Trail Running calendar near Chepstow 2025-2026
We have found 269 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
We have found 269 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
The Nant Yr Arian Silver Trail Races take place in the scenic Cambrian Mountains, offering a choice of challenging and varied terrain for trail runners. Participants can choose between a Half Marathon and a 10km race, both suitable for beginners and experienced runners, with no cut-off time. The eve..
Winter's End - 50 Mile Ultra & Marathon is a scenic trail running event held along the South Downs Way National Trail, starting near Arundel, West Sussex, and finishing in Winchester, Hampshire. The event features a 50-mile ultramarathon and two marathon options covering either the first or second h..
The Forest of Dean Spring Trails Half Marathon is a scenic 13.1-mile race held annually in the Forest of Dean, starting and finishing near the Speech House Hotel. The course features well-maintained woodland trails with gentle inclines, offering a multi-terrain experience through beautiful forest la..
The Elephant Challenge by Big Bear Events is a unique 6-hour running event held at Salcey Forest, near Northampton, England. Participants run multiple laps of a 3.5-mile off-road loop through well-maintained forest paths, with terrain consisting mainly of crushed stone and forest floor, offering a n..
The Way of the Dead is a challenging 50k running event traversing Dartmoor from east to west, organized by Wild Running. Participants can compete solo or in pairs, with live GPS tracking and three checkpoints that also serve as feed stations. The route features minimal ascent of 1389 meters but requ..
The Bath 50 Ultra Challenge is a premier trekking and trail running event held in the historic city of Bath, UK. Participants can choose from three looped distances: 50 km, 29 km, or 10 km, all starting and finishing at Bath Racecourse. The course offers scenic panoramic views, passing iconic landma..
The Bristol Trail & Ultra, held on 28 March 2026, is a trail running event in Bristol offering two distances: a 25km trail and a 55km ultra. Both races start and finish at Museum Square in the city center. The routes take runners off the tarmac through woodland, riverside paths, parks, and disused r..
Ultra In The Black Country is a scenic 32-mile ultra running event held at Baggeridge Country Park near Dudley, West Midlands. The course is a mostly traffic-free urban loop featuring disused railway lines, canal towpaths, tunnels—including the 2.7km Netherton Tunnel—and woodland areas, offering a u..
The Minster Challenge 2026, held in Axminster, Devon, offers three running distances: 12km, 5km, and a 3km fun run suitable for all ages. Organized by Ruby Red Running in partnership with Axe Valley Academy, the event features a challenging course with hills and mud, promising an engaging trail runn..
The Testway Ultra is a challenging ultra marathon held in Hampshire, England, featuring 40 and 50-mile distances along the scenic Testway footpath. The route stretches from the chalky downs near the Northern Hampshire/Berkshire border to the southern town of Totton in Southampton, showcasing picture..
The Pendine Sands Races, held at Pendine Beach in Wales, offer a unique running experience on firm sand famously used for land speed records. The event features multiple distances: 5k, 10k, Half Marathon, Marathon, and a new Ultra of 32.8 miles. All races follow the same well-marked out-and-back cou..
The Mortimer 10km is a scenic trail running event held in the charming Berkshire village of Mortimer, starting and finishing at Mortimer Fairground. The race features a beautiful two-lap, multi-terrain course that covers woodland trails, footpaths, and bridleways with an elevation gain of 85 meters...
Steaming to the Coast is a unique trail running event held along the scenic West Somerset Railway in Minehead, Somerset. Utilizing the UK's longest standard gauge steam railway, participants ride a steam train from Minehead to Bishops Lydeard before embarking on their runs. The event offers three di..
The Henley River Half Marathon, 10k & Junior Race takes place in April 2026 at Temple Island Meadows, Henley-on-Thames, UK. This scenic event features a mixed-terrain, undulating course along the Thames, starting and finishing at the iconic Royal Henley Rowing Regatta launch point. The half marathon..
The Vale Coastal Races, held along the scenic Vale of Glamorgan coastline in Wales, offer three trail running distances: a 32.5-mile ultra marathon, an 18.5-mile "mini ultra," and a 10-mile race. The ultra race starts at Penarth Pier and follows the Wales Coastal Path, featuring clifftop trails, 19..
The Exe to Axe is a challenging 22-mile trail race held annually along the scenic South West Coast Path from Exmouth to Seaton, Devon. Known for its tough terrain and approximately 4,000 feet of ascent, it was once ranked the 9th best race in the UK by Runners World. The event also features a shorte..
The Wild Horse 200 - South Wales 200 is an ultimate 200-mile ultra marathon held in South Wales. The race starts in Chepstow and finishes at Worm’s Head, traversing iconic trails including Offa’s Dyke, the Beacons Way, the Heart of Wales Line, and the Wales Coast Path. This challenging event offers..
The MTC Gelert is a challenging 47-mile ultra marathon held in Wales, running from Barmouth to Llanidloes along the scenic National Cycle Route 8. It forms Day 3 of the six-day CYMRUN, part of the Mount to Coast End to End Challenge Series, which celebrates Welsh myths and legends. The route feature..
The MTC Afanc is a challenging 39.8-mile ultra marathon held in Wales, starting at the River Wye Activity Centre in Glasbury and finishing at the Travelodge in Merthyr Tydfil. The entire route follows the scenic National Cycle Route 8, offering a mix of ascent and descent totaling over 7,500 feet. T..