Trail Running calendar near Chepstow 2025-2026
We have found 273 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
We have found 273 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
XTERRA Matterley is an off-road sporting event held at the scenic Matterley Basin in Hampshire, United Kingdom. Scheduled for February 14-15, 2026, it offers a variety of race formats including duathlons and trail runs suitable for athletes of all levels. The duathlon races feature distances such as..
Dalwood 3 Hills 2026 returns to Dalwood Village Hall, Dalwood, Axminster (EX13 7EG), offering three multi-terrain routes around the countryside: 10 miles, 5km, and the new 3km Dalwood Doddle for families. Expect mud, hills, and, on the longer course, river crossings as you challenge yourself across..
The Winter Railway Ultra is a multi-distance trail race staged along the River Severn, on a disused railway line between Ironbridge and Bridgnorth, near Coalport, Telford. Runners can choose from 9 miles, 13.1 miles (half marathon), 19 miles (three-quarters marathon), 28 miles, or 37 miles. Each out..
Two Tunnels Races in Bath, UK, organized by Relish The Great Outdoors, offer a unique underground running experience alongside city scenery. The courses pass through the Devonshire Tunnel (408m) and the longer Combe Down Tunnel (1672m), both well-lit and surfaced as a shared-use path—the longest und..
The Ironwood Challenge, organized by Nailsea Running Club, is a trail race near Long Ashton, North Somerset. The six-mile course runs through woodland, fields and forest, with sections that are often muddy. It is fully marked and marshalled, and chip timing is included for the first year.Off-road sh..
The St David's Day Dragon Run 2026, organized by Saturn Running, takes place in the scenic Dare Valley Country Park in Aberdare, Wales. This 7-hour time challenge allows participants to run distances of their choice, starting from a minimum of 3km. The course features well-maintained footpaths with..
Brecon to Cardiff Xtreme is a winter mountain ultramarathon, a 75-km linear challenge from Brecon to Cardiff (about 47 miles) with roughly 2,700–2,800 m of ascent, including 11 summits such as Pen y Fan, Cribyn and Fan y Big. The Taff Xtreme Marathon is the second half, a 26.2-mile leg from Merthyr..
The Weymouth Bay 10K is a scenic charity fun run held in Weymouth, Dorset, starting at Bowleaze Green near the Riviera Hotel. The course is an accurately measured out-and-back route featuring two laps, extending towards Pleasure Pier and returning via Overcombe. The mostly flat road terrain (88%) of..
The Brecon to Cardiff Classic is a 70-kilometer ultra running race following the scenic Taff Trail from Brecon in the Brecon Beacons National Park to Cardiff. Now in its 12th year, this fully marked, one-way race features diverse landscapes, including dramatic mountains, waterfalls, reservoirs, and..
Up on the Downs, hosted by Tri-Counties Trail Running, takes place at Breamore House near Salisbury. Runners can choose from 5k, 10k (about 11.5k), or a half marathon, all starting and finishing at Breamore House. The route is mainly trail, 95% off-road, across farmland, footpaths and bridleways, wi..
The Imber Ultra is an annual trail run of 33+ miles. The next edition is scheduled for Sunday 1 March 2026. The event is organised by Avon Valley Runners together with the Rotary Club of Westbury. Free photos from the 2025 running are available online. Entries are planned to open around early Octo..
The Hateful 8 Ultra Loop is an ultramarathon challenge staged near Bridgend, South Wales, at the Bridgend Miniature Railway in Aberkenfig. Runners tackle a 9-mile loop and aim to complete as many laps as possible within an eight-hour window. The mixed-terrain course includes a challenging hill, a sc..
The Winter Green Man Ultra is a looped trail race around the Community Forest Path near Bristol. Distances offered: 45 miles / 72 kilometres 30 miles / 48 kilometres The 45 mile race is a full anti-clockwise loop starting and finishing at Ashton Park School. The 30 mile event is a partial anti-cl..
Wight Riot is a mixed-terrain running event on the coastal path at Milford on Sea, offering views of the Isle of Wight and a pass by Sturt Pond Nature Reserve. The race uses a 5.3 km (3.28 mile) out-and-back lap, with participants choosing any distance from 5K up to an ultra, within a 7-hour window...
Set in the Cambrian Mountains, Nant Yr Arian Silver Trail offers Half Marathon and 10k routes, with junior distances for younger runners (0.5 mile for under 7; 1.5 miles for 7–11; 2.6 miles for 12–16). The event is run by Aberystwyth Athletic Club as a not-for-profit, family-friendly affair with ful..
Centurion Running’s Hundred Hills 50km is a scenic trail ultramarathon through the Chiltern countryside, starting and finishing at Stonor Park near Henley-on-Thames. The race covers two 25km loops for a total of 50km, with about 4000 ft (1200 m) of elevation gain and a 9-hour cut-off. The route is 8..
Saturn Too presents The Dashing Dog Charity Run - Wales at Dare Valley Country Park in Aberdare. This inclusive seven-hour time-challenge allows runners to complete as many laps as they wish, with a minimum 3 km per lap and a full lap around 7 km on paths, subject to safety changes. The scenic cours..
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..
Red Warrior’s Annual Multi Terrain Races take place at Margam Country Park. The event offers 5K, 10K and 20K distances, with separate races for Canicrossers and solo runners. Now in its 6th year, the race emphasizes a varied, challenging course across Margam’s terrain.The next edition is scheduled f..
Set in the Forest of Dean, the Spring Trails Half Marathon is a multi-terrain trail race organized by the Rotary Club of the Royal Forest of Dean, with Forestry Commission support. The route begins on the road adjacent to the Speech House Hotel, then winds through well-maintained forest trails with..