Trail Running calendar near Chepstow 2026-2027
We have found 432 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
We have found 432 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
A 30 mile circular ultra on 4 April 2026 around Monmouth, covering parts of the Three Castles Walk and Offa's Dyke Path with 4,258 ft of elevation and two fully stocked checkpoints.
Test your endurance with this 12 hour Backyard Ultra format race featuring a 4.167 mile loop through the Purbecks. Run as an individual or in a team while enjoying the scenic Jurassic Coast and a lively event village.
A Backyard Ultra at Chilton Manor Farm featuring private wildlife trails, fields, woodland and a summit at Bugmore Hill Trig Point. The event uses a camp hub for rest and refuelling between roughly 6.7 km laps and offers marked routes and a..
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.
An undulating single lap of 8 miles around Freshwater and surrounding downs with about 900 feet of ascent and varied terrain. Entry is limited to 175 runners and finishers receive a souvenir with age and team prizes.
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.
A trail event at Oxwich Bay offering a self-navigation half marathon plus marked 10 km and 5 km routes across coastal paths, woodland and sand dunes, with chip timing, a finisher medal and on-course water stations.
A 15 miles fell race on the Mendips with over 2,000 feet of climbing and a fully marked Category B course. The route starts on Warrens Hill and finishes at Fairlands School where tea and cake are provided.
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..
A short fell race on 15 April 2026 at Forest Glen, Wellington covering 4.5 km with 247 m of climb. Pre-entry and on the day entry are available, junior races run before the senior event and the race holds FRA insurance.
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..
A six hour lap event at Kingsbury Water Park on a flat 3.3 mile route around ponds and a river. Participants choose how many laps to run within the time limit; onsite parking, cafe and toilets are available.
Experience a scenic 40 mile ultra marathon along National Cycle Route 8 from Glasbury to Merthyr Tydfil. This quadrennial event offers a well supported route through the Heart of Wales with unique finishers medals.