Trail Running calendar near Chepstow 2026-2027

Join this Easter Monday tradition in Berkshire featuring a 10km off road course through local woodlands. Participants can choose between a standard foot race or a dog friendly canicross event starting from the Mortimer Fairground.

Experience a scenic 8 mile multi terrain circuit in Freshwater featuring 900 feet of ascent and coastal views. This hilly course takes runners past Tennyson Down and Alum Bay with professional timing and finisher rewards.

Enjoy a unique trail running event where you ride a heritage steam train to your start line before racing back to Minehead along the beautiful Somerset coastline and Quantock Hills.

Experience a scenic mixed terrain race along the banks of the Thames in Henley on Thames. Choose from a half marathon, 10K, or junior race starting at the iconic Temple Island Meadows.

Experience the rugged Glamorgan Heritage Coast with three trail races following the Wales Coast Path. Choose from ten, eighteen, or thirty two mile routes featuring dramatic cliffs and hidden bays ending at Ogmore by Sea.

Experience the rugged beauty of the Gower Peninsula with a self navigation half marathon or marked trail runs of 10km and 5km. Enjoy coastal paths and woodland trails starting from the scenic Oxwich Bay.

Follow the South West Coast Path for 22 miles from Exmouth to Seaton featuring 4000 feet of ascent. Choose between solo, relay, or half distance options for this established trail race along the Devon coastline.

A 15-mile fell race in Cheddar with over 2000 feet of climbing on a fully marked course. Entry includes tea and cake at the finish, with water stations and snacks provided along the way. The race starts on Warrens Hill and finishes at Fairl..

Tackle the Kymin Dash, a 7 mile road and trail race from Monmouth that climbs to the Round House for panoramic views before descending through fields and bluebell filled woodland. Enjoy a lively finish at Monmouth School Sports Club with Ki..

Wild Horse South Wales 200 is a 200-mile trail ultramarathon through South Wales. The route links historic paths like Offa's Dyke and the Beacons Way, finishing at Worm's Head on the coast. This point-to-point adventure offers a multi-day c..

The MTC Gelert is a 47-mile ultramarathon along Wales's scenic National Cycle Route 8, from Barmouth to Llanidloes. It is also the third day of the CYMRUN multi-day challenge. The event has a strict 4 mph pace requirement and provides a bes..

Explore Kingsbury Water Park's ponds and river on a flat, flexible course. Run as many 3.3-mile laps as you like within six hours. This event welcomes all paces, from a single lap to an ultra distance.

The MTC Afanc is a 40-mile ultra marathon along National Cycle Route 8 in Wales. It is also the fifth stage of the challenging six-day CYMRUN event. Runners must be prepared for a cup-free race with strict pace requirements and a full manda..

Experience the landscape of the Shropshire Hills through a series of trail runs and walks ranging from 10 km to 80 km. Enjoy local food and historical landmarks while supporting educational charity programs.

Experience a guided 18 mile adventure across the Malvern Hills ridge and surrounding woodlands. This social group run features over 1300m of elevation and stunning panoramic views at a non competitive pace.

Experience the rugged beauty of Brecon Beacons National Park with a choice of 10, 20, or 40 mile trail races featuring forest paths and mountain climbs.

Experience an endurance event through the Black Mountains and the Blaenavon World Heritage Site. Choose between three distances and tackle historic mountain climbs and scenic canal paths starting from Abergavenny.

The Route The MTC Y Draig Goch is a 34.8-mile (approximately 35-mile) ultra run. The route starts at the Travelodge in Merthyr Tydfil and follows National Cycle Route 8 all the way to Cardiff. The course then continues to the finish line at..

Martley Madness is a 10-mile trail and country lane race through the Worcestershire countryside. The undulating route features woodland, Rodge Hill, and part of the Worcestershire Way. All finishers get a medal and celebratory cake at the f..

Experience a timed run through the Chiltern countryside and the exclusive Wormsley Estate. This event offers mixed terrain courses over multiple distances starting from Ibstone Common to support a local primary school.