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.
Dell 10km is held at Dummer Down Farm in the Hampshire countryside, hosted by Dummer Down Brewery. The event offers a 10km multi-terrain route (including a Canicross 10km option) across private farmland, woodlands, fields and local roads, with about 90% off-road and around 163m of elevation gain. Th..
The Cotswold Way Ultra Challenge is part of Ultra Challenge’s UK trek and trail run series. It starts from Cirencester Basecamp in the heart of the Cotswolds and offers Full 100 km, plus 75 km, 50 km, 25 km options, and a 10 km Cirencester leg. The 100 km loop threads rolling hills, villages and foo..
Offa's Dyke 15 (2026) is a 15-mile off-road running event organized by Tempo Events, taking place on Saturday 13 June. Registration is at The Granary, 20-21 Broad Street, Hay-on-Wye, Herefordshire HR3 5DB. Solo entries cost £34 (plus service fee); relay entrants £47.The race carries a storied herita..
Centurion Running's South Downs Way 50km is a 50km trail ultra in the South Downs National Park. The race starts at Matterley Bowl near Winchester and finishes at Queen Elizabeth Country Park along South Downs Way. The course is 80% trail and 20% road, with about 4,000 ft of climb.The route features..
The South Downs Way 100 is a 100-mile non-stop ultramarathon along the South Downs Way National Trail, from near Winchester to Eastbourne, England. The course runs along chalk ridgeway with rolling hills, ancient forts, villages and coastal views, about 15% road and 85% trail. Runners are supported..
The Cheddar Gorge Challenge is a demanding off-road running event held at Warren Farm, Charterhouse, Somerset, within the stunning Mendip Hills Area of Outstanding Natural Beauty. Offering distances from 1km fun runs to a full marathon, the course features diverse terrain including open fields, flat..
The Hampshire Hoppit is a trail-running event set in the Hampshire countryside, based in the village of Kingsclere, midway between Basingstoke and Newbury on the A339. Distances on offer are marathon, half marathon and 10k. Races are mainly off-road and run as clearly marked, single-lap routes with..
Jurassic Extinction / Jurassic Coast is a multi-distance ultra along the World Heritage Jurassic Coast, spanning from Poole to Exmouth. Distances on offer are 33km (Beer to Exmouth), 50km (Lyme Regis to Exmouth), 100km (Weymouth to Exmouth), and 105 miles (Poole to Exmouth), with a 70km option (Pool..
The PIGUM 2026 is a thrilling 30-mile ultra marathon set in Abergavenny, known as the Gateway to Wales. This challenging trail run features 5,000 feet of elevation, taking participants over mountain peaks and scenic trails, including the iconic Sugar Loaf mountain, which offers stunning panoramic vi..
Birmingham Black Country Half Marathon is a point-to-point race from Wolverhampton City Centre to Brindley Place in Birmingham. It covers the half marathon distance along canal towpaths, offering canal-side scenery with a hint of trail. The largely flat course includes locks, bridges, and the memora..
July the Turd, organized by How Hard Can It Be Events, is a playful running event set in the Ironbridge valley of Shropshire. Distances offered are 8 miles, 16 miles, or a marathon. The marathon is run as three laps, with the half (ish) marathon in two laps, and an 8‑mile option also available.The c..
The Severn Challenge, also known as The MTC Severn Challenge, is Ultra Running Ltd's flagship five-day multiday ultra along the River Severn. It covers about 220 miles from the Hafren source to the Severn’s mouth, split into five stages: Hafren (26 miles), Severn Plod Ultra (47), Severn Path Ultra (..
The MTC Hafren Ultra is Day 1 of the MTC Severn Challenge, a Wales-based point-to-point ultra. The 27-mile route begins at Rhyd-y-benwch picnic area near Llanidloes, climbs to the Severn’s source on Plynlimon through boggy, exposed terrain, then follows Britain’s longest river path back to the finis..
The MTC Severn Plod Ultra is a 48-mile point-to-point ultramarathon starting at the Mid Wales Art Centre, Maesmawr, Powys. The route initially runs away from the River Severn, then rejoins at Dolerw Park, passing the Gorsedd stone circle and Newton’s Eisteddfod site before following the Severn towar..
The MTC Severn Path Ultra is a 60-mile point-to-point ultramarathon organized by Ultra Running Ltd. It starts at The Premier Inn, Shrewsbury, and finishes at Travelodge Worcester, tracing a river-hugging route that passes landmarks such as Atcham, Cressage, Buildwas, Ironbridge, Jackfield and Coalpo..
Race to the Stones runs along The Ridgeway, Britain’s oldest footpath, ending at Avebury Standing Stones. In 2026 it offers 50 km and 100 km distances, either non-stop or split over two days, with a ~25 hour cut-off, on 11–12 July. Runners traverse chalk downs, ancient forests, and heritage landscap..
The MTC Severn Way Ultra is a 57-mile point-to-point ultramarathon run by Ultra Running Ltd. Starting at Travelodge Worcester and finishing at Travelodge Stonehouse, the route covers Grimley, Upton-on-Severn, Tewkesbury, Gloucester, Epney, Priding, and Frampton-on-Severn along the Severn corridor. T..
The event takes place on Saturday 11 July 2026 with race HQ at Longtown Hall, Longtown, Herefordshire (HR2 0LD). Routes are self-navigated and run mostly on trail with an approximate split of 90% trail and 10% road (lanes). Distances and approximate lengths: 50 Miles / 80 km 32 Miles / 50 km 27 Mi..
The Cider 5K.ish is a one-lap, 5-kilometre trail run/walk set on Myncen Farm in Minchington, near Blandford Forum, Dorset. The undulating course takes you across fields, grass, wildflowers, crops and dusty tracks on private farmland with permission from the owner. The event is designed as a fun, rel..
The 24 Cider Challenge is a 24-hour solo running or walking event held at Myncen Farm in Blandford Forum, Dorset. Set on a privately owned farm, the course features undulating trails through fields, grass, wildflowers, crops, and dusty tracks, offering a scenic and natural running experience. Partic..