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.
Shropshire Way 80K Festival is a multi-route trail event run by the Shropshire Hills Discovery Centre in Craven Arms, Shropshire. On 18 April 2026, participants can choose from four routes: SW80K (50 miles, 24-hour limit), Mammothon (26 miles, 12 hours), Half Mammothon (13 miles, 6 hours) and Tusker..
Join Running Adventures for a spectacular guided trail run across the Malvern Hills and surrounding trails. The 18-mile route starts and finishes at North Quarry Car Park in Great Malvern, Worcestershire, and climbs to the Malvern ridge summit, visiting all the ridge summits with sweeping views. Ele..
Cymoedd Sir Fynwy, staged by South Wales LDWA, is held at The Girl Guide Hall, Fairfield Car Park, Abergavenny (NP7 5TR). The event offers three distances—50 miles, 30 miles and a new 20-mile route—making it LDWA's toughest mountain challenge. The route winds through the Black Mountains and the Worl..
Beast of the Beacons is a three-distance trail-running challenge staged by Limitless Trails in the Brecon Beacons National Park, starting and finishing at Llangynidr Village Hall in Crickhowell, Wales. Runners tackle 10 miles, 20 miles or 40 miles, with elevation gains of roughly 2,026 ft, 4,219 ft..
MTC Y Draig Goch is a 47-mile ultramarathon, Day 6 of the Mount to Coast End to End Challenge within Ultra Running Ltd’s CYMRUN series. The route follows National Cycle Route 8 from the Travelodge in Merthyr Tydfil to Barry Island, with Cardiff reached along the way. Runners receive a bespoke finish..
The Bath Beat is a walking and running event held on the southeastern edge of Bath, England, offering distances of 12.5, 17, 21, and 26.5 miles. The course traverses the scenic countryside of the southern Cotswolds, including woods, hills, river valleys, farmland, and a historic disused canal. Parti..
Butcombe Trail Ultra is a pair of self-navigation ultramarathons, 50 miles and 50 kilometres, set around the Mendip Hills in Somerset, England. The official Butcombe Trail is a 47-mile loop around six pubs in the Mendips, largely off-road, offering sweeping views and varied running country as it cro..
Corvedale Cake Walk is a Marches LDWA challenge walk starting at Holdgate Church, near Much Wenlock, Shropshire. It offers two routes, 22 miles and 10 miles, both returning via the Jack Mytton Way. The longer route climbs to Abdon Burf, the highest point in Shropshire, with the circuit continuing ov..
Saturn Running's "The Nearly But Not Quite London Marathon - Wales" takes place at Dare Valley Country Park in Aberdare. This inclusive event offers runners the flexibility to choose their distance within a 7-hour time challenge, with laps of approximately 4.37 miles (7km) on well-maintained footpat..
The Drop - Winchester is a unique and challenging race held in Winchester, UK, offering participants a choice between 10-mile and 15-mile distances, either solo or in teams. Inspired by military-style navigation, the event requires runners to find their way back to the event center from an undisclos..
Eastnor Castle Backyard 8hr and Relay 2026 is a running event staged in the private Eastnor Castle Deer Park, set within the Malvern Hills National Landscape. The route runs along a private estate road in a figure‑of‑eight, with stunning views of Eastnor Castle and British Camp, the Iron Age hill fo..
The Chase Trail Run 2026 is part of the Garmin UK Trail Running Festival on 26th April 2026. The event takes place at St Giles House, Wimborne St Giles, BH21 5NA and is organised by ORA Events Limited. Entries close on 22nd April 2026. A camping option is available for three nights (24th/25th/26th..
A Coventry Way Challenge is scheduled for Sunday 26 April 2026. The event follows a countryside route of 40 miles that starts and finishes at the Heart of England Social Club in Meriden. The route can be completed as a walk or a run, either solo or in a relay format. Entry includes multiple checkpo..
The Portland Pig Backyard Ultra is an ultramarathon event held at Grove Farm Estate, Portland, Dorset. In this unique race format, participants run a 4.167-mile (6,706 meters) loop every hour, starting on the hour, continuing until only one runner remains. The course offers diverse terrain including..
The HOWUM 2026 is a 30-mile ultra in mid-Wales, starting and finishing in Llanidloes. The route forms the Heartlands of Wales circular, merging four trails—the Sarn, Glyndwr’s Way, Severn Way and Wye Valley Walk—toward the source of the River Severn and back, with no time limits. Runners pass landma..
Rasus y Bannau (The Beacon Races) are three long-distance mountain running challenges organized by Run Walk Crawl, starting and finishing in Brecon and circling the Bannau Brycheiniog National Park. Runners choose from 100km, 75km Ultra Trail, or Marathon, with ascents of roughly 5,100m, 3,500m, and..
East Devon Round is a trail ultrarunning festival headquartered at Offwell Village Hall, near Honiton in East Devon. The main route is about 68 miles with significant elevation, weaving through three National Landscapes, the Jurassic Coast and a World Heritage Site, with nine aid stations and Geo Tr..
The Malvern Hills Ultra takes place on 2 May 2026 and starts and finishes at Abberley Village Hall, WR6 6AZ. Entrants can choose from the following distances: 47 miles 38 miles 31 miles 23 miles Entry fees are non-refundable and are listed per distance: £95 (47), £85 (38), £80 (31), £70 (23). The..
Rapid Relays is a dynamic running event held at the scenic Culden Faw Estate in Fawley, near Henley on Thames, Oxfordshire. The race features a woodland trail course on estate tracks with gently undulating terrain, including a notable climb before 3 kilometers followed by a long downhill stretch bac..
Tempo Trail Races returns for a weekend of trail running in the Cotswolds, centered at Ilmington Sports & Social Club, Ilmington, Shipston-on-Stour. The event offers multiple distances: a 100km Ultra, a new 50km Ultra, Marathon, Half Marathon, and 10K. The trail course takes runners through rural co..