Trail Running calendar near Chepstow 2026-2027
We have found 402 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
We have found 402 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
The Kingfisher Challenge is a flexible six-hour trail run in the scenic Coombe Abbey Park. Run as many 3.3-mile laps as you like on paths through woodland and grassland. Choose your own distance and finish with a medal or a tree-planting to..
A *50 km* point-to-point ultramarathon from Moors Valley Country Park to Hengistbury Head, featuring forest trails, coastal paths and a fully signed flat course. The race includes four feed stations, a GPS route file, medical cover and a 9...
Test your endurance at the Lower Otter valley in this six hour timed event. Run or walk as many flat 4.4km loops as possible either solo or as part of a pair.
Choose between a half marathon, marathon, or ultramarathon in this self-navigation event visiting historic trig points. Navigate the beautiful East Devon landscape and South West Coast Path as a solo participant or in a pair.
Wild Run Cotswolds showcases rugged off road trails on a private estate with fully marked routes, chip timing and a family friendly supporter zone. Entries are limited to 600; choose 10K, half, marathon or the six hour 360 challenge.
Experience a scenic trail half marathon through the Quantock Hills featuring technical forest paths and open moorland. This UTMB index event offers on site camping and a rugged course with stream crossings for all finishers.
Test your endurance at MacTuffX Brierley Hill in October 2026. Choose between 400m and 800m intervals in solo, double, or relay formats for a unique racing experience. This event is open to all participants aged 18 and over.
Experience the bouncy inflatable obstacle course at Cheltenham Racecourse. Choose between several distances and navigate through a series of large inflatables while earning your finisher medal.
Experience a 32 mile trail journey through the remote Cambrian Mountains and toward Lake Vrynwy. This sustainable event features a fully marked course with 4862 feet of elevation and a 14 hour cut off time.
Experience a 55 km journey through the scenic Forest of Dean featuring technical trails and river views. This self navigation ultra marathon offers dedicated support and a separate category for Canicross runners.
MacTuffX Swindon features a series of repetition based running formats including solo and team categories. Participants choose between multiple 400m or 800m loops in this structured athletic event for adults.
A 100 mile trail race through Oxfordshire featuring four 25 mile out and back spurs. Runners navigate the historic Ridgeway and Thames Path trails supported by 16 aid stations and full medical coverage.
Blaze the Biblins on 18 October 2026 is a scenic 10k trail race through ancient woods and riverbanks near Ross on Wye. Expect technical single track, climbs including the notorious Demon hill, and a lively village finish.
Join the Aberfan Memorial Run in Merthyr Tydfil to honour the 1966 victims and support the Aberfan Memorial Charity. Choose 5 km to ultra on a scenic tarmac loop along the Taff Trail with flexible start times and official timing.
Roughly 12K trail run on bridle paths and the Imber Range near the Westbury White Horse on 18 October 2026. Limited to 200 places so book early for a bespoke finisher medal and category prizes.