Trail Running calendar near Chepstow 2025-2026

The Shropshire Way 80K Festival is a challenging trail running and walking event held in the scenic Shropshire Hills, England. Taking place in early April, it attracts hundreds of participants who experience the area's rich food, history, and landscape. The festival features multiple distances: the..

Cymoedd Sir Fynwy is a challenging mountain walking event organized by South Wales LDWA, held in Abergavenny, Wales. It features three distance options: 50 miles, 30 miles, and a new 20-mile route, all exploring the rugged terrain of the Black Mountains and the World Heritage Site of the Forgotten L..

The Beast of the Beacons is a challenging trail running event held in the stunning Brecon Beacons National Park, starting and finishing at Llangynidr Village Hall. Offering distances of 10, 20, and 40 miles, the course features a mix of harsh climbs, rocky paths, forest trails, rivers, and reservoir..

MTC Y Draig Goch is a challenging 34.8-mile ultra running event held in Wales, starting from Travelodge in Merthyr Tydfil and finishing at Marco's Cafe on Barry Island. The race follows the scenic National Cycle Route 8, offering a route with 2,392 feet of ascent and 2,913 feet of descent. It is par..

The Malvern Hills 18 Miler is a guided trail running event organized by Running Adventures, taking place in the scenic Malvern Hills, UK. The route covers approximately 18 miles with over 1300 meters (4400 feet) of elevation, traversing the Malvern ridge and visiting all its summits. Runners experie..

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..

The Butcombe Trail Ultra is a challenging trail ultramarathon held in the Mendip Hills, an Area of Outstanding Natural Beauty in the UK. It features two self-navigation race distances: 50 miles and 50 kilometers, both following a mostly off-road route that criss-crosses scenic countryside and passes..

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 Garmin UK Trail Running Festival 2026 takes place at St Giles House, Wimborne St Giles, offering a variety of trail running events including a marathon, half marathon, 10K, 5K, and junior races for children as young as 0 years. The festival features scenic courses designed to inspire runners to..

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..

The A Coventry Way Challenge is a 40-mile running or walking event set in the scenic countryside around Coventry, starting and finishing at the Heart of England Social Club in Meriden. Open to individuals aged 18 and over, participants can take part solo or in relay teams. The course features five c..

The Portland Pig Backyard Ultra is an ultramarathon event held at Grove Farm Estate, Portland, Dorset. Participants run a 4.167-mile (6,706 meters) loop every hour, starting on the hour, continuing until only one runner remains. The course features diverse terrain including grass, gravel, track, tar..

The East Devon Round is a challenging trail running festival held in East Devon, near Honiton, featuring ultra-distance races through stunning countryside. The main event covers approximately 68 miles with over 10,800 feet of elevation, passing through three National Landscapes, the Jurassic Coast W..

The Malvern Hills Ultra is a challenging ultra running event held in Worcestershire, UK, starting and finishing at Abberley Village Hall. Scheduled for May 2, 2026, it offers four race distances: 23, 31, 38, and 47 miles, with the longest featuring over 2,900 meters of ascent along the Worcestershir..

Rasus y Bannau is a challenging long-distance running event held in Brecon, Wales, featuring three race options: a 100 km ultra with 5100m ascent, a 75 km ultra with 3500m ascent, and a marathon of 43 km with 2000m ascent. All races start and finish in Brecon town center, traversing the scenic and r..

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 2026 is a weekend trail running event held in the scenic Cotswolds, based at Ilmington Sports & Social Club near Shipston On Stour, UK. The event offers a variety of race distances to suit different levels, including a 100K Ultra, a new 50K Ultra, a Marathon, a Half Marathon, and a..

BigWayRound - Winchester is an award-winning, Gold-rated trail running event held at Winchester Rugby Club. The event offers four distances: 14 miles, 19 miles, a marathon, and a 50K ultramarathon, catering to both new and experienced trail runners. The course features stunning views and traverses i..

The Sheinton Steeplchase is a 5.3 km cross-country race held near Sheinton Church by Cressage in the West Midlands. Featuring a total ascent of 100 meters, it offers a challenging yet accessible course that is not a traditional fell race but still highly regarded for its competitive and enjoyable na..

The Westcountry Ultra Flat 50 is a 50-mile point-to-point ultramarathon held in Somerset, England, ideal for first-time 50-mile runners or those seeking a fast race. The course features a pancake-flat first half along the Taunton to Bridgwater Canal Path and the River Parrett Trail, with opportuniti..