..

Explore the Cotswolds at the Stroud Trails Event, offering four scenic trail distances from an 11 km quarter marathon to a challenging ultra. The route takes in hills, towpaths, and common land with full support and marked trails. Registrat..

Discover the scenic trails of Margam Country Park with a variety of distances including a castle lap. This canicross friendly event offers chip timing and finisher medals for all participants.

Enjoy a scenic trail run or walk through the village of East Hendred on an undulating 5k course. Kids can also join the fun with a 1k obstacle run around the sportsground.

Experience a ten mile multi terrain lap through the scenic Cotswold countryside and Coln Valley. This undulating course features fields, footpaths, and a river crossing near the historic Chedworth Roman Villa.

Take on the Caradoc Classic, a scenic 3.5 miles fell race from Church Stretton climbing about 268 m. Part of the local Summer Series, this friendly community event includes junior races and on the day entries.

Enjoy a flat and traffic free summer race series at Dinton Pastures Country Park. Choose from 5km or 10km distances with chip timing and a dedicated 2km kids run for a complete family evening.

Take on the stunning Jurassic Coast World Heritage Site in May 2026. Choose your distance from a 10K up to a full 100km trek, with full support and rest stops along the iconic coastline. Walk, jog, or run your way from Corfe Castle to a cel..

Experience a mountain marathon or a ten mile race through the Brecon Beacons featuring climbs over Pen Y Fan and Tor y Foel. Runners enjoy scenic forest tracks and mountainous loops starting and finishing in Merthyr Tydfil.

Tackle the scenic Berkshire Downs in this 26th edition trail running event. Choose between a 26.8-mile marathon or a 16-mile challenge on a mixed-terrain course. All finishers receive a unique pottery mug, and a free BBQ awaits runners.

Experience a 100 percent off road trail adventure through the heart of Cannock Chase. Choose from various distances including a single lap half marathon and a challenging two lap full marathon on scenic forest singletrack.